# EDGAR Filing Document

**Accession Number:** 0001593275
**File Stem:** 0001593275-26-000021
**Filing Date:** 2026-2
**Character Count:** 1251980
**Document Hash:** d3740cc0b4ff44012c402f365b017206
**Contains OCR:** False
**Source Format:** 

## Filing Content

## Filing Summary
**0001593275-26-000021.hdr.sgml**: 20260225

**ACCESSION NUMBER**: 0001593275-26-000021

**CONFORMED SUBMISSION TYPE**: 10-K

**PUBLIC DOCUMENT COUNT**: 312

**CONFORMED PERIOD OF REPORT**: 20251231

**FILED AS OF DATE**: 20260225

**DATE AS OF CHANGE**: 20260225

**FILER**: 

**COMPANY DATA:**
- **COMPANY CONFORMED NAME:** Hamilton Insurance Group, Ltd.
- **CENTRAL INDEX KEY:** 0001593275
- **STANDARD INDUSTRIAL CLASSIFICATION:** FIRE, MARINE & CASUALTY INSURANCE [6331]
- **ORGANIZATION NAME:** 02 Finance
- **EIN:** 000000000
- **STATE OF INCORPORATION:** D0
- **FISCAL YEAR END:** 1231

**FILING VALUES:**
- **FORM TYPE:** 10-K
- **SEC ACT:** 1934 Act
- **SEC FILE NUMBER:** 001-41862
- **FILM NUMBER:** 26678925

**BUSINESS ADDRESS:**
- **STREET 1:** WELLESLEY HOUSE NORTH, 1ST FLOOR
- **STREET 2:** 90 PITTS BAY ROAD
- **CITY:** PEMBROKE
- **STATE:** D0
- **ZIP:** HM08
- **BUSINESS PHONE:** (441) 405-5200

**MAIL ADDRESS:**
- **STREET 1:** WELLESLEY HOUSE NORTH, 1ST FLOOR
- **STREET 2:** 90 PITTS BAY ROAD
- **CITY:** PEMBROKE
- **STATE:** D0
- **ZIP:** HM08

?xml version='1.0' encoding='ASCII'? hg-20251231

**UNITED STATES**

**SECURITIES AND EXCHANGE COMMISSION**

**Washington, D.C. 20549**

**FORM 10-K** 

**(Mark One)**

☒ **ANNUAL REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934**

**For the fiscal year ended December 31, 2025**

**OR**

☐ **TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934**

**For the transition period from to**

**Commission file number 001-41862** 

**Hamilton Insurance Group, Ltd.** 

**(Exact name of registrant as specified in its charter)**

---

| | | |
|:---|:---|:---|
| **&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp; Bermuda** | | **&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp; 98-1153847** |
| (State or other jurisdiction of incorporation or organization) |  | (I.R.S. Employer Identification No.) |
|  | **Wellesley House North, 1st Floor, 90 Pitts Bay Road** <br>**Pembroke HM 08**<br>**Bermuda** |  |
|  | (Address of Principal Executive Offices and Zip Code) |  |

---

**(441) 405-5200** 

Registrant's telephone number, including area code

Securities registered pursuant to Section 12(b) of the Act:

---

| | | |
|:---|:---|:---|
| **Title of each class** | **Trading Symbol(s)** | **Name of each exchange on which registered** |
| Class B common shares, par value $0.01 per share | HG | New York Stock Exchange |

---

**Securities registered pursuant to Section 12(g) of the Act: None**

*(Title of Class)*

Indicate by check mark if the registrant is a well-known seasoned issuer, as defined in Rule 405 of the Securities Act.

Yes ⌧ No □

Indicate by check mark if the registrant is not required to file reports pursuant to Section 13 or Section 15(d) of the Act.

Yes □ No ⌧

------

Indicate by check mark whether the registrant: (1) has filed all reports required to be filed by Section 13 or 15(d) of the Securities Exchange Act of 1934 during the preceding 12 months (or for such shorter period that the registrant was required to file such reports); and (2) has been subject to such filing requirements for the past 90 days.&nbsp;&nbsp;&nbsp;&nbsp;

Yes No

Indicate by check mark whether the registrant has submitted electronically and posted on its corporate web site, if any, every Interactive Data File required to be submitted and posted pursuant to Rule 405 of Regulation S-T (§232.405 of this chapter) during the preceding 12 months (or for such shorter period that the registrant was required to submit and post such files).

Yes No

Indicate by check mark whether the registrant is a large accelerated filer, an accelerated filer, a non-accelerated filer, or a smaller reporting company. See the definitions of "large accelerated filer," "accelerated filer" and "smaller reporting company" in Rule 12b-2 of the Exchange Act. (Check one):

---

| | | | |
|:---|:---|:---|:---|
| Large accelerated filer |  | Accelerated filer | ☐ |
| Non-accelerated filer  | ☐ | Smaller reporting company | ☐ |
| | | Emerging growth company | ☐ |

---

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;

If an emerging growth company, indicate by check mark if the registrant has elected not to use the extended transition period for complying with any new or revised financial accounting standards provided pursuant to Section 13(a) of the Exchange Act.

Indicate by check mark whether the registrant has filed a report on and attestation to its management's assessment of the effectiveness of its internal control over financial reporting under Section 404(b) of the Sarbanes-Oxley Act (15 U.S.C. 7262(b)) by the registered public accounting firm that prepared or issued its audit report.

If securities are registered pursuant to Section 12(b) of the Act, indicate by check mark whether the financial statements of the registrant included in the filing reflect the correction of an error to previously issued financial statements.

☐

Indicate by check mark whether any of those error corrections are restatements that required a recovery analysis of incentive-based compensation received by any of the registrant's executive officers during the relevant recovery period pursuant to §240.10D-1(b).

☐

Indicate by check mark whether the registrant is a shell company (as defined in Rule 12b-2 of the Act). &nbsp;&nbsp;&nbsp;&nbsp;

Yes ☐ No

The aggregate market value of the registrant's Class B common shares held by non-affiliates, computed by reference to the closing price on the New York Stock Exchange (the "NYSE") as of the last business day of the registrant's most recently completed second fiscal quarter, June 30, 2025, was approximately $1.1 billion. There is currently no established trading market for the registrant's Class A or Class C common shares.

The number of shares outstanding of the registrant's Class B common shares, $0.01 par value per share, was 66,417,263 as of February 19, 2026.

**Documents Incorporated by Reference**

Portions of the registrant's definitive proxy statement for the 2026 Annual General Meeting of Shareholders are incorporated by reference into Part III of this report. Such Proxy Statement will be filed with the Securities and Exchange Commission within 120 days of the registrant's fiscal year ended December 31, 2025.

------

**Hamilton Insurance Group, Ltd.**

**Table of Contents**

---

| | |
|:---|:---|
| | Page |
| <u>[Special Note Regarding Forward-Looking Statements](#i065459bfec7643c7b86ee3a3e7500293_10)</u> | <u>[2](#i065459bfec7643c7b86ee3a3e7500293_10)</u> |
| <u>[Part I](#i065459bfec7643c7b86ee3a3e7500293_13)</u> | <u>[4](#i065459bfec7643c7b86ee3a3e7500293_13)</u> |
| &nbsp;&nbsp;<u>[Item 1. Business](#i065459bfec7643c7b86ee3a3e7500293_16)</u> | <u>[4](#i065459bfec7643c7b86ee3a3e7500293_16)</u> |
| &nbsp;&nbsp;<u>[Item 1A. Risk Factors](#i065459bfec7643c7b86ee3a3e7500293_19)</u>  | <u>[48](#i065459bfec7643c7b86ee3a3e7500293_19)</u> |
| &nbsp;&nbsp;<u>[Item 1B. Unresolved Staff Comments](#i065459bfec7643c7b86ee3a3e7500293_22)</u>  | <u>[72](#i065459bfec7643c7b86ee3a3e7500293_22)</u> |
| &nbsp;&nbsp;<u>[Item 1C. Cybersecurity](#i065459bfec7643c7b86ee3a3e7500293_25)</u> | <u>[72](#i065459bfec7643c7b86ee3a3e7500293_25)</u> |
| &nbsp;&nbsp;<u>[Item 2. Properties](#i065459bfec7643c7b86ee3a3e7500293_28)</u> | <u>[73](#i065459bfec7643c7b86ee3a3e7500293_28)</u> |
| &nbsp;&nbsp;<u>[Item 3. Legal Proceedings](#i065459bfec7643c7b86ee3a3e7500293_31)</u> | <u>[73](#i065459bfec7643c7b86ee3a3e7500293_31)</u> |
| &nbsp;&nbsp;<u>[Item 4. Mine Safety Disclosures](#i065459bfec7643c7b86ee3a3e7500293_34)</u> | <u>[73](#i065459bfec7643c7b86ee3a3e7500293_34)</u> |
| <u>[Part II](#i065459bfec7643c7b86ee3a3e7500293_37)</u> | <u>[74](#i065459bfec7643c7b86ee3a3e7500293_37)</u> |
| &nbsp;&nbsp;<u>[Item 5. Market for Registrant's Common Equity, Related Stockholder Matters and Issuer Purchases of Equity Securities](#i065459bfec7643c7b86ee3a3e7500293_40)</u>  | <u>[74](#i065459bfec7643c7b86ee3a3e7500293_40)</u> |
| &nbsp;&nbsp;<u>[Item 6. Reserved](#i065459bfec7643c7b86ee3a3e7500293_43)</u> | <u>[76](#i065459bfec7643c7b86ee3a3e7500293_43)</u> |
| &nbsp;&nbsp;<u>[Item 7. Management's Discussion and Analysis of Financial Condition and Results of Operations](#i065459bfec7643c7b86ee3a3e7500293_46)</u> | <u>[77](#i065459bfec7643c7b86ee3a3e7500293_46)</u> |
| &nbsp;&nbsp;<u>[Item 7A. Quantitative and Qualitative Disclosures About Market Risk](#i065459bfec7643c7b86ee3a3e7500293_145)</u> | <u>[126](#i065459bfec7643c7b86ee3a3e7500293_145)</u> |
| &nbsp;&nbsp;<u>[Item 8. Financial Statements and Supplementary Data](#i065459bfec7643c7b86ee3a3e7500293_148)</u> | <u>[128](#i065459bfec7643c7b86ee3a3e7500293_148)</u> |
| &nbsp;&nbsp;<u>[Item 9. Changes in and Disagreements With Accountants on Accounting and Financial Disclosures](#i065459bfec7643c7b86ee3a3e7500293_151)</u> | <u>[128](#i065459bfec7643c7b86ee3a3e7500293_151)</u> |
| &nbsp;&nbsp;<u>[Item 9A. Controls and Procedures](#i065459bfec7643c7b86ee3a3e7500293_154)</u> | <u>[129](#i065459bfec7643c7b86ee3a3e7500293_154)</u> |
| &nbsp;&nbsp;<u>[Item 9B. Other Information](#i065459bfec7643c7b86ee3a3e7500293_160)</u> | <u>[132](#i065459bfec7643c7b86ee3a3e7500293_160)</u> |
| &nbsp;&nbsp;<u>[Item 9C. Disclosure Regarding Foreign Jurisdiction that Prevent Inspections](#i065459bfec7643c7b86ee3a3e7500293_166)</u> | <u>[132](#i065459bfec7643c7b86ee3a3e7500293_166)</u> |
| <u>[Part III](#i065459bfec7643c7b86ee3a3e7500293_169)</u> | <u>[133](#i065459bfec7643c7b86ee3a3e7500293_169)</u> |
| &nbsp;&nbsp;<u>[Item 10. Directors, Executive Officers and Corporate Governance](#i065459bfec7643c7b86ee3a3e7500293_172)</u> | <u>[133](#i065459bfec7643c7b86ee3a3e7500293_172)</u> |
| &nbsp;&nbsp;<u>[Item 11. Executive Compensation](#i065459bfec7643c7b86ee3a3e7500293_175)</u> | <u>[133](#i065459bfec7643c7b86ee3a3e7500293_175)</u> |
| &nbsp;&nbsp;<u>[Item 12. Security Ownership of Certain Beneficial Owners and Management and Related Stockholder Matters](#i065459bfec7643c7b86ee3a3e7500293_178)</u> | <u>[133](#i065459bfec7643c7b86ee3a3e7500293_178)</u> |
| &nbsp;&nbsp;<u>[Item 13. Certain Relationships and Related Transactions, and Director Independence](#i065459bfec7643c7b86ee3a3e7500293_181)</u> | <u>[133](#i065459bfec7643c7b86ee3a3e7500293_181)</u> |
| &nbsp;&nbsp;<u>[Item 14. Principal Accounting Fees and Services](#i065459bfec7643c7b86ee3a3e7500293_184)</u> | <u>[133](#i065459bfec7643c7b86ee3a3e7500293_184)</u> |
| <u>[Part IV](#i065459bfec7643c7b86ee3a3e7500293_187)</u> | <u>[134](#i065459bfec7643c7b86ee3a3e7500293_187)</u> |
| &nbsp;&nbsp;<u>[Item 15. Exhibits and Financial Statement Schedules](#i065459bfec7643c7b86ee3a3e7500293_190)</u> | <u>[134](#i065459bfec7643c7b86ee3a3e7500293_190)</u> |
| &nbsp;&nbsp;<u>[Item 16. Form 10-K Summary](#i065459bfec7643c7b86ee3a3e7500293_196)</u> | <u>[138](#i065459bfec7643c7b86ee3a3e7500293_196)</u> |
| <u>[Signatures](#i065459bfec7643c7b86ee3a3e7500293_199)</u> | <u>[139](#i065459bfec7643c7b86ee3a3e7500293_199)</u> |
| <u>[Glossary of Selected Terms](#i065459bfec7643c7b86ee3a3e7500293_205)</u> | <u>[142](#i065459bfec7643c7b86ee3a3e7500293_205)</u> |
| &nbsp;&nbsp;<u>[Index to Consolidated Financial Statements](#i065459bfec7643c7b86ee3a3e7500293_208)</u> | <u>F-[1](#i065459bfec7643c7b86ee3a3e7500293_208)</u> |
| &nbsp;&nbsp;<u>[Index to Schedules to Consolidated Financial Statements](#i065459bfec7643c7b86ee3a3e7500293_352)</u> | <u>S-[1](#i065459bfec7643c7b86ee3a3e7500293_352)</u> |

---

------

**SPECIAL NOTE REGARDING FORWARD-LOOKING STATEMENTS**

This Annual Report on Form 10-K of Hamilton Insurance Group, Ltd. for the year ended December 31, 2025 ("Annual Report" or "Form 10-K") includes "forward looking statements" pursuant to the safe harbor provisions of the U.S. Private Securities Litigation Reform Act of 1995. Forward-looking statements can be identified by the use of terms such as "believes," "expects," "may," "will," "target," "should," "could," "would," "seeks," "intends," "plans," "contemplates," "estimates," "forecasts," or "anticipates," or similar expressions which concern our strategy, plans, projections or intentions. These forward-looking statements appear in a number of places throughout this Annual Report and relate to matters such as our industry, growth strategy, goals and expectations concerning our market position, future operations, margins, profitability, capital expenditures, liquidity and capital resources, business plans (including syndicate capacity forecasts) and other financial and operating information. By their nature, forward-looking statements: speak only as of the date they are made; are not statements of historical fact or guarantees of future performance; and are subject to risks, uncertainties, assumptions, or changes in circumstances that are difficult to predict or quantify. Our expectations, beliefs, and projections are expressed in good faith and we believe there is a reasonable basis for them. However, there can be no assurance that management's expectations, beliefs and projections will be achieved and actual results may vary materially from what is expressed in or indicated by the forward-looking statements.

There are a number of risks, uncertainties, and other important factors that could cause our actual results to differ materially from the forward-looking statements contained herein. Such risks, uncertainties, and other important factors include, among others, the risks, uncertainties and factors set forth in "Risk Factors" and "Management's Discussion and Analysis of Financial Condition and Results of Operations" included in this Annual Report and the following:

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• challenges from competitors, including those arising from industry consolidation, alternative capital and technological advancements, including the increasing use of advanced analytics and artificial intelligence;

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• unpredictable events, including natural catastrophes and man-made disasters, global climate change and emerging claim, litigation and coverage issues that may increase loss severity or expand coverage obligations;

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• our ability, or that of the third parties on which we rely, to ensure reserves are adequate to cover actual losses and to accurately assess underwriting risk, models, assumptions, data quality and the pricing of risks, particularly in long-tail, low-frequency or emerging lines of business;

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• our ability to defend and protect our intellectual property rights, including our proprietary technology platforms and data, to comply with obligations under license and technology agreements or to obtain or renew licenses to technology or data on reasonable terms;

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• the impact of risks associated with human error, misconduct or fraud, model uncertainty, cybersecurity threats such as cyber-attacks and security breaches, misuse of artificial intelligence and our reliance on third-party information technology systems that may fail, be disrupted or require replacement;

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• our ability to secure necessary credit facilities, letters of credit or other forms of financing or collateral on favorable terms or at all;

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• our limited financial and operational flexibility due to covenants and other restrictions in our existing or future credit facilities and debt arrangements;

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• our exposure to the credit risk of insurance and reinsurance intermediaries on which we rely for the collection of premiums and payment of claims;

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• our failure to pay claims in a timely manner, significant reserve strengthening, or the need to sell investments under unfavorable market or other conditions in order to meet liquidity requirements;

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• downgrades, potential downgrades or other negative actions by rating agencies, including changes in rating agency methodologies;

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• our ability to manage risks associated with adverse macroeconomic conditions, geopolitical instability and global events, including current or anticipated military conflicts, public health crises, terrorism, sanctions, inflation, rising interest rates, energy price volatility and other disruptions;

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• the cyclical nature of the insurance and reinsurance business, which may result in declines in pricing and more competitive terms and conditions;

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• our results of operations fluctuating significantly from period to period and not being indicative of our long-term prospects;

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• our ability to execute our strategy and to adapt our business and strategic plans in response to changing market, regulatory and competitive conditions;

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• our dependence on key executives and other personnel, including the potential loss of Bermudian or other critical personnel, and our ability to attract and retain qualified employees in highly competitive labor markets;

------

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• foreign operational risks, including foreign currency risk, political instability, regulatory uncertainty and differing legal regimes in jurisdictions where we operate;

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• our ability to identify, execute and integrate growth opportunities, including acquisitions or other strategic transactions, and to realize the anticipated benefits of such initiatives;

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• risks arising from our management of alternative reinsurance platforms and vehicles for third-party investors;

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• our inability to control the asset allocation, investment decisions or performance of the Two Sigma Hamilton Fund, LLC (the "TS Hamilton Fund") and our limited ability to withdraw capital from the TS Hamilton Fund;

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• conflicts of interest, governance, operational or regulatory risks involving Two Sigma Investments, LP ("Two Sigma"), the TS Hamilton Fund or their respective affiliates that could adversely affect investment performance or our business;

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• the historical performance of Two Sigma or the TS Hamilton Fund not being indicative of future performance or our future results;

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• risks associated with our investment strategy, including the use of leverage, derivatives, illiquid assets and concentration risk, which may be greater than those faced by some of our competitors;

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• our potentially becoming subject to additional or increased taxation, including U.S. federal income tax, Bermuda tax or other taxes, as a result of changes in tax laws, interpretations or our operations;

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• the potential classification of us or our subsidiaries as a passive foreign investment company or becoming subject to U.S. withholding and information reporting requirements under the U.S. Foreign Account Tax Compliance Act ("FATCA");

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• our ability to compete effectively in a highly regulated industry in light of new or changing domestic or international laws and regulations, including accounting standards and evolving regulatory interpretations;

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• the suspension, limitation or revocation of licenses or approvals required by our insurance and reinsurance subsidiaries;

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• significant legal, regulatory or governmental proceedings or investigations;

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• restrictions on our insurance and reinsurance subsidiaries' ability to pay dividends or make other distributions to us;

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• challenges and costs associated with compliance with public company disclosure, governance and internal control requirements;

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• the limited ability of investors to influence corporate matters due to our multi-class share structure and the voting provisions in our Bye-laws;

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• the risk that anti-takeover provisions in our Bye-laws or Bermuda law could discourage, delay or prevent a change in control, even if beneficial to shareholders; and

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• difficulties investors may face in enforcing judgments or protecting their interests against us or our directors and officers.

There may be other factors that could cause our actual results to differ materially from the forward-looking statements. You should evaluate all forward-looking statements made herein in the context of these risks and uncertainties.

You should read this information completely and with the understanding that actual future results may be materially different from expectations. We caution you that the risks, uncertainties, and other factors referenced above may not contain all of the risks, uncertainties and other factors that are important to you. In addition, we cannot assure you that we will realize the results, benefits, or developments that we expect or anticipate or, even if substantially realized, that they will result in the consequences or affect us or our business in the way expected. All forward-looking statements contained herein apply only as of the date hereof and are expressly qualified in their entirety by these cautionary statements. We undertake no obligation to publicly update or revise any forward-looking statements to reflect subsequent events or circumstances.

***Available Information***

We encourage investors and others to frequently visit our website, www.hamiltongroup.com, including our Investor Relations web pages investors.hamiltongroup.com. Information found on, or accessible through, our website is not a part of, and is not incorporated into this Annual Report. Copies of our annual reports on Form 10-K, quarterly reports on Form 10-Q, current reports on Form 8-K, and amendments to these reports filed or furnished pursuant to Section 13(a) or 15(d) of the Securities Exchange Act of 1934, as amended (the "Exchange Act"), are available, free of charge, on our website as soon as reasonably practicable after we file such material electronically with, or furnish it to, the Securities and Exchange Commission (the "SEC"). The SEC also maintains a website that contains our SEC filings. The address of the site is www.sec.gov.

------

**Part I**

**BUSINESS**

In this Annual Report, references to "Hamilton," "Hamilton Group," the "Group," the "Company," "we," "us" and "our" refer to Hamilton Insurance Group, Ltd., together with its consolidated subsidiaries, unless the context requires otherwise. Certain defined terms used through this Annual Report are included in the "Glossary of Selected Terms" attached hereto and for ease of reading, some defined terms may be used without initial capitalization but retain the meanings set forth in the glossary. Amounts in this Annual Report are presented in U.S. dollars, unless otherwise noted. Certain amounts presented in tables are subject to rounding adjustments and, as a result, the totals in such tables may not sum.

**Our Company**

***Overview of Our Business***

We are a global specialty insurance and reinsurance company founded in Bermuda in 2013. We harness multiple drivers to create shareholder value. These include diverse underwriting operations supported by proprietary technology and a team of over 600 full-time employees, a strong balance sheet, and a unique investment management relationship with Two Sigma. We operate globally, with underwriting operations in London, Dublin, Bermuda and across the United States. We are led by an entrepreneurial and experienced management team that has grown gross premiums written to $2.9 billion, $2.4 billion and $2.0 billion for the years ended December 31, 2025, 2024 and 2023, respectively, with corresponding combined ratios of 92.9%, 91.3% and 90.1% for the same periods. The combined effects of organic premium growth, our 2019 strategic acquisition, the Company's 2023 initial public offering ("IPO"), our April 2024 AM Best "A" rating upgrade, and continuous platform cost optimization leave us well positioned to capitalize on market opportunities across the lines of business written by our established and scaled underwriting platforms.

We operate three principal underwriting platforms (Hamilton Global Specialty, Hamilton Select and Hamilton Re) that are categorized into two reporting business segments (International and Bermuda):

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• **International:** Accounting for 52% of gross premiums written for the year ended December 31, 2025, our International segment consists of business written out of our Lloyd's syndicate and subsidiaries based in the United Kingdom, Ireland, and the United States, and includes the Hamilton Global Specialty and Hamilton Select underwriting platforms.

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• Hamilton Global Specialty focuses predominantly on commercial specialty and casualty insurance for medium to large-sized accounts and specialty reinsurance products written by Lloyd's Syndicate 4000 and Hamilton Insurance DAC ("HIDAC"). Syndicate 4000, a leading Lloyd's syndicate, generates a significant portion of premium from the U.S. Excess & Surplus ("E&S") market and has ranked among the most profitable and least volatile syndicates at Lloyd's over the last 10 years.

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• Hamilton Select, our U.S. domestic E&S carrier, writes casualty insurance for small to mid-sized clients in the hard-to-place niche of the U.S. E&S market. We believe it presents meaningful and profitable growth opportunities in the near-to-long term, further expanding our footprint in the U.S. E&S market.

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• Our International segment had gross premiums written of $1.5 billion, $1.3 billion and $1.1 billion for the years ended December 31, 2025, 2024 and 2023, respectively, with corresponding combined ratios of 95.0%, 95.6% and 94.7% for the same periods.

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• **Bermuda:** Accounting for 48% of gross premiums written for the year ended December 31, 2025, our Bermuda segment consists of the Hamilton Re platform, made up of Hamilton Re and Hamilton Re US. Hamilton Re writes property, casualty and specialty reinsurance business on a global basis and also offers high excess Bermuda market specialty insurance products, predominantly for large U.S. commercial risks. Hamilton Re US writes casualty and specialty reinsurance business on a global basis.

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• Our Bermuda segment had gross premiums written of $1.4 billion, $1.1 billion and $846 million for the years ended December 31, 2025, 2024 and 2023, respectively, with corresponding combined ratios of 90.9%, 87.0% and 84.9% for the same periods.

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Our evolution into a specialty insurance and reinsurance company reached a significant turning point in 2018 with the hiring of Pina Albo, our CEO, and the start of our strategic transformation ("Strategic Transformation"). Ms. Albo is a 30+ year veteran in the insurance industry, having served as a member of the Board of Executive Management at Munich Re, where she had a 25-year career, as well as serving on the Board of Reinsurance Group of America, Incorporated (a Fortune 500 public company) and for a two-year term as the first female Chair of the Association of Bermuda Insurers and Reinsurers. The Strategic Transformation commenced in 2018, when we set a new strategy and business priorities, and was propelled by the appointment of a management team focused on employing rigorous risk selection and creating sustainable underwriting profitability. It included enhancing underwriting governance, re-underwriting and repositioning our business to increase the focus on casualty and specialty insurance and reinsurance lines, decreasing volatility, and investing in business-enabling technology. The 2019 acquisition of what are now Hamilton Managing Agency and related entities, Lloyd's Syndicate 4000 and HIDAC accelerated the Strategic Transformation progress. It doubled and diversified our premium base, increased our underwriting expertise and operational capabilities, and provided us with a fully-scaled Lloyd's platform. As a result of the actions taken in the context of the Strategic Transformation, we grew premiums written from $571 million for the year ended November 30, 2018 to $2.9 billion for the year ended December 31, 2025, reduced our combined ratio, optimized the portfolio mix by increasing the contribution from casualty and specialty insurance and reinsurance, and strengthened our balance sheet.

The success of the Strategic Transformation left the Company well positioned for our IPO in November 2023 and subsequent AM Best "A" rating upgrade in April 2024. We continuously review our portfolio to optimize underwriting returns and opportunities and drive additional benefits by regular collaboration with our Group Underwriting Committee ("GUC") and, effective January 1, 2026, oversight by our new Group Chief Underwriting Officer ("CUO"). Consequently, we believe Hamilton remains well positioned to deliver growth and profitability in the broadly attractive but evolving market environment.

Our proprietary technology has supported Hamilton's Strategic Transformation, facilitating growth, strengthening underwriting excellence, and enabling the execution of our multi-year strategy. These capabilities are built upon a modern, cloud-based core architecture and a unified enterprise data foundation unconstrained by legacy platforms and engineered to support advanced analytics, artificial intelligence ("AI") enabled workflows, and scalable digital distribution.

At the center of this technology is the Hamilton Analytics and Risk Platform ("HARP"), our proprietary catastrophe modeling, pricing, and portfolio analytics engine. HARP integrates exposure, pricing, and accumulation information across regions, perils, and specialty classes to provide near real-time decision support, capital-efficiency analytics, and portfolio-steering capabilities, which strengthens Hamilton's underwriting control layer. The platform is also extensible, enabling expansion into non-catastrophe analytics and advanced risk segmentation.

Complementing HARP is Timeflow, our proprietary API-enabled ("application programming interface") global underwriting submission and triage system. Timeflow is used across our underwriting platforms to streamline submission ingestion, automate completeness and eligibility checks, and accelerate broker-to-underwriter connectivity.

These core capabilities are further supported by Hamilton Insights, our proprietary enterprise intelligence and reporting environment. Hamilton Insights consolidates operational, underwriting, financial, and risk data into governed information that provides management with visibility into operational performance across our business segments.

Our technology strategy integrates market-leading commercial platforms with proprietary systems, enabling each business segment to operate efficiently while benefiting from shared services, consistent integration patterns, and centralized capabilities such as an enterprise data architecture, analytics, cybersecurity and operational resilience. In parallel, Hamilton continues to enhance direct digital connectivity with brokers, managing general agencies ("MGAs"), cedants, and market platforms through open APIs, event-driven workflows, and emerging agentic-AI capabilities, supporting efficiency across the underwriting process.

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The growth of our business is also supported by a strong balance sheet. As of December 31, 2025, Hamilton had total assets of $9.6 billion, total cash and invested assets of $6.2 billion and shareholders' equity of $2.8 billion. Our total cash and invested assets of $6.2 billion includes $3.4 billion of securities in our fixed maturity trading portfolio and short-term investments, altogether consisting of 55% of our total cash and invested assets, with an average credit rating of Aa3 and 100% of which are investment grade. See "*Management's Discussion and Analysis of Financial Condition and Results of Operations—Financial Condition, Liquidity and Capital Resources—Cash and Investments*" for further detail by investment class. At December 31, 2025, we also enjoy a low debt-to-capital ratio of 5.0%, which we believe provides us with meaningful financial flexibility to execute our strategy. The Company has repeatedly demonstrated its ability to withstand catastrophe and other significant loss events across changing market cycles. Our prudent reserving approach fortifies our financial position and has resulted in reserve releases (i.e. decreasing reserves for loss occurrence) every year since our inception.<sup>1</sup>

See "*Management's Discussion and Analysis of Financial Condition and Results of Operations—Financial Strength Ratings*" for details of the financial strength ratings assigned to our principal insurance and reinsurance operating subsidiaries. We believe these ratings demonstrate the financial strength of our insurance and reinsurance platforms and facilitate our ability to capitalize on new opportunities with our policyholders, cedants and distribution partners.

***Unique Investment Management Relationship with Two Sigma***

Our diversified underwriting model is complemented by a unique and long-term investment management relationship with Two Sigma. Founded in 2001, Two Sigma aims to consistently generate alpha in liquid global markets across a range of conditions using a disciplined, scientific approach and managed approximately $77 billion of assets across affiliates at December 31, 2025. Driven by a differentiated application of technology and data science, Two Sigma has over 1,700 employees across affiliates, including an experienced and diverse team of employees in research and development.

As of December 31, 2025, Two Sigma manages $2.2 billion, or 37%, of our total invested assets, via our investment in the TS Hamilton Fund. The TS Hamilton Fund is a dedicated fund of one managed by Two Sigma with exposures to certain Two Sigma macro and equity strategies.<sup>2</sup> The TS Hamilton Fund has been designed to provide low-correlated absolute returns, primarily by combining multiple hedged and leveraged systematic and non-systematic investment strategies with proprietary risk management and execution techniques. The TS Hamilton Fund invests in a broad set of financial instruments and is primarily focused on liquid strategies in global equity, foreign exchange ("FX") markets, exchange-listed and over-the-counter ("OTC") options (and their underlying instruments) and other derivatives. This liquidity profile fits well with our business, while also providing the benefit of access to a dedicated fund of one.

Two Sigma has broad discretion to allocate our invested assets to different opportunities. Its current investments include Two Sigma Spectrum Portfolio, LLC ("STV"), Two Sigma Equity Spectrum Portfolio, LLC ("ESTV"), Two Sigma Absolute Return Portfolio, LLC ("ATV"), Two Sigma Futures Portfolio, LLC ("FTV"), Two Sigma Horizon Portfolio, LLC ("HTV"), Two Sigma Navigator Portfolio, LLC ("NTV") and Two Sigma Kuiper Portfolio, LLC ("KTV"). TS Hamilton Fund's current allocation is approximately 70% to equity strategies and 30% to macro strategies. The TS Hamilton Fund's trading and investment activities are not limited to these systematic (and certain non-systematic) investment strategies and proprietary risk management, investment, optimization and execution techniques (collectively, the "Techniques") and the TS Hamilton Fund is permitted to pursue any investment strategy and/or Technique that Two Sigma determines in its sole discretion to be appropriate for the TS Hamilton Fund from time to time. In any given period, the performance of these individual portfolios may vary materially; however, the performance and risk profile of the TS Hamilton Fund is monitored in the aggregate at the overall fund level, rather than at the individual portfolio level. This is consistent with the manner in which investment management fees and performance incentive allocations are determined (i.e., fees and performance incentives are determined by the overall performance of the fund, rather than the performance of each portfolio).

Hamilton Re has a commitment with Two Sigma for an initial three-year period (the "Initial Term") and for rolling three-year periods thereafter (each such three-year period the "Commitment Period"), subject to certain circumstances, with the current Commitment Period ending on June 30, 2028. The Commitment Period consists of a three-year rolling term that automatically renews on an annual basis unless Hamilton Re or the Managing Member provide advance notice of non-renewal. Although not necessarily indicative of future results, the TS Hamilton Fund produced returns, net of investment management fees and performance incentive allocations, of 16.0%, 16.3% and 7.6% for the years ended December 31, 2025, 2024 and 2023,

<sup>1</sup> Excluding the U.S. GAAP accounting impact of a loss portfolio transfer purchased in 2020.

<sup>2</sup> For the avoidance of doubt, Two Sigma serves as the investment manager of the TS Hamilton Fund. The Company is not a client of Two Sigma pursuant to the Investment Act of 1940, as amended.

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respectively. Hamilton pays arm's-length management and incentive fees under this agreement. See "*Risk Factors—Risks Related to Our Investment Strategy—We have significant exposure to, and limited control over, the TS Hamilton Fund, which materially constrains our flexibility and could materially adversely affect our business, financial condition and results of operation*" for more information.

**Our Competitive Strengths**

We believe that our corporate tagline, "In good company" embodies who we are as an organization. As a good corporate citizen, we strive to ensure that everyone we interact with – our clients and business partners, our employees, our shareholders and the communities we serve – feel they are *in good company* with Hamilton. Our promise is enhanced by the strengths of our differentiated business model, which include:

***Scaled, diversified, and global specialty insurance and reinsurance operations***

The scale we have built since our inception provides significant competitive advantages in the global markets we serve. We have grown our book both organically when market conditions have been attractive, through product and platform expansion, increased participations and increasing client and broker channel distribution; and inorganically, through the 2019 strategic acquisition of what are now Hamilton Managing Agency and related entities, Lloyd's Syndicate 4000 and HIDAC.

Our business mix is well-balanced between insurance and reinsurance, and is diversified across geographies, risks, clients and products, with a majority of our business coming from specialty and casualty lines. For the year ended December 31, 2025, we recorded $2.9 billion of gross premiums written through our three principal underwriting platforms, with access to key markets around the world.

We believe that the scale and breadth of our book of business, our multiple underwriting platforms, our product offerings and the strength of our talented team allow us to dynamically respond to and manage market cycles, thus providing for more consistent underwriting performance and reduced volatility. We expect Hamilton Select will continue to add business diversification and growth, including in the profitable, hard-to-place niche of the U.S. E&S market. Hamilton Global Specialty and Hamilton Re also expect to continue providing growth prospects in the U.S. E&S and global (re)insurance markets. Overall, we believe our disciplined approach to scale, risk assessment, and diversification enables us to deliver on our goal of sustained profitability.

***Disciplined and data-driven underwriting approach***

Our underwriting platforms are each led by teams of experienced underwriters who are specialized in their product areas and able to set terms and conditions across several lines of business. Their expertise is supplemented by our strong technical tools, which provide the insights that enable our underwriters to intelligently price and structure our products and portfolio, maintain diversification, and in turn deliver attractive risk-adjusted profitability. Our underwriters adhere to a disciplined underwriting philosophy and guidelines, seeking to underwrite only profitable risks. Our underwriters regularly review their books of business to ensure they are growing in the most profitable areas and restructure or non-renew underperforming accounts, thus optimizing our business portfolio. They benefit from regular discussions with our GUC, which also reviews underwriting results, suggests strategic portfolio shifts, reviews risk appetites and tolerances for new and existing products and considers emerging risks and mitigation strategies in collaboration with our underwriting and executive leadership. They will also benefit from the oversight and input of our new Group CUO from January 1, 2026. Our review and risk selection processes are enhanced by our business intelligence and global management information system, Hamilton Insights, which provides real-time data and self-service report generation to help inform underwriting decisions. We have previously undertaken the portfolio enhancing measures of: launching Hamilton Select and Hamilton Re US; expanding credit and surety reinsurance, growing our professional and specialty insurance lines; purchasing strategic loss portfolio transfer coverage (the "LPT") with respect to certain historical Lloyd's Years of Account ("YOA"); and exiting/remediating certain unprofitable lines of business (e.g. agriculture). The platforms have benefited from group-wide, third-party best-practice reviews commissioned by our GUC, and the fact that variable compensation is tied primarily to underwriting profitability.

We actively manage our risk exposure on a centralized basis, in order to allocate capital efficiently and optimize our returns. For example, we monitor tolerances for natural catastrophe risks utilizing probable maximum loss modelling results ("PMLs") for multiple regions and perils and we have appropriately managed our PMLs during the varying market cycles.

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Our methodical and disciplined approach to underwriting, bolstered by our experienced underwriting talent, collaboration with our GUC, strong analytics platforms, and continued application of the underwriting principles, thoughtfulness and rigor that drove the Company's evolution, have resulted in combined ratios of 92.9%, 91.3% and 90.1% for the years ended December 31, 2025, 2024 and 2023, respectively. Additionally, the combined ratios for our International segment for the years ended December 31, 2025, 2024 and 2023 were 95.0%, 95.6% and 94.7%, respectively, and the combined ratios for our Bermuda segment for the years ended December 31, 2025, 2024 and 2023 were 90.9%, 87.0% and 84.9%, respectively.

***Proprietary technology infrastructure***

Underpinning our business are sophisticated proprietary technology and analytics platforms. Unburdened by legacy systems, our technological capabilities enable operational efficiencies as we continue to scale, and allow for nimble decision-making in a competitive marketplace.

We have built proprietary systems, including HARP, a catastrophe modeling and portfolio accumulation management platform used for all our natural catastrophe-exposed risks. Reflecting decades of industry experience, HARP enables precise modifications and loads to be applied to vendor catastrophe model results to produce the Hamilton View of Risk ("HVR"), the basis upon which all of our catastrophe modeling and accumulation management is conducted. HARP produces rapid management information and portfolio analytics to aid decision-making, and supports structural features such as reinstatement premium protections, cascading layers and trailing deductibles.

The HVR enables us to manage natural catastrophe risk on a consistent basis, including pricing, underwriting, reserving, planning, capital modelling and accumulation management decisions. We believe that the HVR is materially complete and appropriate to the current risk landscape. We accomplish this through vendor catastrophe models that serve as a baseline and our proprietary tools - the mainstay of which is HARP - which allow us to make a number of significant adjustments, and our model intelligence team that evaluates models and recommends changes. The HVR utilizes a long-term trend in its baseline and adjusts it to consider a combination of short-term variability such as warm sea-surface temperature, non-modeled perils, secondary uncertainty and severity loads (such as missing exposures, loss adjustment expenses, and potential model miss). In aggregate, the HVR produces loss estimates materially in excess of those provided by the baseline vendor models.

Our proprietary suite of technology also includes Timeflow (a global underwriting submission system), which enables us to digitize our submission intake process and orchestrate data entry across multiple systems and Hamilton Insights (our business intelligence and management information system), which is used by underwriters to gain insights to our business and make informed decisions.

***Differentiated asset management capabilities with Two Sigma to further enhance returns***

We have a unique asset management strategy as our investment-grade fixed income investment portfolio is complemented by our separate portfolio managed by Two Sigma within the TS Hamilton Fund. Our ability to generate positive risk-adjusted yields through our complementary investment portfolios differentiates us from our peers who generally only have traditional investment allocations, concentrated primarily in investment-grade, long-only fixed income securities.

The TS Hamilton Fund is designed to provide low-correlated absolute returns and high liquidity. Two Sigma seeks to control risk systematically through the use of proprietary portfolio management and risk management systems and techniques. Separately, our fixed income portfolio consists of traditional investment-grade fixed income securities which are conservative fixed maturity and short-term investments (average rating of "Aa3" and duration of 3.4 years at December 31, 2025) and is managed by third-party investment managers. We believe that this balanced approach and unique access to the TS Hamilton Fund allows us to optimize our investment returns and drive additional shareholder returns that complement our underwriting operations.

***Strong balance sheet with significant financial flexibility***

As of December 31, 2025, we had consolidated GAAP shareholders' equity of $2.8 billion, with limited intangibles and a financial leverage ratio of 5.0%. Our capital position is enhanced by a highly liquid investment strategy, with assets in the TS Hamilton Fund diversified across investment strategies, instruments and thousands of positions in liquid global markets.

Our balance sheet is supported by our robust reserve position, which is above the estimate of our external actuarial selected indications.

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See "*Management's Discussion and Analysis of Financial Condition and Results of Operations—Financial Strength Ratings*" for details of the financial strength ratings assigned to our principal insurance and reinsurance operating subsidiaries. We believe these ratings demonstrate the financial strength of our insurance and reinsurance platforms and facilitate our ability to capitalize on new opportunities with our policyholders, cedants and distribution partners.

***Highly entrepreneurial and experienced leadership team fostering a distinctive and attractive culture***

We consider ourselves a magnet for talent at all levels. Our executive officers are highly qualified and have an average of more than 20 years of relevant experience in insurance and reinsurance. We are led by our Chief Executive Officer, Pina Albo, who has over 30 years of industry experience and was previously a member of the Board of Executive Management of Munich Re, and the first North American woman to hold such a role. Several of our executive officers have long histories of working together at other organizations and have held senior management positions at large, established carriers. Members of our executive and management team have experience from a number of reputable carriers such as AIG, AXIS, Chubb, CNA, Everest, Kinsale, Munich Re, Partner Re and Renaissance Re.

Our corporate tag-line, "In good company", underpins our employee value proposition and embodies our inclusive, entrepreneurial and collaborative culture which drives our success in recruitment, development, and retention of leading industry talent.

**Our Strategy** 

We are a global specialty insurance and reinsurance company enhanced by data and technology, focused on producing sustainable underwriting profitability and delivering significant shareholder value. We intend to keep growing our diverse book of business by responding to changing market conditions, prudently managing our capital, and driving sustainable shareholder returns. The key pillars of our strategy include:

***Prudently managing capital across different underwriting cycles***

We seek to prudently manage our capital with the objective of effectively navigating different market conditions and generating strong underwriting margins throughout all market cycles. Our scaled and diversified platforms and product offerings and our broad industry relationships provide significant opportunity to underwrite our chosen classes of property, casualty and specialty insurance and reinsurance as market opportunities arise. Leveraging our disciplined underwriting approach, balance sheet strength and flexibility, and real-time technology prowess, we can respond dynamically to capture opportunities as markets evolve.

We believe the current market conditions for insurance and reinsurance still provide attractive opportunities for all of our underwriting platforms. As a result of our broad product offering and relatively recent AM Best upgrade to an "A" rating, Hamilton Re has benefited from continued opportunities in our reinsurance business, notwithstanding the recent pricing pressure seen in the market. We believe Hamilton Re is well positioned to maintain our writings across various lines, participate in attractive program structures and benefit from favorable terms and conditions on attractive lines of business. Hamilton Global Specialty continues to capitalize on profitable pricing at the portfolio level across all insurance and reinsurance lines and has recently expanded its product and/or distribution channels in marine, financial lines and cyber. Hamilton Select continues to benefit from the increased flow of business and attractive market conditions in the U.S. E&S market where it is focused.

We believe our approach to managing capital across market cycles will allow us to produce profitable underwriting results, grow our capital and fund the continued growth of our business with our own resources. Our prudent approach to capital management may also allow us to return excess capital to investors over time, which may take the form of ordinary dividends, special dividends or share buybacks.

***Driving sustainable underwriting profitability***

One of our key strategic priorities is to produce sustainable underwriting profitability across the business we write and we believe we are well positioned to do so given our strong underwriting culture focused on cycle management. Our data-driven and disciplined underwriting processes position us to intelligently price and structure our products and our business portfolio. Our experienced underwriting, actuarial and catastrophe modeling teams rely on our strong technical tools and insights to help

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inform underwriting decisions and drive additional benefits by regular collaboration with our GUC, and, as of January 1, 2026, our new Group CUO.

We maintain trusted and long-standing relationships with our clients and brokers, who we believe will continue to provide us with access to attractive business. Our disciplined underwriting approach has resulted in combined ratios of 92.9%, 91.3% and 90.1% for the years ended December 31, 2025, 2024 and 2023, respectively. We expect to continue to leverage our robust underwriting processes, highly experienced teams, broad access to clients and brokers and real time analytics to address our clients' needs and to garner attractive opportunities across all our underwriting platforms.

***Pursuing disciplined and opportunistic growth of Hamilton platforms***

We continue to see growth opportunities in both the insurance and reinsurance markets in which we operate and intend to pursue disciplined growth across all our underwriting platforms. In recent years the U.S. E&S market has benefited from a strong rate environment and increased submissions as business has shifted into the non-admitted market from the admitted market. Non-admitted insurers are able to cover unique and hard-to-place risks because they have flexibility of rate and form and can accommodate the unique needs of insureds who are unable to obtain coverage from admitted carriers.

We access the attractive U.S. E&S market via all three of our underwriting platforms.

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• Hamilton Global Specialty writes U.S. E&S business on both its Lloyd's and HIDAC platforms. It is an established specialty insurance market with specialized underwriting talent and strong broker and client relationships across the casualty, specialty and property insurance lines, and is well positioned to take advantage of attractive opportunities in this market.

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• Hamilton Re is both an insurer and reinsurer of U.S. E&S insurance business, positioning this platform to pursue attractive market opportunities.

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• Hamilton Select further increases our access to the U.S. E&S insurance market. Hamilton Select plans to grow in the U.S. E&S market through expanded product offerings, including the hard-to-place niche, and is focused on small to medium sized risks, a segment which is expected to produce profitable results in all market cycles. Hamilton Select has a leadership and underwriting team with extensive experience in its chosen niche and also benefits from extensive distribution relationships in this market segment.

We believe the access our three underwriting platforms have to U.S. E&S insurance business will allow us to build a robust and diversified book of business and achieve our profitable growth objectives throughout various market cycles.

Reinsurance business still provides attractive opportunities, given the attractive rating environment for several of the classes we write at this time in the cycle and this, in addition to our relatively recent AM Best "A" rating upgrade, is expected to provide growth opportunities, particularly with key clients.

***Generating strong risk-adjusted returns for shareholders***

Our strong, sustainable underwriting operations are complemented by our unique investment portfolio, which consists of the TS Hamilton Fund and our investment grade fixed income portfolio. We plan to continue to optimize our investment portfolio through a balanced allocation of invested assets and maintain the flexibility to adjust this allocation as needed. We believe our strategy of disciplined underwriting growth, balanced with our investment platform, will drive our ability to create shareholder value.

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***Our Sustainability Principles***

Good corporate citizenship underscores everything we do. Our sustainability approach is based on being a responsible corporate and global citizen.

We apply a four-pillar philosophy across all areas of our business:

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;1.**Accountability:** We focus on employing equitable governance and oversight in an effort to ensure the best outcome for all of our stakeholders.

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;2.**Social Impact:** We have an inclusive culture underpinned by teamwork and collaboration. We have Diversity, Equity and Inclusion Committees in each of our key locations, comprised of employee representatives across functions and seniority. We also have a diverse management team, including 30% of our Group Executive team being female, including our Group CEO.

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;3.**Underwriting:** We are supportive of companies that are involved in the transition to alternative energy sources such as renewable energy, including wind and solar, and have embedded sustainability-specific underwriting guidelines in our operations.

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;4.**Investments:** We strive to deploy our invested capital responsibly with established guidelines that are regularly monitored to align with our corporate values. Our investment managers are guided by the United Nations Principles for Responsible Investment.

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**Our Business**

We operate three principal underwriting platforms categorized into two reporting business segments: International and Bermuda. Our three underwriting platforms, with dedicated and experienced leadership, provide us with access to diversified and profitable key markets around the world. Across these global operations, we generated $2.9 billion of gross premiums written for the year ended December 31, 2025.

The following charts represent our gross premiums written by reporting segment, insurance and reinsurance mix, and class of business for the year ended December 31, 2025.

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| | | |
|:---|:---|:---|
| **Gross Premiums Written:**<br>**By Segment** | **Gross Premiums Written:**<br>**Insurance / Reinsurance** | **Gross Premiums Written:**<br>**Class of Business** |
| ![GPW by Segment.jpg](hg-20251231_g1.jpg) | ![GPW by Insurance_Reinsurance.jpg](hg-20251231_g2.jpg) | ![GPW by COB.jpg](hg-20251231_g3.jpg) |

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**Our Products**

The table below presents gross premiums written in each of our reporting segments for each of the most recent three years.

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| | | | |
|:---|:---|:---|:---|
| | **For the Years Ended December 31,** | **For the Years Ended December 31,** | **For the Years Ended December 31,** |
| *($ in thousands)* | **2025** | **2024** | **2023** |
| International | $1517060 | $1308460 | $1105522 |
| Bermuda | 1406085 | 1114122 | 845516 |
| &nbsp;&nbsp;&nbsp;&nbsp;Total gross premiums written | $2923145 | $2422582 | $1951038 |

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International comprises 52% of the total 2025 gross premiums written and includes Hamilton Managing Agency Limited ("HMA"), as managing agent to Hamilton Syndicate 4000 (wholly aligned syndicate), HIDAC, and Hamilton Select.

Bermuda comprises 48% of the total 2025 gross premiums written and includes Hamilton Re and Hamilton Re US.

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***International***

Our International segment includes both the Hamilton Global Specialty and Hamilton Select platforms. Hamilton Global Specialty focuses predominantly on commercial specialty and casualty insurance products for medium to large-sized accounts and specialty reinsurance for a variety of global insurance companies. Its business is distributed via Lloyd's Syndicate 4000 and HIDAC in Ireland. Hamilton Select, our U.S. domestic E&S carrier, writes casualty insurance for small to mid-sized commercial clients in the hard-to-place niche of the U.S. E&S market. Across the International segment, insurance business made up approximately 88% of gross premiums written, while reinsurance makes up approximately 12% for the year ended December 31, 2025.

The portfolio of business written within our International segment is broadly diversified with low volatility and focuses on medium to large-sized accounts. The 2026 syndicate business forecast approved by Lloyd's gives Syndicate 4000 capacity of £657 million. In addition to the capacity at Lloyd's, Hamilton Global Specialty writes business using its Irish subsidiary company, HIDAC. Hamilton Select, our U.S. E&S platform, also operates under our International segment and focuses on small to mid-sized hard-to-place accounts.

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| | |
|:---|:---|
| **Gross Premiums Written:**<br>**Class of Business** | **Gross Premiums Written:**<br>**Insurance / Reinsurance** |
| &nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;![GPW BY COB - INT.jpg](hg-20251231_g4.jpg) | &nbsp;&nbsp;&nbsp;&nbsp; ![GPW BY Insurance_Reinsurance - INT.jpg](hg-20251231_g5.jpg) |

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Our International segment includes:

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| | | | |
|:---|:---|:---|:---|
| | **For the Years Ended December 31,** | **For the Years Ended December 31,** | **For the Years Ended December 31,** |
| *($ in thousands)* | **2025** | **2024** | **2023** |
| Property | $237568 | $190369 | $134450 |
| Casualty | 628262 | 554413 | 490465 |
| Specialty | 651230 | 563678 | 480607 |
| &nbsp;&nbsp;&nbsp;&nbsp;Total gross premiums written | $1517060 | $1308460 | $1105522 |

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| | | | |
|:---|:---|:---|:---|
| | **For the Years Ended December 31,** | **For the Years Ended December 31,** | **For the Years Ended December 31,** |
| *($ in thousands)* | **2025** | **2024** | **2023** |
| *Insurance* |  |  |  |
| &nbsp;&nbsp;&nbsp;&nbsp;Fixed | $651456 | $523810 | $468749 |
| &nbsp;&nbsp;&nbsp;&nbsp;Proportional | 688425 | 625665 | 522769 |
| &nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;Total insurance | $1339881 | $1149475 | $991518 |
| *Reinsurance* |  |  |  |
| &nbsp;&nbsp;&nbsp;&nbsp;XOL | $62738 | $55478 | $38842 |
| &nbsp;&nbsp;&nbsp;&nbsp;Proportional | 114441 | 103507 | 75162 |
| &nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;Total reinsurance | 177179 | 158985 | 114004 |
| &nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;Total gross premiums written | $1517060 | $1308460 | $1105522 |

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***Property Lines***

Property business written by our International segment accounted for 16% of gross premiums written for the year ended December 31, 2025. The property book is predominantly made up of U.S. E&S insurance business with a weighting in favor of the industrial and commercial sectors, binding authority business comprising non-standard commercial and residential risks, and specialist sectors, including terrorism, power generation, engineering and nuclear risks. The property insurance book is written on both a direct and facultative basis, as well as through a specialist property binders division. The property products include:

**Property (Direct & Facultative)**: We offer all risks coverage, business interruption, machinery breakdown, natural perils, and physical loss or damage**.** This is a global account with a concentration of business in North America. The balance of business is written in Australasia, Latin America, the Middle East and South Africa.

**Property Binders**: We target small and medium-sized enterprises low-hazard commercial portfolios, mostly low attritional coastal appetite, personal lines business, excluding habitational risk, difference in conditions – flood and earthquake portfolios and specialty financial institution lines including mortgage impairment and lender-placed property. The portfolio is predominantly written for risks across the United States/North America.

***Casualty Lines***

Casualty business within our International segment accounted for 41% of gross premiums written for the year ended December 31, 2025. Our casualty products include:

**Financial Lines**: Our financial lines book targets corporate entities rather than retail exposure. We write a diversified portfolio across a broad range of financial institutions including asset managers, funds, building societies, financial exchanges, retail and commercial banks, private equity/venture capital firms, stockbrokers, private banks, development banks, merchant/investment banks, insurance companies and trust companies. This is a global account with a concentration of business in the United Kingdom, the United States, Canada, the Caribbean, Australia and a key presence in emerging markets.

**Professional Lines**: Our professional lines book covers both international and U.S. professional indemnity, medical malpractice and directors & officers ("D&O"). We target a diversified portfolio for which the cornerstone is a strong international PI account supported by carefully selected commercial D&O. Key areas include specialist engineers, lawyers and miscellaneous business. We deliver our professional lines through a mixture of multi-class facilities for small businesses or via bespoke products designed for more specialized risks, such as auction houses, protection & indemnity ("P&I") club managers and classification societies. This is a global account with a concentration of business in the United Kingdom, United States, Canada and the Caribbean.

**Environmental**: We help manage risks in the areas of pollution liability aimed at safeguarding business owners from pollution claims arising from a variety of environmental threats related to liability from managing, leasing or owning real estate assets, professional liability, contractors' pollution liability, commercial general liability, and manuscript solutions. With our global presence, we have the capability to underwrite cross-border transactions and deals and the ability to underwrite risks in various international jurisdictions including Canada, the United Kingdom, Europe, Asia, Latin American and the Caribbean.

**Excess Casualty**: Our industry class offering is broad and includes medium to large companies. We also provide cover for U.S. construction companies for both practice and project-specific policies over a wider range of construction from mid-size commercial projects through to major infrastructure projects. We target U.S. domiciled entities with U.S. and global exposures.

**Mergers & Acquisitions**: Our mergers & acquisitions book offers warranty and indemnity insurance, which covers unknown and unforeseen loss arising from breaches of the warranties under an acquisition agreement, as well as contingent risk insurance, which covers known and quantifiable loss arising out of specific (low-risk) issues identified during a transaction diligence process. We work with private equity houses, financial institutions, global corporates and management teams of all sizes and have broad appetite for all target companies, business or assets. We have a global presence and capabilities to underwrite cross-border transactions and deals with operations in various international jurisdictions. At present, our focus is on the United Kingdom, European and Asia Pacific targets. A typical transaction enterprise value for primary terms is between approximately $70 million and $700 million.

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**Cyber**: Our cyber book is global and focused on financial institutions, utilities, retailers and the healthcare and hospitality industries. It includes cyber liability, as well as optional coverage, including technology errors and omissions, payment card industry fines and penalties, cybercrime and fraudulent instruction. Our cyber liability provides affirmative coverage for hardware and software replacement costs, voluntary shutdown and ransom events. Focused underwriting enables us to cover a diverse and wide-ranging spread of industries and territories. We provide global coverage with a concentration of business in the United States, Europe and the Middle East.

**U.S. Energy**: We help manage risks in the areas of excess liability coverage for upstream energy, select midstream energy, downstream energy and renewable energy. We target classes such as contracting/servicing, engineering/consulting, down hole exposures and manufacturing/distributors and rentals. This class only underwrites energy-oriented risk in the United States.

***Specialty Lines***

Specialty business within our International segment accounted for 43% of gross premiums written for the year ended December 31, 2025. Our specialty products include:

**Accident & Health (A&H)**: Our A&H book includes individual and group accidental death and disability, worldwide excess of loss, medical expenses and kidnap and ransom cover. The book is split into three parts: personal accident ("PA"), PA catastrophe, and medical expense reimbursement. We also write sports and non-sports coverage in various locations around the world. The A&H team is a recognized market leader and provides protection for both groups and individuals covering a broad variety of trades, company sizes and a diverse spread of occupational classes. This is a global account with a concentration of business in the United Kingdom, the United States, Canada and the Caribbean and a significant presence in the European Union.

**Cargo**: Our cargo book, which commenced in 2025, provides physical loss or damage cover and related liabilities to cargo whilst in-transit by sea/land and in storage. The portfolio is a typical London market portfolio, written on a global basis through direct and delegated contracts. Target segments include excess stock, excess transits, selected pharmaceuticals, storage, stock throughput and cargo war.

**Political Risk/ Political Violence (PR/PV)**: Our PR/PV book includes cover for confiscation and contract frustration, trade credit, and war and terrorism, and it is written on a worldwide basis. We offer protection against frustration of, or default on, contracts with governments, state-owned entities and private entities, and protection for overseas investments or simpler assets operated abroad against risks of confiscation and political violence and for risks of currency inconvertibility and non-transfer in remitting funds. We target financial institutions and banks, overseas investors, traders, exporters, telecommunications companies, drilling/oil companies and contractors/infrastructure projects. This is a global account, except for territories subject to sanctions.

**Fine Art & Specie**: Our fine art & specie book includes a variety of fine art & specie risks and high value cargo. Fine art risks include private and corporate collections, museums, exhibitions, galleries, auction houses and musical instruments. Specie risks include bullion, excess vault, safe deposit boxes, excess securities investor protection corporation/Canadian investor protection fund and mining risks. High value cargo includes classic car collections, specialist motor, motor sport and wine collections. We write such business on a worldwide basis via a selective number of specialist partners and also through Hamilton's consortium, which writes on behalf of third-party capital, providing additional capacity as required.

**Marine/Energy Liability**: Our marine and energy book includes both traditional marine liability and energy liability. This product area includes international onshore and offshore energy business. Coverage is provided on an excess basis to a broad range of operations such as marine (vessel operators and charterers, ship repairers, terminal operators, port authorities and pollution) and energy (on and offshore, upstream and midstream operators, drilling contractors, service contractors and pipeline operators). This is a worldwide book, with a focus on North America and Europe.

**Marine Hull & War:** Our marine hull book, which commenced in 2023, provides worldwide coverage for physical loss or damage to vessels across both brown-water and blue-water operations, including marine hull war exposures. We also write builders risks along with ancillary risks, such as total loss only ("TLO") and loss of hire. The portfolio focuses predominantly on marine hull coverage within the brown-water segment, including the tug and barge sector as well as offshore supply/anchor handlers/crew vessels. The marine war book is predominantly written in conjunction with hull and machinery risks; this is the preferred route, as it allows more transparency over risk and exposure.

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**War & Terrorism**: We underwrite predominantly physical loss or damage and business interruption for the following: terrorism and sabotage, riots, strikes, civil commotion, malicious damage, full political perils, terrorism liability, aviation war liability, marine war and cargo war, and events coverage due to a terrorism act or threat. We cater to business sectors across the spectrum including real estate, retail, banks and finance, hospitality and leisure, construction, manufacturing, power utilities, energy, specie and fine art, schools and educational institutions, telecommunications, transportation, marine and cargo, and municipalities. We underwrite such business on a worldwide basis and also lead a consortium for U.S.-based terrorism business with over half a billion dollars of capacity.

**Kidnap & Ransom**: We entered this class of business in 2021 with a dedicated team with over 45 years' combined underwriting experience. We offer coverage for the following types of events: kidnap, extortion, detention, disappearance, hostage crisis, product extortion, threat, virtual kidnap, business interruption, child abduction, political evacuation and repatriation, workplace violence, and product extortion recall and destruction. We partner with Crisis24, which has 30 years of experience and infrastructure in 45 countries, and Holman Fenwick Willan LLP, an international law firm widely recognized as the leading global law firm managing and resolving incidents in complex and hostile environments. We underwrite such business on a worldwide basis.

**Space**: We cover mainly Geosynchronous Equatorial Orbit communication satellites but also imaging and weather satellites and cargo missions to the International Space Station. The business is 80% launch and 20% in orbit. We target satellites, covering their entire lifespan from launch to in-orbit testing and during their commercial exploitation. These include telecommunication satellites in geostationary orbit as well as observation, navigation, meteorological, scientific and government satellites.

**Upstream Energy**: We specialize in onshore and offshore oil and gas exploration and production ("E&P"). We offer package-based policies including first-party property damage, operators' extra expense, third-party liability and business interruption. We also consider the specialist areas of the Gulf of Mexico named windstorm and construction business. Our target market includes a wide range of operators within the upstream energy sector. This includes E&P companies of all sizes, state oil companies, multinationals and independent operators. Our target scope also extends to both drilling and service contractors within the oil and gas industry. This is a global account with a concentration of business in the key offshore oil and gas regions including the North Sea, Gulf of Mexico, Asia Pacific, Australasia and offshore West Africa.

**Surety Reinsurance**: We focus on the Latin American market with facultative surety bonds, and proportional and non-proportional treaties. We are a facultative reinsurer, not limited to inwards reinsurance treaty relationships, and can consider regional principals and complex contracts.

**Treaty Reinsurance**: We target marine treaty, energy treaty with upstream, midstream and downstream available, war and terror treaty, aviation treaty and ancillary interests. We offer all forms of pro rata and excess of loss treaty. This is a global account with a worldwide remit, with key exposures in the United States, Europe and Japan.

***Hamilton Select*** 

As a U.S. domestic non-admitted carrier, Hamilton Select can restrict coverage and thereby limit exposure to loss by either excluding coverage or providing a sub-limit on coverage. As coverage is not available in the standard market, non-admitted carriers may be able to charge premiums exceeding the standard market broad coverage risk charge for a narrower scope of coverage. The starting basis for non-admitted policy forms and rates are typically the admitted market policy forms and rates. The non-admitted market coverage form is typically modified to address the specific risk characteristics of accounts that are pushed out of the admitted market, and the pricing is adjusted to reflect the elevated risk potential. The non-admitted market policy wording is typically modified to further restrict and limit coverage, and the pricing is surcharged to account for the elevated risk for these distressed commercial accounts.

Hamilton Select offers the following products in the United States to small to mid-sized hard-to-place and distressed accounts:

**Allied Medical**: We offer coverage for long-term care facilities such as independent living and assisted living, social services such as adoption and foster care, counseling, drug & alcohol rehab, adult day care, shelters and halfway houses, group homes for people with developmental or physical disabilities, and miscellaneous healthcare facilities, such as home health care, staffing (non-physician), physical therapy, hospice agencies and cannabis dispensaries.

**Management Liability**: We write primary and excess private company and not-for-profit directors' and officers' liability, employment practices liability and fiduciary liability for diverse types of operations.

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**Medical Professionals:** Our risk appetite includes physicians, clinics, dentists and other medical providers such as chiropractors, podiatrists, nurse practitioners, and physicians' assistants. Accounts falling into this space typically include those providers that have had licensing issues, substance abuse issues, adverse loss history, patient boundary/ethics issues, have been non-renewed due to practice/services offered or have had gaps in coverage.

**Professional Liability**: The clients we target include architects, engineers, accountants, insurance agents, lawyers, and real estate professionals, who work across a wide variety of industries. Professional liability insurance protects against claims related to professional negligence.

**Excess Casualty**: We write supported or unsupported excess over general liability, employers' liability, automobile liability, liquor liability, incidental foreign liability, owners and contractors protective liability ("OCP") and more. Our risk appetite includes contractors, products manufacturing / importing, and various other areas including restaurants/bars/nightclubs, entertainment, security firms and hospitality (bakeries and shops).

**General Liability**: We write general liability including products/completed operations for a broad selection of owners, landlords, and tenants liability ("OL&T")/premises-driven risks. Our risk appetite includes habitational, hospitality, lessor's risk only, and mercantile & other classes.

**Products Liability & Contractors**: We write general liability or products liability on an occurrence and claims-made form for a broad selection of risks. Our products liability risks include manufacturers, importers, and distributors of commercial, industrial and consumer goods. Our contractors liability risks include commercial, residential, and industrial operations on a practice policy, project specific, or OCP form.

**Small Business Casualty**: We focus on a broad selection of industries from construction to OL&T risks. Our target classes include general and trade contractors, as well as premises-driven accounts including real estate, hospitality, and habitational businesses.

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***Bermuda***

Our Bermuda segment encompasses the Hamilton Re platform on which we write property, casualty and specialty reinsurance business on a global basis as well as casualty and property insurance products, predominantly to large U.S.-based commercial clients. Hamilton Re US writes casualty and specialty reinsurance business predominantly for U.S. domiciled insurers. Reinsurance business accounted for 91% of gross premiums written for the year ended December 31, 2025, while insurance business accounted for 9%. Our reinsurance business is written on either a proportional or on an excess of loss basis.

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| | |
|:---|:---|
| **Gross Premiums Written:**<br>**Class of Business** | **Gross Premiums Written:**<br>**Insurance / Reinsurance** |
| &nbsp;&nbsp;&nbsp;&nbsp; ![GPW BY COB - BM.jpg](hg-20251231_g6.jpg) | &nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;![GPW BY Insurance_Reinsurance - BM.jpg](hg-20251231_g7.jpg) |

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Our Bermuda segment includes:

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| | | | |
|:---|:---|:---|:---|
| | **For the Years Ended December 31,** | **For the Years Ended December 31,** | **For the Years Ended December 31,** |
| *($ in thousands)* | **2025** | **2024** | **2023** |
| Property | $458352 | $423747 | $318297 |
| Casualty | 766593 | 524711 | 402731 |
| Specialty | 181140 | 165664 | 124488 |
| &nbsp;&nbsp;&nbsp;&nbsp;Total gross premiums written | $1406085 | $1114122 | $845516 |

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| | | | |
|:---|:---|:---|:---|
| | **For the Years Ended December 31,** | **For the Years Ended December 31,** | **For the Years Ended December 31,** |
| *($ in thousands)* | **2025** | **2024** | **2023** |
| *Insurance* |  |  |  |
| &nbsp;&nbsp;&nbsp;&nbsp;Fixed | $130204 | $128309 | $120973 |
| &nbsp;&nbsp;&nbsp;&nbsp;Proportional |  |  |  |
| &nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;Total insurance | $130204 | $128309 | $120973 |
| *Reinsurance* |  |  |  |
| &nbsp;&nbsp;&nbsp;&nbsp;XOL | $573695 | $498868 | $394914 |
| &nbsp;&nbsp;&nbsp;&nbsp;Proportional | 702186 | 486945 | 329629 |
| &nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;Total reinsurance | $1275881 | $985813 | $724543 |
| &nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;Total gross premiums written | $1406085 | $1114122 | $845516 |

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***Property Lines***

Our property business includes property reinsurance, comprised of excess of loss and proportional reinsurance, which generally covers natural and man-made catastrophes. We also write property insurance, which is predominantly provided to large U.S. commercial companies. Property business written by Hamilton Re accounted for 33% of gross premiums written for the year ended December 31, 2025. Hamilton Re's property insurance business provides both insurance and facultative coverage for business interruption, machinery breakdown, natural perils, and physical loss or damage globally, and predominantly to large U.S.-based commercial clients. Key property products include:

**Property Reinsurance**: The property reinsurance business provides proportional, aggregate, excess of loss and retro products which generally cover natural and man-made catastrophes. We provide a worldwide territorial scope and offer capacity with reinstatable or single-shot limits.

**Property Insurance**: We offer all-risks coverage, business interruption, machinery breakdown, natural perils, and physical loss or damage, predominantly to large U.S.-based commercial risks. The cover is written globally, with a concentration of business in North America.

***Casualty Lines***

Our casualty business in our Bermuda segment is written by both Hamilton Re and Hamilton Re US and accounted for 54% of gross premiums written for the year ended December 31, 2025. It is comprised of both insurance and reinsurance business. Casualty insurance business is written in Bermuda only and exclusively on an excess of loss basis. This cover is generally provided to large U.S. commercial companies, rail companies, energy companies and financial institutions on a worldwide basis. Casualty reinsurance business is written on a proportional and excess of loss basis covering worldwide exposures. The lines of business offered for casualty reinsurance include general liability, umbrella/excess liability, D&O, errors & omissions and environmental.

***Casualty Reinsurance***

Casualty reinsurance is written by both the Bermuda and U.S. teams and is written on a proportional and excess of loss basis covering worldwide exposures. Key casualty products include:

**General Liability**: We protect a wide variety of general liability covers including premises, products completed operations and liquor liability. We offer treaty capacity globally on a proportional and excess of loss basis.

**Umbrella & Excess Casualty**: We protect umbrella and excess casualty programs written on occurrence, claims-made or integrated-occurrence bases. We offer treaty capacity globally on a proportional and excess of loss basis.

**Professional Liability**: We protect a wide variety of professional lines, including directors' and officers' liability, employment practices liability, lawyers' professional liability, and errors and omissions liability. We offer treaty capacity on pro rata and excess of loss bases. Our coverage is worldwide.

**Workers' Compensation & Employers' Liability**: We protect workers' compensation and employers' liability cover globally on both a proportional and excess of loss basis.

**Personal Motor**: We protect motor liability, property damage and personal accident for all types of motor policies. We offer treaty capacity on proportional, excess of loss or retrocessional basis. Our current emphasis is in the United Kingdom.

**Commercial Auto**: We offer commercial auto reinsurance to protect motor liability, property damage and personal accident liability for commercial vehicles. We provide treaty capacity on a proportional and excess of loss basis, predominantly in North America.

**Healthcare**: Our product protects programs such as medical malpractice, hospital professional liability, long-term care, managed care, errors and omissions, and physicians' liability. We offer cover globally on both a proportional and excess of loss basis, with limited reinstatements.

**Multiline**: We provide reinsurance for any combination of general liability, motor/auto, professional lines, healthcare, umbrella and excess casualty, and workers' compensation/employers' liability. We will also consider programs that support business that forms part of our property and specialty lines. We offer treaty capacity globally on both a proportional basis and excess of loss basis, with a preference for limited reinstatements.

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***Casualty Insurance*** 

The casualty insurance business provides cover on an excess of loss basis only.

**Excess Casualty**: Excess liability insurance is written on a worldwide excess of loss basis, supporting a wide range of industries, including, but not limited to, chemicals, construction, consumer goods, energy, food and beverage, hospitality, manufacturing – consumer and industrial, OL&T, rail and transportation, retail, and utilities.

**Financial Lines Insurance**: The financial lines insurance is predominantly directors and officers, errors and omissions, employment practices liability and transactional liability cover provided predominantly to financial institutions and large U.S. commercial companies on a worldwide excess of loss basis.

***Specialty Reinsurance***

Our specialty business is reinsurance only, made up of several sub-classes. Specialty business accounted for 13% of gross premiums written for the year ended December 31, 2025. The book is comprised of reinsurance only and covers several sub-classes written on both a proportional and excess of loss basis. Key specialty products include:

**Aviation & Space**: Our aviation & space book covers airline, airport, aerospace, satellite launches and orbits, and general aviation risks globally on a proportional, excess of loss or retrocessional basis.

**Marine & Energy**: Our marine & energy book covers a broad portfolio of global marine and energy risks, including marine hull, marine liability including international group, cargo, and upstream, midstream and downstream energy risks which are on a proportional, excess of loss or retrocessional basis.

**Crisis Management**: Our crisis management book covers risks associated with war, terrorism and political violence. We also have the capacity to cover risks associated with contingency, piracy and kidnap and ransom cover. Our products can be provided globally on a proportional or excess of loss basis.

**Mortgage**: We provide excess of loss reinsurance predominantly to government-sponsored entities of U.S. residential mortgages.

**Financial Risks**: Financial risks reinsurance includes political risk, trade credit, surety, mortgage and other credit-related products. We offer proportional, excess of loss, stop loss or retrocessional capacity on a worldwide basis.

**Accident & Health**: We offer coverage for personal accident, life and travel portfolios on a risk and catastrophe basis. Our global coverage can be structured on a proportional or excess of loss basis.

**Multiline**: We offer multiline reinsurance coverage across multiple specialty lines – generally marine and energy, aviation and crisis management covers. We offer coverage globally on a proportional, excess of loss or retrocessional basis.

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**Marketing and Distribution of our International and Bermuda Businesses**

The knowledge, experience and relationships of our senior management team provide us with global access to insurance and reinsurance brokers, agents and clients. We believe we have strong market relationships with the world's top insurance and reinsurance brokers and agents, including Marsh McLennan, Aon, Arthur J Gallagher and a number of U.S., Bermuda and London market wholesale brokers. We also have close relationships with a number of mid-tier and smaller specialty brokers. Some of our products, such as those in our A&H account, are also distributed through managing general agents ("MGAs") and managing general underwriters ("MGUs"). We believe our distribution relationships are differentiated and strengthened by the knowledge and experience of our senior management team and the long history of industry partnerships they have developed over many years. These relationships facilitate our strategic expansion into additional lines of business that we find attractive and consistent with our core strengths and expertise.

Hamilton writes insurance business on a non-admitted (U.S. E&S) basis through wholesale brokers, surplus lines brokers and reinsurance brokers.

Gross premiums written by broker, showing individually where premiums were 10% or more of the total in any of the last three years, were as follows:

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| | | | |
|:---|:---|:---|:---|
| | **For the Years Ended December 31,** | **For the Years Ended December 31,** | **For the Years Ended December 31,** |
| | **2025** | **2024** | **2023** |
| Marsh McLennan | 25% | 24% | 24% |
| Aon | 18% | 17% | 17% |
| Arthur J Gallagher | 13% | 13% | 12% |
| All others/direct | 44% | 46% | 47% |
| Total | 100% | 100% | 100% |

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The International segment, excluding Hamilton Select, includes a variety of business across many clients on a worldwide basis, which provides us with a broad spread of risk. We are not dependent on any single client for our business and have a wide variety of distribution channels. These distribution channels include our MGA in the United States, HMGA Americas, third-party coverholders and both Lloyd's and non-Lloyd's brokers.

Our International segment includes business from several large national and international brokers and a number of smaller specialized brokers. With respect to our International segment, our 10 largest brokers (by amount of gross premium written for the Company) accounted for an aggregate of approximately 54% of our gross premiums written in 2025, with the largest broker, Marsh McLennan, accounting for approximately 10% of our gross premiums written. The second largest broker, Arthur J Gallagher, accounted for approximately 7% of our gross premiums written.

Our Bermuda segment business is accessed through wholesale and reinsurance brokers. With respect to our Bermuda segment, our largest broker (by amount of gross premium written for the Company), Marsh McLennan, accounted for approximately 41% of gross premiums written in 2025. The second largest broker, Aon, accounted for approximately 30% of our gross premiums written.

***Reinsurance***

We strategically purchase reinsurance and retrocession from third parties. This enhances our business by protecting capital and reducing our exposure to volatility from adverse claims events (either large single events or an accumulation of events). As at January 1, 2026, based upon HVR, we estimate that our modeled 100-Year Occurrence Exceedance Probability for Atlantic Hurricanes in Florida would produce a net loss to Hamilton of $242.3 million, and our modeled 250-Year Occurrence Exceedance Probability for U.S. Mainland Earthquakes in California would produce a net loss to Hamilton of $292.3 million, or 8.6% and 10.4% of shareholders' equity, respectively.

Our pricing and accumulation management in respect of natural catastrophe exposures is managed within our proprietary platform, HARP, and is performed using the HVR. The HVR incorporates bespoke frequency and severity adjustments at various levels of granularity, which, in aggregate, represents a material load over and above the loss exposure produced from the unadjusted vendor models that we use. The adjustments include allowance for the potential for increased frequency and severity of natural catastrophe events over time, as well as for several other factors that could cause us to be exposed to

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increasing claims trends from natural catastrophes. See "*––Our Competitive Strengths––Proprietary technology infrastructure*" for additional information on the HVR.

Our reinsurance purchases include a variety of quota share and excess of loss treaties and facultative placements, depending on the class of business. In 2025, we ceded 25% of premium from the International segment and 18% from the Bermuda segment.

We carefully manage our counterparty credit risk by selecting outwards partners of adequate financial strength. For the outwards program placed for 2025, all of the effective outwards limit is ceded to reinsurers and retrocessionaires with a credit rating of "A-" (Excellent) by AM Best (or an equivalent rating by S&P Global), or better, or who are collateralized.

***Reserves***

The estimated reserve for losses and loss adjustment expenses ("loss reserves") represents management's best estimate of the unpaid portion of the Company's ultimate liability for losses and loss adjustment expenses for insured and reinsured events that have occurred at or before the balance sheet date, based on its assessment of facts and circumstances known at that particular point in time. Loss reserves reflect both claims that have been reported to the Company ("case reserves") and claims that have been incurred but not reported to the Company ("IBNR").

Loss reserves are complex estimates, not an exact calculation of liabilities. Management reviews loss reserve estimates at each quarterly reporting date and considers all significant facts and circumstances known at that particular point in time. As additional experience and other data becomes available and/or laws and legal interpretations change, management may adjust previous estimates. Adjustments are recognized in the period in which they are determined and may impact that period's underwriting results either favorably (when current estimates are lower than previous estimates) or unfavorably (when current estimates are higher than previous estimates).

***Investments***

Our investment strategy is focused on delivering a combination of stable investment income and low-correlated absolute returns. The goal is to produce a total return throughout all market cycles while maintaining appropriate liquidity and credit quality to support our underwriting activities and meet the requirements of customers, rating agencies and regulators.

We maintain two segregated investment portfolios: a fixed maturity and short-term investment portfolio and an investment in the TS Hamilton Fund. The investment portfolio allocation as at December 31, 2025, is 55% in fixed income and short-term investments, 37% in the TS Hamilton Fund and 8% in cash and cash equivalents.

The fixed income portfolio is structured to focus primarily on the preservation of capital and the availability of liquidity to meet our claims obligations. The strategy is to maintain a portfolio that is well-diversified across market sectors and to generate attractive returns on a risk-adjusted basis over time. This portfolio is also used to provide security for our credit facilities. The fixed income investment portfolio is managed by independent, non-Two Sigma investment managers (the "Investment Managers"). There are no provisions in the investment management agreements with the Investment Managers that would restrict the Company's ability to liquidate its holdings in the fixed income portfolios if additional liquidity were required. The investment management agreements contain standard commercial terms related to fixed income portfolio management and customary fees. Subject to the investment objectives, restrictions and guidelines, the Investment Managers are appointed as the discretionary manager of all cash, securities and other assets within their respective portfolios. The Investment Manager agreements are effective until canceled by either party with prior written notice ranging from not less than 30 to 60 days' prior written notice from the Company to the Investment Managers or not less than 90 days' prior written notice from the Investment Manager to the Company.

In contrast, the TS Hamilton Fund was developed as a highly customized set of exposures to certain macro and equity strategies and designed to provide an uncorrelated market return profile with moderate volatility and high liquidity, while being governed by a rigorous and proprietary risk management framework.

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The Investment Committee of our Board of Directors establishes our investment policy and guidelines. The Investment Committee monitors our investment results and performance against our investment objectives, guidelines, benchmarks, and risk appetite contained in the investment policy. Our investment policy contains guidelines on permitted assets and prohibited asset classes, minimum criteria for credit quality, duration benchmarks, liquidity requirements and sustainability parameters.

We manage interest rate risk by structuring our fixed income portfolio so that the economic impact of an interest rate shift on the portfolio is comparable to the corresponding impact on the related liabilities. We believe that duration matching of our financial assets and underwriting liabilities mitigates the overall interest rate risk on an economic basis.

***Claims***

We have experienced claims teams embedded within each underwriting platform, consisting of over 50 in-house claims professionals, many of whom are attorneys. Most of our claims are handled by our in-house claims team. Third-party administrators are also utilized in certain instances, for example, in the handling of certain legacy business lines.

Effective claims management allows for timely and accurate review, processing and payment of valid claims, a directive which is at the heart of the contracts entered into between Hamilton and its policyholders. Further, effective claims management ensures we do not pay claims which are not covered or excluded, all of which contributes to the preservation of Hamilton's capital base and overall level of service provided by Hamilton.

The key responsibilities of the claims teams include:

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• The management of individual claims, which includes processing, analyzing, and establishing case reserves and paying valid claims under the insurance and reinsurance contracts entered into by Hamilton. This can include the appointment of third-party experts such as forensic accountants, adjusters or consultants.

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• Leading the process of collecting and coordinating relevant information to enable the estimation of catastrophe losses and, in conjunction with the actuarial and underwriting teams, continue to regularly monitor and update these estimates.

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• The management of coverage disputes, including the appointment of outside experts where appropriate.

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• For the reinsurance claims team, regular audits of many of our larger cedants' claims departments.

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• Reporting to management on a regular basis and regularly reviewing outstanding claims in coordination with our underwriting and actuarial teams.

***Competition***

The property, casualty and specialty business consists of many markets and sub-markets around the world. Each market is characterized by distinct customer needs and products and services to meet those needs, as well as specific economic and structural features. We face competition in our underwriting divisions from other insurers, reinsurers and MGAs. Competition is based on many factors, including pricing, coverage and structural terms, general reputation, financial strength, relationships with brokers, ratings assigned by independent rating agencies, response times including speed of claims payment and the experience and reputation of the members of the underwriting and claims teams. Given the diversity of our product offerings, our competition is broad and certain competitors may be specific to only a subset of our product offerings. Some of our competitors include American Financial Group, Inc.; Arch Capital Group Ltd; AXIS Capital Holdings Limited; Beazley plc; Cincinnati Financial Corporation; Everest Group, Ltd.; The Hanover Insurance Group, Inc.; Hiscox Ltd; James River Group Holdings, Inc.; Kinsale Capital Group, Inc.; Lancashire Holdings Limited; Markel Group Inc.; Palomar Holdings, Inc.; RLI Corp; RenaissanceRe Holdings Ltd.; Skyward Specialty Insurance Group, Inc.; various Lloyd's syndicates and W.R. Berkley Corporation.

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***Technology and Data***

Hamilton's technology and data posture reflects a deliberate design toward a digitally-enabled enterprise operating model that integrates people, platforms, processes, and intelligence to support underwriting, operational efficiency and decision making, at scale. Under the leadership of Hamilton's Chief Information Officer ("CIO") and our technical leadership team, we are evaluating opportunities to evolve from transactional, process-driven workflows toward increased automation and data-enabled analytical capabilities. This evolution is intended to support our ability to respond to brokers with greater speed and consistency, while establishing a foundation for growth across our three underwriting platforms.

Central to this effort is Hamilton's enterprise data architecture and digital operating framework, which support operational monitoring, portfolio-level visibility, and integrated decision support. Proprietary and third party platforms operate within a disciplined, group-level architectural framework to support underwriting, claims, policy processing, policy servicing, risk modeling, and financial operations, with increasing levels of automation and straight-through processing. This framework is designed to promote decisions based on consistent, high-quality data across the enterprise.

Hamilton's technology investments are guided by an approach that we believe emphasizes integration as a core operating advantage. Rather than emphasizing discrete tools, we focus on how systems, data, and AI-assisted capabilities work together to support workflow efficiency across business segments. Digital submission processes, automated data ingestion, standardized reporting, and API-enabled broker connectivity support a scalable operating environment and provide a foundation for the responsible adoption of emerging technologies, including agentic AI and advanced analytics, in a manner consistent with operational, regulatory and compliance requirements.

Supporting this strategy is a resilient infrastructure and a governance model grounded in technology controls, cybersecurity practices, and enterprise oversight. Hamilton's operating environment is designed to support compliance with Sarbanes-Oxley ("SOX") requirements through managed change processes, standardized data quality controls, auditable workflows, and monitoring of production systems. Disaster-recovery procedures, infrastructure redundancy, cyber defense, and disciplined lifecycle management are intended to support the availability and performance of underwriting, financial, and operational systems. However, these controls and safeguards may not prevent all errors, security incidents, or disruptions. See *"Risk Factors — Interruptions to or failures of the information technology systems upon which we rely, including those resulting from cybersecurity attacks and security breaches, could materially adversely affect our business, financial condition and results of operations".* 

While we have certain registered rights in connection with our brand, we rely on a combination of common law rights, trade secrets, contractual arrangements, proprietary methodologies, and licensed intellectual property to support our business operations. See "*Risk Factors—Risks Related to Our Business and Industry—We may be unable to adequately protect or enforce our intellectual property rights, or we may face claims alleging infringement of third-party rights*" for more information.

***Regulation***

The business of reinsurance and insurance is regulated in all countries in which we operate, although the degree and type of regulation varies significantly from one jurisdiction to another. As a holding company, the Company is generally not directly subject to such regulations, but its various insurance and reinsurance operating subsidiaries are subject to regulation, as described as follows:

***Bermuda Insurance Regulation***

*Insurance Regulation Generally*

The Insurance Act 1978 of Bermuda and related regulations, as amended (the "Insurance Act"), regulate the insurance businesses of our Bermuda operating companies, and provide that no person may carry on any insurance business in or from within Bermuda unless registered as an insurer under the Insurance Act by the Bermuda Monetary Authority ("BMA"). The BMA, in deciding whether to grant registration, has broad discretion to act as it thinks fit in the public interest. The BMA is required by the Insurance Act to determine whether the applicant is a fit and proper body to be engaged in insurance business and, in particular, whether it has, or has available to it, adequate knowledge and expertise to operate an insurance business.

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The Insurance Act does not distinguish between insurers and reinsurers: companies are registered under the Insurance Act as "insurers." The Insurance Act uses the defined term "insurance business" to include reinsurance.

The continued registration of an applicant as an insurer is subject to the applicant complying with the terms of its registration and such other conditions as the BMA may impose from time to time. The Insurance Act also grants to the BMA powers to supervise, investigate and intervene in the affairs of insurance companies.

Our Bermuda-licensed insurance operating subsidiaries include Hamilton Re, which is registered as a Class 4 general business insurer and Ada Capital Management Limited ("ACML") which is registered as an insurance agent (collectively, the "Bermuda Operating Companies").

The Insurance Act imposes solvency and liquidity standards on Bermuda insurance companies, as well as auditing and reporting requirements, and grants the BMA powers to supervise, investigate, require information and demand the production of documents and intervene in the affairs of regulated companies.

As a holding company, the Company is not directly regulated as an insurer under the Insurance Act. However, our Bermuda Operating Companies are subject to various requirements under Bermuda law depending on their classification under the Insurance Act.

Bermuda registered insurers are generally prohibited from declaring or paying any dividends if in breach of the required minimum solvency margin or minimum liquidity ratio, or if the declaration or payment of such dividend would cause such a breach. Further, an insurer that fails to comply with its enhanced capital requirement is also prohibited from declaring and paying any dividends until the failure has been rectified. Hamilton Re is also subject to additional restrictions which apply to the payment of dividends and a reduction in total statutory capital and surplus over applicable thresholds.

From time to time, the Bermuda Operating Companies may apply for, and be granted, certain modifications to, or exemptions from, regulatory requirements which may otherwise apply to them.

The BMA acts as our group supervisor and has designated Hamilton Re as the "designated insurer" in respect of the Hamilton Group. Therefore, Hamilton Group is subject to the BMA's group supervision and solvency rules which cover assessing the financial situation and solvency position of Hamilton Group and/or its members and regulating intra-group transactions, risk concentration, governance procedures, risk management and regulatory reporting and disclosure. See "Group Supervision" below for further discussion. The BMA has certain powers of investigation and intervention, relating to Bermuda-licensed entities and their holding companies, subsidiaries and other affiliates, including the power to cancel a Bermuda-licensed entity's registration, which it may exercise in the interest of such an insurer's policyholders or if there is any risk of insolvency or a breach of the Insurance Act or the license conditions of a Bermuda-licensed entity.

The European Parliament recognizes Bermuda's regulatory regime as achieving Solvency II Directive 2009 (2009/138/EC) equivalence for its commercial insurers and insurance groups. Bermuda's regulatory regime and the United Kingdom's prudential regime were maintained following the United Kingdom's transition out of the EU.

Certain significant aspects of the Bermuda insurance regulatory framework are set forth below, focusing only on our primary Class 4 insurer, Hamilton Re, which is subject to the strictest regulation.

*Classification of Insurers*

The Insurance Act distinguishes between insurers carrying on long-term business, insurers carrying on general business, insurers carrying on special purpose business, and insurers carrying on general business in an innovative or innovative and experimental manner. There are six general business classifications (Classes 1, 2, 3, 3A, 3B and 4), five long-term business classifications (Classes A, B, C, D and E), two classifications of insurers carrying on special purpose business (Special Purpose Insurer and Collateralized Insurer), two innovative classifications (Class IIGB and IILT), and two innovative and experimental classifications (Class IGB and ILT).

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*Classification as a Class 4 Insurer; Minimum Paid Up Share Capital*

A body corporate is registrable as a Class 4 insurer where (a) it has at the time of its application for registration, or will have before it carries on insurance business, total statutory capital and surplus of not less than $100 million; and (b) it intends to carry on general insurance business including excess liability business or property catastrophe reinsurance business. Hamilton Re is required to maintain fully paid up share capital of at least $1 million.

*Principal Representative, Principal Office and Head Office*

As a Class 4 insurer, Hamilton Re is required to maintain a principal office and to appoint and maintain a principal representative in Bermuda. For the purposes of the Insurance Act, the principal office of Hamilton Re is located at Wellesley House North, 1st Floor, 90 Pitts Bay Road, Pembroke, HM 08, Bermuda and Athena Tolosa, the Chief Financial Officer of Hamilton Re, serves as its principal representative.

Without a reason acceptable to the BMA, an insurer may not terminate the appointment of its principal representative, and the principal representative may not cease to act as such, unless 30 days' notice in writing to the BMA is given of the intention to do so.

The principal representative must notify the BMA forthwith upon reaching a view that there is a likelihood of the insurer becoming insolvent, or upon becoming aware that a reportable "event" has occurred, or is believed to have occurred. Examples of a reportable "event" include a failure by the insurer to comply substantially with a condition imposed upon it by the BMA relating to a solvency margin or a liquidity or other ratio, a significant loss reasonably likely to cause the insurer to fail to comply with its enhanced capital requirement (discussed below) and the occurrence of a "material change" (as such term is defined under the Insurance Act). Within 14 days of such notification to the BMA, the principal representative must furnish the BMA with a written report setting out all the particulars of the case that are available to the principal representative.

Where there has been a significant loss which is reasonably likely to cause the insurer to fail to comply with its enhanced capital requirement, the principal representative must also furnish the BMA with a capital and solvency return reflecting an enhanced capital requirement prepared using post-loss data within 45 days of notifying the BMA regarding the loss.

Furthermore, where a notification has been made to the BMA regarding a material change, the principal representative has 30 days from the date of such notification to furnish the BMA with unaudited interim statutory financial statements in relation to such period as the BMA may require, together with a general business solvency certificate in respect of those statements.

In addition, each Class 4 insurer must maintain its head office in Bermuda. In determining whether an insurer satisfies this requirement, the BMA considers, among other things, the following factors: (i) where the underwriting, risk management and operational decision-making of the insurer occurs; (ii) whether the presence of senior executives who are responsible for, and involved in, the decision-making related to the insurance business of the insurer are located in Bermuda; and (iii) where meetings of the board of directors of the insurer occur. In making its determination, the BMA may also give regard to (i) the location where management of the insurer meets to effect policy decisions of the insurer, (ii) the residence of the officers, insurance managers or employees of the insurer, and (iii) the residence of one or more directors of the insurer in Bermuda.

*Independent Approved Auditor*

Hamilton Re has appointed Ernst & Young Ltd. as its independent auditor. The independent auditor will audit and report on Hamilton Re's GAAP or international financial reporting standards ("IFRS") financial statements (as defined below) and audit its statutory financial statements, each of which is required to be filed annually with the BMA, as described below.

*Loss Reserve Specialist*

As a Class 4 insurer, Hamilton Re is required to appoint an individual approved by the BMA to be its loss reserve specialist. In order to qualify as an approved loss reserve specialist, the applicant must be an individual qualified to provide an opinion in accordance with the requirements of the Insurance Act and the BMA must be satisfied that the individual is fit and proper to hold such an appointment.

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As a Class 4 insurer, Hamilton Re is required to submit annually an opinion of its approved loss reserve specialist with its capital and solvency return in respect of its total general business insurance technical provisions (i.e., the aggregate of its net premium provisions, net loss and loss expense provisions and risk margin, as each is reported in the insurer's statutory economic balance sheet). The loss reserve specialist's opinion must state, among other things, whether or not the aggregate amount of technical provisions shown in the statutory economic balance sheet as at the end of the relevant financial year (i) meets the requirements of the Insurance Act and (ii) makes reasonable provision for the total technical provisions of the insurer under the terms of its insurance contracts and agreements.

*Annual Audited Financial Statements*

Hamilton Re must prepare and submit, on an annual basis, audited GAAP or IFRS financial statements and audited statutory financial statements. The Insurance Act prescribes rules for the preparation and substance of statutory financial statements (which include, in statutory form, a balance sheet, income statement, a statement of capital and surplus and notes thereto). The statutory financial statements include detailed information and analysis regarding premiums, claims, reinsurance and investments of the insurer. Hamilton Re is also required to prepare and submit to the BMA financial statements which have been prepared under generally accepted accounting principles in the United States or international financial reporting standards ("GAAP or IFRS financial statements"). The insurer's annual GAAP or IFRS financial statements and the auditor's report thereon, and the statutory financial statements are required to be filed with the BMA within four months from the end of the relevant financial year (unless specifically extended with the approval of the BMA). The statutory financial statements do not form part of the public records maintained by the BMA, but the GAAP or IFRS financial statements are available for public inspection.

*Annual Statutory Financial Return and Annual Capital and Solvency Return*

As a Class 4 insurer, Hamilton Re is required to file with the BMA an annual statutory financial return no later than four months after its financial year end (unless specifically extended with the approval of the BMA). The statutory financial return includes, among other matters, the statutory financial statements of the insurer and the calculations for the Class 4 insurer's minimum solvency margin and liquidity ratio.

In addition, each year Hamilton Re is required to file with the BMA a capital and solvency return along with its annual statutory financial return. The prescribed form of capital and solvency return comprises the Class 4 insurer's Bermuda Solvency Capital Requirement ("BSCR") model or an approved internal capital model in lieu thereof (more fully described below), various schedules and the opinion of the loss reserve specialist.

Neither the statutory financial return nor the capital and solvency return is available for public inspection.

*Declaration of Compliance*

At the time of filing its statutory financial statements, a Class 4 insurer is also required to deliver to the BMA a declaration of compliance, in such form and with such content as may be prescribed by the BMA, declaring whether or not the Class 4 insurer has, with respect to the preceding financial year: (i) complied with all requirements of the minimum criteria applicable to it; (ii) complied with the minimum margin of solvency as at its financial year end; (iii) complied with the applicable enhanced capital requirements as at its financial year end; (iv) observed any limitations, restrictions or conditions imposed upon issuance of its license, if applicable; and (v) complied with the minimum liquidity ratio for general business as at its financial year end. The declaration of compliance is required to be signed by two directors of the Class 4 insurer and if the Class 4 insurer has failed to comply with any of the requirements referenced in clauses (i) through (v) above, the Class 4 insurer will be required to provide the BMA with particulars of such failure in writing. A Class 4 insurer shall be liable to civil penalty by way of a fine for failure to comply with a duty imposed on it in connection with the delivery of the declaration of compliance.

*Public Disclosures*

All commercial insurers and insurance groups are required to prepare and file with the BMA, and also publish on their website, a Financial Condition Report, which provides, among other things, measures governing the business operations, corporate governance framework and solvency and financial performance of the insurer/insurance group. The BMA has discretion to approve modifications and exemptions to the public disclosure rules, on application by the insurer if, among other things, the BMA is satisfied that the disclosure of certain information will result in a competitive disadvantage or compromise

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confidentiality obligations of the insurer. We have received approval from the BMA to file a consolidated group Financial Condition Report, inclusive of Hamilton Re.

*Non-insurance Business*

No Class 4 insurer may engage in non-insurance business, unless that non-insurance business is ancillary to the insurance business carried on by the insurer. Non-insurance business means any business other than insurance business and includes carrying on investment business, managing an investment fund as operator, carrying on business as a fund administrator, carrying on banking business, underwriting debt or securities or otherwise engaging in investment banking, engaging in commercial or industrial activities and carrying on the business of management, sales or leasing of real property.

*Minimum Liquidity Ratio*

The Insurance Act provides a minimum liquidity ratio for general business insurers. A Class 4 insurer engaged in general business is required to maintain a minimum liquidity ratio to the value of its relevant assets at not less than 75% of the amount of its relevant liabilities. Relevant assets include cash and time deposits, quoted investments, unquoted bonds and debentures, first liens on real estate, investment income due and accrued, accounts and premiums receivable, reinsurance balances receivable, funds held by ceding reinsurers and any other assets which the BMA, on application in any particular case made to it with reasons, accepts in that case. There are certain categories of assets which, unless specifically permitted by the BMA, do not automatically qualify as relevant assets, such as unquoted equity securities, investments in and advances to affiliates and real estate and collateral loans. The relevant liabilities are total general business insurance reserves and total other liabilities less deferred income tax and sundry liabilities (by interpretation, those not specifically defined) and letters of credit and guarantees.

*Minimum Solvency Margin and Enhanced Capital Requirements*

The Insurance Act provides that all general business insurers' statutory assets must exceed their statutory limits by an amount greater than or equal to their prescribed minimum solvency margin ("MSM"). The MSM that must be maintained by a Class 4 insurer is the greater of (i) U.S. $100 million, (ii) 50% of net premiums written (with a credit for reinsurance ceded not exceeding 25% of gross premiums), (iii) 15% of net aggregate loss and loss expense provisions and other reinsurance reserves, or (iv) 25% of the ECR (as defined below) as reported at the end of the relevant year. Additional regulations apply to the determination of the types of capital instruments that may be used to satisfy the solvency requirements.

Hamilton Re is also required to maintain available statutory economic capital and surplus at a level equal to or in excess of its enhanced capital requirement ("ECR"), which is established by reference to either the BSCR model or an approved internal capital model. The BMA has also implemented the economic balance sheet ("EBS") framework, which is used as the basis to determine an insurer's ECR. Under the EBS framework, assets and liabilities are mainly assessed and included on the EBS at fair value, with the insurer's U.S. GAAP balance sheet serving as a starting point. The model also requires insurers to estimate insurance technical provisions, which consist of the insurer's insurance-related balances valued based on best-estimate cash flows, adjusted to reflect the time value of money, with the addition of a risk margin to reflect the uncertainty in the underlying cash flows. The ECR shall at all times equal or exceed the Class 4 insurer's MSM and may be adjusted in circumstances where the BMA concludes that the insurer's risk profile deviates significantly from the assumptions underlying its ECR on the insurer's assessment of its risk management policies and practices used to calculate the ECR applicable to it.

The BSCR model is a risk-based capital model which provides a method for determining a Class 4 insurer's capital requirements (statutory economic capital and surplus) by taking into account the risk characteristics of different aspects of the Class 4 insurer's business. The BSCR formula establishes capital requirements for 10 categories of risk: fixed income investment risk, equity investment risk, interest rate/liquidity risk, currency risk, concentration risk, premium risk, reserve risk, credit risk, catastrophe risk and operational risk. For each category, the capital requirement is determined by applying risk factors to asset, premium, reserve, creditor, PML and operation items, with higher risk factors applied to items with greater underlying risk and lower factors for less risky items.

While not specifically referred to in the Insurance Act, the BMA has also established a target capital level ("TCL") applicable to Class 4 insurers, equal to 120% of its ECR. While Class 4 insurers are not currently required to maintain their statutory capital and surplus at this level, the TCL serves as an early warning tool for the BMA. Failure to maintain statutory capital at least equal to the TCL will likely result in increased regulatory oversight.

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A Class 4 insurer which at any time fails to meet its MSM requirements must, upon becoming aware of such failure or having reason to believe that such a failure has occurred, immediately notify the BMA and, within 14 days thereafter, file a written report with the BMA containing particulars of the circumstances that gave rise to the failure and setting out its plan detailing specific actions to be taken and the expected time frame in which the company intends to rectify the failure.

A Class 4 insurer which at any time fails to meet the enhanced capital requirement applicable to it shall upon becoming aware of that failure, or of having reason to believe that such a failure has occurred, immediately notify the BMA in writing and within 14 days of such notification file with the BMA a written report containing particulars of the circumstances leading to the failure; and a plan detailing the manner, specific actions to be taken and time within which the insurer intends to rectify the failure, and within 45 days of becoming aware of that failure, or of having reason to believe that such a failure has occurred, furnish the BMA with (i) unaudited statutory economic balance sheets and unaudited interim statutory financial statements prepared in accordance with GAAP covering such period as the BMA may require; (ii) the opinion of a loss reserve specialist in relation to total general business insurance technical provisions as set out in the statutory economic balance sheet, where applicable; (iii) a general business solvency certificate in respect of the financial statements; and (iv) a capital and solvency return reflecting an enhanced capital requirement prepared using post failure data where applicable.

*Eligible Capital*

To enable the BMA to better assess the quality of the Class 4 insurer's capital resources, a Class 4 insurer is required to disclose the makeup of its capital in accordance with the "3-tiered eligible capital system." Under this system, all of the Class 4 insurer's capital instruments will be classified as either basic or ancillary capital, which in turn will be classified into one of three tiers based on their "loss absorbency" characteristics. Highest quality capital will be classified as Tier 1 Capital; lesser quality capital will be classified as either Tier 2 Capital or Tier 3 Capital. Under this regime, up to certain specified percentages of Tier 1, Tier 2, and Tier 3 Capital may be used to support the Class 4 insurer's MSM, ECR and TCL.

The characteristics of the capital instruments that must be satisfied to qualify as Tier 1, Tier 2 and Tier 3 Capital are set out in the Insurance (Eligible Capital) Rules 2012 and any amendments thereto. From January 1, 2026, Tier 1, Tier 2 and Tier 3 Capital may no longer include capital instruments that do not satisfy the requirement that the instrument be non-redeemable or settled only with the issuance of an instrument of equal or higher quality upon a breach, or if it would cause a breach, of the ECR.

Where the BMA has previously approved the use of certain instruments for capital purposes, the BMA's consent will need to be obtained if such instruments are to remain eligible for use in satisfying the MSM and the ECR.

*Insurance Code of Conduct*

All Bermuda insurers are required to comply with the BMA's Insurance Code of Conduct (the "Insurance Code"), which establishes the duties, requirements and standards to be complied with to ensure each insurer implements sound corporate governance, risk management and internal controls. The BMA will assess an insurer's compliance with the Insurance Code in a proportional manner relative to the nature, scale and complexity of its business. Failure to comply with the requirements of the Insurance Code will be taken into account by the BMA in determining whether an insurer is conducting its business in a sound and prudent manner as prescribed by the Insurance Act, may result in the BMA exercising its powers of intervention and investigation (see below) and will be a factor in calculating the operational risk charge under the insurer's BSCR or approved internal model.

*Cancellation of Insurer's Registration*

An insurer's registration may be cancelled by the BMA at the request of the insurer or on certain grounds specified in the Insurance Act. Failure by the insurer to comply with its obligations under the Insurance Act or, if the BMA believes that the insurer has not been carrying on business in accordance with sound insurance principles, would be examples of such grounds.

*Restrictions on Dividends and Distributions*

A Class 4 insurer is prohibited from declaring or paying a dividend if it is in breach of its MSM or minimum liquidity ratio or if the declaration or payment of such dividend would cause such a breach. Where an insurer fails to meet its MSM or minimum liquidity ratio on the last day of any financial year, it will be prohibited from declaring or paying any dividends during the next

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financial year without the approval of the BMA. Further, any insurer that fails to comply with its ECR is also prohibited from declaring and paying any dividends until the failure has been rectified.

In addition, a Class 4 insurer is prohibited from declaring or paying in any financial year dividends of more than 25% of its total statutory capital and surplus (as shown on its previous financial year's statutory balance sheet) unless it files (at least seven days before payment of such dividends) with the BMA an affidavit signed by at least two directors (one of whom must be a Bermuda resident director if any of the insurer's directors are resident in Bermuda) and the insurer's principal representative stating that it will continue to meet its solvency margin and minimum liquidity ratio. Where such an affidavit is filed, it shall be available for public inspection at the offices of the BMA.

*Reduction of Capital*

No Class 4 insurer may reduce its total statutory capital by 15% or more, as set out in its previous year's financial statements, unless it has received the prior approval of the BMA. Total statutory capital consists of the insurer's paid-in share capital, its contributed surplus (sometimes called additional paid-in capital) and any other fixed capital designated by the BMA as statutory capital (such as letters of credit).

A Class 4 insurer seeking to reduce its total statutory capital by 15% or more, as set out in its previous year's financial statements, is also required to submit an affidavit signed by at least two directors (one of whom must be a Bermuda resident director if any of the insurer's directors is resident in Bermuda) and the insurer's principal representative stating that the proposed reduction will not cause the insurer to fail its relevant margins and such other information as the BMA may require. Where such an affidavit is filed, it shall be available for public inspection at the offices of the BMA.

*Fit and Proper Controllers*

The BMA maintains supervision over the controllers (as defined herein) of all registered insurers in Bermuda. For so long as shares of the Company are listed on the NYSE or another recognized stock exchange, the Insurance Act requires that the BMA be notified in writing within 45 days of any person becoming, or ceasing to be, a controller.

A controller includes (i) the managing director of the registered insurer or its parent company; (ii) the chief executive of the registered insurer or of its parent company; (iii) a shareholder controller (as defined below); and (iv) any person in accordance with whose directions or instructions the directors of the registered insurer or of its parent company are accustomed to act. The BMA may object to a controller and require the controller to reduce its shareholdings and direct, among other things, that voting rights attached to the shares shall not be exercisable.

The definition of shareholder controller is set out in the Insurance Act but generally refers to (i) a person who holds 10% or more of the shares carrying rights to vote at a shareholders' meeting of the registered insurer or its parent company, (ii) a person who is entitled to exercise 10% or more of the voting power at any shareholders' meeting of such registered insurer or its parent company, or (iii) a person who is able to exercise significant influence over the management of the registered insurer or its parent company by virtue of its shareholding or its entitlement to exercise, or control the exercise of the voting power at any shareholders' meeting.

A shareholder controller that owns 10% or more but less than 20% of the shares as described above is defined as a 10% shareholder controller; a shareholder controller that owns 20% or more but less than 33% of the shares as described above is defined as a 20% shareholder controller; a shareholder controller that owns 33% or more but less than 50% of the shares as described above is defined as a 33% shareholder controller; and a shareholder controller that owns 50% or more of the shares as described above is defined as a 50% shareholder controller.

Where the shares of the registered insurer, or the shares of its parent company, are traded on a recognized stock exchange, and a person becomes a 10%, 20%, 33% or 50% shareholder controller of the insurer, that person shall, within 45 days, notify the BMA in writing that he has become such a controller. In addition, a person who is a shareholder controller of a Class 4 insurer whose shares or the shares of its parent company (if any) are traded on a recognized stock exchange must serve on the BMA a notice in writing that he has reduced or disposed of his holding in the insurer where the proportion of voting rights in the insurer held by him will have reached or has fallen below 10%, 20%, 33% or 50%, as the case may be, not later than 45 days after such disposal.

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Where the shares of an insurer, or the shares of its parent company, are not traded on a recognized stock exchange (i.e., private companies), the Insurance Act prohibits a person from becoming a shareholder controller unless he has first served on the BMA notice in writing stating that he intends to become such a controller and the BMA has either, before the end of 45 days following the date of notification, provided that notice to the proposed controller that it does not object to his becoming such a controller or the full 45 days has elapsed without the BMA serving an objection. Where neither the shares of the insurer nor the shares of its parent company (if any) are traded on a recognized stock exchange, the Insurance Act prohibits a person who is a shareholder controller of a Class 4 insurer from reducing or disposing of his holdings where the proportion of voting rights held by the shareholder controller in the insurer will reach or fall below 10%, 20%, 33% or 50%, as the case may be, unless that shareholder controller has served on the BMA a notice in writing stating that he intends to reduce or dispose of such holding.

Any person who contravenes the Insurance Act by failing to give notice or knowingly becoming a shareholder controller of any description before the required 45 days has elapsed is guilty of an offense and liable to a fine of $25,000.

*Notification by Registered Person of Change of Controllers and Officers*

All registered insurers are required to give written notice to the BMA of the fact that a person has become, or ceased to be, a controller or officer of the registered insurer within 45 days of becoming aware of such fact. An officer in relation to a registered insurer means a director, chief executive or senior executive performing duties of underwriting, actuarial, risk management, compliance, internal audit, finance or investment matters.

The BMA may issue a notice of objection to any person who is a controller of any description where it appears that such person is not, or is no longer, a fit and proper person to be a controller of the registered entity. Before issuing a notice of objection, the BMA is required to serve upon the person concerned a preliminary written notice stating the BMA's intention to issue formal notice of objection. Upon receipt of the preliminary written notice, the person served may, within 28 days, file written representations with the BMA which shall be taken into account by the BMA in making its final determination. Any person who continues to be a controller of any description after having received a notice of objection shall be guilty of an offense and shall be liable on summary conviction to a fine of $25,000 (and a continuing fine of $500 per day for each day that the offense is continuing) or, if convicted on indictment, to a fine of $100,000 and/or two years in prison.

*Notification of Material Changes*

All registered insurers are required to give notice to the BMA of their intention to effect a material change within the meaning of the Insurance Act. For the purposes of the Insurance Act, the following changes are material: (i) the transfer or acquisition of insurance business being part of a scheme falling under section 25 of the Insurance Act or section 99 of the Companies Act 1981 of Bermuda (the "Companies Act"), (ii) the amalgamation with or acquisition of another firm, (iii) engaging in unrelated business that is retail business, (iv) the acquisition of a controlling interest in an undertaking that is engaged in non-insurance business which offers services and products to persons who are not affiliates of the insurer, (v) outsourcing all or substantially all of the company's actuarial, risk management, compliance or internal audit functions, (vi) outsourcing all or a material part of an insurer's underwriting activity, (vii) the transfer other than by way of reinsurance of all or substantially all of a line of business, (viii) the expansion into a material new line of business, (ix) the sale of an insurer, and (x) outsourcing of an officer's role.

No registered insurer shall take any steps to give effect to a material change unless it has first served notice on the BMA that it intends to effect such material change and before the end of 30 days, either the BMA has notified such company in writing that it has no objection to such change or that period has lapsed without the BMA having issued a notice of objection.

*Disclosure of Information* 

In addition to powers under the Insurance Act to investigate the affairs of an insurer, the BMA may require certain information from an insurer (or certain other persons) to be produced to the BMA. Further, the BMA has been given powers to assist other regulatory authorities, including foreign insurance regulatory authorities, with their investigations involving insurance companies in Bermuda if it is satisfied that the assistance being requested is in connection with the discharge of regulatory responsibilities and that such cooperation is in the public interest.

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*Recovery Planning* 

The BMA may require a Class 4 insurer to prepare and maintain a formal recovery plan setting out, among other things, the various methods proposed to be utilized by the insurer to enable it to recover from severe stress scenarios. Any requirement to prepare a recovery plan will take into account the nature, scale, complexity and risk profile of the insurance business conducted by the insurer. A copy of the recovery plan must be filed with the BMA and updated at least once every three years or following a material change in the financial position, strategy, business or risk profile of the insurer.

*Insurance Agent Reporting Requirements*

The BMA's Insurance Brokers and Insurance Agents Code of Conduct requires insurance agents to file an insurance agents return, which requires, among other matters, details around directors and officers of the insurance agent, services provided by the agent and details of the insurers for which the agent has been appointed. In addition, under the Insurance Act, insurance agents are required to notify the BMA of certain events, such as failure to comply with a condition imposed upon them by the BMA or the occurrence of a cyber reporting event.

*Group Supervision*

The BMA acts as group supervisor of our group of insurance and reinsurance companies (the "Regulatory Group") and has designated Hamilton Re as the designated insurer for group supervisory and solvency purposes ("Designated Insurer"). As the Designated Insurer, Hamilton Re is required to facilitate compliance by the Regulatory Group with group insurance solvency and supervision rules.

As group supervisor, the BMA performs a number of supervisory functions, including (i) coordinating the gathering and dissemination of information which is of importance for the supervisory task of other competent authorities; (ii) carrying out a supervisory review and assessment of the Regulatory Group; (iii) carrying out an assessment of the Regulatory Group's compliance with the rules on solvency, risk concentration, intra-group transactions and good governance procedures; (iv) planning and coordinating, with other competent authorities, supervisory activities in respect of the Regulatory Group, both as a going concern and in emergency situations; (v) coordinating any enforcement action that may need to be taken against the Regulatory Group or any of its members; and (vi) planning and coordinating meetings of colleges of supervisors (consisting of insurance regulators) in order to facilitate the carrying out of the functions described above.

In carrying out its functions, the BMA makes rules for (i) assessing the financial situation and the solvency position of the Regulatory Group and/or its members and (ii) regulating intra-group transactions, risk concentration, governance procedures, risk management and regulatory reporting and disclosure.

The Insurance Amendment (No. 2) Act 2025 became operative on January 7, 2026 and embeds certain measures of the Common Framework for the Supervision of Internationally Active Insurance Groups adopted by the International Association of Insurance Supervisors into the Insurance Act, including risk-based insurance capital standards and a requirement for insurance groups to maintain a recovery plan. Among the changes adopted is a new power enabling the BMA, in specified circumstances, to assess the effectiveness of group supervision of an insurance group and determine whether it is appropriate to cancel the designation and registration of the Designated Insurer and designate and register an insurance holding company as the 'designated insurance holding company' for the insurance group, to assume the role and responsibilities currently assigned to the Designated Insurer. Once an insurance holding company is so designated and registered, the provisions of the Insurance Act applicable to a Designated Insurer, including the BMA's power to issue directions, apply to that holding company, with any necessary modifications. If these measures were applied to us, the BMA could take actions that have a direct impact on the Company and could result in increased compliance costs.

*Group Solvency and Group Supervision*

The current supervision and solvency rules (together, "Group Rules") apply to the Regulatory Group so long as the BMA remains our group supervisor. Through the Group Rules, the BMA may take action which affects the Company. A summary of the Group Rules and the provisions of the Insurance Act that apply to the Regulatory Group is set forth below.

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*Approved Group Actuary*

Hamilton Re, as Designated Insurer, is responsible for ensuring that the Regulatory Group appoints an individual approved by the BMA to be the group actuary who is qualified to provide an opinion on the Regulatory Group's technical provisions.

*Annual Group Financial Statements*

The Regulatory Group is required to prepare and submit, on an annual basis, consolidated financial statements (including notes to the financial statements) prepared in accordance with either GAAP or IFRS. The group financial statements must be audited annually by the Regulatory Group's approved auditor who is required to prepare an auditor's report thereon in accordance with generally accepted auditing standards. In addition, the Regulatory Group must prepare statutory financial statements (which include, in statutory form, a balance sheet, an income statement, a statement of capital and surplus, and notes thereto). The Designated Insurer is required to file with the BMA the statutory financial statements and the audited GAAP or IFRS financial statements for the Regulatory Group with the BMA within five months from the end of the relevant financial year (unless specifically extended).

*Annual Insurance Group Statutory Financial Return*

The Regulatory Group is required to prepare an annual Group Statutory Financial Return consisting of (i) an insurance group solvency certificate, (ii) particulars of ceded reinsurance comprising the top 10 unaffiliated reinsurers for which the group has the highest recoverable balances and any reinsurer with recoverable balances exceeding 15% of the insurance group's statutory capital and surplus, (iii) any adjustments to the group financial statements to produce the economic balance sheet (i.e., a reconciliation), (iv) a list of non-insurance financial regulated entities owned by the group, and (v) particulars of qualifying members of the group as defined within the Group Rules. The annual insurance Group Statutory Financial Return must be submitted to the BMA by the Designated Insurer within five months after the financial year end (unless specifically extended).

*Annual Insurance Group Capital and Solvency Return*

The Regulatory Group is required to prepare an annual Group Capital and Solvency Return which includes the Group Solvency Self-Assessment ("GSSA"), Group BSCR and associated Schedules, including an annual opinion of the Group Actuary on the EBS technical provisions. The Group Capital and Solvency Return must be submitted to the BMA by the Designated Insurer within five months after the financial year end (unless specifically extended). The Designated Insurer must keep a copy of the Regulatory Group's financial statements (together with the notes to those statements and the auditor's report thereon), statutory financial statements and the Group Statutory Financial Return at its principal office for a period of five years.

The GSSA assesses the quality and quantity of capital required to adequately cover the risks to which the insurance group is exposed. In particular, the GSSA should, among other things, include consideration of the relationship between risk management, the quality and quantity of capital resources, the impact of risk mitigation techniques and diversification and correlation effects between material risks; describe the Regulatory Group's risk appetite; be forward-looking; include appropriate stress and scenario testing and adequately reflect all assets and liabilities, material off-balance sheet arrangements, material intragroup transactions, relevant managerial practices, systems and controls and a valuation basis that is aligned with the risk characteristics and business model of the group.

*Quarterly Group Financial Return*

The Designated Insurer is required to file Quarterly Financial Returns for the Regulatory Group with the BMA on or before the last day of the months of May, August and November of each year. The quarterly Group Financial Return consists of (i) quarterly unaudited (consolidated) group financial statements in respect of its business for each financial quarter (which must not reflect a financial position that exceeds two months), (ii) a list and details of material intra-group transactions and risk concentrations, including details surrounding all intra-group reinsurance and retrocession arrangements and other intra-group risk transfer insurance business arrangements, and details of the 10 largest exposures to unaffiliated counterparties and any other unaffiliated counterparty exposures or series of linked unaffiliated counterparty exposures exceeding 10% of the Regulatory Group's statutory capital and surplus, (iii) Enhanced Capital Requirement ratio, (iv) Total Quoted Bonds and Unquoted Bonds by BSCR rating, and (vi) details of the catastrophe events that occurred during the reporting period (if applicable).

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*Public Disclosures*

All insurance groups are required to prepare and file with the BMA, and also publish on their website, a Financial Condition Report. An insurance group that does not have a website must furnish to the public a copy of the Financial Condition Report within 10 days of receipt of a request to do so made in writing. The Designated Insurer must keep copies of the Financial Condition Report at its head office for a period of five years beginning from the filing date.

*Group Minimum Solvency Margin and Group Enhanced Capital Requirement*

The Regulatory Group is also required to maintain available statutory economic capital and surplus in an amount that is at least equal to or exceeds the value of its group ECR (the "Group ECR"), provided that the Group ECR shall at all times be an amount equal to or exceeding the group minimum solvency margin (the "Group MSM"). The BMA has established a group target capital level equal to 120% of Group ECR. In addition, under the tiered capital requirements, all of the Regulatory Group's capital instruments will be classified as either basic or ancillary capital which in turn will be classified into one of three tiers based on their "loss absorbency" characteristics. Highest quality capital will be classified Tier 1 Capital, and lesser quality capital will be classified as either Tier 2 or Tier 3 Capital. A minimum threshold of Tier 1 Capital and maximum thresholds of Tier 2 and Tier 3 Capital used to satisfy the Group MSM and Group ECR requirements are specified under the rules. From January 1, 2026, Tier 1, Tier 2 and Tier 3 Capital may no longer include capital instruments that do not satisfy the requirement that the instrument be nonredeemable or settled only with the issuance of an instrument of equal or higher quality upon a breach, or if it would cause a breach, of the ECR.

*Group Governance*

The Group Rules require the Board of Directors of the Company (the "Parent Board" or "Board") to establish and effectively implement corporate governance policies and procedures, which must be periodically reviewed to ensure they continue to support the overall organizational strategy of the Regulatory Group. In particular, the Parent Board must:

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• ensure that operational and oversight responsibilities of the group are clearly defined and documented and that the reporting of material deficiencies and fraudulent activities are transparent and devoid of conflicts of interest;

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• establish systems for identifying, on a risk-sensitive basis, those policies and procedures that must be reviewed annually and those policies and procedures that must be reviewed at other regular intervals;

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• establish a risk management and internal controls framework and ensure that it is assessed regularly and such assessment is reported to the Parent Board, the chief executive officer and senior executives;

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• establish and maintain sound accounting and financial reporting procedures and practices for the Regulatory Group; and

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• establish and keep under review group functions relating to actuarial, compliance, internal audit and risk management functions which must address certain specific requirements as set out in the Group Rules.

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*Designated Insurer Notification Obligations*

The Designated Insurer must notify the BMA upon reaching a view that there is a likelihood of the Regulatory Group or any member of the Regulatory Group becoming insolvent or that a reportable "event" has, to the Designated Insurer's knowledge, occurred or is believed to have occurred. Examples of a reportable "event" include a failure by the Regulatory Group or any member of the Regulatory Group to comply substantially with a requirement imposed upon it under the Group Rules relating to its solvency position, governance and risk management or supervisory reporting and disclosures; failure by the Designated Insurer to comply with a direction given to it under the Insurance Act in respect of the group or any of its members; a criminal conviction imposed upon any member of the Regulatory Group whether in Bermuda or abroad; material breaches of any statutory requirements by any member of the Regulatory Group located outside of Bermuda that could lead to supervisory or enforcement action by a competent authority; or a significant loss that is reasonably likely to cause the Regulatory Group to be unable to comply with its Group ECR. Within 30 days of such notification to the BMA, the Designated Insurer must furnish the BMA with a written report setting out all the particulars of the case that are available to it and within 45 days it must furnish a Regulatory Group capital and solvency return that reflects the Group ECR that has been prepared using post-loss data and unaudited interim statutory financial statements for such period as the BMA shall require together with a declaration of solvency in respect thereof. The Designated Insurer must also notify the BMA in writing within 14 days of becoming aware that a requirement of the Group Rules conflicts with the laws of another jurisdiction where a member of the Regulatory Group operates.

The Designated Insurer is required to notify the BMA if any member of the Regulatory Group intends to acquire or amalgamate with another firm. Except in certain limited circumstances, the acquisition or amalgamation may not proceed unless, within 30 days from the date the notice is served, either the BMA has confirmed in writing that it has no objection, or the 30-day period has expired without the BMA issuing a notice of objection.

In addition, the Designated Insurer is required to notify the BMA if any member of the Regulatory Group effects certain material changes within the meaning of the Insurance Act within 30 days of such material change taking effect.

The following events constitute material changes that must be notified to the BMA: (i) engaging in unrelated business that is retail business, (ii) the acquisition of a controlling interest in an undertaking that is engaged in non-insurance business which offers services and products to persons who are not affiliates, (iii) outsourcing all or substantially all of the actuarial, risk management, compliance or internal audit functions, (iv) outsourcing all or a material part of underwriting activities, (v) the transfer other than by way of reinsurance of all or substantially all of a line of business, (vi) the expansion into a material new line of business, and (vii) the sale of an insurer.

In addition, the Designated Insurer is required to give written notice to the BMA of the fact that a person has become, or ceased to be, a controller or officer of the parent company of the Regulatory Group within 45 days of becoming aware of such fact.

If it appears to the BMA that the Designated Insurer is in breach of any provision of the Insurance Act or the Group Rules, the BMA may give the Designated Insurer such directions as appear to the BMA to be desirable for safeguarding the interests of policyholders and potential policyholders of the Regulatory Group.

*Supervision, Investigation, Intervention and Disclosure* 

The BMA may, by notice in writing served on a registered person or a Designated Insurer, require the registered person or a Designated Insurer to provide such information and/or documentation as the BMA may reasonably require with respect to matters that are likely to be material to the performance of its supervisory functions under the Insurance Act. In addition, it may require such person's auditor, underwriter, accountant or any other person with relevant professional skill to prepare a report on any aspect pertaining thereto. In the case of a report, the person so appointed shall immediately give the BMA written notice of any fact or matter of which he becomes aware or which indicates to him that any condition attaching to his registration under the Insurance Act is not or has not or may not be or may not have been fulfilled and that such matters are likely to be material to the performance of its functions under the Insurance Act. If it appears to the BMA to be desirable in the interests of the clients of a registered person or relevant insurance group, the BMA may also exercise these powers in relation to subsidiaries, parent companies and other affiliates of the registered person or designated insurer.

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If the BMA deems it necessary to protect the interests of the policyholders or potential policyholders of an insurer or insurance group, it may appoint one or more competent persons to investigate and report on the nature, conduct or state of the insurer's or the insurance group's business, or any aspect thereof, or the ownership or control of the insurer or insurance group. If the person so appointed thinks it necessary for the purposes of his investigation, he may also investigate the business of any person who is, or has been at any relevant time, a member of the insurance group or of a partnership of which the person being investigated is a member. In this regard, it shall be the duty of every person who is or was a controller, officer, employee, agent, banker, auditor, accountant, barrister and attorney or insurance manager, broker, agent or insurance marketplace provider (as applicable), of the insurer or the insurance group to produce to the person appointed such documentation as he may reasonably require for purposes of his investigation, to attend and answer questions relevant to the investigation and to otherwise provide such assistance as may be necessary in connection therewith.

Where the BMA suspects that a person has failed to properly register under the Insurance Act or that a registered person or designated insurer has failed to comply with a requirement of the Insurance Act or that a person is not, or is no longer, a fit and proper person to perform functions in relation to a regulated activity, it may, by notice in writing, carry out an investigation into such person (or any other person connected thereto). In connection therewith, the BMA may require every person who is or was a controller, officer, employee, agent, banker, auditor, accountant, barrister and attorney or insurance manager, broker, agent or insurance marketplace provider (as applicable) of the insurer or the insurance group, or any person appointed by the BMA to make a report in respect of an insurer or insurance group, to produce such documents in his custody and control, to attend before the BMA to answer questions relevant to the BMA's investigation and to take such actions as the BMA may direct in connection with the investigation. The BMA may also enter any premises for the purposes of carrying out its investigation and may petition the court for a warrant if it believes a person has failed to comply with a notice served on him or there are reasonable grounds for suspecting the completeness of any information or documentation produced in response to such notice or that its directions will not be complied with or that any relevant documents would be removed, tampered with or destroyed.

If it appears to the BMA that the business of the registered insurer is being conducted in a way that there is a significant risk of the insurer becoming insolvent or being unable to meet its obligations to policyholders, or that the insurer is in breach of the Insurance Act or any conditions imposed upon its registration, or the minimum criteria stipulated in the Insurance Act is not or has not been fulfilled in respect of a registered insurer, or that a person has become a controller without providing the BMA with the appropriate notice or in contravention of a notice of objection, or the registered insurer is in breach of its ECR, or that a designated insurer is in breach of any provision of the Insurance Act or the regulations or rules applicable to it, the BMA may issue such directions as it deems desirable for safeguarding the interests of policyholders or potential policyholders of the insurer or the insurance group. The BMA may, among other things, direct an insurer, for itself and in its capacity as designated insurer of the insurance group of which it is a member, (1) not to effect further contracts of insurance, or any contract of insurance of a specified description, (2) to limit the aggregate premiums to be written by it during the specified period, (3) not to vary any insurance contract if the effect would be to increase the insurer's liabilities, (4) not to make certain investments, (5) to realize certain investments, (6) not to declare or pay any dividends or other distributions or to restrict the making of such payments, (7) not to enter into specified transactions with any specified person or persons of a specified class, (8) to provide such written particulars relating to the financial circumstances of the insurer as the BMA thinks fit, (9) (as an individual insurer only and not in its capacity as designated insurer) to obtain the opinion of a loss reserve specialist and submit it to the BMA and/or (10) to remove a controller or officer.

The BMA has the power to assist other regulatory authorities, including foreign insurance regulatory authorities, with their investigations involving insurance and reinsurance companies in Bermuda if it is satisfied that the assistance being requested is in connection with the discharge of regulatory responsibilities and that such cooperation is in the public interest. The grounds for disclosure by the BMA to a foreign regulatory authority without consent of the insurer are limited and the Insurance Act provides for sanctions for breach of the statutory duty of confidentiality.

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*Corporate Income Tax Act*

On December 27, 2023, Bermuda enacted the Corporate Income Tax Act 2023 (the "CIT Act"), which imposes corporate income tax on certain Bermuda-based entities for fiscal years beginning on or after January 1, 2025. Subject to certain exceptions, if the entity is a member of a multi-national enterprise ("MNE") group that has entities in more than one jurisdiction and that has consolidated revenues of at least 750 million euros for two of the four previous fiscal years beginning on or after January 1, 2025, corporate income tax will be chargeable at a rate of 15% of the net taxable income of the Bermuda constituent entities in the MNE group less applicable tax credits (regardless of any assurance given pursuant to the Exempted Undertakings Tax Protection Act 1966). Although we believe that the Company is eligible for deferred application of the CIT Act until 2030 due to an exemption available to MNE groups that operate in six or less jurisdictions and have less than 50 million euros in tangible assets, we cannot guarantee that the Company will not face tax liabilities in the future. For more details, please refer to the section titled *"Risk Factors––Risks Related to Taxation––We may become subject to Bermuda corporate income tax under the Corporate Income Tax Act 2023, which could adversely affect our financial condition and results of operations."*

*Tax Credits Act 2025*

On December 11, 2025, Bermuda enacted the Tax Credits Act 2025 (the "Credits Act"), which established: (i) a substance-based tax credit ("SBTC") for insurance-led Bermuda groups, (ii) a utilities infrastructure tax credit for regulated utility providers, and (iii) a community development tax credit for non-individual taxpayers. Credits may be used to offset Bermuda corporate income tax and, for entities not subject to Bermuda corporate income tax in a given year, the Credits Act provides for amounts to be paid to the filing group entity (including through the tax refund reserve framework), subject to the Credits Act's requirements.

The SBTC is available to a Bermuda corporate group that includes at least one insurer licensed under the Insurance Act and derives more than 50% of its group revenue from such insurer(s). The SBTC consists of job-based and expense-based components referencing eligible Bermuda payroll and Bermuda-sourced expenditures, and is phased in via a transition factor of 50% for fiscal years beginning in 2025, 75% for 2026, and 100% for 2027.

We currently expect to qualify for the SBTC and are continuing to evaluate the Credits Act and related guidance in light of our anticipated CIT Act exemption. The availability, utilization and timing of any benefit (including refunds or payments) are subject to the Credits Act, future regulations and guidance, the funding and operation of any relevant government reserve, and changes in our operations.

*Economic Substance Act*

In December 2018, the Economic Substance Act 2018 (the "ESA") came into effect in Bermuda. Under the provisions of the ESA, every Bermuda registered entity other than an entity which is resident for tax purposes in certain jurisdictions outside of Bermuda that carries on one or more "relevant activities" referred to in the ESA, and from which it earns gross revenue, must satisfy economic substance requirements by maintaining a substantial economic presence in Bermuda. Under the ESA, insurance and holding entity activities (both as defined in the ESA and Economic Substance Regulations 2018) are relevant activities. To the extent that the ESA applies to any of our entities registered in Bermuda, we will be required to demonstrate compliance with economic substance requirements by filing an annual economic substance declaration with the Registrar of Companies in Bermuda. Any entity that must satisfy economic substance requirements but fails to do so could face automatic disclosure to competent authorities in the E.U. of the information filed by the entity with the Bermuda Registrar of Companies in connection with the economic substance requirements and may also face financial penalties, restriction or regulation of its business activities and/or may be struck off as a registered entity in Bermuda.

*Cyber Code and Reporting Events*

In October 2020, the BMA issued the Insurance Sector Operational Cyber Risk Management Code of Conduct ("Cyber Code") which applies to all registered insurers, insurance managers and intermediaries (e.g., agents, brokers, insurance marketplace providers). The Cyber Code establishes duties, requirements, standards, procedures and principles to be complied with in relation to operational cyber risk management and is designed to promote the stable and secure management of information technology systems of regulated entities.

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The principal representative is required to notify the BMA within seventy-two (72) hours of determining or confirming that a cyber reporting event has occurred. Within fourteen (14) days of such notification, the principal representative must also provide the BMA with a written report detailing all information then available regarding the incident. The Insurance Act defines a cyber reporting event as being any act that results in the unauthorized access to, disruption or misuse of the electronic systems or information stored on such systems of a licensed undertaking, including any breach of security leading to the loss or unlawful destruction or unauthorized disclosure of or access to such systems or information, where (i) a cyber reporting event has the likelihood of adversely impacting policyholders or clients; (ii) an insurer has reached a view that there is a likelihood that loss of its system availability will have an adverse impact on its insurance business; (iii) an insurer has reached the view that there is a likelihood that the integrity of its information or data has been compromised and may have an adverse impact on its insurance business; (iv) an insurer has become aware that there is a likelihood that there has been unauthorized access to its information systems whereby such access would have an adverse impact on its insurance business; or (v) an event has occurred for which a notice is required to be provided to a regulatory body or governmental agency. Cyber reporting events are only reportable to the BMA where the event results in a significant adverse impact to the regulated entity's operations, its policyholders or clients.

*Certain Other Bermuda Law Considerations*

All Bermuda companies must comply with the provisions of the Companies Act regulating the payment of dividends and making of distributions from contributed surplus. A company is prohibited from declaring or paying a dividend, or making a distribution out of contributed surplus, if there are reasonable grounds for believing that (i) the company is, or would after the payment be, unable to pay its liabilities as they become due; or (ii) the realizable value of the company's assets would be less than its liabilities.

Under the Company's Bye-laws, each common share is entitled to dividends if, and when, dividends are declared by the Board of Directors, subject to any preferred dividend rights of the holders of any preference shares. Issued share capital is the aggregate par value of the company's issued shares, and the share premium account is the aggregate amount paid for issued shares over and above their par value. Share premium accounts may be reduced in certain limited circumstances. In addition, the Companies Act regulates return of capital, reduction of capital and any purchase or redemption of shares by the Company.

Although the Company is incorporated in Bermuda, it has been designated as a non-resident of Bermuda for exchange control purposes by the BMA. Pursuant to its non-resident status, the Company may engage in transactions in currencies other than the Bermuda dollar, and there are no restrictions on its ability to transfer funds (other than funds denominated in Bermuda dollars) in and out of Bermuda or to pay dividends to non-residents who are holders of its common shares in currencies other than the Bermuda dollar.

Under Bermuda law, exempted companies are companies formed for the purpose of conducting business outside Bermuda from a principal place in Bermuda. All Bermuda exempted companies are exempt from certain Bermuda laws restricting the percentage of share capital that may be held by non-Bermudians. However, exempted companies may not, without the express authorization of the Bermuda legislature or under a license or consent granted by the Bermuda Minister, participate in certain business transactions, including (i) the acquisition or holding of land in Bermuda (except that held by way of lease or tenancy agreement which is required for their business and held for a term not exceeding 50 years or which is used to provide accommodation or recreational facilities for their officers and employees and held with the consent of the Bermuda Minister, for a term not exceeding 21 years); (ii) the taking of mortgages on land in Bermuda to secure an amount in excess of BD$50,000; (iii) the acquisition of any bonds or debentures secured by any land in Bermuda, other than bonds or debentures issued by the Bermuda government or a public authority; or (iv) the carrying on of business of any kind for which they are not licensed in Bermuda, except in certain limited circumstances such as doing business with another exempted undertaking in furtherance of their business (as the case may be) carried on outside Bermuda.

Bermuda recently enacted the Beneficial Ownership Act 2025 which introduces enhanced requirements for the identification, verification and ongoing reporting of beneficial owners of Bermuda entities. For so long as shares of the Company are listed on the NYSE or another recognized stock exchange, the Company and each of our Bermuda Operating Companies will be exempt from the substantive requirements of the Beneficial Ownership Act.

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*Bermuda Work Permit Considerations*

Under Bermuda law, only persons who are Bermudians, spouses of Bermudians, holders of a permanent resident's certificate, naturalized British Overseas Territory Citizens or persons who are exempt pursuant to the Incentives for Job Makers Act 2011, as amended ("exempted persons") may engage in gainful occupation in Bermuda without an appropriate governmental work permit. Work permits may be granted or extended by the Bermuda government upon showing that, after proper public advertisement in most cases, no Bermudian (or otherwise exempted person) is available who meets the minimum standard requirements for the advertised position. A waiver from advertising is automatically granted in respect of any chief executive officer position, other chief officer positions, president, managing director or director posts (subject to provision of an organizational chart). Note, notwithstanding recent changes to the Bermuda Work Permit Policy (effective 1 November 2025), waivers from advertising can also be granted where the applicant is uniquely qualified, the position would not exist in Bermuda if not for the expatriate, the success of the business would be detrimentally affected if the applicant were to leave the business or the expatriate is integral and key to income generation by brokering deals or attracting/retaining clients.

*Bermuda Data Protection Legislation*

As of January 1, 2025, the Company and our Bermuda incorporated subsidiaries have certain duties and obligations under the Personal Information Protection Act 2016 of Bermuda ("PIPA") concerning the collection and use in Bermuda of an individual's personal information. PIPA is based on internationally accepted principles of privacy and data protection. Oversight and enforcement of PIPA is the responsibility of the Office of the Privacy Commissioner of Bermuda. A breach of PIPA by the Company could lead to inquiry or enforcement actions by the Privacy Commissioner, suits for civil remedies by individuals brought in a Court of competent jurisdiction, or in criminal prosecutions brought by the Government of Bermuda either as summary or indictable offenses.

***U.S. Insurance Regulation***

***<u>State Regulation</u>***

Hamilton Select is subject to extensive regulation and supervision by the State of Delaware, its state of domicile, as well as to varying regulation in those states in which it does business. The purpose of such regulation and supervision is primarily to provide safeguards for policyholders, rather than to protect the interests of shareholders. In general, the insurance laws of the various states establish regulatory agencies with broad administrative powers, including the power to grant or revoke operating licenses and regulate trade practices, investments, premium rates, deposits of securities, the form and content of financial statements and insurance policies, dividend limitations, cancellation and non-renewal of policies, accounting practices and the maintenance of specified reserves and capital for the protection of policyholders. From time to time, states consider and/or enact laws that may alter or increase state authority to regulate insurance companies and insurance holding companies. States also consider or enact laws that impact the competitive environment and marketplace for property-casualty insurance.

The regulation of E&S business differs from the regulation of admitted business. The admitted market is subject to more state regulation than the E&S market, particularly with regard to rate and form filing requirements, restrictions on the ability to exit lines of business, premium tax payments and membership in various state associations, such as guaranty funds. Nevertheless, Hamilton Select is subject to the surplus lines regulation and reporting requirements of the jurisdictions in which it is eligible to write E&S insurance and strict regulations apply to surplus lines placements under the laws of every state. The regulation of E&S insurance may undergo changes in the future.

*Insurance Holding Company Regulation*

We operate as an insurance holding company and are subject to state statutes and regulations governing insurance holding company systems that are generally based on the National Association of Insurance Commissioner's ("NAIC") Insurance Holding Company System Regulatory Act and Insurance Holding Company System Model Regulation (together, the "Model Holding Company Act and Regulation"). These vary from jurisdiction to jurisdiction, but generally require controlled insurance companies (i.e., insurers that are subsidiaries of insurance holding companies) to register with, and periodically furnish information to, state regulatory authorities concerning capital structure, ownership, financial condition, intercompany transactions and general business operations. Delaware, the state in which Hamilton Select is domiciled, has enacted laws to implement these requirements.

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State insurance holding company laws and regulations impose standards on certain transactions between affiliated companies, which include, amongst other requirements, that all transactions be fair and reasonable, that an insurer's surplus (as regards policyholders) be reasonable and adequate in relation to its liabilities and that expenses and payments be allocated to the appropriate party in accordance with customary accounting practices. These transactions between affiliated companies include certain transfers of assets, loans, reinsurance agreements, service agreements, dividend payments by insurance companies and certain other material transactions.

State insurance holding company laws, including those of Delaware, require the ultimate controlling person of a U.S. insurer to submit annually, to the lead state of the insurance holding company system, an enterprise risk report. The report must identify the material risks within the insurance holding company system that could pose enterprise risk to the insurer (i.e., activities, circumstances or events involving one or more affiliates of an insurer that, if not remedied properly, are likely to have a material adverse effect upon the financial condition or liquidity of the insurer or its insurance holding company system as a whole).

The NAIC has developed a group capital calculation tool that uses a risk-based capital aggregation methodology for all entities in an insurance holding company system. The goal is to provide U.S. regulators with a method to aggregate the available capital and the minimum capital of each entity in a group in a way that applies to all companies regardless of their structure. The group capital calculation has been adopted by the majority of states, including Delaware, based on the NAIC's adoption of amendments to the Model Holding Company Act and Regulation providing language for states to use to enable the group capital calculation. We anticipate that such amendments to state insurance holding company laws and regulations adopting the group capital calculation will be broadly adopted in the future because they are subject to an NAIC accreditation standard effective January 1, 2026. In February 2025, the NAIC announced the creation of a new Risk-Based Capital Model Governance (EX) Task Force as part of its efforts to update and strengthen the governance framework around risk-based capital requirements, which task force adopted governing principles in December 2025. The work of the task force is ongoing and could result in changes to risk-based capital requirements and calculations in the future, which could affect our capital planning, investment strategies, reporting obligations and permitted disclosures.

Holding company laws also authorize state insurance commissioners to act as group-wide supervisors for a defined class of internationally active insurance groups. All states, including Delaware, have adopted changes to their holding company laws enhancing group-wide supervision in this manner.

*Risk Management and Own Risk and Solvency Assessment*

All states, including Delaware, have adopted the NAIC's Risk Management and Own Risk and Solvency Assessment Model Act ("ORSA Model Act"). The ORSA Model Act requires insurers to maintain a risk management framework and regularly, no less than annually, conduct an Own Risk Solvency Assessment. The ORSA Model Act also requires an insurance holding company system's Chief Risk Officer to annually submit to the lead state insurance regulator an Own Risk and Solvency Assessment Summary Report, which is a confidential high-level summary of an insurer or insurance group's Own Risk Solvency Assessment.

*Dividend Restrictions*

The Delaware laws and regulations limit the aggregate amount of dividends or other distributions that Hamilton Select may declare or pay within any 12-month period without advance regulatory approval.

*Investment Regulation* 

Investments by Hamilton Select are subject to Delaware laws which require diversification of its investment portfolio and limits on the amount of investments in certain categories, and must comply with applicable laws and regulations prescribing the kind, quality and concentration of investments. Failure to comply with these laws and regulations would cause non-conforming investments to be treated as non-admitted assets for purposes of measuring statutory surplus and, in some instances, would require Hamilton Select to sell those investments.

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*Quarterly and Annual Financial Reporting*

Hamilton Select is required to file quarterly and annual reports with the Delaware Department of Insurance and with the NAIC using statutory accounting practices, which differ from U.S. generally accepted accounting principles. Its business and accounts are subject to examination by such agencies at any time.

*Risk-Based Capital*

The state insurance regulators utilize a risk-based capital formula to help assess the capital adequacy of insurance companies and identify insurers that are in, or are perceived as approaching, financial difficulty. This model establishes minimum capital needs based on the risks applicable to the operations of the individual insurer. The risk-based capital requirements for property-casualty insurance companies measure three major areas of risk: asset risk, credit risk and underwriting risk. Companies having less statutory surplus than required by the risk-based capital requirements are subject to varying degrees of regulatory scrutiny and intervention, depending on the severity of the inadequacy.

*Insurance Regulatory Information System*

The NAIC also has developed a set of 13 financial benchmarks for property and casualty insurers referred to as the Insurance Regulatory Information System ("IRIS"). On the basis of statutory financial statements filed with state insurance regulators, the NAIC annually calculates these IRIS ratios to assist state insurance regulators in monitoring the financial condition of insurance companies. The NAIC has established an acceptable range for each of the IRIS ratios and specifies "Unusual Values" for each ratio. Presence of Unusual Values on four or more of the ratios can lead to inquiries from individual state insurance commissioners as to certain aspects of an insurer's business.

In 2025, Hamilton Select reported two Unusual Values being (i) two-year overall operating ratio and (ii) gross change in policyholders' surplus. These Unusual Values were primarily driven by the start-up nature of Hamilton Select as they were primarily related to start-up costs relating to personnel and IT spend, and capital contributions received in 2025. These IRIS ratios are expected to fall within the "Usual Value" range in future years as Hamilton Select moves out of its start-up phase.

*Innovation and Technology*

As a result of increased innovation and use of technology in the insurance sector, the NAIC and insurance regulators have been focusing on the industry's use of "big data" techniques, such as AI, machine learning and automated decision-making. In December 2023, the NAIC adopted the Model Bulletin on the Use of Artificial Intelligence Systems by Insurers (the "AI Bulletin"). The AI Bulletin may be adopted and issued by state regulators to licensed insurers. In addition to affirming that the use of AI must comply with existing state law, the AI Bulletin sets forth regulators' expectations on how insurers will develop, acquire and use AI technologies. As of January 6, 2026, twenty-four states and the District of Columbia have adopted the AI bulletin and four states, California, Colorado, New York and Texas, have issued their own guidance or regulations concerning the use of AI by insurers. For example, in July 2024, the New York Department of Financial Services ("NYDFS") issued Insurance Circular Letter No.7 (2024) titled "Use of Artificial Intelligence Systems and External Consumer Data and Information Sources in Insurance Underwriting and Pricing," which is intended to provide guidance to insurers on the responsible use of AI and external consumer data in underwriting and pricing decisions.

In addition, in 2024 the NAIC established the Third-Party Data and Models (H) Task Force which is charged with developing a framework for the regulatory oversight of third-party data and predictive models. Their focus includes evaluating existing frameworks, discussing goals for future regulatory structures and considering the development of new model laws or modifications to existing ones. The NAIC's Big Data and Artificial Intelligence (H) Working Group has a new workstream that is evaluating AI-use outcomes and how well the current regulatory framework addresses potential harms from the use of AI. The goal is to determine whether additional tools, resources and education are needed to effectuate the goals of the AI Bulletin (see above). In July 2025, the working group proposed developing an overall AI system evaluation tool, which has since been opened to comment.

The NAIC and state insurance regulators are also focused on addressing unfair discrimination by insurers in the use of consumer data and technology, and certain states have passed laws or are considering action targeting unfair discrimination practices. For instance, in 2021 Colorado enacted a law which prohibits insurers from using external consumer data and information sources ("ECDIS"), as well as algorithms or predictive models that use ECDIS, in a way that unfairly discriminates based on race, color, national or ethnic origin, religion, sex, sexual orientation, disability, gender identity or gender expression.

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*Cybersecurity, Privacy and Information Security Regulation*

We are subject to laws and regulations relating to the collection, use, processing, and protection of personal information. We are also subject to laws and regulations governing the security of information systems and the information stored therein. In response to the growing threat of cyber-attacks in the insurance industry, certain jurisdictions have adopted laws and regulations requiring new or enhanced data protection and cybersecurity measures, which, among other things, require insurance companies to establish, implement and maintain data and cybersecurity programs, including written policies and procedures. For example, in 2017, the NAIC adopted the Insurance Data Security Model Law (the "Cybersecurity Model Law"), intended to serve as model legislation for states to enact in order to govern cybersecurity and data protection practices of insurers and other entities licensed or registered under state insurance laws, and to protect the confidentiality, integrity and availability of information systems. The Cybersecurity Model Law establishes standards for data security, the investigation of cybersecurity events involving the unauthorized access to or misuse of certain nonpublic information, and the reporting obligations regarding cybersecurity events to insurance commissioners. As of February 1, 2025, the Cybersecurity Model Law, or a form thereof, had been adopted by twenty six states. Certain states have adopted their own cybersecurity regulations, such as New York in November 2023 when the NYDFS adopted an amendment to its Part 500 Cybersecurity Regulation which imposes additional certification obligations, enhanced governance requirements, new audit requirements, additional technology and business continuity requirements, enhanced security control and training requirements and new notification obligations. Requirements under the amended NYDFS Cybersecurity Regulation became effective in phases, with the final provisions taking effect on November 1, 2025. Covered entities must certify compliance with the final phases of the NYDFS Cybersecurity Regulation in an annual report due April 15, 2026.

In addition, certain lawmakers and regulators have enacted or are considering laws and regulations related to privacy and data security. For instance, the NAIC is proposing revisions to the Privacy of Consumer Financial and Health Information Model Regulation in order to address emerging privacy concerns and ensure that consumer information is adequately protected in the marketplace. The proposed amendments would expand the definition of nonpublic personal information; add consumer rights to request access, correction and deletion of nonpublic personal information; and add requirements for contracts with third-party service providers. While the NAIC originally anticipated these amendments to the model regulation to be finalized by December 31, 2025, an extension was granted to have these amendments finalized by the 2026 Fall National Meeting in November 2026. A number of states have also adopted data privacy legislation and regulation. California adopted the California Consumer Privacy Act of 2018 ("CCPA"), as amended by the California Privacy Rights Act ("CPRA") in 2022. The CCPA imposes a number of requirements on businesses that collect the personal information of California consumers, including requirements that provide individuals with certain rights to their personal information and make mandatory disclosures regarding how the businesses use and disclose consumers' personal information, establishes a private right of action in some cases if consumers' personal information is subject to a data breach as a result of the businesses' violation of the duty to implement and maintain reasonable security practices and creates the California Privacy Protection Agency, which is charged with drafting and adopting regulations in furtherance of the CCPA and enforcing the CCPA, as amended by the CPRA. Similar consumer privacy legislation has been enacted in other states such as Virginia, Colorado, Connecticut and Utah. While these laws generally do not apply to entities or data subject to the Gramm-Leach-Bliley Act, certain portions of our business may be subject to such requirements.

Various state legislatures, government agencies and self-regulatory bodies, as well as the U.S. federal government, are expected to continue to consider additional laws, regulations and guidelines relating to privacy and other aspects of customer information and to protecting the ongoing confidentiality, availability and integrity of personal information, sensitive non-public information and information systems. These continued changes in the U.S. privacy and cybersecurity regulatory landscape will require additional compliance investment, including changes to policies, procedures, information systems and operations.

*Credit for Reinsurance*

State insurance laws permit U.S. insurance companies, as ceding insurers, to take financial statement credit for business that is ceded, so long as the assuming reinsurer satisfies the state's credit for reinsurance laws. There are several ways that the credit for reinsurance laws may be satisfied by an assuming reinsurer, including by being licensed in the state, being accredited in the state or maintaining certain types of qualifying collateral.

Under the Dodd-Frank Wall Street Reform and Consumer Protection Act of 2010 (the "Dodd-Frank Act"), which established the Federal Insurance Office (the "FIO") within the U.S. Department of the Treasury (the "Treasury"), the FIO has preemption authority over state insurance laws that conflict with certain international agreements such as state credit for reinsurance laws

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that result in non-U.S. reinsurers subject to such agreements being treated less favorably than U.S. reinsurers. The NAIC previously adopted amendments to its Credit for Reinsurance Model Law to satisfy the substantive and timing requirements of such Covered Agreements (as further defined below), which amendments have been enacted by all states. Under the Covered Agreements, reinsurance collateral requirements no longer apply to qualifying EU and U.K. reinsurers. The amended Credit for Reinsurance Model Law also extends the zero reinsurance collateral provisions in the Covered Agreements to qualified reinsurers domiciled in U.S. jurisdictions that are accredited by the NAIC and to non-U.S. jurisdictions that have not entered into a Covered Agreement with the United States but which the NAIC has identified as "reciprocal jurisdictions" pursuant to the NAIC Qualified Jurisdiction Process.

*Climate Change and Financial Risks*

The NAIC and state insurance regulators continue to evaluate issues related to the management of climate risk. In 2022, the NAIC adopted a new standard for insurance companies to report their climate-related risks as part of its annual Climate Risk Disclosure Survey, which applies to insurers that meet the reporting threshold of $100 million in U.S. direct premium and are licensed in one of the participating jurisdictions. In addition, pursuant to the FIO's statutory authority under the Dodd-Frank Act, as discussed above under "Federal Regulation," the FIO is assessing how the insurance sector may mitigate climate risks and help achieve national climate-related goals. In June 2023, the FIO released a report titled Insurance Supervision and Regulation of Climate-Related Risks urging insurance regulators to adopt climate-related risk-monitoring guidance in order to enhance their regulation and supervision of insurers and in March 2024 the NAIC adopted its inaugural National Climate Resilience Strategy for Insurance, which aims to enhance risk reduction efforts by state insurance regulators, ensuring that insurance remains available and reliable for communities facing climate-related risks.

At the state level, California has adopted climate disclosure and financial reporting legislation, the Climate Corporate Data Accountability Act and the Climate Related Financial Risk Act ("SB 261"), which would require reporting from large U.S. public and private companies doing business in California on greenhouse gas emissions and biennial climate-related financial risk reports. Litigation is pending, and the Ninth Circuit granted a preliminary injunction as to the implementation of SB 261. On December 1, 2025, the California Air Resources Board issued an enforcement advisory stating that it will not enforce SB 261 against companies that do not meet the January 1, 2026 reporting deadline. We are assessing the impact of SB 261, as well as the injunction and related enforcement advisory.

*Diversity and Corporate Governance*

The NAIC and state insurance regulators also continue to evaluate issues related to diversity within the insurance industry, such as the diversity of an insurer's board of directors and management. For instance, the NAIC is examining practices in the insurance industry in order to determine how barriers are created that disadvantage or discriminate against people of color or historically underrepresented groups. Furthermore, the NAIC has been responsible for establishing certain regulatory and corporate governance requirements, which are intended to result in a group-wide supervision focus and include the Model Insurance Holding Company System Regulatory Act and the Insurance Holding Company System Model Regulation, the Requirements for ERM Report within the Annual Holding Company Registration (i.e., Form F), the Supervisory College, the Risk Management and ORSA Model, the CGAD and the Revisions to Annual Financial Reporting Model Regulation to expand the corporate audit function to provide reasonable assurance of the effectiveness of enterprise risk management, internal controls, and corporate governance.

***<u>Federal Regulation</u>***

The U.S. federal government generally does not directly regulate the insurance industry except for certain areas of the market, such as insurance for flood, nuclear and terrorism risks. However, the federal government has undertaken initiatives or considered legislation in several areas that may impact the insurance industry. The U.S. federal government's oversight of the insurance industry was expanded under the Dodd-Frank Act, which established the FIO. Although the FIO does not have general supervisory or regulatory authority over the business of insurance, it has preemption authority over state insurance laws that conflict with certain international agreements, as discussed below. The FIO also has authority to monitor all aspects of the insurance sector and the extent to which traditionally underserved communities and consumers have access to affordable non-health insurance products, and to represent the United States on prudential aspects of international insurance matters, including at the International Association of Insurance Supervisors.

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The Dodd-Frank Act authorizes the Treasury and the Office of the U.S. Trade Representative to enter into international agreements of mutual recognition regarding the prudential regulation of insurance or reinsurance. The United States entered into such covered agreements with the European Union in September 2017 (the "EU Covered Agreement") and with the United Kingdom in December 2018 (the "UK Covered Agreement," together with the EU Covered Agreement, the "Covered Agreements"). The Covered Agreements address three areas of prudential supervision: reinsurance, group supervision and the exchange of information. Issues relating to the Covered Agreements are discussed further under "*—State Regulation—Credit for Reinsurance"* above*.*

***Lloyd's Regulation***

*General.* The operations of Syndicate 4000 are managed by HMA, which is subject to regulation and supervision of the Prudential Regulation Authority ("PRA"), the Financial Conduct Authority ("FCA") and the Council of Lloyd's. HMA is the managing agent for Syndicate 4000 and Hamilton Corporate Member Limited is a Lloyd's corporate member that provides underwriting capacity to Syndicate 4000. The FCA and PRA both regulate insurers, insurance intermediaries and Lloyd's itself. Lloyd's establishes its own bye-laws and regulations, including requirements made under those bye-laws for all managing agents to maintain that are designed to meet applicable regulatory requirements.

*Solvency Requirements.* Underwriting capacity of a member of Lloyd's must be supported by providing a deposit (referred to as "Funds at Lloyd's") in the form of cash, securities or letters of credit in an amount determined in accordance with Lloyd's requirements and the Solvency II legislative regime. The amount of such deposit is calculated for each member through the completion of a prescribed capital adequacy exercise. Under these requirements, Lloyd's must demonstrate that each member has sufficient assets to meet its underwriting liabilities plus a required solvency margin, and adjustments to a syndicate's Funds at Lloyd's may be required at any time.

*Intervention Powers.* The Council of Lloyd's has wide discretionary powers to regulate members' underwriting at Lloyd's. It may, for instance, change the basis on which syndicate expenses are allocated or vary the Funds at Lloyd's or the investment criteria applicable to the provision of Funds at Lloyd's. Exercising any of these powers might affect the return on an investment of the corporate member in a given underwriting year. Further, the annual business plans of a syndicate are subject to the review and approval by Lloyd's.

Each member of Lloyd's is required to contribute a percentage of that member's underwriting capacity for the relevant year of account to the Lloyd's central fund (the "Central Fund"). If a member of Lloyd's is unable to pay its debts to policyholders, such debts may be payable by the Central Fund, which in many respects acts as an equivalent to a state guaranty fund in the U.S. If Lloyd's determines that the Central Fund needs to be increased, it has the power to assess premium levies on current Lloyd's members. The Council of Lloyd's has discretion to call or assess up to an additional 5% of a member's underwriting capacity in any one year as a Central Fund contribution. Our syndicate capacity for the 2026 underwriting year is £657 million of gross premiums written.

*Lloyd's Brussels.* Lloyd's Brussels is authorized and regulated by the National Bank of Belgium ("NBB") and regulated by the Financial Services Market Authority ("FSMA"). Lloyd's Brussels is an authorized insurance company licensed to write non-life risks across the EEA and the U.K. and also maintains 19 branches across Europe. The use of Lloyd's Brussels provides HMA with access to the European market to write non-life insurance risks.

*Principles for Doing Business at Lloyd's (the "Principles").* Replacing the Lloyd's Minimum Standards (the previous regime which set out the Lloyd's regulatory requirements for Lloyd's managing agents) and effective from the third quarter of 2022, the Principles set out the fundamental responsibilities expected of all managing agents, including HMA and is the basis against which Lloyd's will review and categorize all syndicates and managing agents in terms of their capacity and performance.

***Irish Regulation***

HIDAC is regulated by the Central Bank of Ireland ("CBI") pursuant to the Insurance Acts 1909 to 2018 (as amended), the Central Bank Acts 1942 to 2018 and all statutory instruments relating to insurance made or adopted under the European Communities Acts 1972 to 2012, including the European Union (Insurance and Reinsurance) Regulations, 2015 (as amended) and the Solvency II regime. HIDAC is required to maintain the Minimum Capital Requirement ("MCR") and the Solvency Capital Requirement ("SCR") at all times. Capital requirements are calculated by reference to Solvency II definitions. If an entity falls below the MCR or SCR, the CBI is authorized to take action to restore the financial position of the subsidiary. In addition, HIDAC's U.K. branch is subject to regulation and supervision of the PRA and the FCA.

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***Human Capital Resources***

We strive to be a magnet for talent, attracting, developing, and retaining professionals and providing them with an environment in which they can thrive and share in the success of our growing and vibrant business.

*Employees.* We have over 600 permanent employees who consistently show high levels of engagement and share our values - aligning with our stated objective of being a magnet for talent.

*Work Environment.* We maintain a collaborative, entrepreneurial culture and are committed to welcoming and respecting differences to encourage diverse perspectives.

*Talent Development.* We support the learning and development of our employees and provide opportunities to further their education and professional development.

*Fostering an Inclusive Culture.* We are dedicated to initiatives that continuously nurture a welcoming, fair, and supportive environment for all Hamilton employees.

*Compensation Practices.* We offer and maintain a competitive benefits package designed to support the well-being of our employees, including, but not limited to, medical insurance, a 401(k) plan (or equivalent in our various locations), paid time off, life insurance and wellness support, including employee assistance programs.

***Our Organizational Structure and Corporate History***

We are a Bermuda-headquartered company, whose subsidiaries and syndicates underwrite insurance and reinsurance risks on a global basis through two reporting segments, International and Bermuda. Within the reporting segments, we operate three principal underwriting platforms: Hamilton Global Specialty, Hamilton Select and Hamilton Re. We closed our initial public offering on November 14, 2023 in which we sold 6,250,000 Class B common shares and 8,750,000 existing Class B common shares were sold by the Company's shareholders. An additional 1,500,000 existing Class B common shares were subsequently sold by the Company's shareholders pursuant to the exercise of the underwriters' overallotment option.

*International*

Our London operations are comprised of HMA, a Lloyd's managing agency, which manages our wholly aligned Syndicate 4000. Syndicate 4000 operates in the Lloyd's market and underwrites property, casualty and specialty insurance and specialty reinsurance business on a subscription basis. Syndicate 3334, which was managed by HMA, was closed by way of a reinsurance to close into Syndicate 4000 at the end of December 31, 2021.

On August 20, 2019, Hamilton completed the acquisition of Pembroke Managing Agency that expanded our existing London operations and created our Irish footprint.

Prior to the acquisition, Hamilton Underwriting Limited ("HUL"), a former Lloyd's managing agent, managed Lloyd's Syndicate 3334. Following the acquisition, the acquired Lloyd's managing agent was renamed HMA. In 2020, HUL was deregistered, Syndicate 3334 was placed into run-off, and all renewal business was written into the acquired Syndicate 4000. HMA is responsible for the management of the wholly-aligned Syndicate 4000.

Our Dublin operations consist of HIDAC, a Dublin-based insurer with a U.K. branch and extensive licensing in the United States, including excess and surplus lines and reinsurance licenses in all 50 states.

HMGA Americas is licensed throughout the United States, and underwrites on behalf of Hamilton Group's London, Dublin and Bermuda operations (solely in respect of Hamilton Re US), providing access from the United States to the Lloyd's market, the Hamilton Group's rated Irish carrier and the Hamilton Group's Bermuda balance sheet, respectively.

Hamilton Select, a U.S. domestic excess and surplus lines carrier, was incorporated in Delaware on September 2, 2021 and is licensed to write excess and surplus lines in all 50 states.

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Hamilton Global Specialty's principal place of business is located at 8 Fenchurch Place, London EC3M 4AJ, United Kingdom and our telephone number is +44 (0) 20-3595-1111. HIDAC's principal place of business is 2 Shelbourne Building, Crampton Avenue, Ballsbridge, Dublin 4, D04 W3V6, Ireland and our telephone number is +353 1 232 1900. Hamilton Select's principal place of business is 5101 Cox Road, Suite 200, Glen Allen, VA 23060, United States and our telephone number is +1 (804) 905-9977.

*Bermuda*

Our Bermuda operations are led by Hamilton Re, a registered Class 4 insurer incorporated in Bermuda. Hamilton Re writes property, casualty, and specialty insurance and reinsurance business on a global basis. Hamilton Re has been able to secure and passport both certified reinsurer and reciprocal jurisdiction reinsurer status in various U.S. states, including our lead state of Delaware. Obtaining certified reinsurer status allows cedants the option to accept a reduced amount of collateral for reinsurers, while obtaining reciprocal jurisdiction reinsurer status allows cedants the option of eliminating reinsurance collateral requirements.

Hamilton Re US was formed pursuant to an arrangement between Hamilton Re and its Bermuda-incorporated affiliate, Hamilton ILS Holdings Limited ("Hamilton ILS"). The Company treats Hamilton Re US as a U.S. corporation for U.S. tax purposes and has filed an election for it to be treated as such with the U.S. Internal Revenue Service ("IRS"), and profits allocated to it are subject to applicable U.S. taxation. HMGA Americas is authorized to underwrite U.S. property, casualty and specialty reinsurance on behalf of Hamilton Re, solely in respect of Hamilton Re US.

ACML, an insurance agent incorporated and regulated in Bermuda, is authorized to underwrite on behalf of Ada Re, Ltd. ("Ada Re"). Ada Re is a non-consolidated special purpose insurer funded by investors and formed to provide fully collateralized reinsurance and retrocession to both the wholly owned operating platforms of Hamilton Re and third-party cedants. Ada Re's segregated account structure facilitates investor participation across distinct underwriting periods and strategies, enabling efficient alignment with varied risk appetites. Assets supporting each segregated account are fully collateralized and held in trust solely for that account's obligations, ensuring clean, non-recourse risk transfer, full transparency, and strong counterparty protection. Ada Re has developed into a core component of Hamilton's third-party capital strategy and represents an increasingly meaningful contributor to Hamilton's fee-based earnings. Through ACML's underwriting services agreement, Hamilton earns management fees, underwriting fees and, where applicable, performance-based fees associated with the collateralized portfolios written on behalf of Ada Re. The platform enables Hamilton to monetize its established underwriting, analytics, and risk selection capabilities without deploying Hamilton's balance sheet. This structure has allowed Hamilton to scale recurring fee income.

Hamilton Re's principal place of business is located at Wellesley House North, 1st Floor, 90 Pitts Bay Road, Pembroke HM 08 Bermuda and our telephone number is +1 (441) 405-5200.

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Our organizational structure is set forth below. Each entity is wholly owned by its immediate parent, unless indicated otherwise.

![Hamilton-Corporate-Structure-10K JPG.jpg](hg-20251231_g8.jpg)

***Facilities***

Our primary executive offices are located in Pembroke, Bermuda and London, United Kingdom. In addition, we lease office space in Dublin, Ireland; Richmond, Virginia; Miami, Florida; Pennington, New Jersey and New York, New York.

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**Item 1A. Risk Factors** 

**Risk Factors Summary**

Our business is subject to a number of risks, including risks that could prevent us from achieving our business objectives or financial goals or that otherwise could adversely affect our business, results of operations, financial condition and liquidity, that you should carefully consider. These risks are discussed more fully in "*Risk Factors*" below. These risks include, but may not necessarily be limited to, the following:

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• challenges from competitors, including those arising from industry consolidation, alternative capital and technological advancements, including the increasing use of advanced analytics and AI;

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• unpredictable events, including natural catastrophes and man-made disasters, global climate change and emerging claim, litigation and coverage issues that may increase loss severity or expand coverage obligations;

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• our ability, or that of the third parties on which we rely, to ensure reserves are adequate to cover actual losses and to accurately assess underwriting risk, models, assumptions, data quality and the pricing of risks, particularly in long-tail, low-frequency or emerging lines of business;

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• our ability to defend and protect our intellectual property rights, including our proprietary technology platforms and data, to comply with obligations under license and technology agreements or to obtain or renew licenses to technology or data on reasonable terms;

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• the impact of risks associated with human error, misconduct or fraud, model uncertainty, cybersecurity threats such as cyber-attacks and security breaches, misuse of AI and our reliance on third-party information technology systems that may fail, be disrupted or require replacement;

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• our ability to secure necessary credit facilities, letters of credit or other forms of financing or collateral on favorable terms or at all;

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• our limited financial and operational flexibility due to covenants and other restrictions in our existing or future credit facilities and debt arrangements;

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• our exposure to the credit risk of insurance and reinsurance intermediaries on which we rely for the collection of premiums and payment of claims;

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• our failure to pay claims in a timely manner, significant reserve strengthening, or the need to sell investments under unfavorable market or other conditions in order to meet liquidity requirements;

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• downgrades, potential downgrades or other negative actions by rating agencies, including changes in rating agency methodologies;

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• our ability to manage risks associated with adverse macroeconomic conditions, geopolitical instability and global events, including current or anticipated military conflicts, public health crises, terrorism, sanctions, inflation, rising interest rates, energy price volatility and other disruptions;

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• the cyclical nature of the insurance and reinsurance business, which may result in declines in pricing and more competitive terms and conditions;

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• our results of operations fluctuating significantly from period to period and not being indicative of our long-term prospects;

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• our ability to execute our strategy and to adapt our business and strategic plans in response to changing market, regulatory and competitive conditions;

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• our dependence on key executives and other personnel, including the potential loss of Bermudian or other critical personnel, and our ability to attract and retain qualified employees in highly competitive labor markets;

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• foreign operational risks, including foreign currency risk, political instability, regulatory uncertainty and differing legal regimes in jurisdictions where we operate;

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• our ability to identify, execute and integrate growth opportunities, including acquisitions or other strategic transactions, and to realize the anticipated benefits of such initiatives;

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• risks arising from our management of alternative reinsurance platforms and vehicles for third-party investors;

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• our inability to control the asset allocation, investment decisions or performance of the TS Hamilton Fund and our limited ability to withdraw capital from the TS Hamilton Fund;

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• conflicts of interest, governance, operational or regulatory risks involving Two Sigma, the TS Hamilton Fund or their respective affiliates that could adversely affect investment performance or our business;

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&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• the historical performance of Two Sigma or the TS Hamilton Fund not being indicative of future performance or our future results;

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• risks associated with our investment strategy, including the use of leverage, derivatives, illiquid assets and concentration risk, which may be greater than those faced by some of our competitors;

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• our potentially becoming subject to additional or increased taxation, including U.S. federal income tax, Bermuda tax or other taxes, as a result of changes in tax laws, interpretations or our operations;

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• the potential classification of us or our subsidiaries as a passive foreign investment company or becoming subject to U.S. withholding and information reporting requirements under FATCA;

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• our ability to compete effectively in a highly regulated industry in light of new or changing domestic or international laws and regulations, including accounting standards and evolving regulatory interpretations;

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• the suspension, limitation or revocation of licenses or approvals required by our insurance and reinsurance subsidiaries;

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• significant legal, regulatory or governmental proceedings or investigations;

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• restrictions on our insurance and reinsurance subsidiaries' ability to pay dividends or make other distributions to us;

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• challenges and costs associated with compliance with public company disclosure, governance and internal control requirements;

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• the limited ability of investors to influence corporate matters due to our multi-class share structure and the voting provisions in our Bye-laws;

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• the risk that anti-takeover provisions in our Bye-laws or Bermuda law could discourage, delay or prevent a change in control, even if beneficial to shareholders; and

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• difficulties investors may face in enforcing judgments or protecting their interests against us or our directors and officers.

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**Risk Factors** 

Investing in Hamilton involves risk. In deciding whether to invest in Hamilton, you should carefully consider the following risk factors. Any of these risk factors could have a significant or material adverse effect on our businesses, results of operations, financial condition or liquidity. They could also cause significant fluctuations and volatility in the trading price of our securities. Readers should not consider any descriptions of these factors to be a complete set of all potential risks that could affect Hamilton. These factors should be considered carefully together with the other information contained in this report, including our financial statements, and the other reports and materials filed by us with the SEC. Further, many of these risks are interrelated and could occur under similar business and economic conditions, and the occurrence of certain of them may in turn cause the emergence or exacerbate the effect of others. Such a combination of risks could materially increase the severity of the impact of these risks on our businesses, results of operations, financial condition and liquidity above and beyond a risk's singular impact. The risk factors described below are not necessarily presented in order of importance. This Annual Report also contains forward-looking statements and estimates that involve risks and uncertainties. Our actual results could differ materially from those anticipated in the forward-looking statements as a result of specific factors, including the risks and uncertainties described below. See *"Special Note Regarding Forward-Looking Information."*

**Risks Related to Our Business and Industry**

***Competition and consolidation in the insurance and reinsurance industry could materially adversely affect our business, financial condition and results of operations.***

We operate in a highly competitive insurance and reinsurance environment that continues to evolve and consolidate. Our competitors include major U.S. and non-U.S. insurers and reinsurers, many of which possess greater financial, distribution and management resources, higher financial strength ratings, broader product offerings and longer operating histories than we do. In addition, pension funds, endowments, investment banks, investment managers, hedge funds and other capital markets participants have entered the market through the formation of insurance and reinsurance companies or through alternative risk transfer structures designed to compete with traditional products. We also face competition from non-traditional entrants and start-ups seeking to disrupt the industry and capture market share.

Competition is further shaped by consolidation among insurers, reinsurers, customers and intermediaries. Larger, consolidated entities often leverage their scale and capital strength to negotiate lower pricing, demand broader coverage terms, increase line sizes or reduce their reliance on reinsurance. Consolidation among intermediaries may also affect our ability to access business and could increase pressure on pricing and commissions, limiting our flexibility in certain markets. Other companies, including our competitors, may seek to write business without what we believe to be the appropriate regard for risk and profitability, especially during periods of intense competition for premium. During these times, it is very difficult to grow or maintain premium volume without sacrificing underwriting income.

In addition, rapid technological innovation, including advanced data analytics, digital platforms and AI, is intensifying competitive pressures across the industry. Competitors that deploy these technologies more effectively can deliver superior pricing models, faster claims handling and enhanced customer experiences, positioning themselves to gain market share at our expense. Keeping pace requires ongoing investment in technology and innovation, which may involve significant capital and operational resources without any guarantee of achieving the intended benefits. Failure to adapt quickly could leave us at a disadvantage in an increasingly digital marketplace.

Finally, we rely on a limited number of intermediaries for a significant portion of our business. Competitors with stronger ratings, broader product portfolios or longer-standing relationships may attract or influence these intermediaries, reducing our distribution reach and limiting growth opportunities. If we are unable to compete effectively on these fronts, our business, financial condition and results of operations could be materially adversely affected.

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***Our losses and loss expense reserves may be inadequate to cover our actual losses.***

We devote significant focus, attention and resources to assess the risks related to our businesses as accurately as we can. We establish losses and loss adjustment expenses ("LAE"), reserves for the best estimate of the ultimate payment of all claims that have been incurred, or could be incurred in the future, and the related costs of adjusting those claims, as of the date of our financial statements. These estimates are inherently uncertain and subject to numerous variables, including claims inflation, frequency and severity trends, judicial and legislative developments, economic conditions, social inflation and evolving claims practices. The estimation of loss reserves is more difficult during times of adverse economic and market conditions due to unexpected changes in behavior of claimants and policyholders, including an increase in fraudulent reporting of exposures and/or losses, reduced maintenance of insured properties or increased frequency of small claims. Actual losses may differ, possibly materially, from our estimates.

Reserving is particularly complex for long-tail lines, emerging risks and new products, where claims may take years to develop and historical data may be limited. We review historical patterns and consider factors such as inflation, litigation trends and regulatory changes, but there is no precise method to predict future outcomes. As additional information becomes available, reserve estimates may change, potentially requiring material strengthening. This process involves significant judgment and is influenced by external factors beyond our control, making reserve adequacy a continuing challenge.

If our reserves ultimately prove inadequate, we would need to increase them, which could reduce net income and shareholders' equity in the period identified and potentially affect liquidity, capital position and financial strength ratings. In addition, significant reserve adjustments may impact market perception of our financial stability and could increase the cost of capital or limit our ability to write new business. Future loss experience substantially in excess of established reserves could have a material adverse effect on our business, financial condition and results of operations. Conversely, we may prove to be too conservative in our reserving estimates which could contribute to factors which may impede our ability to grow in respect of new markets or perils or in connection with our current portfolio of coverages.

***Unpredictable catastrophic events could materially adversely affect our business, financial condition and results of operations.***

We write insurance and reinsurance that cover unpredictable catastrophic events, including, but not limited to, natural catastrophes such as hurricanes, earthquakes, windstorms, floods, wildfires and severe winter weather, as well as man-made disasters such as terrorism, war, political unrest, cyber-attacks, pandemics and infrastructure failures. We have exposure to such events across multiple geographic regions and lines of business, including property, marine and energy, aviation, crisis management, political risk, accident and health and other specialty and casualty classes.

The extent of these losses depends on both the severity of events and the concentration and correlation of insured exposures. Changes in global temperatures, weather patterns, and sea levels may increase both the frequency and severity of natural catastrophes and the resulting losses in the future. Additionally, increases in the values and concentrations of insured property, particularly in coastal regions, and increases in the cost of construction materials required to rebuild affected properties, could increase the impact of natural catastrophe events. Catastrophic events may also increase claims handling costs, disrupt operations and adversely affect investment markets. Significant catastrophe losses could materially adversely affect our business, financial condition and results of operations and could limit our ability to write new business.

Our most material natural catastrophe accumulation risks are from Atlantic Hurricanes and U.S. Mainland Earthquakes. As of January 1, 2026, our modeled 100-Year Occurrence Exceedance Probability for Atlantic Hurricanes in Florida was $242.3 million and our modeled 250-Year Occurrence Exceedance Probability for U.S. Mainland Earthquakes in California was $292.3 million. Our biggest concentration of exposure to U.S. Mainland Earthquakes is in California, while our exposure to Atlantic Hurricanes is material in many regions, including Florida, other Gulf Coast states, as well as the Mid-Atlantic and Northeastern regions of the U.S. Although we attempt to manage our exposure to such events through a multitude of approaches, including geographic diversification, geographic limits, individual policy limits, exclusions or limitations from coverage and the purchase of reinsurance, the availability of these management tools may be dependent on market factors and, to the extent available, may not respond in the way that we expect which could have a material adverse effect on our business, financial condition and results of operations.

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***Our business, financial condition and results of operations could be materially adversely affected if we do not accurately assess our underwriting risk.***

Our profitability is dependent on our ability to accurately assess the risks associated with the business we underwrite. We rely on the experience of our underwriting staff in assessing those risks, the accuracy of pricing tools and the clarity of our contract wording. If we misunderstand and/or inadequately quantify the nature and extent of the risks, we may fail to establish appropriate premium rates which could materially adversely affect our business, financial condition and results of operations. In addition, our employees, including members of management and underwriters, make decisions and choices in the ordinary course of business that involve exposing us to risk. Such challenges of assessing risk and pricing premiums are often increased in our U.S. E&S business lines, where there may be more limited historical claims and underwriting data than in admitted insurance markets.

Beyond the risks associated with natural and non-natural catastrophe accumulations, underwriting risk may arise from incorrect assumptions about inflation, claims practices, or social trends. Many of our lines lack sufficient historical claims data to accurately estimate future costs, requiring significant underwriting and actuarial judgment. This risk is heightened in low-frequency, high-severity classes and in our U.S. E&S business, where pricing data is often more limited than in admitted markets. If we misunderstand or inadequately quantify underwriting risk, fail to identify accumulations or misprice risks due to inflation, social trends or other factors, our business, financial condition and results of operations could be materially adversely affected.

In addition, increasing adoption of AI technologies by our insureds may create new or evolving sources of risk. AI systems can produce unintended or unpredictable outcomes, automate decisions that lead to errors, or otherwise cause losses that may fall within the scope of our policies, including where coverage was not originally intended. To the extent our policies implicitly or explicitly respond to such exposures, losses arising from our insureds' use of AI may be difficult to assess, model or price due to rapidly developing liability standards and limited historical loss data. These factors could result in higher-than-expected claims, unforeseen risk accumulations or inadequate pricing, which could materially adversely affect our business, financial condition and results of operations.

***Significant model and data uncertainty could result in losses materially exceeding our estimates.***

We use multiple models to simulate potential claims outcomes, including pricing, reserving, accumulation and catastrophe models for both natural and man-made events. For natural catastrophe risk, we rely on third-party vendor models (e.g., Verisk and Risk Management Solutions) and proprietary tools such as our HARP platform to estimate probable maximum losses. These models depend on broad assumptions, such as storm surge, demand surge, zone density and secondary uncertainty, and do not cover all territories or perils. Natural catastrophe modeling is inherently uncertain due to event probability, parameter risk and limitations in historical data, particularly for low-frequency, high-severity events.

Man-made catastrophe models, including those addressing terrorism, cyber risk and political violence, are generally less developed and rely heavily on economic, scientific and policy assumptions, adding further uncertainty. These models often lack robust historical loss data and may not fully capture evolving risk dynamics, such as changes in technology, geopolitical conditions or regulatory frameworks. As a result, modeled outputs may understate or overstate potential exposures.

We use these models to manage risk accumulation, inform capital requirements and optimize portfolio risk/return. However, given modeling limitations, incomplete or inaccurate exposure data and the inherent unpredictability of catastrophic events, actual losses may differ materially from modeled estimates. Since there is no industry standard for assumptions and preparation of insured data for use in these models, our modeled losses may not be comparable to estimates made by other companies. In certain circumstances, we could experience unanticipated risk concentrations or losses significantly exceeding expectations, which could materially adversely affect our business, financial condition and results of operations. In addition, reliance on models introduces operational risk, including the potential for human error in data input, interpretation or application of assumptions. Any material deviation between modeled and actual outcomes could impair our ability to price accurately, allocate capital efficiently and maintain targeted risk tolerances, which could have a material adverse effect on our business, financial condition and results of operations.

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***A material proportion of our business relies on the assessment and pricing of individual risks by third parties.***

We authorize MGAs, general agents, coverholders and other producers to write business on our behalf within prescribed underwriting authorities and we could be held responsible for the acts or omissions of these or other third parties deemed to act on our behalf. In particular, fraud or misconduct by agents, coverholders, producers, insureds or other third parties could materially adversely affect our business, financial condition and results of operations.

Our reliance on third-party assessment extends to reinsurance treaties, where we generally do not evaluate each underlying risk. We depend on ceding companies' underwriting decisions and are exposed to the risk that cedents may misprice or inadequately assess exposures, resulting in premiums that do not compensate for assumed risk. This reliance could materially adversely affect our business, financial condition and results of operations.

***Emerging claim and coverage issues, or other litigation, could materially adversely affect our business, financial condition and results of operations.***

Unanticipated legal developments and changes in social conditions may lead to unexpected coverage obligations or increases in claim frequency and severity. These developments can impose obligations beyond our underwriting intent or expand interpretations of policy language, resulting in higher losses and greater uncertainty in pricing and reserving.

We have observed adverse impacts from trends such as claims-level fraud, litigation abuses and social inflation, which may persist or intensify. In casualty and specialty lines, these effects often emerge gradually, making them difficult to anticipate and quantify. Industry experience during the COVID-19 pandemic illustrates how unforeseen events can generate significant losses despite contractual exclusions. Courts and arbitration panels may interpret policy language unpredictably, and some market participants increasingly challenge contract wording. Efforts to exclude certain exposures could also reduce market acceptance of our products, limiting growth opportunities.

The full impact of emerging claim and coverage issues is difficult to predict and may not be known for years after a policy is issued. Our exposure to these uncertainties may grow as our long-tail casualty reserves increase, since claims can arise over extended periods and may be subject to evolving legal standards. While we strive to improve contract language, underwriting discipline and claims practices, these measures may not fully mitigate the risk of adverse developments. Any significant increase in claims costs or expansion of coverage obligations could materially adversely affect our business, financial condition and results of operations.

***We, or agents we have appointed, may act based on inaccurate or incomplete information regarding the accounts we underwrite, or such agents may exceed their authority or commit fraud when binding policies on our behalf.***

We, our MGAs, general agents and other agents who have the ability to bind our policies rely on information provided by insureds or their representatives when underwriting insurance policies. While we may make inquiries to validate or supplement the information provided, we may make underwriting decisions based on incorrect or incomplete information. It is possible that we could misunderstand the nature or extent of the activities or facilities and the corresponding extent of the risks that we insure because of our reliance on inadequate or inaccurate information. If any such agents exceed their authority or engage in fraudulent activities, our business, financial condition and results of operations could be materially adversely affected.

***Operational risks, including human error, model uncertainty and reliance on third-party systems, could materially adversely affect our business, financial condition and results of operations.***

Operational risks, including human error, the inherent uncertainty of models and reliance on third-party IT systems, are inherent in our business. Failures or outages in these systems, or the need to replace or upgrade them, could disrupt critical functions such as underwriting, claims processing and financial reporting. Operational losses may also result from fraud, employee or vendor errors, inadequate documentation or authorization, regulatory non-compliance or IT failures. Misuse of customer or proprietary information or breaches of internal controls could cause financial loss, reputational harm and regulatory scrutiny.

In addition, we license systems and data from third-party providers and cannot guarantee continued access or proper functioning. Replacing or transitioning providers could slow underwriting response times and impair service delivery. As our operations evolve, we must invest in new technologies and may face integration challenges, particularly when implementing complex platforms across multiple jurisdictions. Our business operations rely on the continuous availability of our computer

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systems as well as those of certain third parties. A major defect or failure in internal controls or IT systems could interrupt underwriting, distract management, harm our reputation, delay revenues, increase costs and trigger regulatory inquiries or litigation. Any significant operational disruption could materially adversely affect our business, financial condition and results of operations. If we do not effectively develop, implement and monitor our outsourcing and third-party risk management strategies, third-party providers do not perform as anticipated, or we or they experience technological or other problems with a migration or in operations, we may not realize productivity improvements or cost efficiencies and may experience operational difficulties, liabilities for breaches of confidential information, increased costs and a loss of business.

***Interruptions to or failures of the information technology systems upon which we rely, including those resulting from cybersecurity attacks and security breaches, could materially adversely affect our business, financial condition and results of operations.***

We face significant cybersecurity risks, including cybersecurity attacks and security breaches, and other incidents that may affect our information technology systems and those of our service providers. Such events could result in regulatory scrutiny, legal liability, reputational harm, operational disruption, and increased compliance costs.

Our business operations rely on the availability, integrity and confidentiality of our information technology systems as well as those of certain third parties. Among other things, we rely on information technology systems to process sensitive personal and proprietary information and conduct electronic transactions with brokers, clients, service providers and other stakeholders. These systems could be damaged or interrupted by natural disasters, telecommunications failures, acts of war or terrorism, computer viruses and malware, and cybersecurity incidents, such as physical or electronic security breaches, breaches by computer hackers and cyber-terrorists, intentional or inadvertent user misuse or error, or similar events or disruptions that impact the availability, reliability, speed, accuracy or other proper functioning of our systems, thereby disrupting business operations. A breach of our systems could also jeopardize the personal information of our employees, consultants and vendors, or sensitive and confidential information regarding our business and other information processed and stored within these systems. Like other companies, we have from time to time experienced, and are likely to continue to experience, security events and data intrusions, and while none of these events have had a material adverse effect on our business, financial condition and results of operations to date, no assurances can be made that such attacks or security events will not have a material adverse effect on our business, financial condition and results of operations in the future.

Cyber threats are increasingly sophisticated, persistent and difficult to detect, originating from organized criminal groups, nation states and other actors. Attacks such as ransomware, malware, phishing, credential stuffing and social engineering could disrupt operations, expose confidential data and lead to litigation, fines or loss of customers. Incidents affecting third-party systems that store or process our data could similarly result in material harm. There is also an increasing prevalence of insider threats to systems and data, including through prolific remote work schemes in which individuals deliberately misrepresent their physical location to obtain or keep jobs restricted to certain countries or regions. We also view the cyber threat landscape as steadily increasing as a result of the increased turbulence of world events, such as the ongoing war in Ukraine, events in Gaza, and other areas of geopolitical conflict.

As AI capabilities improve and are increasingly adopted, they may be used by bad actors to identify vulnerabilities and craft increasingly sophisticated cybersecurity attacks including adversarial attacks, data poisoning and manipulation of automated decision-making models. In addition, vulnerabilities may be introduced from the use of AI by the Company, its counterparties, vendors and other business partners and third-party providers. Misuse of AI by us or third parties could result in unauthorized disclosure of confidential information or personal data, causing reputational harm, regulatory scrutiny and legal exposure.

Although we make efforts to maintain effective safeguards, policies and insurance coverage to prevent, detect, manage, and mitigate the impact of data breaches and cybersecurity incidents, we cannot offer complete assurance that these measures will fully protect against the financial or non-financial consequences of future incidents.

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***The use or anticipated use of AI technologies, including generative AI, by us or third parties, may increase or create new operational, legal and reputational risks.***

We expect the use of AI and generative AI by us, third parties acting on our behalf and other market participants, including our competitors, to increase substantially. However, the deployment of these technologies introduces significant risks and uncertainties. AI systems rely on complex algorithms and large datasets, which may contain biases, inaccuracies or incomplete information. Models may produce unintended or unpredictable outputs, and errors in training data or model design could lead to flawed decision-making. Generative AI, in particular, can create synthetic content that may be inaccurate, misleading or infringe intellectual property rights. Misuse of AI, whether intentional or inadvertent, could expose us to legal liability, regulatory enforcement actions, contractual disputes or reputational harm.

The relative newness of these technologies, the speed of adoption and the absence of comprehensive laws, regulations or industry standards governing AI use amplify these risks. Regulatory frameworks are evolving globally, and future requirements could impose additional compliance obligations, increase costs or restrict certain applications of AI. In addition, stakeholders, including customers, investors and regulators, are increasingly focused on ethical AI practices, transparency and accountability. Failure to meet these expectations could damage our reputation and competitive position. Our vendors may incorporate generative AI tools into their offerings without disclosing this use to us, and the providers of these generative AI tools may not meet existing or rapidly evolving regulatory or industry standards with respect to privacy and data protection and may inhibit our vendors' ability to maintain an adequate level of service and experience.

AI also introduces cybersecurity and data privacy vulnerabilities. Adversarial attacks, data poisoning and manipulation of automated decision-making models could compromise system integrity or lead to unauthorized disclosure of confidential information. Integration of AI into critical business processes may increase operational complexity and create dependencies on third-party vendors, heightening exposure to technology failures or service disruptions.

Although we implement controls and governance frameworks to manage these risks, such measures may not fully prevent adverse outcomes. Any significant failure, misuse or regulatory breach related to AI could materially adversely affect our business, financial condition and results of operations.

***We may be unable to adequately protect or enforce our intellectual property rights, or we may face claims alleging infringement of third-party rights.***

Our success depends in part on our intellectual property, including our brand, proprietary technology and data. We rely on laws and contractual protections to safeguard these rights, but these measures may not prevent unauthorized use, copying, reverse engineering or misappropriation. While we have certain registered rights in connection with our brand, we also rely heavily on a combination of common law rights, trade secrets, proprietary methodologies, contractual arrangements and licensed intellectual property to support and protect our business operations. These protections may be insufficient to prevent unauthorized use, copying, reverse engineering or misappropriation of our intellectual property and monitoring and enforcing our rights can be costly, time-consuming and uncertain. If we fail to protect or enforce our intellectual property adequately, our brand, proprietary assets and competitive position could be harmed.

We also depend on licenses for certain technology and data. If we fail to comply with the terms of these licenses, or if a licensor challenges our rights, terminates an agreement or elects not to renew on commercially reasonable terms, we could lose access to critical technology or data, experience business disruptions or incur additional costs to replace such rights. Future licenses may not be available on reasonable terms, or at all.

Additionally, third parties may claim we infringe or misappropriate their intellectual property. Any such claims could result in costly litigation and significant diversion of management resources. Adverse determinations could require us to pay damages, obtain licenses (which may include substantial royalty obligations or unfavorable terms), stop using certain technology or offering certain products or services, or otherwise alter our business practices. Any of these events could materially adversely affect our business, financial condition and results of operations.

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***Global climate change may have a material adverse effect on our business, financial condition and results of operations.***

Changes in global climate patterns may increase the frequency, severity and volatility of extreme weather events. Climate change may result in higher loss costs associated with hurricanes, floods, wildfires, storms and other weather-related events, and may impair the reliability of historical data and catastrophe models used to assess risk. These changes could also lead to shifts in geographic risk concentrations and create challenges in pricing, reserving and capital allocation.

In addition to physical risks, climate change may give rise to transition risks, including new environmental liability claims, increased regulatory requirements, enhanced disclosure obligations and evolving investor expectations. Regulatory developments, such as carbon-related legislation or mandatory climate reporting, could increase compliance costs and operational complexity. Climate-related risks may also affect the valuation of certain investments, particularly in carbon-intensive sectors, and could result in stranded assets or reduced portfolio returns.

If we do not adequately assess, model and price the potential effects of climate change, or if regulatory and market responses to climate change accelerate beyond our assumptions, our business, financial condition and results of operations could be materially adversely affected.

***We may not successfully alleviate risk through reinsurance arrangements. Additionally, we may not collect all amounts due from our reinsurers under our existing reinsurance arrangements.***

As part of our risk management strategy, we rely on purchasing reinsurance for our own account from third parties, including retrocession coverage (i.e., reinsurance of reinsurance). However, the availability and cost of reinsurance are subject to market conditions beyond our control. Consequently, we may be unable or unwilling to obtain sufficient reinsurance, and the coverage we do secure may be inadequate to cover future liabilities. Failure to obtain or maintain adequate reinsurance could have a material adverse effect on our business, financial condition and results of operations.

Purchasing reinsurance does not relieve us of our underlying obligations to policyholders or ceding companies. Therefore, any inability to collect amounts due from reinsurers could materially adversely affect our business, financial condition and results of operations. We face the risk of non-collection if reinsurers withhold payment due to disputes or other factors beyond our control, or if their financial condition deteriorates. While we regularly review the financial condition of our reinsurers and currently believe they are financially strong, future significant losses or economic events could impair their ability or willingness to fulfill obligations to us.

***Our results of operations may fluctuate significantly from period to period and may not be indicative of our long-term prospects.***

Our results of operations may fluctuate significantly from period to period. These fluctuations result from a variety of factors, including the fluctuations of the reinsurance and insurance market in response to supply and demand changes, the volume and mix of reinsurance and insurance products that we write, loss experience on our reinsurance and insurance liabilities, the performance of our investment portfolio and our ability to assess and implement our risk management strategy effectively. In particular, we seek to underwrite products and make investments to achieve long-term results. In addition, after a large catastrophic event or circumstance, we may record significant amounts of reinstatement premium, which can cause quarterly, non-recurring fluctuations in both our written and earned premiums. Any of the foregoing may increase the volatility of our short-term, financial results relative to our long-term prospects.

***The insurance and reinsurance business is historically cyclical and the pricing and terms for our products may decline, which would affect our profitability and ability to maintain or grow premiums.***

The insurance and reinsurance industry has historically been cyclical by product and market. We cannot predict with certainty whether market conditions will improve, remain constant or deteriorate. We cannot assure investors that premium rates will not decrease in the future, and if demand for our products falls or the supply of competing capacity rises, our prospects for potential growth may be adversely affected. In particular, we might lose existing customers or suffer a decline in business during shifting market cycles, which we might not regain when industry conditions improve.

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***If actual renewals of our existing contracts do not meet expectations, our business, financial condition and results of operations could be materially adversely affected.***

Many of our contracts are written for one-year terms. In our financial forecasting process, we make assumptions about the renewal of our prior year's contracts and other terms and conditions. The insurance industry has historically been a cyclical business with intense competition, often based on price. If actual renewals do not meet expectations or if we choose not to write a renewal (including in connection with the early termination of insurance policies), our business, financial condition and results of operations could be materially adversely affected.

***We may be materially adversely affected by inflation.***

Our operations, like those of other insurers and reinsurers, are vulnerable to both economic and social inflation because premiums are set before ultimate loss and expense amounts are known. Economic inflation refers to the general rise in prices for goods and services, which increases claim costs such as property replacement and repairs. Social inflation reflects the impact of broader societal and legal trends, such as more frequent litigation, larger jury awards, and evolving liability standards, that drive claims severity beyond historical norms. Although we consider these factors when pricing, premiums may not fully offset rising costs, resulting in underpricing. Loss reserves include assumptions about future claim settlements and handling costs, but if inflation pushes costs above established reserves, we will need to strengthen reserves, reducing net income and potentially impacting financial condition. Higher inflation could also lead to increased interest rates, negatively affecting the value of our fixed-income portfolio.

Recent periods have seen elevated inflation across multiple components of claims costs. While we regularly analyze trends and adjust pricing and reserving assumptions, there is a risk that our forecasts prove insufficient or that inflationary drivers affect future claims differently than anticipated, which could materially adversely affect our business, financial condition and results of operations.

**Risks Related to Liquidity, Capital and Credit**

***Our external financial strength credit ratings could be downgraded.***

Independent rating agencies evaluate the claims-paying ability of insurers and reinsurers using their own methodologies and criteria. These ratings play a critical role in our business because they are often a key consideration for insureds, brokers, and intermediaries when deciding whether to place business with a particular insurance or reinsurance provider. Maintaining strong credit ratings with recognized agencies is therefore essential to our ability to compete effectively.

Within the insurance and reinsurance industries, AM Best is widely regarded as the most influential rating agency. In recent years, an "A-" (Excellent) financial strength rating from AM Best has represented the minimum threshold required to access significant portions of our target market. While our current rating of "A" (Excellent) exceeds this minimum, any downgrade, even if we remain at A-, could materially adversely affect our business, financial condition and results of operations and limit our ability to participate in key segments of the market.

In addition, minimum rating requirements imposed by clients, brokers, intermediary panels, counterparties or other market participants may change over time, and certain markets or programs may require ratings higher than A- to qualify or remain eligible. If market expectations for acceptable minimum ratings increase, or if contractual panels or counterparties adjust their criteria, our ability to write or retain business could be adversely affected even without any change to our own ratings.

Any reduction in our ratings or outlook, whether driven by changes in our financial condition or by adjustments to rating agency methodologies or criteria, could negatively impact our ability to sell products and services, enter into new reinsurance contracts, secure reinsurance on reasonable terms, obtain letters of credit or other collateral on favorable terms, or otherwise execute our strategic business plan. Any unfavorable changes to our ratings, or increases in market-required minimum ratings, could therefore have a material adverse effect on our business, financial condition and results of operations.

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***We may require additional capital in the future, which may not be available or may only be available on unfavorable terms.***

Our future capital requirements depend on many factors, including our ability to write new business successfully and to establish premium rates and reserves at levels sufficient to cover losses. To the extent that our available funds are insufficient to fund future operating requirements and cover claim losses, we may need to raise additional funds through financings or curtail our growth. If we need to raise additional capital, equity or debt financing may not be available at all or may be available only on terms that are not favorable to us. In the case of equity financings, our shareholders may experience dilution, or we may issue securities that have rights, preferences and privileges that are senior to those of our other securities. In the case of debt financings, we may be subject to covenants that restrict our ability to freely operate our business. If we cannot obtain adequate capital on favorable terms or at all, we may not have sufficient funds to implement our operating plans and our business, financial condition or results of operations could be materially adversely affected.

***The covenants in our debt agreements limit our financial and operational flexibility, which could have a material adverse effect on our business, financial condition or results of operations.***

We have incurred indebtedness and may incur additional indebtedness in the future. The agreements governing our indebtedness contain covenants that limit our ability and the ability of some of our subsidiaries to make particular types of investments or other restricted payments, sell or place a lien on our or their respective assets, merge or consolidate. Some of these agreements also require us or our subsidiaries to maintain specific financial ratios or contain cross-defaults to our other indebtedness. Under certain circumstances, if we or our subsidiaries fail to comply with these covenants or meet these financial ratios, the lenders could declare a default and demand immediate repayment of all amounts owed to them or, where applicable, cancel their commitments to lend or issue letters of credit or, where the reimbursement obligations are unsecured, require us to pledge collateral or, where the reimbursement obligations are secured, require us to pledge additional or a different type of collateral.

***Our inability to obtain the necessary credit facilities could affect our ability to offer reinsurance in certain markets.***

Hamilton Re is not licensed or admitted as an insurer or reinsurer in any jurisdiction other than Bermuda. Because the United States and some other jurisdictions do not permit insurance companies to take credit on their statutory financial statements for reinsurance obtained from unlicensed or non-admitted insurers unless appropriate security mechanisms are in place, and although Hamilton Re has obtained certified reinsurer and reciprocal jurisdiction in certain U.S. states, our reinsurance clients in certain jurisdictions typically require Hamilton Re to provide letters of credit or other collateral. Our credit facilities are used to post letters of credit. However, if our credit facilities are not sufficient or if we are unable to renew our credit facilities or arrange for other types of security on commercially affordable terms, Hamilton Re could be limited in its ability to write business for some of our clients which could have a material adverse effect on our business, financial condition and results of operations.

***Our reliance on intermediaries subjects us to their credit risk.***

In accordance with industry practice, we generally pay amounts owed on claims under our insurance and reinsurance contracts to intermediaries, including agents and brokers, and these intermediaries, in turn, pay these amounts to the clients that have purchased insurance or reinsurance from us. Intermediaries generally are less capitalized than the businesses we reinsure and therefore may be unable to pay their debts when due. Because the possibility of these events depends in large part upon the financial condition and internal operations of our intermediaries (which in most cases is not public information), we are not able to quantify the exposure presented by this risk. In some jurisdictions, if an intermediary fails to make such payment, we may remain liable to the insured or ceding insurer for the deficiency. Likewise, in certain jurisdictions, when the insured or ceding company pays the premiums for these contracts to intermediaries for payment to us, these premiums are considered to have been paid and the insured or ceding company will no longer be liable to us for those amounts, whether or not we have actually received the premiums from the intermediary. Consequently, we assume a degree of credit risk associated with our insurance and reinsurance intermediaries.

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***We could be forced to sell investments to meet our liquidity requirements.***

We invest insurance premiums and other cash inflows to support our obligations and liquidity needs, including claims and LAE, reinsurance settlements, operating expenses and debt service. We manage our investment portfolio duration with reference to expected cash outflows, including losses and LAE reserves, to maintain sufficient liquidity and avoid the need to liquidate investments under adverse conditions. However, exposure to catastrophic events, reserve strengthening, investment losses, or other factors could require us to sell investments to meet these obligations. In stressed markets, we may be unable to sell our investments at favorable prices, or at all, and forced sales to meet near-term liquidity requirements could result in significant realized losses due to market levels, interest rate volatility, or credit deterioration of specific holdings.

**Risks Related to Our Business Strategy**

***We depend on our key personnel to manage our business effectively and they may be difficult to replace.***

Our performance depends on the efforts and abilities of our management team, executive officers, and other key employees. Much of our competitive advantage is based on their expertise and experience. We do not have fixed-term employment agreements with many key employees, nor do we maintain key person life insurance. The loss of one or more key employees could materially adversely affect our business, results of operations, and financial condition. Our success also depends on hiring and retaining additional personnel. Competitive market conditions and inflationary pressures may require us to offer higher remuneration or hire contractors for critical roles, increasing costs. Difficulty in hiring or retaining personnel could materially adversely affect our business, financial condition and results of operations.

Our ability to execute our strategy also depends on attracting and retaining qualified underwriters and service personnel. The location of our global headquarters in Bermuda may impede recruitment for roles that must be resident there. Under Bermuda law, non-Bermudians generally require a valid work permit. Some senior management members work under permits expiring in the next several years. The Bermuda government could refuse to extend these permits, and no assurances can be given that any permit will be issued or renewed. If senior officers or key contributors cannot remain in Bermuda, or if we experience delays or failures in obtaining permits for professional staff, our business, financial condition and results of operations could be materially adversely affected.

***Our employees could take excessive risks, which could materially adversely affect our business, financial condition and results of operations.***

As an insurance enterprise, we are in the business of binding certain risks. The employees who conduct our business, including executive officers and other members of management, underwriters, claims professionals, and other employees, do so in part by making decisions and choices that involve exposing us to risk. These decisions include setting underwriting guidelines and standards, product design and pricing, determining which business opportunities to pursue, claims management and other decisions. The controls and procedures we employ to monitor employees' business decisions and prevent us from taking excessive risks may not be effective. If our employees take excessive risks, the impact of those risks could have a material adverse effect on our business, financial condition and results of operations.

***In connection with the implementation of our corporate strategies, we face risks associated with the acquisition or disposition of businesses, the entry into new lines of business, the integration of acquired businesses, the growth and development of these businesses and other strategic transactions.***

In pursuing our strategy, we may acquire other businesses or dispose of businesses we currently own. Success depends on obtaining regulatory approval, identifying targets, negotiating favorable terms, completing transactions, and, for acquisitions, integrating them effectively. If a proposed transaction is not consummated, time and resources spent could result in missed opportunities. If acquisitions occur, there can be no assurance we will realize anticipated benefits such as revenue growth, efficiencies, or synergies. Similarly, if we dispose of businesses, we may incur charges or fail to reduce overhead.

From time to time, through acquisitions or internal development, we may enter new lines of business or offer new products and services or enter into other strategic transactions. These initiatives may present additional risks, particularly in undeveloped markets. Risks include significant investment of time and resources; potential lack of success or market acceptance; inability to retain clients; and additional liabilities. Many acquired or newly developed businesses may have smaller scales of operation prior to growth initiatives. If we cannot manage increasing complexity, including refining systems and expanding scale, our

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business, financial condition and results of operations may be materially adversely affected. Other risks include developing expertise, integrating businesses into our systems and culture, recruiting professionals, and establishing market relationships. External factors such as new regulations, competitive alternatives, and shifting preferences may also impact success. Failure to manage these risks could materially adversely affect our business, financial condition and results of operations.

***We have significant foreign insurance and reinsurance that exposes us to certain additional risks, including foreign currency risks and political risks.***

We conduct business in multiple non-U.S. currencies, including British pounds, euros, Japanese yen and Canadian dollars. As a result, a portion of our assets, liabilities, revenues and expenses are subject to foreign exchange risk. Deterioration or volatility in foreign and international financial markets or general economic, political and civil conditions could materially adversely affect our business, financial condition and results of operations. Significant changes in exchange rates could also materially adversely affect our business, financial condition and results of operations. Our foreign operations also expose us to legal, political and operational risks that may be greater than those in the United States, including regulatory uncertainty, political instability and differing legal frameworks.

***We are exposed to risks in connection with our management of alternative reinsurance platforms for third-party investors.***

Certain of our subsidiaries manage alternative reinsurance platforms and owe legal and regulatory duties to third-party investors. The failure of these entities to comply with applicable laws or internal policies could result in significant liabilities, penalties or reputational harm. Additionally, these managed entities depend on substantial third-party capital, and the loss or withdrawal of this capital could negatively affect our financial condition and growth prospects. We may also be unable to attract additional third-party capital for existing or new entities, limiting fee income opportunities. In addition, if we return collateral to investors before the maturity specified in the underlying agreements, we may not have sufficient funds to cover future claims should losses exceed expectations. Any of these circumstances could materially adversely affect our business, financial condition and results of operations.

**Risks Related to Our Investment Strategy**

***Reductions in the value of our investment portfolio could materially adversely affect our business, results of operations and financial condition.***

Our operating results depend in part on the performance of our investment portfolio, including our investment in the TS Hamilton Fund. Our capital is invested by professional investment management firms, including by Two Sigma through its management of the TS Hamilton Fund. A material portion of our investment assets are managed by Two Sigma through the TS Hamilton Fund, as further described herein, and we derive a significant portion of our income from our investment in the TS Hamilton Fund. As a result, we have significant exposure to the investments in the TS Hamilton Fund, as well as to our other investment assets.

Our investments are subject to a variety of financial and capital market risks including, but not limited to, changes in interest rates, credit spreads, equity and commodity prices, foreign currency exchange rates, increasing market volatility and risks inherent to particular financial instruments. Disruptions in the public debt and equity markets, including, among other things, volatility of interest rates, widening of credit spreads, bankruptcies, defaults, significant ratings downgrades, geopolitical instability, and a decline in equity or commodity markets, may cause significant losses in our investment portfolio. Market volatility can make it difficult to value certain financial instruments if their trading becomes infrequent. Depending on market conditions, we could incur substantial additional realized and unrealized investment losses in future periods. This could have a material adverse effect on our business, financial condition and results of operations.

***Large claims or adverse market conditions could require us to liquidate investments at unfavorable times.***

The occurrence of large insurance or reinsurance claims, catastrophic events or other unexpected liquidity demands could require us to liquidate investments at times when market conditions are unfavorable. Such forced asset sales may occur during periods of heightened volatility or reduced liquidity and could result in realized losses that would not otherwise have been incurred. In addition, forced sales may reduce our invested asset base, limit our ability to deploy capital into higher-yielding opportunities and impair our capacity to underwrite new business. These effects could materially adversely affect our business, financial condition and results of operations.

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Additionally, we are contractually required to maintain an investment in the TS Hamilton Fund pursuant to the Commitment Agreement with Two Sigma, which represents a material portion of our investment portfolio, and which Commitment Agreement remains in effect in accordance with its terms even if the TS Hamilton Fund incurs substantial losses or otherwise does not meet our investment objectives. As a result, we may be unable to reallocate capital away from the TS Hamilton Fund to meet liquidity needs or pursue alternative investment opportunities, which could exacerbate the impact of adverse market conditions and materially adversely affect our business, financial condition and results of operations.

***We maintain a fixed income portfolio which could be impacted by interest rate and credit risk.***

We maintain a portfolio of traditional investment assets, primarily investment-grade fixed income securities, managed by third-party professionals other than Two Sigma. This portfolio is subject to risks associated with declines in credit quality of specific issuers or industries and broader economic weakness, which are typically reflected in widening credit spreads. Credit spreads represent the additional yield above the risk-free rate (generally U.S. Treasury yields) that investors require to compensate for credit, liquidity and prepayment risks. Spreads fluctuate based on market perceptions of risk and liquidity and are influenced by external credit ratings and their reliability. Although we have the ability to use derivatives to manage these risks, their effectiveness depends on market liquidity and other conditions. Adverse economic developments or issuer-specific events could lead to deterioration in credit quality and valuation, resulting in realized and unrealized losses. Concentrations in particular issuers, sectors, collateral types or geographies could further magnify these effects and materially adversely affect our business, financial condition and results of operations.

Our fixed income portfolio is also exposed to interest rate and liquidity risks. Rising interest rates, widening credit spreads or reduced market liquidity could decrease the fair value of our fixed income securities. In anticipation of or in response to rising rates, we may sell longer-term assets and reinvest in shorter-term instruments that could yield less, while declining rates may reduce investment income as new investments earn below the portfolio's average yield. Prolonged low interest rates can accelerate borrower prepayments and redemptions, and may prompt purchases of longer-duration or riskier assets to maintain yields, creating potential duration mismatches relative to liabilities. Although we seek to manage these risks, we may not be able to fully mitigate sensitivity to interest rate movements or credit spread volatility, which could materially adversely affect our business, financial condition and results of operations.

***We have significant exposure to, and limited control over, the TS Hamilton Fund, which materially constrains our flexibility and could materially adversely affect our business, financial condition and results of operations.***

A material portion of our investment portfolio is invested in the TS Hamilton Fund which is managed by Two Sigma and subject to a contractual minimum commitment requiring Hamilton Re to maintain an investment up to the lesser of $1.8 billion or 60% of the Group's net tangible assets. Our commitment with Two Sigma is automatically renewed for successive three-year periods unless timely notice of non-renewal is provided. We do not control the TS Hamilton Fund's investment strategy or day-to-day operations, have limited rights to withdraw capital in excess of the minimum commitment amount, and cannot remove the Managing Member. Interests in the TS Hamilton Fund are illiquid, and withdrawals beyond the minimum commitment amount are generally permitted only under extraordinary circumstances, such as severe operating liquidity distress, to prevent an adverse AM Best ratings action or comply with a Bermuda Monetary Authority directive.

The TS Hamilton Fund is not registered under the Investment Company Act of 1940, and therefore we do not benefit from the protections and requirements applicable to registered investment companies. In addition, the structural limitations of the TS Hamilton Fund, including its investment strategy and liquidity profile, limit our ability to reallocate capital, address adverse performance or market stress, or fund unexpected claim payments without forced sales of other assets, which could materially adversely affect our business, financial condition and results of operations.

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***Our investment results depend heavily on Two Sigma and we are therefore exposed to their key person, governance, operational and technology risks. These risks could materially adversely affect our business, financial condition and results of operations, and our contractual remedies are limited.***

The TS Hamilton Fund performance depends on Two Sigma's ability to select and manage appropriate investments by combining multiple systematic, non-systematic and discretionary investment strategies. In recent years there have been a variety of management and governance challenges at Two Sigma and the management committee of Two Sigma's general partner has been unable to reach agreement on a number of topics including corporate governance and oversight matters, as well as the definition of roles, authorities, responsibilities and/or compensation for a range of C-level officers. These disagreements have affected Two Sigma's ability to retain and attract employees (including very senior employees) and could continue to impact the ability of Two Sigma employees to fully implement key research, engineering, or corporate business initiatives. As such disagreements continue, Two Sigma's ability to achieve the mandate of the TS Hamilton Fund could be impacted over time. In addition, regulatory investigations, litigation and other legal or regulatory matters involving Two Sigma or persons associated with it could divert management attention, adversely impact the stability of leadership teams, or affect employee morale and retention. If these developments persist or intensify, they could disrupt investment processes, alter strategic priorities, or otherwise negatively affect the TS Hamilton Fund's performance. Regardless of management or governance developments, our ability to withdraw capital from the TS Hamilton Fund is subject to contractual limitations and governed by the withdrawal provisions set forth in the TS Hamilton Fund Limited Liability Company Agreement, dated July 1, 2023, as amended from time to time ("LLCA").

The TS Hamilton Fund is exposed to operational risks from Two Sigma and its employees and service providers, including from potential non-compliance with policies and regulations, employee misconduct, negligence and fraud, each of which could result in material losses to the TS Hamilton Fund. In recent years, a number of investment managers and other financial institutions have suffered material losses due to, for example, the actions of traders executing unauthorized trades or other employee misconduct.

Two Sigma's highly complex and automated processes rely on advanced technology and large datasets, creating risks of coding errors, data inaccuracies, cybersecurity breaches, systems failures and process changes that may lead to unpredictable outcomes. Operational failures or employee misconduct, including unauthorized trading, could result in material losses, regulatory scrutiny and reputational harm. Any adverse or widely publicized developments at Two Sigma, whether related to governance matters, regulatory investigations, reputational issues or technology failures, could materially adversely affect the TS Hamilton Fund's performance and, by extension, our business, financial condition and results of operations.

***The TS Hamilton Fund's strategies involve significant leverage, derivatives, margin financing, short selling and hedging, which can amplify losses and create liquidity stress.***

Two Sigma employs strategies that may involve substantial leverage, derivatives, margin financing, short selling and hedging. These techniques can magnify losses during periods of volatility or correlation breakdowns and may result in losses that exceed invested capital. Counterparties may impose sudden margin or collateral calls, triggering forced liquidations at unfavorable prices and potential cross-defaults. Short selling exposes the TS Hamilton Fund to theoretically unlimited losses, short squeezes and mandatory close-outs, while hedging may fail or even exacerbate losses due to imperfect correlations. In severe scenarios, these factors could materially adversely affect the TS Hamilton Fund's returns and our business, financial condition and results of operations.

The TS Hamilton Fund is required to indemnify and hold harmless the Managing Member and Two Sigma under certain circumstances pursuant to the LLCA or the TS Hamilton Fund Investment Management Agreement. As a result, in general, we do not expect to have recourse to Two Sigma for our losses and the value of capital accounts of Hamilton Re in the TS Hamilton Fund could be reduced in the event that Two Sigma (or its affiliates) incur losses, all of which could have a material adverse effect on our business, financial condition and results of operations.

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***Conflicts of interest and regulatory scrutiny may adversely affect trade allocation, execution and performance.***

Two Sigma and its affiliates manage multiple client and proprietary accounts with overlapping strategies, creating actual or perceived conflicts in trade allocation and execution. Decisions made for other clients, including deleveraging or liquidation, may negatively impact positions held by the TS Hamilton Fund. The Commitment Agreement provides that Two Sigma will not be responsible for performance of its obligations under the Commitment Agreement to the extent that such obligations (x) would reasonably conflict with Two Sigma's fiduciary duties to other clients or investors in such clients or (y) are reasonably expected to result in materially adverse legal or regulatory risk, as determined in Two Sigma's sole discretion, which may limit opportunities for the TS Hamilton Fund. In addition, evolving regulation of alternative managers, derivatives, leverage and short selling may impose new restrictions, reporting obligations or emergency measures with little notice, impairing liquidity and strategy execution. Adverse developments involving Two Sigma's regulatory status or potential conflicts with other client mandates could limit its ability to implement investment decisions or execute trades for the TS Hamilton Fund, which may negatively affect the TS Hamilton Fund's performance and, in turn, our business, financial condition and results of operations.

***Returns may be influenced by fee structures and guideline limitations, and prior performance is not a reliable predictor of future results.***

The TS Hamilton Fund incurs a 2.5% annual management fee and a 30% incentive allocation, plus an additional 25% incentive allocation on "Excess Profits" above a 10% hurdle. Excess Profits for any given fiscal year (or other accounting period) means the net profits over 10%, net of management fees and expenses and gross of incentive allocations, but only after recouping previously unrecouped net losses. Those fees and incentives can materially reduce net returns and exacerbate drawdowns after loss periods. The TS Hamilton Fund invests through commingled vehicles managed for multiple clients, and while our investment guidelines do not apply to assets inside the TS Hamilton Fund, investment guidelines applicable to other Two Sigma clients may influence trade allocation or execution, which could adversely affect the TS Hamilton Fund's performance. Additionally, the historical performance of Two Sigma or the TS Hamilton Fund should not be viewed as indicative of future results, and there is no assurance that past returns will be achieved in the future.

**Risks Relating to Taxation**

***Changes in tax laws, regulations and interpretations, and adverse tax determinations, could materially adversely affect the Company and certain shareholders.***

The tax treatment of a holder of Class B common shares, or of a person treated as a holder of such shares for U.S. federal income, state, local or non-U.S. tax purposes, may vary depending on the holder's particular tax situation. Legislative, judicial or administrative changes or interpretations may be forthcoming that could be retroactive and could affect the tax treatment of the Company and its subsidiaries, or a shareholder's investment in the Company. Accordingly, the holders of Class B common shares may be adversely impacted by changes in tax rules or changes in the interpretation of existing tax rules in the multiple jurisdictions in which the Company and its subsidiaries operate.

The Company and its non-U.S. subsidiaries may become subject to additional taxation, including in the U.S. Whether a trade or business is being conducted in the U.S. (or whether a non-U.S. subsidiary is otherwise subject to U.S. federal income taxation) is an inherently factual determination, and the Company cannot be certain that the IRS will not contend successfully that the Company or its subsidiaries are or will be engaged in a trade or business in the U.S. In addition, the Company or its subsidiaries may be subject to withholding or other taxes on certain payments, including in circumstances where exemptions or treaty reductions are unavailable.

The Company and its subsidiaries may also be subject to additional taxation and compliance obligations in other jurisdictions, including the U.K. and Bermuda. In the U.K., a non-U.K. incorporated company may be subject to U.K. corporation tax if it carries on a trade in the U.K. through a permanent establishment or is centrally managed and controlled from the U.K., and HMRC might contend successfully that the Company or its subsidiaries are trading in the U.K. through a permanent establishment (or otherwise exposed to U.K. corporation tax) in circumstances where treaty protection is unavailable. In Bermuda, corporate income tax may apply to certain Bermuda-based entities, and the Company, its operations, or shareholders may become subject to additional tax compliance in Bermuda and other countries.

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***U.S. Holders will be subject to adverse tax consequences if the Company is considered a PFIC for U.S. federal income tax purposes.***

In general, a non-U.S. corporation will be a PFIC during a given year if (i) 75% or more of its gross income constitutes "passive income" (the "75% test") or (ii) 50% or more of its assets produce (or are held for the production of) passive income (the "50% test"). If the Company were characterized as a PFIC during a given year, each U.S. Holder would be subject to a penalty tax at the time of the taxable disposition of a gain of, or receipt of an "excess distribution" with respect to its shares, unless such person is a 10% U.S. Holder subject to tax under the CFC rules or such person made a "qualified electing fund" ("QEF") election or, if the Class B common shares are treated as "marketable stock" in such year, such person made a mark-to-market election. In addition, if the Company were considered a PFIC, upon the death of any U.S. individual owning shares, such individual's heirs or estate would not be entitled to a "step-up" in the basis of the shares that might otherwise be available under U.S. federal income tax laws. In addition, a distribution paid by the Company to U.S. Holders that is characterized as a dividend and is not characterized as an excess distribution would not be eligible for reduced rates of tax as qualified dividend income if the Company were considered a PFIC in the taxable year in which such dividend is paid or in the preceding taxable year. A U.S. Person that is a shareholder in a PFIC may also be subject to additional information reporting requirements, including the filing of an IRS Form 8621.

For the above purposes, passive income generally includes interest, dividends, annuities and other investment income. The PFIC rules provide that income derived in the active conduct of an insurance business by a qualifying insurance corporation is not treated as passive income (the "insurance income exception"). However, the 2017 Tax Cuts and Jobs Act (the "TCJA") limits the insurance income exception to a non-U.S. insurance company that is a qualifying insurance corporation that would be taxable as an insurance company if it were a U.S. corporation and maintains insurance liabilities of more than 25% of such company's assets for a taxable year (the "25% Test") or maintains insurance liabilities that at least equal or exceed 10% of its assets, is predominantly engaged in an insurance business and satisfies a facts-and-circumstances test that requires a showing that the failure to exceed the 25% threshold is due to runoff-related or rating-related circumstances (the "10% Test", and together with the 25% Test, the "Reserve Test"). The Company believes that the Company's non-U.S. insurance subsidiaries have met this Reserve Test and will continue to do so in the foreseeable future, in which case the Company would not be expected to be a PFIC, although no assurance may be given that the Reserve Test will be met by the Company's non-U.S. insurance subsidiaries in future years.

Further, the Treasury Department issued final and proposed regulations intended to clarify the application of the insurance income exception to the classification of a non-U.S. insurer as a PFIC and provide guidance on a range of issues relating to PFICs (the "2021 Regulations"). The 2021 Regulations add additional requirements that must be met to satisfy the "active conduct of an insurance business" test.

The Company believes that, based on the implementation of its business plan and the application of the look-through rule and the exceptions set out under Section 1297 of the Internal Revenue Code of 1986, as amended (the "Code"), none of the income and assets of the Company's non-U.S. insurance company subsidiaries should be treated as passive pursuant to the 25% Test, and thus the Company should not be characterized as a PFIC under current law for the current taxable year or for foreseeable future years, but because of the legal uncertainties, as well as factual uncertainties with respect to the Company's planned operations, there is a risk that the Company will be characterized as a PFIC for U.S. federal income tax purposes. In addition, because of the legal uncertainties relating to how the 2021 Regulations will be interpreted and the form in which the proposed 2021 Regulations may be finalized, no assurance can be given that the Company will not qualify as a PFIC under final IRS guidance or any future regulatory proposal or interpretation that may be subsequently introduced and promulgated. If the Company is considered a PFIC, it could have material adverse tax consequences for an investor that is subject to U.S. federal income taxation. Investors should consult their tax advisors as to the effects of the PFIC rules and the possibility of making a "protective" QEF election or "mark-to-market" election.

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***U.S. Holders of 10% or more of the Company's Class B common shares may be subject to U.S. income taxation under the CFC rules.***

Each 10% U.S. Holder of a non-U.S. corporation that is a CFC during a taxable year and that owns shares in the CFC, directly or indirectly through non-U.S. entities, on the last day of the non-U.S. corporation's taxable year that the non-U.S. corporation is a CFC, generally must include in its gross income for U.S. federal income tax purposes its pro rata share of the CFC's "subpart F income", and global intangible low taxed income ("GILTI"), even if the subpart F income or GILTI is not distributed. A non-U.S. corporation is considered a CFC if 10% U.S. Holders own (directly, indirectly through non-U.S. entities or by attribution by application of the constructive ownership rules of Section 958(b) of the Code (i.e., "constructively")) more than 50% of the total combined voting power of all classes of stock of such non-U.S. corporation, or more than 50% of the total value of all stock of such corporation. For purposes of taking into account insurance income, which is a category of subpart F income, a CFC also includes a non-U.S. corporation that earns insurance income in which more than 25% of the total combined voting power of all classes of stock or more than 25% of the total value of all stock is owned by 10% U.S. Holders on any day of the taxable year of such corporation, if the gross amount of premiums or other consideration for the reinsurance or the issuing of insurance or annuity contracts exceeds 75% of the gross amount of all premiums or other consideration in respect of all risks. A 10% U.S. Holder is a U.S. Person who owns (directly, indirectly through non-U.S. entities or constructively) at least 10% of the total combined voting power or value of all classes of stock of the non-U.S. corporation.

If a U.S. Person were to be characterized as 10% U.S. Holder, such U.S. Holder may be subject to taxation under the CFC rules. Section 1248 of the Code (which generally would require a U.S. Holder to treat certain gains attributable to the sale, exchange or disposition of common shares or preferred shares as a dividend) will apply to the sale or exchange by a U.S. Holder of shares in a foreign corporation that is characterized as a CFC if such U.S. Holder is treated as a 10% U.S. Holder (and, if a company is subject to the related party insurance income ("RPII") rules, as described below, Section 1248 may apply to a U.S. holder that is not a 10% U.S. Holder).

***U.S. Persons who own or are treated as owning Class B common shares may be subject to U.S. income taxation at ordinary income rates on their proportionate share of RPII of the Company's non-U.S. subsidiaries.***

If, with respect to any of the Company's non-U.S. insurance subsidiaries, (i) 20% or more of the gross income in any taxable year is attributable to insurance or reinsurance policies of which the direct or indirect insureds are direct or indirect U.S. Holders (regardless of the number of shares owned by those shareholders) or persons related to such U.S. Holders and (ii) direct or indirect insureds, whether or not U.S. Persons, and persons related to such insureds own directly or indirectly 20% or more (by vote or value) of the Company, U.S. Holders would most likely be required to include their allocable share of the RPII of the applicable subsidiary for the taxable year in their income, even if no distributions are made. Proposed Treasury Regulations published in January 2022 would aggregate all U.S. Holders for purposes of the 50% CFC ownership test above, which would significantly increase the likelihood that such U.S. Holders would be subject to RPII. These proposed regulations also address the RPII treatment of certain cross-insurance arrangements and pass-through entities. Especially in light of these proposed regulations, a direct or indirect U.S. Holder may be required to include amounts in its income in respect of RPII in any taxable year.

***Information regarding a U.S. Holder's identity may be reported to the relevant tax authority to ensure compliance with the FATCA and similar regimes.***

The FATCA provisions of the Code generally impose a 30% withholding tax regime with respect to (i) certain U.S. source income (including interest and dividends) ("withholdable payments") and (ii) "passthru payments" (generally, withholdable payments and payments that are attributable to withholdable payments) made by foreign financial institutions ("FFIs"). Under proposed Treasury Regulations, withholdable payments do not include gross proceeds from the sale or other disposition of property that can produce U.S. source interest or dividends. As a general matter, FATCA was designed to require U.S. Persons' direct and indirect ownership of certain non-U.S. accounts and non-U.S. entities to be reported to the IRS. The application of the FATCA withholding rules was phased in beginning July 1, 2014, with withholding on foreign pass thru payments made by FFIs taking effect after the date of publication of final regulations defining the term foreign pass thru payment.

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The United States has entered into intergovernmental agreements between the United States and Bermuda, and between the United States and the United Kingdom (the "IGAs"), which potentially modify the FATCA withholding regime described above with respect to the Company and its Class B common shares. The Company and its non-U.S. subsidiaries intend to comply with IGAs and/or FATCA, as applicable. There can be no certainty as to whether the Company will be treated as a FFI under FATCA. Prospective investors should consult their own tax advisors regarding the potential impact of FATCA, the IGAs and any non-U.S. legislation implementing FATCA.

***The Company may become subject to additional tax compliance in Bermuda and other countries should Bermuda be reinstated on the EU's list of non-cooperative jurisdictions for tax purposes.***

The Council of the European Union temporarily added Bermuda to the list of non-cooperative jurisdictions for tax purposes from March 2019 until May 2019, at which time Bermuda adopted economic substance legislation that the Council of the European Union deemed compliant with its requirements. The Council of the European Union also temporarily added Bermuda to its "grey list" from February 2022 until October 2022. The "grey list" is a list of jurisdictions that have made sufficient commitments to reform their tax practices but remain subject to close monitoring while they are executing on their commitments.

***We may become subject to Bermuda corporate income tax under the Corporate Income Tax Act 2023, which could adversely affect our financial condition and results of operations.***

The Government of Bermuda has recently passed the Corporate Income Tax Act 2023, conforming to the OECD BEPS Pillar 2 framework, which will impose corporate income tax on certain Bermuda-based entities for fiscal years beginning on or after January 1, 2025. The Corporate Income Tax Act 2023 will apply to any entity incorporated or formed in Bermuda, or that has a permanent place of business in Bermuda, if that entity is a member of an "In Scope MNE Group" (i.e. a group of entities related through ownership and control that has an annual revenue of 750 million euros or more in a fiscal year, pursuant to the consolidated financial statements of the ultimate parent entity, in at least two of the four fiscal years immediately preceding the fiscal year beginning on or after January 1, 2025, and such group includes at least one entity located in a jurisdiction that is not the parent entity's jurisdiction).

The Corporate Income Tax Act 2023 provides an exemption (for up to five years) from the tax charging provisions of the legislation for "MNE Groups" with a limited international footprint. This exemption is only available to an "MNE Group" (i) that has constituent entities located in five or fewer jurisdictions outside the "reference jurisdiction" (ii) that has, with respect to all constituent entities in all jurisdictions except the "reference jurisdiction", less than EUR 50 million in tangible assets, and (iii) no parent entity is required to apply an income inclusion rule ("IIR") with respect to a constituent entity of the "MNE Group" located in Bermuda. The Company intends to operate in a way that will satisfy these requirements with a view to qualifying for the exemption until January 1, 2030. If the Company does not continually qualify for the exemption described above during the five-year period, the Company could, prior to January 1, 2030, become subject to the tax charging provisions of the Corporate Income Tax Act 2023 which could have a material adverse effect on the Company's financial condition and results of operations.

***The application of the OECD BEPS Pillar 2 framework could adversely impact the Company's tax liability.*** 

The U.K. has passed legislation conforming to the OECD BEPS Pillar 2 framework, which generally requires that U.K. domiciled entities pay a top-up tax for subsidiary companies in non-U.K. jurisdictions whose effective tax rate is less than 15% (the Income Inclusion Rule or "IIR") and a top-up tax for U.K. domiciled entities whose effective rate is less than 15%, (the Qualified Domestic Top-up Tax or "QDMTT"). A top-up tax must also be paid by U.K. entities on related non-U.K. entities of a consolidated group that are not already subject to a top-up tax pursuant to the IIR and QDMTT and have not achieved a minimum tax rate of 15% (Under-Taxed Payment Rule or "UTPR"). The law includes transitional provisions that exempt consolidated groups from the UTPR, so long as they operate in six or fewer jurisdictions and have less than EUR 50 million in tangible assets. Ireland has also passed similar conforming legislation, which is substantially similar to the U.K. legislation.

The effect of the UTPR to the Company could be to require the Group's Irish and U.K. entities to pay a top-up tax to Ireland and/or the U.K., respectively, pursuant to an allocation formula prescribed in the applicable legislation unless the Group is eligible for the respective exemption under that jurisdiction's legislation. The exemption is similar to the exemption allowed in Bermuda and accordingly the Company intends to meet the exemption requirements and be exempt from applying the UTPR to its Bermuda entities until January 1, 2030. However, no assurance can be made that the Company will meet the requirement in

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all applicable jurisdictions in future years and could become subject to the UTPR if it does not achieve a 15% effective tax rate, inclusive of any corporate income taxes paid to Bermuda. The Bermuda corporate income tax is expected to limit the Company's exposure to UTPR.

On January 15, 2025, the OECD issued guidance relating to the calculation of tax liabilities pursuant to the UTPR. Specifically, it provides that the reductions of tax due to the economic transition adjustment ("ETA") allowed under Bermuda tax law will be limited for calculating the UTPR. The ETA is a provision in the Bermuda law which was intended to provide a fair and equitable transition into the tax regime. As prescribed in the Bermuda law, a fair value calculation of the Company's Bermuda assets and liabilities (including certain intangible assets not included in the GAAP balance sheet) was conducted as of September 30, 2023, and to the extent the fair value exceeded the book value, a deferred tax asset ("DTA") was booked on the Bermuda balance sheet. The DTA is expected to reduce the Company's Bermuda tax liability in future years when it becomes subject to the Bermuda Corporate Income Tax regime. The OECD guidance provides that taxable income used to calculate UTPR top-up tax shall only allow for 20% of the total DTA recorded as part of the ETA adjustment and may only recognize this over a two-year period (2025 and 2026). When the Company becomes subject to the UTPR on its Bermuda earnings, it is possible that it will incur a top-up tax liability if the Bermuda constituent entities do not achieve a 15% minimum effective tax rate.

On January 5, 2026, the OECD issued additional guidance introducing various safe harbors from the OECD Pillar 2 rules, effective from January 1, 2026, including a "side-by-side" regime for consolidated groups whose ultimate parent is in a jurisdiction with an eligible tax regime, which eliminates the application of the IIR and UTPR to such consolidated groups. At this time, there remains uncertainty as to how these safe harbors will develop and be implemented by jurisdictions, or their scope and applicability to the Company, and any adverse outcome could result in additional tax liabilities, compliance costs, or limitations on our ability to benefit from such safe harbors, which could have a material adverse effect on our financial condition and results of operations.

**Risks Related to Regulation** 

***Compliance with existing regulations and potential changes in the regulatory landscape may have a material adverse effect on our business, financial condition and results of operations.***

We operate under extensive regulation in the U.S., U.K., Ireland, Bermuda and other jurisdictions. Our insurance and reinsurance subsidiaries must maintain minimum capital and liquidity, meet solvency standards, undergo periodic examinations and comply with restrictions on dividends, investments and business activities. Regulators may impose additional requirements or modify existing standards, including risk-based capital frameworks, liquidity ratios or stress-testing protocols. Changes in laws, regulations or interpretations could require us to hold additional capital, limit our ability to move funds between entities or constrain operations, materially adversely affecting our business, financial condition and results of operations. In addition, it is possible that requirements or guidance under one jurisdiction may be contradictory or divergent from requirements or guidance in other jurisdictions where we operate.

Lloyd's supervises Syndicate 4000, including approval of business plans and underwriting capacity. Lloyd's may require plan changes, impose additional capital requirements or levy charges and assessments that could impact our strategy and results. Failure to comply with Lloyd's requirements could result in sanctions, restrictions on underwriting or reputational harm.

We must maintain licenses and permits in existing and new territories and comply with numerous laws, including insurance regulations, sanctions, anti-money laundering and anti-corruption statutes. Failure to comply could result in fines, license suspension or revocation, reputational damage or other sanctions. Regulatory changes may increase compliance costs, restrict certain activities or require operational restructuring. Jurisdictional or cross-border developments, such as changes in equivalence regimes, tax rules or reciprocal rights, could disadvantage Bermuda-based companies and impair market access.

In addition, global regulatory initiatives, including those related to climate risk, cybersecurity and consumer protection, may impose new reporting obligations and governance requirements, increasing complexity and cost.

Regulatory actions or investigations, even if ultimately resolved without material findings, could divert management attention, increase legal expenses and harm our reputation. Any significant regulatory development or enforcement action could materially adversely affect our business, financial condition and results of operations.

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***Our business is subject to certain laws and regulations relating to sanctions and foreign corrupt practices, the violation of which could adversely affect our business, financial condition and results of operations.***

We must comply with all applicable economic sanctions and anti-bribery laws and regulations in the United States and other jurisdictions where we operate, including Bermuda, the U.K., Ireland and the EU. U.S. laws and regulations applicable to us include economic trade sanctions administered by the Office of Foreign Assets Control ("OFAC") and certain laws administered by the U.S. Department of State. Non-U.S. jurisdictions impose their own sanctions regimes, which may differ from those of the United States, creating complexity and increasing the risk of inadvertent violations. These laws are complex, frequently changing and expanding in scope, and may impose additional prohibitions or compliance obligations on our dealings in certain countries, territories or with designated parties.

We are also subject to anti-bribery and anti-corruption laws, including the U.S. Foreign Corrupt Practices Act of 1977, the U.K. Bribery Act, the Bermuda Bribery Act and the Irish Criminal Justice (Corruption Offences) Act. These laws generally prohibit improper payments or gifts to government officials and impose strict recordkeeping and internal control requirements. Despite our compliance policies and training, it is possible that an employee, intermediary or third-party partner could engage in conduct that violates applicable laws.

Any violation of sanctions or anti-corruption laws could result in severe civil or criminal penalties, substantial fines, restrictions on business activities, loss of licenses, reputational harm and other sanctions. Regulatory investigations, even if resolved without material findings, could divert management attention, increase legal costs and damage our brand. The cumulative effect of these consequences could materially adversely affect our business, financial condition and results of operations.

***Our business is subject to cybersecurity, privacy and data protection laws, rules and regulations in the jurisdictions in which we operate, which can increase the cost of doing business, compliance risks and potential liability.***

We operate in a complex and rapidly evolving regulatory environment governing cybersecurity, privacy and data protection across multiple jurisdictions. These laws, including U.S. federal and state statutes, EU regulations, and similar regimes in Bermuda and other territories, are increasingly stringent, often inconsistent, and subject to frequent change. Compliance requires significant investment in technology, personnel and processes, and failure to comply could result in severe consequences, including substantial fines, penalties, litigation, reputational harm and operational disruption.

Privacy and information security laws regulate the collection, use, storage and transfer of personal and sensitive data, imposing obligations related to breach notification, consent management and cross-border transfers. Conflicting requirements among jurisdictions create compliance challenges and increase the risk of inadvertent violations. Regulators have broad enforcement powers, and penalties for non-compliance can be severe, including injunctions, monetary fines and restrictions on business activities.

Cybersecurity mandates require robust technical safeguards, incident response protocols and third-party risk management. These obligations apply not only to our systems but also to those of vendors and intermediaries who process data on our behalf. Any failure, by us or a third party, to prevent unauthorized access or misuse of personal or proprietary information could trigger regulatory investigations, enforcement actions and civil litigation, as well as cause reputational damage and loss of customer trust.

The pace of regulatory change is accelerating. Emerging frameworks, such as comprehensive state privacy laws in the U.S. and evolving EU standards, may impose additional compliance burdens and operational constraints. Future developments could require costly system upgrades, changes to business practices or restrictions on data flows, materially adversely affecting our business, financial condition and results of operations.

Any actual or perceived failure to comply with applicable laws, contractual obligations or internal policies, or any significant security incident, could result in substantial costs, management distraction and liability. These risks are compounded by the increasing complexity of global operations and reliance on digital platforms, making cybersecurity and privacy compliance a critical and escalating challenge for our business. Any such event could have a material adverse effect on our business, financial condition and results of operations.

------

***Changes in laws, regulations or accounting standards could materially affect our business, financial condition and results of operations.***

We operate in multiple jurisdictions and are subject to extensive and evolving regulatory frameworks, including insurance and financial regulations, solvency and capital requirements, data privacy and cybersecurity rules, and emerging standards for AI. For example, the European Union's AI Act, which was ratified in 2024 with phased implementation beginning in 2025, imposes risk-based compliance obligations on AI systems used in the EU, even by non-EU companies, and could require significant changes to model development, vendor contracts and data management practices. Additionally, recent NAIC proposals on risk-based capital and U.S. state privacy laws such as the California Privacy Rights Act impose additional compliance obligations. See also our separate risk factor on cybersecurity risks, which addresses operational vulnerabilities and third-party vendor exposure.

The rate of legal and regulatory change, particularly in the U.K. and Ireland, has been increasing in recent years, with initiatives such as Consumer Duty in the U.K. and the Individual Accountability Framework in Ireland adding to the regulatory burden on our operating entities. New laws or amendments to existing regulations may increase compliance costs, restrict underwriting or pricing practices, require modifications to models and systems, or limit our ability to introduce new products. Inconsistent regulatory approaches across jurisdictions may create operational complexity and raise the risk of non-compliance. Failure to comply with new or amended laws could result in fines, penalties, reputational harm or other consequences that materially adversely affect our business, financial condition and results of operations.

In addition, changes in accounting standards or interpretations issued by standard-setting bodies such as the FASB, IASB, or NAIC could significantly affect how we recognize revenue, measure liabilities, value investments or present financial results. New pronouncements may require system modifications, additional resources and could introduce volatility in reported earnings or equity. Certain proposals under review by the NAIC could alter statutory accounting principles and capital requirements for insurance subsidiaries. We cannot predict the timing or nature of future regulatory or accounting changes, and any such changes could materially adversely affect our business, financial condition and results of operations.

***We may be subject to significant legal, governmental or regulatory proceedings.***

In the normal course of our business, we are subject to regulatory and governmental investigations and civil actions, litigation and other forms of dispute resolution in various jurisdictions. We are occasionally involved in legal actions which seek extra-contractual damages, punitive damages or penalties, including claims alleging bad faith in handling of insurance claims.

Additionally, from time to time, various regulatory and governmental agencies review our transactions and practices and those of our subsidiaries in connection with industry-wide and other inquiries into, among other matters, the business practices of current and former operating insurance company subsidiaries. Such investigations, inquiries or examinations may develop into administrative, civil or criminal proceedings or enforcement actions, including class-actions, in which remedies could include fines, penalties, restitution, remedial actions, enhanced supervision or alterations in our business practices, and could result in additional expenses, limitations on certain business activities and reputational damage. For a discussion of certain legal proceedings, see Note 15, *Commitments and Contingencies* to the audited consolidated financial statements.

***We are a holding company with no direct operations, and our insurance and reinsurance subsidiaries' ability to pay dividends and other distributions to us is restricted by law.***

Hamilton Group is an insurance holding company with no business operations of its own and is a legal entity separate from its subsidiaries. As a result, our ability to pay corporate expenses, service debt, meet tax obligations and fund investments depends largely on dividends and other permitted payments from our insurance and reinsurance subsidiaries, including Hamilton Re, Hamilton U.K. (Hamilton UK Holdings Limited, Hamilton UK Holdings II Limited and HMA), HIDAC and Hamilton Select.

These subsidiaries are subject to regulatory requirements in Bermuda, the U.K., Ireland and Delaware that mandate minimum levels of capital and surplus and restrict dividend payments to amounts derived from net profits. Insurance regulators have broad authority to prevent reductions in capital and surplus and may impose restrictions beyond current requirements. Future changes in applicable laws or interpretations could further limit distributions. If we are unable to receive dividends or other payments from our subsidiaries due to regulatory or other constraints, we could face liquidity shortfalls that materially adversely affect our business, financial condition, and results of operations.

------

***Bermuda insurance laws regarding the change of control of insurance companies may limit the acquisition of our shares and the voting rights of certain shareholders.***

Under Bermuda law, for so long as we have an insurance subsidiary registered under the Insurance Act, the BMA may at any time, by written notice, object to a person holding 10% or more of our common shares if it appears to the BMA that the person is not or is no longer fit and proper to be such a holder. In such a case, the BMA may require the shareholder to reduce its holding of our common shares and direct, among other things, that such shareholder's voting rights attaching to the common shares shall not be exercisable. A person who does not comply with such a notice or direction from the BMA will be guilty of an offense. This may discourage potential acquisition proposals and may delay, deter or prevent a change of control of our company, including through transactions, and in particular unsolicited transactions, that some or all of our shareholders might consider to be desirable.

**Risks Related to Ownership of Our Class B Common Shares**

***There are provisions in our Bye-laws that may reduce the voting rights of our Class B common shares.***

Our Bye-laws generally provide that holders of Class A and Class B common shares have one vote per common share held by them and are entitled to vote together as a single class on all matters on which shareholders are entitled to vote generally, except as otherwise required by law or by our Bye-laws to vote as separate classes. For example, only holders of our Class B common shares may vote for the election or removal of directors, other than for directors who are appointed by certain shareholders pursuant to the Shareholders Agreement and our Bye-laws. Our Bye-laws also include a mechanism that, prior to any shareholder vote, may reallocate voting rights among shareholders in certain circumstances to ensure that specified shareholders and their affiliates are not deemed to hold more than 9.5% of the total combined voting power of the common shares. For votes where Class B holders vote as a separate class (for example, in respect of the election or removal of directors other than for directors who are appointed by certain shareholders pursuant to the Shareholders Agreement and our Bye-laws), such voting power may be reduced by an amount calculated by multiplying (a) 9.5% and (b) the quotient reached by dividing (x) the total number of directors by (y) the number of directors elected by holders of Class B common shares, to avoid certain adverse tax, legal or regulatory consequences (each, "a share voting limitation violation"). As a result, some shareholders may have their voting rights limited to less than one vote per common share and these provisions may also have the effect of reducing the voting power of some shareholders who would not otherwise be subject to the limitation by virtue of their direct Class B common share ownership. We are not required to notify shareholders of any adjustment to their voting power resulting from these provisions.

In addition, our Board of Directors may, in its absolute discretion, make adjustments to the voting power of its shares to the extent necessary or advisable in order (i) to prevent (or reduce the magnitude of) a share voting limitation violation and (ii) to avoid adverse tax, legal or regulatory consequences to the Company, any subsidiary of the Company or any shareholder or its affiliates.

***The multiple-class structure of our common shares may limit investors' ability to influence corporate matters.***

Each Class A common share and Class B common share is generally entitled to one vote per share as outlined above, while our Class C common shares have no voting rights, except as otherwise required by law. Our Class A and C common shares will automatically convert into shares of our Class B common shares, on a share-for-share basis, upon future transfers (unless transferred to a "permitted transferee" as provided in our Bye-laws). In addition, our Bye-laws provide that, upon request from a holder of Class C common shares to the Company and upon approval of such request by our Board of Directors, such Class C common shares shall be redesignated as Class B common shares. If holders of our non-voting Class C common shares effectuate transfers that result in conversion of Class C common shares to Class B common shares or if Class C common shares are redesignated as Class B common shares upon request from a holder of Class C common shares and approved by our Board of Directors, this will have the effect of decreasing the voting power of the holders of our Class B common shares, which may limit the ability of holders of Class B common shares to influence corporate matters.

------

***Anti-takeover provisions in our Bye-laws could delay management changes or limit share price.***

As the Company is incorporated under the laws of Bermuda, it is subject to Bermuda law. The English Takeover Code (the "Takeover Code") does not apply to the Company. Subject to limited exceptions, Bermuda law does not include provisions comparable to those in certain other jurisdictions that regulate the conduct of takeovers. It is therefore possible that an offeror may gain control of the Company in circumstances where non-selling shareholders do not receive, or are not given the opportunity to receive, the benefit of any control premium paid to selling shareholders. Our Bye-laws contain certain anti-takeover provisions, although these will not provide the full protections afforded by the Takeover Code. These provisions provide for:

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• requiring advance notice for shareholder proposals and nominations for persons to serve as directors and placing limitations on shareholders to submit resolutions to a shareholder vote and requisition special general meetings;

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• a large number of authorized but unissued shares which may be issued by the Board of Directors without further shareholder action;

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• requiring majority of the Board of Directors voting in the affirmative and directors representing less than fifteen percent of the entire Board of Directors voting in opposition to enter into or consummate any transaction or series of transactions involving a merger, amalgamation, consolidation, exchange, scheme of arrangement, recapitalization or similar business combination transaction, other than any merger or consolidation solely between or among any two or more of the Company's wholly-owned subsidiaries that are not material subsidiaries; and

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• requiring majority of the Board of Directors voting in the affirmative and directors representing less than fifteen percent of the entire Board of Directors voting in opposition to enter into or consummate any transaction or series of transactions involving any sale, pledge, transfer or other disposition of all or substantially all of the consolidated assets of the Company and its subsidiaries.

These provisions in our Bye-laws may discourage takeover offers which would be considered favorable and that could in turn adversely affect the value of the Class B common shares. Even in the absence of a takeover attempt, these provisions may adversely affect the value of the Class B common shares if they are viewed as discouraging takeover attempts in the future.

***Investors may have difficulties in serving process or enforcing judgments against us in the United States.***

We are incorporated under the laws of Bermuda and a material portion of our assets are located outside the United States. There is no treaty in effect between the U.S. and Bermuda providing for the enforcement of judgments of U.S. courts, and there are grounds upon which Bermuda courts may not enforce judgments of U.S. courts. As a result, it may not be possible to enforce court judgments of U.S. courts, including judgments predicated upon civil liability provisions of the U.S. federal securities law. For enforcement of any judgment against the Company or its directors or officers, or for the settlement of any dispute, it may be necessary to institute legal proceedings outside the United States, and no assurances can be given that any such proceedings can be initiated. No claim may be brought in Bermuda against the Company or its directors and officers in the first instance for violation of U.S. federal securities laws. If such proceedings are initiated, there may be doubt as to the enforceability in non-U.S. jurisdictions, either in original actions or for enforcement of judgments of U.S. courts, for liabilities predicated upon U.S. federal securities laws.

***Because we currently expect to retain earnings to support our growth, investors may realize a return on their investment only through an increase in the market price of our Class B common shares.***

We have not historically declared or paid regular cash dividends on our Class B common shares. In February 2026 our Board of Directors declared a one-time special cash dividend; however, we do not have a policy of paying regular cash dividends and currently anticipate retaining earnings to support the development and growth of our business. Any future decision regarding the declaration and payment of dividends will be made by our Board of Directors at its discretion and will depend on a variety of factors, including our results of operations, financial condition, cash requirements, contractual restrictions under our debt agreements, applicable law, and other considerations the Board may deem relevant.

Our ability to pay dividends may also be limited by covenants in existing or future indebtedness. As a result, investors should not expect cash dividends in the near term, and the primary way to realize a return on an investment in our Class B common shares would be through appreciation in the share price, which is not guaranteed.

------

**Item 1B. Unresolved Staff Comments** 

None.

**Item 1C. Cybersecurity** 

Managing risks related to cybersecurity is a priority for Hamilton, and we focus on assessing, identifying, and managing material risks associated with "cybersecurity threats," as such term is defined in Item 106(a) of Regulation S-K. Both our management and Board of Directors recognize the importance of developing, implementing, and maintaining appropriate cybersecurity measures and, as described below, are actively involved in cybersecurity and overall enterprise risk management.

*Cybersecurity Risk Management and Strategy*

We maintain a cybersecurity risk management program that is integrated into our enterprise risk management function. The program is designed to assess, identify, manage, and protect our information systems and data from unauthorized access, use, disclosure, disruption, modification, or destruction. Identifying, assessing, and managing cybersecurity risk within Hamilton utilizes the same or similar methodologies, reporting channels, and governance processes as those in our broader risk management program, including legal, compliance, strategic, operational, and financial risk areas.

We have implemented and maintain several safeguards and processes designed to identify cybersecurity risks and protect our information systems from cybersecurity threats. We also conduct internal IT audits of our cybersecurity posture and perform scenario-based cybersecurity risk assessments to ensure that appropriate controls are in place. We require employees to undergo annual cybersecurity awareness training, monitor emerging laws and regulations relating to data protection and information security, and use multilayered technical tools to perform proactive privacy and cybersecurity vulnerability assessments of our systems and applications, including scanning for and addressing identified risks.

To stay current on cybersecurity matters affecting the insurance industry and marketplace generally, our Chief Information Security Officer ("CISO") is an active member of the International Information System Security Certification Consortium and regularly participates in cybersecurity-focused conferences and forums, including serving on the Chief Information Security Officers Committee of the Lloyd's Market Association.

In 2025, following the retirement of our Chief Technology Officer, responsibility for technology leadership transitioned to our Chief Information Officer ("CIO"). The CIO, together with the CISO and in coordination with our legal and compliance teams, is responsible for implementing our cybersecurity risk management program and is involved in all aspects of incident response and breach-management processes. These processes include six stages: (1) detection, (2) analysis, (3) containment, (4) eradication, (5) recovery, and (6) notification. Security events and data incidents are evaluated for severity and potential impact on our operations, business, and data, and responses are prioritized accordingly. As part of our business continuity and disaster recovery strategies, we regularly test our ability to restore systems impacted by a cybersecurity event or incident. We also engage third-party advisors annually to perform penetration tests of our infrastructure.

As part of our risk management program, we assess third-party risks, including risks posed by vendors, suppliers, and other business partners. Cybersecurity practices and risks are evaluated when selecting third-party service providers and when negotiating contractual provisions relating to security and privacy, including information-security audit rights. Before engaging new critical IT vendors, we require them to complete questionnaires concerning their IT and security processes, controls, and certifications. The CISO or designated members of the cybersecurity team review responses against a checklist of minimum requirements that must be met for Hamilton to consider the service provider a trusted vendor. We then follow up with approved vendors annually for updated certifications.

We maintain an incident response plan to address cybersecurity incidents, which identifies key stakeholders, defines escalation processes, and sets the thresholds above which our cybersecurity, legal, and crisis-management teams will inform senior management and our Board of Directors of a cybersecurity incident. For incidents below those thresholds, subordinate incident response plans and standard operating procedures are used by our security incident response team. Although we routinely identify and respond to lower-level security events as part of normal cybersecurity risk-management processes, to date we have not identified any direct or third-party cybersecurity incidents, or otherwise identified cybersecurity threats, that have materially affected or are reasonably likely to materially affect Hamilton, including our business strategy, results of operations, or financial condition.

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While there have been no material cybersecurity incidents affecting Hamilton during the period covered by this annual report, no assurance can be given that our policies and procedures will be properly followed in every instance or will be fully effective, or that future incidents will not materially affect us. For further discussion of risks associated with cybersecurity threats, see *"Risk Factors—Risks Related to Our Business and Industry—Interruptions to or failures of the information technology systems upon which we rely, including those resulting from cybersecurity attacks and security breaches, could materially adversely affect our business, financial condition and results of operations"* and *"Risk Factors—Risks Related to Regulation—Our business is subject to cybersecurity, privacy and data protection laws, rules and regulations in the jurisdictions in which we operate, which can increase the cost of doing business, compliance risks and potential liability.*"

*Cybersecurity Board Oversight and Governance*

Cybersecurity is a component of our Board's oversight responsibilities. In 2025, the Board established a Technology Committee to assist the Board in its oversight of the Company's technology strategy, technology service delivery, technology governance and cybersecurity risk management program. The Technology Committee receives regular reports from our CIO, CISO, and other senior management regarding cybersecurity risks and incidents, business continuity exercises, completed and ongoing cyber audits, security metrics, penetration-testing results and remediation progress, data-governance initiatives, and cyber-insurance coverage.

The Audit Committee retains primary responsibility for oversight of enterprise-level cybersecurity risk. Significant matters identified by the Technology Committee, CIO, CISO, or senior management are escalated to the Audit Committee. Both the Technology Committee and the Audit Committee report to the full Board, which maintains ultimate responsibility for oversight of the Company's risk-management framework.

At the management level, cybersecurity oversight is supported by our cross-functional Risk Management Working Group, which is part of our enterprise risk-management program. On at least a quarterly basis—and more frequently as needed—the CIO, CISO, and other senior personnel provide updates to the Risk Management Working Group, Technology Committee, and Audit Committee regarding cybersecurity risk assessments, emerging threats, incident readiness, audit findings, remediation progress, business continuity and disaster recovery testing, regulatory developments, and the status of key information-security initiatives. Material issues are escalated to the Technology and Audit Committees to ensure alignment and timely action.

Senior management responsible for managing material cybersecurity risks have extensive cybersecurity and IT experience. Our CIO previously served in multiple senior technology leadership roles in the insurance and financial sectors and was inducted into the CIO Hall of Fame in 2018, reflecting recognized expertise in enterprise technology and information security. Our CISO has approximately two decades of experience in senior engineering, infrastructure, and information-security roles within the financial services industry, providing deep technical knowledge to support cybersecurity risk management.

**Item 2. Properties** 

We lease office space in Bermuda, which houses our headquarters and principal executive offices, as well as in other locations throughout the U.S., U.K. and Ireland. We believe that our current office space is sufficient for us to conduct our operations, although our needs may change in the future. To date, the cost of acquiring and maintaining our office space has not been material to us as a whole.

**Item 3. Legal Proceedings** 

The information required by this Item relating to legal proceedings is incorporated herein by reference to information included in Note 15, *Commitments and Contingencies* of the accompanying notes to our accompanying audited consolidated financial statements.

**Item 4. Mine Safety Disclosures** 

None.

------

**Part II**

**Item 5. Market for Registrant's Common Equity, Related Stockholder Matters and Issuer Purchases of Equity Securities** 

**Market Information and Number of Holders**

Our Class B common shares began trading on the NYSE under the symbol "HG" on November 13, 2023. Prior to that time, there was no public market for our common shares. As of February 19, 2026, there were approximately 2, 128 and 2 holders of record of our Class A, B and C common shares, respectively. These figures do not represent the actual number of beneficial owners of our common shares because shares are frequently held in "street name" by securities dealers and other financial institutions on behalf of our shareholders. Our Class A and Class C common shares are not listed or traded on any securities exchange and there is currently no established public trading market for our Class A or C common shares.

**Dividends**

We have not historically declared or paid regular cash dividends on any class of our common shares. On February 18, 2026 our Board of Directors declared a special one-time cash dividend of $2.00 per common share payable on March 30, 2026 to shareholders of record on March 6, 2026. However, we do not have a policy of paying regular cash dividends and currently anticipate retaining earnings to finance the further development and expansion of our business. Any future determination to pay dividends will be at the discretion of our Board of Directors, subject to applicable laws, and will depend on our financial condition, results of operations, capital requirements, general business conditions and future agreements and financing instruments, business prospects, and such other factors that our Board of Directors deems relevant. Our ability to pay cash dividends on our common shares may also be limited by the terms of the existing (or future) agreements governing our indebtedness as well as any future debt securities we may issue.

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**Performance Graph**

The following information is not deemed to be "soliciting material" or to be "filed" with the SEC or subject to Regulation 14A or 14C under the Securities Act of 1933, as amended, or the liabilities of Section 18 of the Exchange Act, and will not be deemed to be incorporated by reference into any filing of the Company under the Securities Act or the Exchange Act, except to the extent the Company specifically incorporates it by reference into such filing.

The following graph compares the cumulative total shareholder return on our Class B common shares from November 13, 2023 to December 31, 2025, to the cumulative total return, assuming reinvestment of dividends, of (1) the S&P 500 Composite Stock Index ("S&P 500") and (2) the S&P 500 Property & Casualty Insurance Index ("S&P 500 P&C"). This graph assumes $100 was invested on November 13, 2023, in each of Hamilton Insurance Group, Ltd's common stock and the indicated indices. The share price performance presented below is not necessarily indicative of future results.

![2185](hg-20251231_g9.jpg)

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**Issuer Repurchases of Equity Securities**

The following table provides information about purchases made by or on behalf of the Company or any "affiliated purchaser" (as defined in Rule 10b-18(a)(3) under the Exchange Act) of our Class B common shares during the three months ended December 31, 2025.

---

| | | | | | | | |
|:---|:---|:---|:---|:---|:---|:---|:---|
| | **Shares purchased under publicly announced repurchase program**<sup>(1)</sup> | **Shares purchased under publicly announced repurchase program**<sup>(1)</sup> | **Other shares purchased**<sup>(2)</sup> | **Other shares purchased**<sup>(2)</sup> | **Total shares purchased** | **Total shares purchased** | **Maximum $ amount still available under repurchase program**<sup>(1)</sup> |
| *($ in thousands, except per share information)* | **Shares** | **Average price per share** | **Shares** | **Average price per share** | **Shares** | **Average price per share** | **Maximum $ amount still available under repurchase program**<sup>(1)</sup> |
| Available for repurchase |  |  |  |  |  |  | $186172 |
| &nbsp;&nbsp;October 1 - 31, 2025 |  | $— |  | $— |  | $— | $186172 |
| &nbsp;&nbsp;November 1 - 30, 2025 | 284491 | $26.10 | 480148 | $26.08 | 764639 | $26.09 | $178747 |
| &nbsp;&nbsp;December 1 - 31, 2025 | 9490 | $26.26 |  | $— | 9490 | $26.26 | $178497 |
| Total | 293981 |  | 480148 |  | 774129 |  | $178497 |

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(1) On November 4, 2025, the Board of Directors authorized the repurchase of the Company's common shares in the aggregate amount of $150 million, in addition to remaining amounts under the prior authorization (collectively, the "Authorization"), under which the Company may repurchase shares through open market repurchases and/or privately negotiated transactions. The Authorization will expire when the Company has repurchased the full value of shares authorized, unless terminated earlier by the Board of Directors. To the extent there is any repurchase activity under the Authorization, it is also disclosed in Note 11, <sup>Share Capital</sup>. Repurchases under the Authorization totaled $7.7 million for the quarter ended December 31, 2025.

(2) Other shares purchased represents common shares repurchased and cancelled in respect of withholding tax obligations on vested awards.

**Item 6. Reserved**

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**Item 7. Management's Discussion and Analysis of Financial Condition and Results of Operations**

*The following discussion and analysis should be read in conjunction with the "Selected Consolidated Financial Data" and our audited consolidated financial statements and related notes thereto included in the Group's Annual Report on Form 10-K ("Annual Report" or "Form 10-K"). In addition to historical information, this discussion contains forward-looking statements that involve risks, uncertainties and assumptions that could cause actual results to differ materially from management's expectations. Factors that could cause such differences are discussed in the sections entitled "Special Note Regarding Forward-Looking Statements" and "Risk Factors" in the Form 10-K. We do not undertake any obligation to update any forward-looking statements or other statements we may make in the following discussion or elsewhere in this document even though these statements may be affected by events or circumstances occurring after the forward-looking statements or other statements were made.*

------

**Index To Management's Discussion and Analysis of Financial Condition and Results of Operations**

---

| | |
|:---|:---|
| | Page |
| <u>[Overview](#i065459bfec7643c7b86ee3a3e7500293_52)</u> | <u>[79](#i065459bfec7643c7b86ee3a3e7500293_52)</u> |
| <u>[Selected Consolidated Financial Data](#i065459bfec7643c7b86ee3a3e7500293_61)</u> | <u>[82](#i065459bfec7643c7b86ee3a3e7500293_61)</u> |
| <u>[Summary of Critical Accounting Estimates](#i065459bfec7643c7b86ee3a3e7500293_64)</u> | <u>[84](#i065459bfec7643c7b86ee3a3e7500293_64)</u> |
| &nbsp;&nbsp;&nbsp;&nbsp;<u>[Reserve for Losses and Loss Adjustment Expenses](#i065459bfec7643c7b86ee3a3e7500293_67)</u> | <u>[84](#i065459bfec7643c7b86ee3a3e7500293_67)</u> |
| &nbsp;&nbsp;&nbsp;&nbsp;<u>[Premiums Written and Earned](#i065459bfec7643c7b86ee3a3e7500293_70)</u> | <u>[89](#i065459bfec7643c7b86ee3a3e7500293_70)</u> |
| &nbsp;&nbsp;&nbsp;&nbsp;<u>[Ceded Reinsurance and Unpaid Losses and Loss Adjustment Expenses Recoverable](#i065459bfec7643c7b86ee3a3e7500293_73)</u> | <u>[90](#i065459bfec7643c7b86ee3a3e7500293_73)</u> |
| &nbsp;&nbsp;&nbsp;&nbsp;<u>[Fair Value of Investments](#i065459bfec7643c7b86ee3a3e7500293_76)</u> | <u>[91](#i065459bfec7643c7b86ee3a3e7500293_76)</u> |
| <u>[Consolidated Results of Operations](#i065459bfec7643c7b86ee3a3e7500293_85)</u> | <u>[93](#i065459bfec7643c7b86ee3a3e7500293_85)</u> |
| &nbsp;&nbsp;&nbsp;&nbsp;<u>[O](#i065459bfec7643c7b86ee3a3e7500293_88)[perating](#i065459bfec7643c7b86ee3a3e7500293_88)[Highli](#i065459bfec7643c7b86ee3a3e7500293_88)[ghts](#i065459bfec7643c7b86ee3a3e7500293_88)</u> | <u>[94](#i065459bfec7643c7b86ee3a3e7500293_88)</u> |
| &nbsp;&nbsp;&nbsp;&nbsp;<u>[S](#i065459bfec7643c7b86ee3a3e7500293_91)[egment Information](#i065459bfec7643c7b86ee3a3e7500293_91)</u> | <u>[97](#i065459bfec7643c7b86ee3a3e7500293_91)</u> |
| &nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;<u>[I](#i065459bfec7643c7b86ee3a3e7500293_94)[nternational Segment](#i065459bfec7643c7b86ee3a3e7500293_94)</u> | <u>[98](#i065459bfec7643c7b86ee3a3e7500293_94)</u> |
| &nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;<u>[B](#i065459bfec7643c7b86ee3a3e7500293_97)[ermuda Segment](#i065459bfec7643c7b86ee3a3e7500293_97)</u> | <u>[102](#i065459bfec7643c7b86ee3a3e7500293_97)</u> |
| &nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;<u>[C](#i065459bfec7643c7b86ee3a3e7500293_100)[orporate and Other](#i065459bfec7643c7b86ee3a3e7500293_100)</u> | <u>[107](#i065459bfec7643c7b86ee3a3e7500293_100)</u> |
| <u>[Key Operating and Financial Metrics](#i065459bfec7643c7b86ee3a3e7500293_106)</u> | <u>[110](#i065459bfec7643c7b86ee3a3e7500293_106)</u> |
| <u>[Non-GAAP Measures](#i065459bfec7643c7b86ee3a3e7500293_118)</u> | <u>[112](#i065459bfec7643c7b86ee3a3e7500293_118)</u> |
| <u>[Financial Condition, Liquidity and Capital Resources](#i065459bfec7643c7b86ee3a3e7500293_121)</u> | <u>[114](#i065459bfec7643c7b86ee3a3e7500293_121)</u> |
| &nbsp;&nbsp;&nbsp;&nbsp;<u>[Financial Condition](#i065459bfec7643c7b86ee3a3e7500293_124)</u> | <u>[114](#i065459bfec7643c7b86ee3a3e7500293_124)</u> |
| &nbsp;&nbsp;&nbsp;&nbsp;<u>[Cash and Investments](#i065459bfec7643c7b86ee3a3e7500293_127)</u> | <u>[114](#i065459bfec7643c7b86ee3a3e7500293_127)</u> |
| &nbsp;&nbsp;&nbsp;&nbsp;<u>[Liquidity and Capital Resources](#i065459bfec7643c7b86ee3a3e7500293_130)</u> | <u>[119](#i065459bfec7643c7b86ee3a3e7500293_130)</u> |
| &nbsp;&nbsp;&nbsp;&nbsp;<u>[Financial Strength Ratings](#i065459bfec7643c7b86ee3a3e7500293_133)</u> | <u>[124](#i065459bfec7643c7b86ee3a3e7500293_133)</u> |
| &nbsp;&nbsp;&nbsp;&nbsp;<u>[Reserve for Losses and Loss Adjustment Expenses](#i065459bfec7643c7b86ee3a3e7500293_136)</u> | <u>[125](#i065459bfec7643c7b86ee3a3e7500293_136)</u> |
| &nbsp;&nbsp;&nbsp;&nbsp;<u>[Contractual Obligations and Commitments](#i065459bfec7643c7b86ee3a3e7500293_139)</u> | <u>[125](#i065459bfec7643c7b86ee3a3e7500293_139)</u> |
| &nbsp;&nbsp;&nbsp;&nbsp;<u>[Transactions with Related Parties](#i065459bfec7643c7b86ee3a3e7500293_142)</u> | <u>[125](#i065459bfec7643c7b86ee3a3e7500293_142)</u> |

---

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**Overview**

Hamilton Insurance Group, Ltd. ("Hamilton", "Hamilton Group", the "Group" or the "Company") is a global specialty insurance and reinsurance company founded in Bermuda in 2013, enhanced by data and technology, focused on producing sustainable underwriting profitability and delivering significant shareholder value. We intend to continue growing our diverse book of business by responding to changing market conditions, prudently managing our capital, and driving sustainable shareholder returns.

We harness multiple drivers to create shareholder value, including diverse underwriting operations supported by proprietary technology and a team of over 600 full-time employees, a strong balance sheet, and a unique investment management relationship with Two Sigma. We operate globally, with underwriting operations in London, Dublin, Bermuda and across the United States.

We operate three principal underwriting platforms (Hamilton Global Specialty, Hamilton Select and Hamilton Re) that are categorized into two reporting business segments (International and Bermuda):

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• **International**: International consists of business written out of our Lloyd's syndicate and subsidiaries based in the United Kingdom, Ireland, and the United States, and includes the Hamilton Global Specialty and Hamilton Select platforms.

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• Hamilton Global Specialty focuses predominantly on commercial specialty and casualty insurance for medium to large-sized accounts and specialty reinsurance products written by Lloyd's Syndicate 4000 and Hamilton Insurance DAC ("HIDAC"). Syndicate 4000, a leading Lloyd's syndicate, generates a significant portion of premium from the U.S. Excess & Surplus ("E&S") market and has ranked among the most profitable and least volatile syndicates at Lloyd's over the last 10 years.

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• Hamilton Select, our U.S. domestic E&S carrier, writes casualty insurance for small to mid-sized clients in the hard-to-place niche of the U.S. E&S market. We believe it presents meaningful and profitable growth opportunities in the near-to-long term, further expanding our footprint in the U.S. E&S market.

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• **Bermuda**: Bermuda consists of the Hamilton Re platform, made up of Hamilton Re and Hamilton Re US. Hamilton Re writes property, casualty and specialty reinsurance business on a global basis and also offers high excess Bermuda market specialty insurance products, predominantly for large U.S. commercial risks. Hamilton Re US writes casualty and specialty reinsurance business on a global basis.

We seek to prudently manage our capital with the objective of effectively navigating different market conditions and generating strong underwriting margins throughout all market cycles. Our scaled and diversified platforms and product offerings, and our broad industry relationships provide significant opportunity to underwrite our chosen classes of property, casualty and specialty insurance and reinsurance as market opportunities arise. Leveraging our disciplined underwriting approach, balance sheet strength and flexibility, and real-time technology prowess, we can respond dynamically to capture opportunities as markets evolve.

One of our key strategic priorities is sustainable underwriting profitability across the business we write. Our data-driven and disciplined underwriting processes position us to intelligently price and structure our products and our business portfolio. We maintain trusted and long-standing relationships with our clients and brokers, who we believe will continue to provide us with increased access to attractive business.

We see continued growth opportunities in both the insurance and reinsurance markets in which we operate and intend to pursue disciplined growth across our underwriting platforms. In recent years the E&S market has benefited from a strong rate environment and increased submissions as business has shifted into the non-admitted market from the admitted market. Non-admitted insurers are able to cover unique and hard-to-place risks because they have flexibility of rate and form and can accommodate the unique needs of insureds who are unable to obtain coverage from admitted carriers. We believe the access our three underwriting platforms have to U.S. E&S insurance business allows us to build a robust and diversified book of business and achieve our profitable growth objectives throughout various market cycles.

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In recent years, reinsurance business experienced a supply/demand imbalance in a number of classes, which created strong market conditions. This, combined with our relatively recent AM Best "A" rating upgrade, allowed us to accelerate growth opportunities in these areas. We have observed a slight change in the supply/demand dynamics in some reinsurance classes this year, particularly property and some specialty classes, which is creating flatter market conditions. However, we believe pricing is still attractive in most areas. Strong underlying market conditions persist in casualty classes, due to continued uncertainty around social inflation.

Our strong, sustainable underwriting operations are complemented by our unique investment portfolio, which consists of the Two Sigma Hamilton Fund, LLC ("TS Hamilton Fund" or "TSHF"), and our investment grade fixed income portfolio, which is currently benefiting from favorable interest rates. We will continue to optimize our investment portfolio through a balanced allocation of invested assets and maintain the flexibility to adjust this allocation as needed. We believe our strategy of disciplined underwriting growth, balanced with our investment platform, will drive our ability to create shareholder value.

We have a unique and long-term investment management relationship with Two Sigma. Founded in 2001, Two Sigma is a premier investment manager with a strong track record, driven by a differentiated application of technology and data science. The TS Hamilton Fund is a dedicated fund of one managed by Two Sigma with exposures to certain Two Sigma equity and macro strategies and is designed to provide low-correlated absolute returns, primarily by combining multiple hedged and leveraged systematic and non-systematic investment strategies with proprietary risk management and execution techniques. The TS Hamilton Fund invests in a broad set of financial instruments and is primarily focused on liquid strategies in global equity, FX markets, exchange-listed and over the counter options (and their underlying instruments) and other derivatives. This liquidity profile fits well with our business, while also providing the benefit of access to a dedicated fund of one.

Two Sigma has broad discretion to allocate invested assets to different opportunities. Its current investments include Two Sigma Spectrum Portfolio, LLC ("STV"), Two Sigma Equity Spectrum Portfolio, LLC ("ESTV"), Two Sigma Absolute Return Portfolio, LLC ("ATV"), Two Sigma Futures Portfolio, LLC ("FTV"), Two Sigma Horizon Portfolio, LLC ("HTV"), Two Sigma Navigator Portfolio, LLC ("NTV") and Two Sigma Kuiper Portfolio, LLC ("KTV"). The TS Hamilton Fund's trading and investment activities are not limited to these strategies and techniques and the TS Hamilton Fund is permitted to pursue any investment strategy and/or technique that Two Sigma determines in its sole discretion to be appropriate for the TS Hamilton Fund from time to time.

**Effects of Inflation**

Historically, inflation has not had a material effect on the Company's consolidated results of operations. However, over the last several years, global economic inflation has increased, and there is a risk that it will remain elevated for an extended period. Inflation is subject to many macroeconomic factors beyond our control, including global banking policy, political risks and supply chain issues. An inflationary economy may result in higher losses and loss adjustment expenses, negatively impact the performance of our fixed income security investment portfolio, or increase our operating expenses, among other unfavorable effects. The ultimate effects of an inflationary or deflationary period are subject to high uncertainty and cannot be accurately estimated until the actual costs are known.

In the wake of a catastrophe loss there is a risk of specific inflationary pressures in the local economy, which is considered in our catastrophe loss models. Similarly, the Company incorporates the anticipated effects of inflation in our ultimate estimate of the reserves for unpaid losses and loss adjustment expenses on certain long-tail lines of business. As with general economic inflation, the actual effects of inflation on reserves for losses and loss adjustment expenses and results of operations cannot be accurately known until all of the underlying claims are ultimately settled.

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**Taxes**

On December 27, 2023, the Bermuda Government enacted a 15% corporate income tax that generally became effective for Bermuda domiciled entities on or after January 1, 2025. The legislation defers the effective date until January 1, 2030 for so long as the consolidated group operates in six or fewer jurisdictions, has less than €50 million in tangible assets and none of its Bermuda entities are subject to the Income Inclusion Rule in any other jurisdiction ("Limited International Footprint Exemption"). The act is a response to the Organization of Economic Cooperation and Development ("OECD") Pillar Two initiative as enacted by the U.K. and Ireland in their respective domestic laws. In substance, these laws require a top-up tax be paid on Bermuda-sourced income to non-Bermuda jurisdictions such that a 15% minimum effective tax rate ("ETR") is achieved for Hamilton Group's Bermuda entities, the Undertaxed Profits Rule ("UTPR"). Hamilton Group expects to be exempt from the UTPR until January 1, 2030, pursuant to an exemption similar to that available in Bermuda. The Bermuda legislation includes a provision referred to as the Economic Transition Adjustment ("ETA"), which will reduce future years' Bermuda taxable income. As of December 31, 2025, the Company holds a deferred tax asset of $35.4 million on its balance sheet related to the ETA.

On January 15, 2025, the OECD issued additional guidance related to the calculation of income subject to taxation under the Pillar Two initiative. Specifically, it provided that for purposes of calculating the UTPR, a deduction for the ETA will not be allowed in years after 2026. Accordingly, when Hamilton Group becomes subject to the UTPR, expected in 2030, it is possible that a top-up tax liability will arise to the extent that it does not achieve a 15% minimum ETR on its Bermuda taxable earnings, excluding the ETA deduction. If Hamilton were to incur a UTPR top-up tax on its Bermuda earnings, the liability would be recorded in the period and jurisdiction in which it is incurred.

Hamilton reported an income tax benefit of $15.1 million for the year ended December 31, 2025, which equates to an ETR of (1.8)%. This was lower than the Bermuda statutory rate of 15%, primarily driven by the Limited International Footprint Exemption and a net release of valuation allowances on deferred tax assets in the U.K. and the U.S., partially offset by withholding taxes on investment income from the TS Hamilton Fund. Hamilton reported an income tax expense of $8.4 million for the year ended December 31, 2024, which equates to an ETR of 1.4%. In 2024, this was higher than the Bermuda statutory rate of 0%, due primarily to income generated in jurisdictions with higher tax rates than Bermuda and withholding taxes on investment income from the TS Hamilton Fund. Hamilton reported an income tax benefit of $25.1 million for the year ended December 31, 2023, which equates to ETR of (9.8%), which was lower than the Bermuda statutory rate of 0%, due primarily to the effect of the ETA benefit, partially offset by withholding taxes on investment income from the TS Hamilton Fund.

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**SELECTED CONSOLIDATED FINANCIAL DATA**

References to the current year in this document refer to the calendar year ended December 31, 2025. In 2022, the Company changed its fiscal year from November 30 to December 31. The following tables set forth our selected consolidated financial data and other financial information at the end of and for each of the years in the five-year period ended December 31, 2025. The selected consolidated financial data should be read in conjunction with our consolidated audited financial statements and related notes thereto and the other information in this Form 10-K.

**Results of Operations**

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| | | | | | |
|:---|:---|:---|:---|:---|:---|
| *($ in thousands, except per share amounts)* | **For the Years Ended** | **For the Years Ended** | **For the Years Ended** | **For the Years Ended** | **For the Years Ended** |
| *($ in thousands, except per share amounts)* | **December 31,** | **December 31,** | **December 31,** | **December 31,** | **November 30,** |
| *($ in thousands, except per share amounts)* | **2025** | **2024** | **2023** | **2022** | **2021** |
| Gross premiums written | $2923145 | $2422582 | $1951038 | $1646673 | $1446551 |
| Net premiums written | 2287543 | 1921169 | 1480438 | 1221864 | 1085428 |
| Net premiums earned | 2109776 | 1734729 | 1318533 | 1143714 | 942549 |
| Net realized and unrealized gains (losses) on investments | 687111 | 511407 | 209610 | 93348 | 352193 |
| Net investment income (loss)<sup>(1)</sup> | 88021 | 63267 | 30456 | (21487) | (43217) |
| Total net realized and unrealized gains (losses) on investments and net investment income (loss) | 775132 | 574674 | 240066 | 71861 | 308976 |
| Third party fee income<sup>(2)</sup> | 26601 | 23752 | 18234 | 11631 | 21022 |
| Losses and loss adjustment expenses | 1258521 | 1010173 | 714603 | 758333 | 640560 |
| Acquisition costs | 507290 | 388931 | 309148 | 271189 | 229213 |
| Other underwriting expenses<sup>(3)</sup> | 221743 | 210013 | 183165 | 157540 | 149822 |
| Underwriting income (loss)<sup>(4)</sup> | 148823 | 149364 | 129851 | (31717) | (56024) |
| Net income (loss) | 840029 | 613158 | 280287 | (29935) | 249839 |
| Net income (loss) attributable to non-controlling interest <sup>(5)</sup> | 263359 | 212729 | 21560 | 68064 | 61660 |
| Net income (loss) attributable to common shareholders | $576670 | $400429 | $258727 | $(97999) | $188179 |
| Diluted income (loss) per share attributable to common shareholders | $5.55 | $3.67 | $2.44 | $(0.95) | $1.82 |
| Combined ratio | 92.9% | 91.3% | 90.1% | 102.8% | 106.0% |
| Return on average common shareholders' <br> equity | 22.4% | 18.3% | 13.9% | (5.7)% | 11.1% |

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(1) Net investment income (loss) is presented net of investment management fees.

(2) Third party fee income is a non-GAAP financial measure as defined in Item 10(e) of SEC Regulation S-K. The reconciliation to other income (loss), the most comparable GAAP financial measure, also included other income (loss), excluding third party fee income of $Nil, $Nil, $0.4 million, and $(0.3) million for each of the years ended December 31, 2025, 2024, 2023 and 2022, respectively, and less than $0.1 million for the year ended November 30, 2021. Refer to 'Management's Discussion and Analysis of Financial Condition and Results of Operations—Non-GAAP Measures' for further details.

(3) Other underwriting expenses is a non-GAAP financial measure as defined in Item 10(e) of SEC Regulation S-K. The reconciliation to general and administrative expenses, the most comparable GAAP financial measure, also included corporate expenses of $57.2 million, $61.1 million, $76.7 million, $20.1 million and $22.5 million for years ended December 31, 2025, 2024, 2023 and 2022, and November 30, 2021, respectively. Refer to 'Management's Discussion and Analysis of Financial Condition and Results of Operations—Non-GAAP Measures' for further details.

(4) Underwriting income (loss) is a non-GAAP financial measure as defined in Item 10(e) of SEC Regulation S-K. Refer to 'Management's Discussion and Analysis of Financial Condition and Results of Operations—Non-GAAP Measures' for further details.

(5) Refer to 'Management's Discussion and Analysis of Financial Condition and Results of Operations—Consolidated Results of Operations - Corporate and Other' for further details.

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**SELECTED CONSOLIDATED FINANCIAL DATA**

**Balance Sheet Data**

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| | | | | | |
|:---|:---|:---|:---|:---|:---|
| *($ in thousands, except shares and per share amounts)* | **As At** | **As At** | **As At** | **As At** | **As At** |
| *($ in thousands, except shares and per share amounts)* | **December 31,** | **December 31,** | **December 31,** | **December 31,** | **November 30,** |
| *($ in thousands, except shares and per share amounts)* | **2025** | **2024** | **2023** | **2022** | **2021** |
| Total investments | $5026660 | $3814353 | $3111616 | $2286323 | $2464622 |
| Cash and cash equivalents | 1062359 | 996493 | 794509 | 1076420 | 797793 |
| Total investments and cash and cash equivalents | 6198750 | 4810846 | 3906125 | 3362743 | 3262415 |
| Total assets | 9571613 | 7796033 | 6671355 | 5818965 | 5611607 |
| Reserve for losses and loss adjustment expenses | 4415176 | 3532491 | 3030037 | 2856275 | 2379027 |
| Unearned premiums | 1377474 | 1122277 | 911222 | 718188 | 620994 |
| Term loan, net of issuance costs | 149743 | 149945 | 149830 | 149715 | 149875 |
| Total shareholders' equity | $2822099 | $2328709 | $2047850 | $1664183 | $1787445 |
| Common shares outstanding | 99029434 | 101466997 | 110225103 | 103087859 | 102540769 |
| Tangible book value per common share | $27.62 | $22.03 | $17.75 | $15.30 | $16.29 |
| Book value per common share | $28.50 | $22.95 | $18.58 | $16.14 | $17.43 |

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**Summary of Critical Accounting Estimates**

The accompanying audited consolidated financial statements have been prepared in accordance with U.S. GAAP and include certain amounts that are inherently uncertain and judgmental in nature. As a result, management is required to make best estimates and assumptions that affect the reported amounts.

The following discussion addresses those accounting policies and estimates that we believe are most critical to our operations and require the most difficult, subjective and complex judgment. Actual events that differ significantly from the underlying assumptions and estimates used in these statements may result in materially favorable or unfavorable adjustments to prior estimates that affect our results of operations, financial condition and liquidity. The sensitivity estimates that follow are based on the Company's assessment of reasonably likely outcomes.

These critical accounting estimates should be read in conjunction with the notes to the accompanying audited consolidated financial statements, including Note 2, *Summary of Significant Accounting Policies*, for a full understanding of the Company's accounting policies.

**Reserve for Losses and Loss Adjustment Expenses**

***Overview***

The estimated reserve for losses and loss adjustment expenses ("loss reserves") represents management's best estimate of the unpaid portion of the Company's ultimate liability for losses and loss adjustment expenses for insured and reinsured events that have occurred at or before the balance sheet date, based on its assessment of facts and circumstances known at that particular point in time. Loss reserves reflect both claims that have been reported to the Company ("case reserves") and claims that have been incurred but not reported to the Company ("IBNR").

Loss reserves are complex estimates, not an exact calculation of liabilities. Management reviews loss reserve estimates at each quarterly reporting date and considers all significant facts and circumstances known at that particular point in time. As additional experience and other data becomes available and/or laws and legal interpretations change, management may adjust previous estimates. Adjustments are recognized in the period in which they are determined and may impact that period's underwriting results either favorably (when current estimates are lower than previous estimates) or unfavorably (when current estimates are higher than previous estimates).

Gross loss reserves for each of the reportable segments, segregated between case reserves and IBNR, by reserve class, are shown below:

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| | | | | | | |
|:---|:---|:---|:---|:---|:---|:---|
| | **As at December 31,** | **As at December 31,** | **As at December 31,** | **As at December 31,** | **As at December 31,** | **As at December 31,** |
| | **2025** | **2025** | **2025** | **2024** | **2024** | **2024** |
| *($ in thousands)* | **International** | **Bermuda** | **Total** | **International** | **Bermuda** | **Total** |
| Case reserves: |  |  |  |  |  |  |
| &nbsp;&nbsp;Property | $75608 | $132297 | $207905 | $61009 | $109347 | $170356 |
| &nbsp;&nbsp;Casualty | 198397 | 210855 | 409252 | 166247 | 160135 | 326382 |
| &nbsp;&nbsp;Specialty | 183928 | 59136 | 243064 | 158855 | 45994 | 204849 |
| &nbsp;&nbsp;&nbsp;&nbsp;Total case reserves | 457933 | 402288 | 860221 | 386111 | 315476 | 701587 |
| IBNR: |  |  |  |  |  |  |
| &nbsp;&nbsp;Property | 133017 | 299821 | 432838 | 113291 | 249870 | 363161 |
| &nbsp;&nbsp;Casualty | 1174355 | 1030151 | 2204506 | 966258 | 713129 | 1679387 |
| &nbsp;&nbsp;Specialty | 550806 | 318879 | 869685 | 462518 | 288566 | 751084 |
| &nbsp;&nbsp;&nbsp;&nbsp;Total IBNR | 1858178 | 1648851 | 3507029 | 1542067 | 1251565 | 2793632 |
| Total other | 37742 | 10184 | 47926 | 29501 | 7771 | 37272 |
| Total reserves | $2353853 | $2061323 | $4415176 | $1957679 | $1574812 | $3532491 |

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***Case Reserves***

With respect to insurance business, the Company is generally notified of losses by brokers and/or insureds. The Company's claims personnel use this and other relevant information to estimate ultimate covered losses arising from the claim, including the cost of claims adjustment administration and settlement, including any legal or other fees. These estimates reflect the judgment of the Company's claims personnel based on their experience and knowledge, the nature of the specific claim and, where appropriate, the advice of legal counsel, third party claims administrators and loss adjusters. In syndicated markets, such as Lloyd's, the Company's case reserves may also be based in part on information provided by the lead insurer.

With respect to reinsurance business, the Company is typically notified of losses by brokers and/or ceding companies. For excess of loss contracts, the Company is typically notified of insured losses on specific contracts in the form of an individual loss notification and records a case reserve for the estimated ultimate liability arising from the claim. For contracts written on a proportional basis, the Company typically receives aggregated claims information in the form of a loss bordereaux and records a case reserve for the estimated ultimate liability arising from the claim based on that information. Proportional reinsurance contracts typically require that losses in excess of pre-defined amounts be separately notified so that the Company can adequately evaluate them. The Company's claims department evaluates each specific loss notification received and, based on their knowledge and experience, may record additional case reserves when a ceding company's reserve for a claim is considered inadequate. The Company also undertakes cedant audits, using outsourced legal and industry experience where necessary. This allows the Company to review different cedants' claims handling practices, understand the level of prudence employed by different cedants and ensure that reserves are consistent with exposures, adequately established, and properly reported in a timely manner.

***IBNR***

IBNR estimates are necessary due to the potential development on reported claims and the reporting time lag between when a loss event occurs and when it is actually reported (the "reporting lag"). Reporting lags may arise from a number of factors, including but not limited to the nature of the loss, the use of intermediaries and the complexity of the claims adjusting process. The lack of specific information means the Company must make estimates. IBNR is calculated by deducting incurred losses (i.e. paid losses and case reserves) from management's best estimate of the ultimate losses. Unlike case reserves, which are established at the claim or contract level, IBNR reserves are generally established at an aggregate level and cannot be identified as reserves for a particular loss event or contract.

***Reserving Methodology***

When conducting actuarial analysis, management organizes the Company's recorded reserves into exposure groupings based on reasonably homogeneous loss development characteristics, underwriting years and reserving classes. Management periodically reviews the exposure groupings and may make changes to the groupings over time as the Company's business changes.

The actuarial methodologies used to perform the quarterly reserving analysis that determines our estimate of the ultimate reserve for losses and loss adjustment expenses for each exposure group include:

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• Initial expected loss ratio ("IELR") method: The IELR method calculates an estimate of ultimate losses by applying an estimated loss ratio to an estimate of ultimate earned premium for each underwriting year. The estimated loss ratio may be based on pricing information and/or industry data and/or historical claims experience revalued to the year under review;

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• Bornhuetter-Ferguson method: The Bornhuetter-Ferguson method uses as a starting point an assumed IELR and blends in the claims experience to date using historical or benchmark loss development patterns on paid claims data or reported claims data. Although the method tends to provide less volatile indications at early stages of development and reflects changes in the external environment, it can be slow to react to emerging loss development and may, if the IELR proves to be inaccurate, produce loss estimates which take longer to converge with the final settlement value of loss; and

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• Loss development method: The loss development method uses actual loss data and the historical development profiles on older underwriting years to project more recent, less developed years to their ultimate position.

------

Our actuaries may use other approaches in addition to those described, and supplement these methods with judgement where they deem appropriate, depending upon the characteristics of the class of business and available data.

For certain significant events, such as natural catastrophes or large man-made catastrophic events, traditional actuarial methods may not be suitable for estimating losses for reasons that may include lack of claims data or the existence of additional risks related to the specific event circumstances. For example, the estimates of loss reserves related to hurricanes and earthquakes can be affected by factors including, but not limited to, the inability to access portions of impacted areas, infrastructure disruptions, the complexity of the loss scenario, legal and regulatory uncertainties, complexities involved in estimating business interruption losses and additional living expenses, the impact of demand surge, fraud, and the limitations on available information. For hurricanes, additional complex coverage factors may include determining whether damage was caused by flooding or wind, evaluating general liability and pollution exposures and mold damage. Other recent examples include possible claims arising from the COVID-19 pandemic and the Ukraine conflict, where additional risks included material uncertainties around whether insured loss events had occurred, the timing of such events, and uncertainty over how contract wording applies in the case of insurance and reinsurance policies.

The timing of events can also affect the level of information available to the Company to estimate loss reserves for that reporting period, and therefore the reserving methods adopted. For example, for events occurring near the end of a reporting period, greater reliance may be placed on information derived from catastrophe models, and, where available and relevant, additional quantitative and qualitative exposure analyses, reports and communications of ground up losses from ceding companies, and development patterns for historically similar events. Due to the inherent uncertainty in estimating losses from such events, these estimates are subject to variability, which increases with the severity and complexity of the underlying event.

In addition to the Company's quarterly reserving process, an independent actuarial review is carried out semi-annually by a leading independent actuarial consulting firm in order to provide additional insight into the reserving process, specific industry trends and the overall level of the Company's loss reserves. Management reviews the information provided in the independent actuarial review in determining its own best estimate of reserves.

Management believes that it is prudent in its reserving assumptions and methodologies. However, we cannot be certain that our ultimate loss payments will not vary, perhaps materially, from the initial estimates made. We note that the process of estimating required reserves, by its very nature, involves uncertainty and therefore the ultimate claims may fall outside the actuarial range. The level of uncertainty can be influenced by many factors, including but not limited to unknown future in-claim value inflation, the existence of coverage with long duration reporting patterns, changes in the speed of claims data being received and processed, contractual uncertainties for unusual claim events, as well as the other factors previously discussed.

If we determine that adjustments to an earlier estimate are appropriate, such adjustments are recorded in the reporting period in which they are identified and may have a significant favorable or unfavorable impact on that period's results of operations. We regularly review and update these estimates using the most current information available.

***Management's Best Estimate***

The Company's recorded reserves at each reporting date reflect management's best estimate of the ultimate reserve for losses and loss adjustment expenses at that date. Management completes quarterly reserve studies for each exposure group for its International and Bermuda segments. Management analyzes significant variances between internal and external actuarial estimates, as well as any relevant additional market, underwriting or claims data that may be available and relevant for setting management's best estimate of ultimate reserves. As a result of these considerations, the selected reserve estimate may be higher or lower than the indicated external actuarial estimate.

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The Company's best estimates are point estimates within a range of reasonable actuarial estimates. To provide an indication of the possible size of this range, in the following table we have compared the point estimate for net losses and loss adjustment expenses recorded by each reportable segment with a range of reasonable actuarial estimates:

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| | | | |
|:---|:---|:---|:---|
| | **December 31, 2025** | **December 31, 2025** | **December 31, 2025** |
| *($ in thousands)* | **Recorded Point Estimate** | **High** | **Low** |
| International | $1366958 | $1518817 | $1166031 |
| Bermuda | 1672361 | $1896112 | $1382946 |
| &nbsp;&nbsp;Net reserve for losses and loss adjustment expenses | $3039319 |  |  |

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It is important to note that the "High" and "Low" estimates above are not intended to be "worst-case" or "best-case" scenarios, and it is possible that final settlements of the reserves for these losses and loss adjustment expenses could fall outside of these ranges.

It is not appropriate to add together the ranges of each reportable segment in an effort to determine a high and low range around the Company's total reserve for losses and loss adjustment expenses.

***Prior Year Reserve Development***

Prior year reserve development arises from changes to estimates for losses and loss adjustment expenses related to loss events that occurred in previous periods. Favorable prior year reserve development indicates that current estimates are lower than previous estimates, while unfavorable prior year reserve development indicates that current estimates are higher than previous estimates. The following table presents net prior year reserve development by reportable segment:

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| | | | |
|:---|:---|:---|:---|
| | **Net (favorable) unfavorable prior year reserve development** | **Net (favorable) unfavorable prior year reserve development** | **Net (favorable) unfavorable prior year reserve development** |
| *($ in thousands)* | **International** | **Bermuda** | **Total** |
| Year ended December 31, 2025 | $(29561) | $(35369) | $(64930) |
| Year ended December 31, 2024 | (10555) | (9884) | (20439) |
| Year ended December 31, 2023 | $(22498) | $6881 | $(15617) |

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For a detailed discussion of net (favorable) unfavorable prior year reserve development by reportable segment for the years ended December 31, 2025, 2024 and 2023 see *Results of Operations*.

***Claim Tail Analysis***

One of the key selection characteristics for loss exposure groupings is the historical duration of the claims settlement process. Business in which claims are reported and settled relatively quickly are commonly referred to as short-tail lines, for example, property classes. On the other hand, business in which claims tend to take longer to be reported and settled are commonly referred to as long-tail lines, for example, casualty classes.

Although estimates of ultimate losses for short-tail business are usually inherently more certain than for medium and long-tail business, significant judgment is still required. Additionally, the inherent uncertainties relating to catastrophe events add further complexity to potential exposure estimation. Further, the Company uses MGAs and other producers for certain business, which can delay the receipt of loss information.

Although the Company uses similar actuarial methodologies for both short-tail and long-tail lines in respect of non-headline loss events, the faster reporting of experience for the short-tail lines allows management to have greater confidence in its estimates of ultimate losses for short-tail lines at an earlier stage than for long-tail lines. As a result, the Company's estimates of ultimate losses for shorter tail lines, with the exception of loss estimates for headline loss events, generally exhibit less volatility than those for the longer tail lines. For longer tail lines, management utilizes exposure-based methods to estimate the Company's ultimate losses, especially for immature years. For both short and long-tail lines, management supplements these general approaches with analytically based judgments.

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***Sensitivity Analysis***

While management believes that the reserve for losses and loss adjustment expenses at December 31, 2025 is adequate, new information, events or circumstances may result in ultimate losses that are materially greater or less than initially recorded.

The tables below summarize, by reportable segment, the effect of reasonably likely scenarios on the key actuarial assumptions used to estimate the Company's reserve for losses and loss adjustment expenses at December 31, 2025. The scenarios shown in the tables illustrate the effect of:

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• changes to the expected loss ratio selections used at December 31, 2025, which represent loss ratio point increases or decreases to the expected loss ratios used. A higher expected loss ratio results in a higher ultimate loss estimate, and vice versa; and

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• changes to the loss development patterns used in the Company's reserving process at December 31, 2025, which represent claims reporting that is either slower or faster than the reporting patterns used. Accelerating a loss reporting pattern (i.e. shortening the claim tail) results in lower ultimate losses, as the estimated proportion of losses already incurred would be higher, and vice versa.

Management believes that the illustrated sensitivities are indicative of the materiality of these key actuarial assumptions to management's best estimate of losses and loss adjustment expense reserves. The degree of stress applied to the expected loss ratio and loss development patterns were selected to be illustrative, and should not be considered to be "best case" or "worst case" for these assumptions. As such, it is important to recognize that future variations may be more or less than the amounts shown in the following table.

The effect of reasonably likely changes in the two key assumptions used to estimate the gross reserve for losses and loss adjustment expenses was as follows:

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| | | | | |
|:---|:---|:---|:---|:---|
| *($ in thousands)* | **Sensitivity of Gross Reserve for Losses and Loss Adjustment Expenses** | **Sensitivity of Gross Reserve for Losses and Loss Adjustment Expenses** | **Sensitivity of Gross Reserve for Losses and Loss Adjustment Expenses** | **Sensitivity of Gross Reserve for Losses and Loss Adjustment Expenses** |
| *($ in thousands)* | **As at December 31, 2025** | **As at December 31, 2025** | **As at December 31, 2025** | **As at December 31, 2025** |
| **Assumptions** | **Higher Expected Loss Ratios** | **Slower Loss Development Patterns** | **Lower <br>Expected Loss Ratios** | **Faster Loss Development Patterns** |
| Reserving class selected assumptions: |  |  |  |  |
| &nbsp;&nbsp;Property | 5% | +1 Q | (5)% | -1 Q |
| &nbsp;&nbsp;Casualty | 5% | +1 Q | (5)% | -1 Q |
| &nbsp;&nbsp;Specialty | 5% | +2 Q | (5)% | -2 Q |
| **International Segment** |  |  |  |  |
| Increase (decrease) in loss reserves: |  |  |  |  |
| &nbsp;&nbsp;Property | $5053 | $10928 | $(4998) | $(8658) |
| &nbsp;&nbsp;Casualty | 58218 | 129739 | (57618) | (101022) |
| &nbsp;&nbsp;Specialty | 35233 | 59082 | (33204) | (47563) |
| **Bermuda Segment** |  |  |  |  |
| Increase (decrease) in loss reserves: |  |  |  |  |
| &nbsp;&nbsp;Property | $35372 | $6839 | $(35372) | $(5136) |
| &nbsp;&nbsp;Casualty | 86853 | 27521 | (86850) | (24421) |
| &nbsp;&nbsp;Specialty | 16595 | 3804 | (16602) | (3117) |

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The results show the cumulative increase (decrease) in loss reserves across all years. Each of the impacts set forth is estimated individually, without consideration for any correlation among key assumptions or among reserve classes. Therefore, it would be inappropriate to take each of the amounts and add them together in an attempt to estimate total volatility. Additionally, it is noted that in some instances, for example, the projection of catastrophe estimates, development patterns are not appropriate as more bespoke techniques are used.

**Premiums Written and Earned**

***Gross Premiums Written***

Revenues primarily consist of insurance and reinsurance premiums generated by the Company's underwriting operations. Recognition of gross premiums written varies by policy or contract type.

For a portion of the Company's insurance business, which comprises 50% of total gross premiums written, a fixed premium specified in the policy is recorded when the policy incepts. This premium may be adjusted if underlying insured values change. Management actively monitors underlying insured values and any resulting premium adjustments are recognized in the period in which they are determined. Gross premiums written on a fixed premium basis accounted for 26.7%, 26.9% and 30.2% of the Company's gross premiums written for the years ended December 31, 2025, 2024 and 2023, respectively. Some of this business is written through MGAs, third parties granted authority to bind risks on the Company's behalf in accordance with defined underwriting guidelines.

The remainder of the Company's insurance business is written on a line slip or proportional basis, where the Company assumes an agreed proportion of the premiums and losses of a particular risk or group of risks along with other unrelated insurers. As premiums for this business are not identified in the policy, estimated premiums are recorded at the inception of the policy based on information provided by clients through brokers. Management reviews these premium estimates on a quarterly basis and any premium estimate adjustments are recognized in the period in which they are determined. Gross premiums written on a line slip or proportional basis accounted for 23.6%, 25.8% and 26.8% of the Company's gross premiums written for the years ended December 31, 2025, 2024 and 2023, respectively.

The Company's reinsurance business, which comprises 50% of total gross premiums written, generally provides cover to cedants on an excess of loss or on a proportional basis. In most cases, cedants seek protection for business that they have not yet written when they enter into agreements and therefore cedants must estimate the underlying premiums that they will cede to the Company.

For proportional reinsurance contracts, the Company shares proportionally in both the premiums and losses of the cedant and pays the cedant a commission to cover the cedant's acquisition costs. Gross premiums written are recognized on a quarterly basis as the underlying contracts incept over the term of the contract, based on estimates received from ceding companies. Management reviews these premium estimates on a quarterly basis and evaluates their reasonability in light of actual premiums reported by the cedants and brokers, supplemented by the Company's own estimates based on experience and familiarity with each market.

As a result of this review process, any adjustments to premium estimates are recognized in the period in which they are determined. Changes in premium estimates could be material to gross premiums written in the period. Changes in premium estimates could also be material to net premiums earned in the period in which they are determined as any adjustment may be substantially or fully earned. Gross premiums written for proportional reinsurance contracts, including adjustments to premium estimates established in prior years, accounted for 27.9%, 24.4% and 20.7% of the Company's gross premiums written for the years ended December 31, 2025, 2024 and 2023, respectively.

For excess of loss reinsurance contracts, the Company is typically exposed to loss events in excess of a predetermined dollar amount or loss ratio and receives a fixed or an initial minimum deposit premium. For excess of loss reinsurance contracts, minimum deposit premiums are generally considered to be the best estimate of premiums at the inception of the contract. The minimum deposit premium is typically adjusted at the end of the contract period to reflect changes in the underlying risks in force during the contract period. Any adjustments to minimum or deposit premiums are recognized in the period in which they are determined. Gross premiums written for excess of loss reinsurance contracts accounted for 21.8%, 22.9% and 22.3% of the Company's gross premiums written for the years ended December 31, 2025, 2024 and 2023, respectively.

------

Many of the Company's excess of loss reinsurance contracts also include provisions for automatic reinstatement of coverage in the event of a loss that has exhausted the initial amount of cover provided. Reinstatement premiums are recognized as written premium when a loss event occurs where coverage limits for the remaining life of the contract are reinstated under the contract.

***Net Premiums Earned***

Premiums are earned evenly over the period in which the Company is exposed to the underlying risk. Changes in circumstances subsequent to contract inception can impact the term of each earning period. For example, when exposure limits for a contract are reached, any associated unearned premiums are recognized as fully earned.

Fixed premium insurance policies and excess of loss reinsurance contracts are generally written on a "losses occurring" or "claims made" basis. Consequently, premiums are earned evenly over the contract term, which is typically 12 months.

Line slip or proportional insurance policies and proportional reinsurance contracts are generally written on a "risks attaching" basis, covering claims that relate to the underlying policies written during the terms of these contracts. As the underlying business incepts throughout the contract term, which is typically one year, and the underlying business typically has a one-year coverage period, these premiums are generally earned over a 24-month period.

**Ceded Reinsurance and Unpaid losses and Loss Adjustment Expenses Recoverable**

***Overview***

In the normal course of business, the Company seeks to reduce the potential amount of loss arising from claim events by reinsuring certain levels of risk with other reinsurers. On a consolidated basis, reinsurance premiums ceded represented 21.7%, 20.7% and 24.1% of gross premiums written for the years ended December 31, 2025, 2024 and 2023, respectively.

Ceded reinsurance contracts do not relieve the Company of its primary obligation to policyholders. In the event that the Company's reinsurers are unable to meet their obligations under these reinsurance agreements or are able to successfully challenge losses ceded by the Company under the contracts, the Company will not be able to realize the full value of the unpaid losses and loss adjustment expenses recoverable balance and will be liable for such defaulted amounts.

The Company enters into proportional or quota share treaties, whereby the Company cedes a portion of its premiums and losses related to a certain class or classes of business to a reinsurer, and into excess of loss or facultative reinsurance agreements, whereby the Company is reinsured for a specific event or exposure, often for amounts in excess of a predetermined dollar amount.

The Company's reinsurance business also obtains reinsurance whereby another reinsurer contractually agrees to indemnify it for all or a portion of the reinsurance risks underwritten. Such arrangements, where one reinsurer provides reinsurance to another reinsurer, are usually referred to as retrocessional reinsurance arrangements and help to reduce exposure to large losses and manage risk. In addition, the Company's reinsurance business participates in "common account" retrocessional arrangements for certain pro rata treaties. Such arrangements reduce the effect of individual or aggregate losses to all companies participating on such treaties, including the reinsurers and the ceding company.

On February 6, 2020, the Company entered into a loss portfolio transfer agreement (the "LPT"), under which the insurance liabilities arising from certain casualty risks for the Lloyd's Years of Account ("YOA") 2016, 2017 and 2018 were retroceded to a third party in exchange for total premium of $72.1 million. This transaction was accounted for as retroactive reinsurance under which cumulative ceded losses exceeding the LPT premium are recognized as a deferred gain liability and amortized into income over the settlement period of the ceded reserves in proportion to cumulative losses collected over the estimated ultimate reinsurance recoverable. The amount of the deferral is recalculated each reporting period based on updated ultimate loss estimates. Consequently, cumulative adverse development subsequent to the signing of the LPT may result in significant losses from operations until periods when the deferred gain is recognized as a benefit to earnings.

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In December 2023, Hamilton Group sponsored a new industry loss index-triggered catastrophe bond through the issuance of Series 2024-1 Class A Principal-at-Risk Variable Rate Notes by Bermuda domiciled Easton Re Ltd. ("Easton Re"), which provide the Company's operating platforms with multi-year risk transfer capacity of $200 million to protect against named storm risk in the United States and earthquake risk in the United States and Canada. The risk period for Easton Re is from January 1, 2024 to December 31, 2026.

***Estimation methodology***

Amounts for unpaid losses and loss adjustment expenses recoverable from reinsurers are estimated in a manner consistent with the reserve for losses and loss adjustment expenses associated with the related assumed business and the contractual terms of the reinsurance agreement. Estimating unpaid losses and loss adjustment expenses recoverable can be more subjective than estimating the underlying reserve for losses and loss adjustment expenses, discussed above. In particular, unpaid losses and loss adjustment expenses recoverable may be affected by deemed inuring reinsurance, industry losses reported by various statistical reporting services, and the magnitude of the Company's recorded IBNR reserves, amongst other factors. Amounts for unpaid losses and loss adjustment expenses recoverable are recorded as assets, predicated on the reinsurers' ability to meet their obligations under the reinsurance agreements.

The majority of the balance that the Company has estimated and accrued as unpaid losses and loss adjustment expenses recoverable will not be due for collection until some point in the future. The amounts recoverable that will ultimately be collected are subject to uncertainty due to the ultimate ability and willingness of reinsurers to pay the Company's claims at a future point in time, for reasons including insolvency or elective run-off, contractual dispute and various other reasons.

To help mitigate these risks, the Company maintains a list of approved reinsurers, performs credit risk assessments for potential new reinsurers, regularly monitors the financial condition of approved reinsurers with consideration for events which may have a material impact on their creditworthiness and monitors concentrations of credit risk. This assessment considers a wide range of individual attributes, including a review of the counterparty's financial strength, industry position and other qualitative factors. If reinsurers do not meet certain specified requirements, they are required to provide the Company with collateral.

**Fair Value of Investments**

***Fixed maturity and short-term investments trading portfolio***

The Company elects the fair value option for its fixed maturities and short-term investments trading portfolio and certain other investments and recognizes the changes in net realized and unrealized gains (losses) on investments in its consolidated statements of operations.

The fair value of a financial instrument is the amount that would be received to sell an asset or paid to transfer a liability in an orderly transaction between market participants at the measurement date (the "exit price"). Instruments that the Company owns are marked to bid prices.

Fair value measurement accounting guidance also establishes a fair value hierarchy that prioritizes the inputs to the respective valuation techniques used to measure fair value. The hierarchy gives the highest priority to unadjusted quoted prices in active markets for identical assets or liabilities (Level 1 measurements) and the lowest priority to unobservable inputs (Level 3 measurements). An asset or liability's classification within the fair value hierarchy is based on the lowest level of significant input to its valuation. The three levels of the fair value hierarchy are:

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;**• Level 1** - Inputs that reflect unadjusted quoted prices in active markets for identical assets or liabilities that the Company has the ability to access at the measurement date;

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;**• Level 2** - Inputs other than quoted prices included within Level 1 that are observable for the asset or liability either directly or indirectly, including inputs in markets that are not considered to be active; and

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;**• Level 3** - Inputs that are both significant to the fair value measurement and unobservable.

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The Company's fixed maturities and short-term investments trading portfolio is primarily priced using pricing services, such as index providers and pricing vendors, as well as broker quotations. In general, the pricing vendors provide pricing for a high volume of liquid securities that are actively traded. For securities that do not trade on an exchange, the pricing services generally utilize market data and other observable inputs in matrix pricing models to determine prices. Observable inputs include benchmark yields, reported trades, broker-dealer quotes, issuer spreads, bids, offers, reference data and industry and economic events. Index pricing generally relies on market traders as the primary source for pricing; however, models are also utilized to provide prices for all index eligible securities. The models use a variety of observable inputs such as benchmark yields, transactional data, dealer runs, broker-dealer quotes and corporate actions. Prices are generally verified using third party data. Securities which are priced by an index provider are generally included in the index. In general, broker-dealers value securities through their trading desks based on observable inputs. The methodologies used include mapping securities based on trade data, bids or offers, observed spreads, and performance on newly issued securities. Broker-dealers also determine valuations by observing secondary trading of similar securities. Prices obtained from broker quotations are considered non-binding; however, they are based on observable inputs and by observing secondary trading of similar securities obtained from active, non-distressed markets. The Company considers these Level 2 inputs as they are corroborated with other market observable inputs.

All of the Company's fixed maturities and short-term investments in its trading portfolio are considered to be valued using Level 2 inputs in the fair value hierarchy. See Note 4, *Fair Value* in the accompanying audited consolidated financial statements for further detail.

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**Consolidated Results of Operations**

The following is a comparison of selected data for our consolidated results of operations:

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| | | | |
|:---|:---|:---|:---|
| | **For the Years Ended December 31,** | **For the Years Ended December 31,** | **For the Years Ended December 31,** |
| *($ in thousands, except per share amounts)* | **2025** | **2024** | **2023** |
| Gross premiums written | $2923145 | $2422582 | $1951038 |
| Net premiums written | $2287543 | $1921169 | $1480438 |
| Net premiums earned | $2109776 | $1734729 | $1318533 |
| Third party fee income<sup>(1)</sup> | 26601 | 23752 | 18234 |
| *Claims and Expenses* |  |  |  |
| Losses and loss adjustment expenses | 1258521 | 1010173 | 714603 |
| Acquisition costs | 507290 | 388931 | 309148 |
| Other underwriting expenses<sup>(2)</sup> | 221743 | 210013 | 183165 |
| Underwriting income (loss)<sup>(3)</sup> | 148823 | 149364 | 129851 |
| Net realized and unrealized gains (losses) on investments | 687111 | 511407 | 209610 |
| Net investment income (loss)<sup>(4)</sup> | 88021 | 63267 | 30456 |
| Total net realized and unrealized gains (losses) on <br>&nbsp;&nbsp;&nbsp;&nbsp;investments and net investment income (loss) | 775132 | 574674 | 240066 |
| Other income (loss), excluding third party fee income<sup>(1)</sup> |  |  | 397 |
| Net foreign exchange gains (losses) | (5985) | (3231) | (6185) |
| Corporate expenses<sup>(2)</sup> | 57167 | 61111 | 76691 |
| Amortization of intangible assets | 15709 | 15520 | 10783 |
| Interest expense | 20189 | 22616 | 21434 |
| Income tax expense (benefit) | (15124) | 8402 | (25066) |
| Net income (loss) | 840029 | 613158 | 280287 |
| Net income (loss) attributable to non-controlling interest<sup>(5)</sup> | 263359 | 212729 | 21560 |
| Net income (loss) attributable to common shareholders | $576670 | $400429 | $258727 |
| Diluted income (loss) per share attributable to common shareholders | $5.55 | $3.67 | $2.44 |
| **Key Ratios** |  |  |  |
| Attritional loss ratio - current year | 54.4% | 53.1% | 52.2% |
| Attritional loss ratio - prior year development | (2.2)% | 0.0% | (0.8)% |
| Catastrophe loss ratio - current year | 8.4% | 6.3% | 3.2% |
| Catastrophe loss ratio - prior year development | (0.9)% | (1.2)% | (0.4)% |
| Loss and loss adjustment expense ratio | 59.7% | 58.2% | 54.2% |
| Acquisition cost ratio | 24.0% | 22.4% | 23.4% |
| Other underwriting expense ratio | 9.2% | 10.7% | 12.5% |
| Combined ratio | 92.9% | 91.3% | 90.1% |
| Return on average common shareholders' equity | 22.4% | 18.3% | 13.9% |

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The following table summarizes book value per share and balance sheet data:

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| | | | |
|:---|:---|:---|:---|
| *($ in thousands, except per share amounts)* | **As at December 31,** | **As at December 31,** | **As at December 31,** |
| **Book Value** | **2025** | **2024** | **2023** |
| Tangible book value per common share | $27.62 | $22.03 | $17.75 |
| Change in tangible book value per common share | 25.4% | 24.1% | 16.0% |
| Book value per common share | $28.50 | $22.95 | $18.58 |
| Change in book value per common share | 24.2% | 23.5% | 15.1% |
| **Balance Sheet Data** |  |  |  |
| Total assets | $9571613 | $7796033 | $6671355 |
| Total shareholders' equity | $2822099 | $2328709 | $2047850 |

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(1) Third party fee income is a non-GAAP financial measure as defined in Item 10(e) of SEC Regulation S-K. The reconciliation to other income (loss), the most comparable GAAP financial measure, also included other income (loss), excluding third party fee income of $Nil for each of the years ended December 31, 2025 and 2024 and $0.4 million for the year ended December 31, 2023. Refer to 'Management's Discussion and Analysis of Financial Condition and Results of Operations – Non-GAAP Measures' for further details.

(2) Other underwriting expenses is a non-GAAP financial measure as defined in Item 10(e) of SEC Regulation S-K. The reconciliation to general and administrative expenses, the most directly comparable GAAP financial measure, also included corporate expenses of $57.2 million, $61.1 million, and $76.7 million for the years ended December 31, 2025, 2024 and 2023, respectively. Refer to 'Management's Discussion and Analysis of Financial Condition and Results of Operations—Non-GAAP Measures' for further details.

(3) Underwriting income (loss) is a non-GAAP financial measure as defined in Item 10(e) of SEC Regulation S-K. Refer to 'Management's Discussion and Analysis of Financial Condition and Results of Operations – Non-GAAP Measures' for further details.

(4) Net investment income (loss) is presented net of investment management fees.

(5) Refer to 'Management's Discussion and Analysis of Financial Condition and Results of Operations—Consolidated Results of Operations—Corporate and Other' for further details.

**Operating Highlights**

The following significant items impacted the consolidated results of operations for the years ended December 31, 2025, 2024 and 2023:

*Gross premiums written* Gross premiums written were $2.9 billion, $2.4 billion and $2.0 billion for the years ended December 31, 2025, 2024 and 2023, respectively. The increase in gross premiums written for the year ended December 31, 2025 compared to the year ended December 31, 2024 was primarily driven by our casualty reinsurance classes and casualty, specialty and property insurance classes. The increase was as a result of growth in both new and existing business. The increase in gross premiums written for the year ended December 31, 2024 compared to the year ended December 31, 2023 was primarily driven by our casualty reinsurance, property reinsurance, specialty reinsurance and casualty insurance business. The growth was a result of new business, increased participations on existing business and a strong rate environment across multiple classes of business.

*Underwriting results* The combined ratio was 92.9% and 91.3% for the years ended December 31, 2025 and 2024, respectively. The increase was primarily driven by an increase in the catastrophe loss ratio and the acquisition cost ratio, partially offset by a decrease in the attritional loss ratio and other underwriting expense ratio. The increase in the combined ratio from 90.1% for the year ended December 31, 2023 to 91.3% for the year ended December 31, 2024 was driven by an increase in the catastrophe loss ratio and attritional loss ratio, partially offset by a decrease in the other underwriting expense ratio and acquisition cost ratio.

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*Losses and Loss Adjustment Expenses*

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| | | | | | | |
|:---|:---|:---|:---|:---|:---|:---|
| | **For the Years Ended** | **For the Years Ended** | **For the Years Ended** | **For the Years Ended** | **For the Years Ended** | **For the Years Ended** |
| *($ in thousands)* | **Current <br>year** | **% of net premiums earned** | **Prior year development** | **% of net premiums earned** | **Losses and loss adjustment expenses** | **% of net premiums earned** |
| **December 31, 2025** |  |  |  |  |  |  |
| Attritional losses | $1145897 | 54.4% | $(46383) | (2.2)% | $1099514 | 52.2% |
| Catastrophe losses | 177554 | 8.4% | (18547) | (0.9)% | 159007 | 7.5% |
| &nbsp;&nbsp;Total | $1323451 | 62.8% | $(64930) | (3.1)% | $1258521 | 59.7% |
| **December 31, 2024** |  |  |  |  |  |  |
| Attritional losses | $921739 | 53.1% | $818 | 0.0% | $922557 | 53.1% |
| Catastrophe losses | 108873 | 6.3% | (21257) | (1.2)% | 87616 | 5.1% |
| &nbsp;&nbsp;Total | $1030612 | 59.4% | $(20439) | (1.2)% | $1010173 | 58.2% |
| **December 31, 2023** |  |  |  |  |  |  |
| Attritional losses | $688144 | 52.2% | $(10443) | (0.8)% | $677701 | 51.4% |
| Catastrophe losses | 42076 | 3.2% | (5174) | (0.4)% | 36902 | 2.8% |
| &nbsp;&nbsp;Total | $730220 | 55.4% | $(15617) | (1.2)% | $714603 | 54.2% |

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*Attritional loss ratio - current year* for the year ended December 31, 2025 was 54.4%, compared to 53.1% for the year ended December 31, 2024, an increase of 1.3 percentage points. The attritional loss ratio - current year for the year ended December 31, 2025 was impacted by a change in business mix, including more casualty reinsurance business, and certain large losses primarily in our Bermuda specialty and property reinsurance classes. The attritional loss ratio - current year for the year ended December 31, 2024 was 53.1% compared to 52.2% for the year ended December 31, 2023. The attritional loss ratio - current year for the year ended December 31, 2024 included a specific large loss of $37.9 million arising from the Francis Scott Key Baltimore Bridge collapse.

*Attritional loss ratio - prior year* for the year ended December 31, 2025 was a favorable 2.2%, compared to 0.0% for the year ended December 31, 2024, a decrease of 2.2 percentage points. The decrease was primarily driven by favorable development in both our Bermuda and International property and specialty classes, partially offset by unfavorable development in certain Bermuda casualty classes. In addition, casualty business protected by the LPT discussed in Note 7, *Reinsurance*, benefited from favorable development in the underlying reserves of $2.5 million, which was partially offset by a change in the deferred gain of $0.8 million, for a total net positive earnings impact of $1.7 million. The attritional loss ratio - prior year for the year ended December 31, 2024 was flat at 0.0% compared to a favorable 0.8% for the year ended December 31, 2023, an increase of 0.8 percentage points. The increase was primarily driven by unfavorable development in both International and Bermuda casualty and specialty classes, largely offset by favorable development in both International and Bermuda property classes. In addition, casualty business protected by the LPT benefited from favorable development in the underlying reserves of $15.3 million, which was partially offset by a change in the deferred gain of $9.4 million, for a total net positive earnings impact of $5.9 million.

*Catastrophe losses - current and prior year development* were $159.0 million, $87.6 million and $36.9 million for the years ended December 31, 2025, 2024 and 2023, respectively. Catastrophe losses for the year ended December 31, 2025 were driven by the California wildfires ($159.7 million), severe convective storms ($10.9 million) and the Queensland hailstorms ($6.9 million), partially offset by favorable prior year development of $18.5 million. Catastrophe losses for the year ended December 31, 2024 were driven by Hurricane Helene ($52.6 million), Hurricane Milton ($37.8 million), the Calgary hailstorms ($12.9 million), and Hurricane Debby ($5.6 million), partially offset by favorable prior year development of $21.3 million. Catastrophe losses for the year ended December 31, 2023 were driven by the Hawaii wildfires ($12.0 million), the wind and thunderstorm events which impacted states in both the Southern and Midwest U.S. during March 2023 ($11.0 million), severe convective storms in June 2023 ($7.6 million), Hurricane Idalia ($6.5 million), and the Vermont floods ($5.0 million), partially offset by favorable prior year development of $5.2 million.

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*Total Net Realized and Unrealized Gains (Losses) on Investments and Net Investment Income (Loss)*

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| | | | |
|:---|:---|:---|:---|
| | **For the Years Ended December 31,** | **For the Years Ended December 31,** | **For the Years Ended December 31,** |
| *($ in thousands)* | **2025** | **2024** | **2023** |
| Total net realized and unrealized gains (losses) on investments and net investment income (loss) - TSHF<sup>(1)</sup> | $564254 | $487186 | $143655 |
| Total net realized and unrealized gains (losses) on investments and net investment income (loss) - other | 210878 | 87488 | 96411 |
|  | $775132 | $574674 | $240066 |
| Net income (loss) attributable to non-controlling interest - TSHF | $263359 | $212729 | $21560 |

---

 

(1) Prior to non-controlling interest performance incentive allocation

*Total net realized and unrealized gains (losses) on investments and net investment income (loss)* - *TSHF*, prior to non-controlling interest, returned income of $564.3 million, $487.2 million and $143.7 million for the years ended December 31, 2025, 2024 and 2023, respectively. This includes the fund's returns, net of investment management fees.

*Net investment income, net of non-controlling interest - TSHF*, returned income of $300.9 million, $274.5 million and $122.1 million for the years ended December 31, 2025, 2024 and 2023, respectively. This includes the fund's returns, net of investment management fees and performance incentive allocations. The aggregate incentive allocation to which the investment manager is entitled is included in "Net income (loss) attributable to non-controlling interest" in our GAAP financial statements.

TS Hamilton Fund produced returns, net of investment management fees and performance incentive allocations, of 16.0%, 16.3% and 7.6% for the years ended December 31, 2025, 2024 and 2023, respectively.

For the year ended December 31, 2025, TS Hamilton Fund experienced gains from single name equities trading within the equity market neutral vehicles STV, ESTV, and ATV. Gains from single name equities trading were led by the U.S., followed by East Asia. TS Hamilton Fund also experienced gains from macro trading within the scientific discretionary macro vehicle, NTV, the systematic macro vehicle, FTV, the relative value rates vehicle, KTV, and the relative value macro vehicle, HTV.

For the year ended December 31, 2024, gains in TS Hamilton Fund were led by single name U.S. equities trading in STV. The TS Hamilton Fund also saw positive contributions to gains from non-U.S. equities trading in ESTV. In ESTV, gains were experienced in all underlying regions. The TS Hamilton Fund also experienced gains from macroeconomic trading in FTV. In FTV, gains were led by equities, credit, and fixed income.

For the year ended December 31, 2023, TS Hamilton Fund generated positive returns in single name equities trading in STV and ESTV, partially offset by losses in macroeconomic trading in FTV. In single name equities trading, STV and ESTV both made positive contributions. Within ESTV, trading was most profitable in Europe, followed by East Asia and Pan-America, while China experienced losses. Within FTV, losses were driven by commodities, fixed income, and equities, partially offset by gains in currencies and credit.

*Total net realized and unrealized gains (losses) on investments and net investment income (loss) - other* returned income of $210.9 million, $87.5 million and $96.4 million for the years ended December 31, 2025, 2024 and 2023, respectively. Income for the year ended December 31, 2025 was primarily driven by investment income on a larger portfolio of higher yielding assets and positive mark-to-market returns. During the year ended December 31, 2024, the fixed maturity securities trading portfolio produced positive returns as the result of investment yield, partially offset by unrealized losses, primarily arising from U.S. Treasury interest rate increases. During the year ended December 31, 2023, the fixed maturity securities trading portfolio produced positive returns as the rate of rising interest rates slowed and reinvested funds generated higher yields.

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**Segment Information**

We have determined our reportable business segments based on the information used by management in assessing performance and allocating resources to underwriting operations. We have identified two reportable business segments - International and Bermuda. Each of our identified reportable segments has a Chief Executive Officer who is responsible for the overall profitability of their segment and who regularly reports and is directly accountable to the chief operating decision maker ("CODM"): the Chief Executive Officer of the consolidated group. The CODM's responsibilities include providing leadership to all levels of employees; developing culture, values, and ethos; setting the Company's strategy, vision and direction; and overall responsibility for the success and profitability of the Company, including evaluating segment performance.

The CODM evaluates reportable segment performance based on the segments' respective underwriting income or loss. Underwriting income or loss is calculated as net premiums earned less losses and loss adjustment expenses, acquisition costs, and other underwriting expenses, net of third party fee income. General and administrative expenses not incurred by the reportable segments are included in corporate and other expenses as part of the reconciliation of net underwriting income or loss to net income or loss attributable to common shareholders. As we do not manage our assets by reportable segment, investment income and assets are not allocated to reportable segments.

Our core business is underwriting and our underwriting results are reflected in our reportable segments: (1) International, which is comprised of property, casualty, and specialty insurance and reinsurance classes of business originating from the Company's London, Dublin, and Hamilton Select operations; and (2) Bermuda, which is comprised of property, casualty, and specialty insurance and reinsurance classes of business originating from Hamilton Re, Bermuda and Hamilton Re US and subsidiaries. We consider many factors, including the nature of each segment's products, client types, production sources, distribution methods and the regulatory environment, in determining the aggregated operating segments.

Corporate includes net realized and unrealized gains (losses) on investments, net investment income (loss), other income (loss) not incurred by the reportable segments, net foreign exchange gains (losses), general and administrative expenses not incurred by the reportable segments, amortization of intangible assets, interest expense, and income tax expense (benefit).

------

**International Segment**

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| | | | |
|:---|:---|:---|:---|
| | **For the Years Ended December 31,** | **For the Years Ended December 31,** | **For the Years Ended December 31,** |
| *($ in thousands)* | **2025** | **2024** | **2023** |
| Gross premiums written | $1517060 | $1308460 | $1105522 |
| Net premiums written | $1132061 | $969605 | $770399 |
| Net premiums earned | $1055377 | $886934 | $703508 |
| Third party fee income | 12027 | 16317 | 9685 |
| *Claims and Expenses* |  |  |  |
| Losses and loss adjustment expenses | 571298 | 498023 | 362137 |
| Acquisition costs | 276676 | 216971 | 186698 |
| Other underwriting expenses | 167221 | 148824 | 127402 |
| Underwriting income (loss) | $52209 | $39433 | $36956 |
| Attritional losses - current year | $570219 | $474665 | $373949 |
| Attritional losses - prior year development | (29084) | (3354) | (24415) |
| Catastrophe losses - current year | 30640 | 33913 | 10686 |
| Catastrophe losses - prior year development | (477) | (7201) | 1917 |
| Losses and loss adjustment expenses | $571298 | $498023 | $362137 |
| Attritional loss ratio - current year | 54.0% | 53.5% | 53.2% |
| Attritional loss ratio - prior year development | (2.8)% | (0.4)% | (3.5)% |
| Catastrophe loss ratio - current year | 2.9% | 3.9% | 1.5% |
| Catastrophe loss ratio - prior year development | 0.0% | (0.8)% | 0.3% |
| Losses and loss adjustment expense ratio | 54.1% | 56.2% | 51.5% |
| Acquisition cost ratio | 26.2% | 24.5% | 26.5% |
| Other underwriting expense ratio | 14.7% | 14.9% | 16.7% |
| Combined ratio | 95.0% | 95.6% | 94.7% |

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*Gross Premiums Written* 

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| | | | |
|:---|:---|:---|:---|
| | **For the Years Ended December 31,** | **For the Years Ended December 31,** | **For the Years Ended December 31,** |
| *($ in thousands)* | **2025** | **2024** | **2023** |
| Property | $237568 | $190369 | $134450 |
| Casualty | 628262 | 554413 | 490465 |
| Specialty | 651230 | 563678 | 480607 |
| &nbsp;&nbsp;Total | $1517060 | $1308460 | $1105522 |

---

Gross premiums written increased by $208.6 million, or 15.9%, from $1.3 billion for the year ended December 31, 2024 to $1.5 billion for the year ended December 31, 2025, primarily driven by growth in both new and existing business in casualty, specialty and property insurance classes.

Gross premiums written increased by $202.9 million, or 18.4%, from $1.1 billion for the year ended December 31, 2023 to $1.3 billion for the year ended December 31, 2024, primarily driven by growth in both new and existing business and improved pricing in casualty and property insurance classes and specialty reinsurance and insurance classes.

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*Net Premiums Earned*

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| | | | |
|:---|:---|:---|:---|
| | **For the Years Ended December 31,** | **For the Years Ended December 31,** | **For the Years Ended December 31,** |
| *($ in thousands)* | **2025** | **2024** | **2023** |
| Property | $184995 | $149318 | $104789 |
| Casualty | 375831 | 319536 | 269921 |
| Specialty | 494551 | 418080 | 328798 |
| &nbsp;&nbsp;Total | $1055377 | $886934 | $703508 |

---

Net premiums earned increased by $168.4 million, or 19.0%, from $886.9 million for the year ended December 31, 2024 to $1.1 billion for the year ended December 31, 2025. The increase was primarily driven by growth in our casualty, specialty and property insurance classes. Casualty insurance growth was primarily driven by U.S. excess and surplus lines, mergers & acquisitions and professional lines; specialty insurance growth was primarily driven by accident & health and marine & energy; property insurance growth was primarily driven by property binder business; and specialty reinsurance growth was primarily driven by war and terrorism and surety reinsurance.

Net premiums earned increased by $183.4 million, or 26.1%, from $703.5 million for the year ended December 31, 2023 to $886.9 million for the year ended December 31, 2024. The increase was driven by growth in our specialty, casualty and property insurance classes, in addition to growth in the specialty reinsurance class. Specialty insurance growth was primarily driven by accident & health, fine art & specie, political violence, and marine & energy; casualty insurance growth was primarily driven by U.S. excess and surplus lines, professional lines, and cyber, partially offset by a decrease in mergers & acquisitions; property insurance growth was primarily driven by property binders and D&F; and specialty reinsurance growth was primarily driven by surety reinsurance and treaty reinsurance.

*Third Party Fee Income*

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| | | | |
|:---|:---|:---|:---|
| | **For the Years Ended December 31,** | **For the Years Ended December 31,** | **For the Years Ended December 31,** |
| *($ in thousands)* | **2025** | **2024** | **2023** |
| Third party fee income | $12027 | $16317 | $9685 |

---

Third party fee income decreased by $4.3 million, or 26.3%, from $16.3 million for the year ended December 31, 2024 to $12.0 million for the year ended December 31, 2025. The decrease was primarily due to a decrease in syndicate management fees. Effective July 1, 2025, the management of the third party syndicate was novated from Hamilton Managing Agency to another Lloyd's managing agency. This ended the Company's management of third party syndicates.

Third party fee income increased by $6.6 million or 68.5%, from $9.7 million for the year ended December 31, 2023 to $16.3 million for the year ended December 31, 2024. The increase was primarily due to favorable terms of a renewed syndicate management arrangement and an increase in consortium fees.

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*Losses and Loss Adjustment Expenses*

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| | | | | | | |
|:---|:---|:---|:---|:---|:---|:---|
| | **For the Years Ended** | **For the Years Ended** | **For the Years Ended** | **For the Years Ended** | **For the Years Ended** | **For the Years Ended** |
| *($ in thousands)* | **Current <br>year** | **% of net premiums earned** | **Prior year development** | **% of net premiums earned** | **Losses and loss adjustment expenses** | **% of net premiums earned** |
| **December 31, 2025** |  |  |  |  |  |  |
| Attritional losses | $570219 | 54.0% | $(29084) | (2.8)% | $541135 | 51.2% |
| Catastrophe losses | 30640 | 2.9% | (477) | 0.0% | $30163 | 2.9% |
| &nbsp;&nbsp;Total | $600859 | 56.9% | $(29561) | (2.8)% | $571298 | 54.1% |
| **December 31, 2024** |  |  |  |  |  |  |
| Attritional losses | $474665 | 53.5% | $(3354) | (0.4)% | $471311 | 53.1% |
| Catastrophe losses | 33913 | 3.9% | (7201) | (0.8)% | 26712 | 3.1% |
| &nbsp;&nbsp;Total | $508578 | 57.4% | $(10555) | (1.2)% | $498023 | 56.2% |
| **December 31, 2023** |  |  |  |  |  |  |
| Attritional losses | $373949 | 53.2% | $(24415) | (3.5)% | $349534 | 49.7% |
| Catastrophe losses | 10686 | 1.5% | 1917 | 0.3% | 12603 | 1.8% |
| &nbsp;&nbsp;Total | $384635 | 54.7% | $(22498) | (3.2)% | $362137 | 51.5% |

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*<u>Year Ended December 31, 2025 versus Year Ended December 31, 2024</u>*

*Attritional loss ratio - current year* for the year ended December 31, 2025 was 54.0% compared to 53.5% for the year ended December 31, 2024, an increase of 0.5 percentage points.

*Attritional loss ratio - prior year* for the year ended December 31, 2025 was a favorable 2.8% compared to a favorable 0.4% for the year ended December 31, 2024, a decrease of 2.4 percentage points. The favorable attritional loss ratio - prior year for the year ended December 31, 2025 was primarily driven by favorable development in property, specialty and casualty insurance classes, partially offset by modest unfavorable development in casualty reinsurance classes. In addition, casualty business protected by the LPT discussed in Note 7, *Reinsurance*, benefited from favorable development in the underlying reserves of $2.5 million, which was partially offset by a change in the deferred gain of $0.8 million, for a total net positive earnings impact of $1.7 million.

*Catastrophe losses - current year and prior year* were $30.2 million and $26.7 million for the years ended December 31, 2025 and 2024, respectively. Catastrophe losses for the year ended December 31, 2025 were driven by the California wildfires ($29.0 million) and severe convective storms ($1.6 million), partially offset by favorable prior year development of $0.4 million. Catastrophe losses for the year ended December 31, 2024 were driven by Hurricane Helene ($19.6 million), Hurricane Milton ($12.8 million), and Hurricane Debby ($1.5 million), partially offset by favorable prior year development of $7.2 million.

*<u>Year Ended December 31, 2024 versus Year Ended December 31, 2023</u>*

*Attritional loss ratio - current year* for the year ended December 31, 2024 was 53.5% compared to 53.2% for the year ended December 31, 2023, an increase of 0.3 percentage points. The increase included a specific large loss of $11.8 million arising from the Baltimore Bridge collapse.

*Attritional loss ratio - prior year* for the year ended December 31, 2024 was a favorable 0.4% compared to a favorable 3.5% for the year ended December 31, 2023, an increase of 3.1 percentage points. We experienced favorable prior year development for the year ended December 31, 2024 of $3.4 million, primarily driven by property insurance and reinsurance classes, partially offset by unfavorable development in specialty insurance classes, impacted by two large losses, and casualty insurance, impacted by one specific large loss.

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*Catastrophe losses - current year and prior year* were $26.7 million and $12.6 million for the years ended December 31, 2024 and 2023, respectively. Catastrophe losses for the year ended December 31, 2024 were driven by Hurricane Helene ($19.6 million), Hurricane Milton ($12.8 million), and Hurricane Debby ($1.5 million), partially offset by favorable prior year development of $7.2 million. Catastrophe losses for the year ended December 31, 2023 were driven by the Vermont floods ($4.5 million), Hurricane Idalia ($2.9 million), Hawaii wildfires ($2.8 million), and other wind events ($0.5 million), in addition to unfavorable prior year development of $1.9 million.

*Acquisition Costs* 

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| | | | | | | | | |
|:---|:---|:---|:---|:---|:---|:---|:---|:---|
| *($ in thousands)* | **Acquisition Costs** | **Acquisition Costs** | **Acquisition Costs** | **% of Net Premiums Earned** | **% of Net Premiums Earned** | **% of Net Premiums Earned** |  |  |
| *($ in thousands)* | **For the Years Ended December 31,** | **For the Years Ended December 31,** | **For the Years Ended December 31,** | **For the Years Ended December 31,** | **For the Years Ended December 31,** | **For the Years Ended December 31,** |  |  |
| *($ in thousands)* | **2025** | **2024** | **2023** | **2025** | **2024** | **2023** | **'25 vs '24**<br>**point** △ | **'24 vs '23**<br>**point** △ |
| Property | $61624 | $48623 | $34968 | 33.3% | 32.6% | 33.4% | 0.7 | (0.8) |
| Casualty | 68481 | 46401 | 49994 | 18.2% | 14.5% | 18.5% | 3.7 | (4.0) |
| Specialty | 146571 | 121947 | 101736 | 29.6% | 29.2% | 30.9% | 0.4 | (1.7) |
| &nbsp;&nbsp;Total | $276676 | $216971 | $186698 | 26.2% | 24.5% | 26.5% | 1.7 | (2.0) |

---

The acquisition cost ratio for the year ended December 31, 2025 was 26.2%, compared to 24.5% for the year ended December 31, 2024, an increase of 1.7 percentage points. The increase was primarily driven by casualty insurance classes and specialty reinsurance classes, primarily due to higher profit commission costs on certain lines of business and a change in business mix.

The acquisition cost ratio for the year ended December 31, 2024 was 24.5% compared to 26.5% for the year ended December 31, 2023, a decrease of 2.0 percentage points. The decrease was primarily driven by specialty, casualty and property insurance classes as a result of a change in business mix, reduced profit commission costs and favorable ceded commission income.

*Other Underwriting Expenses and Other Underwriting Expense Ratios*

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| | | | |
|:---|:---|:---|:---|
| | **For the Years Ended December 31,** | **For the Years Ended December 31,** | **For the Years Ended December 31,** |
| *($ in thousands)* | **2025** | **2024** | **2023** |
| Other underwriting expenses | $167221 | $148824 | $127402 |
| Other underwriting expense ratio | 14.7% | 14.9% | 16.7% |

---

Other underwriting expenses are general and administrative costs incurred by our reportable segments.

Other underwriting expenses were $167.2 million for the year ended December 31, 2025, an increase of $18.4 million, or 12.4%, compared to $148.8 million for the year ended December 31, 2024. The increase was primarily driven by an increased headcount as we continued to build out underwriting teams supporting the corresponding increase in premium volume and an increase in certain variable performance based compensation costs.

Other underwriting expenses were $148.8 million for the year ended December 31, 2024, an increase of $21.4 million, or 16.8%, compared to $127.4 million for the year ended December 31, 2023. The increase was primarily driven by increases in headcount as we continued to build out underwriting teams supporting the corresponding increase in premium volume, and certain growth related professional and IT costs.

The other underwriting expense ratios for the years ended December 31, 2025, 2024 and 2023 decreased over the same period at 14.7%, 14.9% and 16.7%, respectively, driven by growth in the premium base, partially offset by an increase in the underlying costs and a decrease in third party management fees.

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**Bermuda Segment**

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| | | | |
|:---|:---|:---|:---|
| | **For the Years Ended December 31,** | **For the Years Ended December 31,** | **For the Years Ended December 31,** |
| *($ in thousands)* | **2025** | **2024** | **2023** |
| Gross premiums written | $1406085 | $1114122 | $845516 |
| Net premiums written | $1155482 | $951564 | $710039 |
| Net premiums earned | $1054399 | $847795 | $615025 |
| Third party fee income | 14574 | 7435 | 8549 |
| *Claims and Expenses* |  |  |  |
| Losses and loss adjustment expenses | 687223 | 512150 | 352466 |
| Acquisition costs | 230614 | 171960 | 122450 |
| Other underwriting expenses | 54522 | 61189 | 55763 |
| Underwriting income (loss) | $96614 | $109931 | $92895 |
| Attritional losses - current year | $575678 | $447074 | $314195 |
| Attritional losses - prior year development | (17299) | 4172 | 13972 |
| Catastrophe losses - current year | 146914 | 74960 | 31390 |
| Catastrophe losses - prior year development | (18070) | (14056) | (7091) |
| Losses and loss adjustment expenses | $687223 | $512150 | $352466 |
| Attritional loss ratio - current year | 54.6% | 52.7% | 51.1% |
| Attritional loss ratio - prior year development | (1.6)% | 0.5% | 2.3% |
| Catastrophe loss ratio - current year | 13.9% | 8.9% | 5.1% |
| Catastrophe loss ratio - prior year development | (1.7)% | (1.7)% | (1.2)% |
| Losses and loss adjustment expense ratio | 65.2% | 60.4% | 57.3% |
| Acquisition cost ratio | 21.9% | 20.3% | 19.9% |
| Other underwriting expense ratio | 3.8% | 6.3% | 7.7% |
| Combined ratio | 90.9% | 87.0% | 84.9% |

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*Gross Premiums Written* 

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| | | | |
|:---|:---|:---|:---|
| | **For the Years Ended December 31,** | **For the Years Ended December 31,** | **For the Years Ended December 31,** |
| *($ in thousands)* | **2025** | **2024** | **2023** |
| Property | $458352 | $423747 | $318297 |
| Casualty | 766593 | 524711 | 402731 |
| Specialty | 181140 | 165664 | 124488 |
| &nbsp;&nbsp;Total | $1406085 | $1114122 | $845516 |

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Gross premiums written increased by $292.0 million, or 26.2%, from $1.1 billion for the year ended December 31, 2024 to $1.4 billion for the year ended December 31, 2025. The increase was primarily driven by growth in both new and existing business in casualty and property reinsurance classes.

Gross premiums written increased by $268.6 million or 31.8% from $845.5 million for the year ended December 31, 2023 to $1.1 billion for the year ended December 31, 2024. The increase was primarily driven by new business, expanded participations and rate increases in casualty and property reinsurance classes. Specialty reinsurance also increased, primarily driven by new business and non-recurring reinstatement premiums.

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*Net Premiums Earned*

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| | | | |
|:---|:---|:---|:---|
| | **For the Years Ended December 31,** | **For the Years Ended December 31,** | **For the Years Ended December 31,** |
| *($ in thousands)* | **2025** | **2024** | **2023** |
| Property | $335554 | $308444 | $220659 |
| Casualty | 579447 | 413993 | 290035 |
| Specialty | 139398 | 125358 | 104331 |
| &nbsp;&nbsp;Total | $1054399 | $847795 | $615025 |

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Net premiums earned increased by $206.6 million, or 24.4% from $847.8 million for the year ended December 31, 2024 to $1.1 billion for the year ended December 31, 2025, primarily driven by new business and volume growth in our casualty, property and specialty reinsurance classes. The most significant drivers of this increase were general liability, professional liability, property treaty and quota share business and financial lines.

Net premiums earned increased by $232.8 million, or 37.8%, from $615.0 million for the year ended December 31, 2023 to $847.8 million for the year ended December 31, 2024, primarily driven by our casualty and property reinsurance classes, by new business, volume growth and rate increases. The most significant drivers of this increase were general liability, professional lines and property treaty and quota share classes.

*Third Party Fee Income*

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| | | | |
|:---|:---|:---|:---|
| | **For the Years Ended December 31,** | **For the Years Ended December 31,** | **For the Years Ended December 31,** |
| *($ in thousands)* | **2025** | **2024** | **2023** |
| Third party fee income | $14574 | $7435 | $8549 |

---

Third party fee income is generated by certain performance based management fees recognized by Ada Capital Management Limited for services provided to Ada Re, Ltd.

Third party fee income of $14.6 million for the year ended December 31, 2025 increased by $7.1 million or 96.0%, compared to $7.4 million for the year ended December 31, 2024.

Third party fee income of $7.4 million for the year ended December 31, 2024 decreased by $1.1 million, compared to $8.5 million for the year ended December 31, 2023.

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*Losses and Loss Adjustment Expenses*

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| | | | | | | |
|:---|:---|:---|:---|:---|:---|:---|
| *($ in thousands)* | **Current <br>year** | **% of net premiums earned** | **Prior year development** | **% of net premiums earned** | **Losses and loss adjustment expenses** | **% of net premiums earned** |
| **December 31, 2025** |  |  |  |  |  |  |
| Attritional losses | $575678 | 54.6% | $(17299) | (1.6)% | $558379 | 53.0% |
| Catastrophe losses | 146914 | 13.9% | (18070) | (1.7)% | 128844 | 12.2% |
| &nbsp;&nbsp;Total | $722592 | 68.5% | $(35369) | (3.3)% | $687223 | 65.2% |
| **December 31, 2024** |  |  |  |  |  |  |
| Attritional losses | $447074 | 52.7% | $4172 | 0.5% | $451246 | 53.2% |
| Catastrophe losses | 74960 | 8.9% | (14056) | (1.7)% | 60904 | 7.2% |
| &nbsp;&nbsp;Total | $522034 | 61.6% | $(9884) | (1.2)% | $512150 | 60.4% |
| **December 31, 2023** |  |  |  |  |  |  |
| Attritional losses | $314195 | 51.1% | $13972 | 2.3% | $328167 | 53.4% |
| Catastrophe losses | 31390 | 5.1% | (7091) | (1.2)% | 24299 | 3.9% |
| &nbsp;&nbsp;Total | $345585 | 56.2% | $6881 | 1.1% | $352466 | 57.3% |

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*<u>Year Ended December 31, 2025 versus Year Ended December 31, 2024</u>*

*Attritional loss ratio - current year* for the year ended December 31, 2025 was 54.6% compared to 52.7% for the year ended December 31, 2024, an increase of 1.9 percentage points. The attritional loss ratio - current year for the year ended December 31, 2025 was impacted by a change in business mix, including an increase in casualty reinsurance business, and certain large losses in our specialty and property reinsurance classes. The attritional loss ratio - current year for the year ended December 31, 2024 included a specific large loss of $26.1 million arising from the Baltimore Bridge collapse.

*Attritional loss ratio - prior year* for the year ended December 31, 2025 was a favorable 1.6% compared to an unfavorable 0.5% for the year ended December 31, 2024, a decrease of 2.1 percentage points. The favorable attritional loss ratio - prior year for the year ended December 31, 2025 was primarily driven by favorable development in property and specialty reinsurance classes and casualty and property insurance classes, partially offset by unfavorable development in certain casualty reinsurance classes, including discontinued lines of business and additional information on certain large losses.

*Catastrophe losses - current year and prior year* were $128.8 million and $60.9 million for the years ended December 31, 2025 and 2024, respectively. Catastrophe losses for the year ended December 31, 2025 were driven by the California wildfires ($130.7 million), severe convective storms ($9.3 million) and the Queensland hailstorms ($6.9 million), partially offset by favorable prior year development of $18.1 million. Catastrophe losses for the year ended December 31, 2024 were driven by Hurricane Helene ($33.0 million), Hurricane Milton ($25.0 million), the Calgary hailstorms ($12.9 million), and Hurricane Debby ($4.1 million), partially offset by favorable prior year development of $14.1 million.

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*<u>Year Ended December 31, 2024 versus Year Ended December 31, 2023</u>*

*Attritional loss ratio - current year* for the year ended December 31, 2024 was 52.7% compared to 51.1% for the year ended December 31, 2023, an increase of 1.6 percentage points. The increase included a specific large loss of $26.1 million arising from the Baltimore Bridge collapse.

*Attritional loss ratio - prior year* for the year ended December 31, 2024 was an unfavorable 0.5% compared to an unfavorable 2.3% for the year ended December 31, 2023, a decrease of 1.8 percentage points. The unfavorable attritional loss ratio - prior year for the year ended December 31, 2024 was primarily driven by unfavorable development in certain casualty reinsurance classes, partially offset by favorable development in property reinsurance and insurance classes.

*Catastrophe losses - current year and prior year* were $60.9 million and $24.3 million for the years ended December 31, 2024 and 2023, respectively. Catastrophe losses for the year ended December 31, 2024 were driven by Hurricane Helene ($33.0 million), Hurricane Milton ($25.0 million), the Calgary hailstorms ($12.9 million), and Hurricane Debby ($4.1 million), partially offset by favorable prior year development of $14.1 million. Catastrophe losses for the year ended December 31, 2023 were primarily driven by wind and thunderstorm events which impacted states in both the Southern and Midwest U.S. during March 2023 ($11.0 million), the Hawaii wildfires ($9.2 million), severe convective storms in June 2023 ($7.1 million), Hurricane Idalia ($3.6 million) and various flood events ($0.5 million), partially offset by favorable prior year development of $7.1 million.

*Acquisition Costs*

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| | | | | | | | | |
|:---|:---|:---|:---|:---|:---|:---|:---|:---|
| | **Acquisition Costs** | **Acquisition Costs** | **Acquisition Costs** | **% of Net Premiums Earned** | **% of Net Premiums Earned** | **% of Net Premiums Earned** | | |
| | **For the Years Ended December 31,** | **For the Years Ended December 31,** | **For the Years Ended December 31,** | **For the Years Ended December 31,** | **For the Years Ended December 31,** | **For the Years Ended December 31,** | | |
| *($ in thousands)* | **2025** | **2024** | **2023** | **2025** | **2024** | **2023** | **'25 vs '24**<br>**point** △ | **'24 vs '23**<br>**point** △ |
| Property | $46811 | $38896 | $26947 | 14.0% | 12.6% | 12.2% | 1.4 | 0.4 |
| Casualty | 151946 | 103388 | 68615 | 26.2% | 25.0% | 23.7% | 1.2 | 1.3 |
| Specialty | 31857 | 29676 | 26888 | 22.9% | 23.7% | 25.8% | (0.8) | (2.1) |
| &nbsp;&nbsp;Total | $230614 | $171960 | $122450 | 21.9% | 20.3% | 19.9% | 1.6 | 0.4 |

---

The acquisition cost ratio for the year ended December 31, 2025 was 21.9%, compared to 20.3% for the year ended December 31, 2024. The increase was primarily driven by a change in business mix, including more proportional business written in our casualty reinsurance classes.

The acquisition cost ratio for the year ended December 31, 2024 was 20.3%, compared to 19.9% for the year ended December 31, 2023. The modest increase was primarily driven by a change in business mix, including more proportional business written in our casualty reinsurance and property reinsurance classes.

*Other Underwriting Expenses and Other Underwriting Expense Ratios*

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| | | | |
|:---|:---|:---|:---|
| | **For the Years Ended December 31,** | **For the Years Ended December 31,** | **For the Years Ended December 31,** |
| *($ in thousands)* | **2025** | **2024** | **2023** |
| Other underwriting expenses | $54522 | $61189 | $55763 |
| Other underwriting expense ratio | 3.8% | 6.3% | 7.7% |

---

Other underwriting expenses are general and administrative costs incurred by our reportable segments.

Other underwriting expenses for the year ended December 31, 2025 were $54.5 million, a decrease of $6.7 million, or 10.9%, compared to $61.2 million for the year ended December 31, 2024. The decrease was primarily driven by the $17.3 million Bermuda substance-based tax credits, partially offset by increased personnel costs as we continued to build out underwriting teams supporting the corresponding increase in premium volume and an increase in certain variable performance based compensation costs.

------

Other underwriting expenses for the year ended December 31, 2024 were $61.2 million, an increase of $5.4 million, or 9.7%, compared to $55.8 million for the year ended December 31, 2023. The increase was primarily driven by an increase in salary and compensation costs, an increased headcount as we continued to build out underwriting teams supporting the corresponding increase in premium volume, and professional fees.

The other underwriting expense ratios for the years ended December 31, 2025, 2024 and 2023 decreased over the same period at 3.8%, 6.3% and 7.7% as a result of the growth in premium base, Bermuda substance-based tax credits, and certain performance based management fees recognized by Ada Capital Management Limited for services provided to Ada Re, Ltd.

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**Corporate and Other**

*Total Net Realized and Unrealized Gains (Losses) on Investments and Net Investment Income (Loss)*

The components of total net realized and unrealized gains (losses) on investments and net investment income (loss) are as follows:

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| | | | |
|:---|:---|:---|:---|
| | **For the Years Ended December 31,** | **For the Years Ended December 31,** | **For the Years Ended December 31,** |
| *($ in thousands)* | **2025** | **2024** | **2023** |
| Total net realized and unrealized gains (losses) on investments and net investment income (loss) - TSHF<sup>(1)</sup> | $564254 | $487186 | $143655 |
| Total net realized and unrealized gains (losses) on investments and net investment income (loss) - other | 210878 | 87488 | 96411 |
|  | $775132 | $574674 | $240066 |
| Net income (loss) attributable to non-controlling interest - TSHF | $263359 | $212729 | $21560 |

---

(1) Prior to non-controlling interest performance incentive allocation

*Total net realized and unrealized gains (losses) on investments and net investment income (loss)* - *TSHF*, prior to non-controlling interest, returned income of $564.3 million, $487.2 million and $143.7 million for the years ended December 31, 2025, 2024 and 2023, respectively. This includes the fund's returns, net of investment management fees.

*Net investment income, net of non-controlling interest - TSHF*, returned income of $300.9 million, $274.5 million and $122.1 million for the years ended December 31, 2025, 2024 and 2023, respectively. This includes the fund's returns, net of investment management fees and performance incentive allocations. The aggregate incentive allocation to which the investment manager is entitled is included in "Net income (loss) attributable to non-controlling interest" in our GAAP financial statements.

TS Hamilton Fund produced returns, net of investment management fees and performance incentive allocations, of 16.0%, 16.3% and 7.6% for each of the years ended December 31, 2025, 2024 and 2023, respectively.

For the year ended December 31, 2025, TS Hamilton Fund experienced gains from single name equities trading within the equity market neutral vehicles STV, ESTV, and ATV. Gains from single name equities trading were led by the U.S., followed by East Asia. TS Hamilton Fund also experienced gains from macro trading within the scientific discretionary macro vehicle, NTV, the systematic macro vehicle, FTV, the relative value rates vehicle, KTV, and the relative value macro vehicle, HTV.

For the year ended December 31, 2024, gains in TS Hamilton Fund were led by single name U.S. equities trading in STV. The TS Hamilton Fund also saw positive contributions to gains from non-U.S. equities trading in ESTV. In ESTV, gains were experienced in all underlying regions. The TS Hamilton Fund also experienced gains from macroeconomic trading in FTV. In FTV, gains were led by equities, credit, and fixed income.

For the year ended December 31, 2023, TS Hamilton Fund generated positive returns in single name equities trading in STV and ESTV, partially offset by losses in macroeconomic trading in FTV. In single name equities trading, STV and ESTV both made positive contributions. Within ESTV, trading was most profitable in Europe, followed by East Asia and Pan-America, while China experienced losses. Within FTV, losses were driven by commodities, fixed income, and equities, partially offset by gains in currencies and credit.

*Total net realized and unrealized gains (losses) on investments and net investment income (loss) - other* returned income of $210.9 million, $87.5 million and $96.4 million for the years ended December 31, 2025, 2024 and 2023, respectively. Income for the year ended December 31, 2025 was primarily driven by investment income on a larger portfolio of higher yielding assets and positive mark-to-market returns. During the year ended December 31, 2024, the fixed maturity securities trading portfolio produced positive returns as the result of investment yield, partially offset by unrealized losses, primarily arising from U.S. Treasury interest rate increases. During the year ended December 31, 2023, the fixed maturity securities trading portfolio produced positive returns as the rate of rising interest rates slowed and reinvested funds generated higher yields.

------

*Other Income (Loss)*

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| | | | |
|:---|:---|:---|:---|
| | **For the Years Ended December 31,** | **For the Years Ended December 31,** | **For the Years Ended December 31,** |
| *($ in thousands)* | **2025** | **2024** | **2023** |
| Other income (loss), excluding third party fee income | $— | $— | $397 |

---

Other income (loss), excluding third party fee income, consists of varying insignificant items in each period.

*Net Foreign Exchange Gains (Losses)*

---

| | | | |
|:---|:---|:---|:---|
| | **For the Years Ended December 31,** | **For the Years Ended December 31,** | **For the Years Ended December 31,** |
| *($ in thousands)* | **2025** | **2024** | **2023** |
| Net foreign exchange gains (losses) | $(5985) | $(3231) | $(6185) |

---

Our functional currency is the U.S. dollar. We may conduct routine underwriting operations or invest a portion of our cash and other investable assets in currencies other than U.S. dollars. Consequently, we may incur foreign exchange gains and losses in our results of operations.

Foreign exchange losses of $6.0 million, $3.2 million and $6.2 million for the years ended December 31, 2025, 2024 and 2023, respectively, were primarily driven by the remeasurement of insurance-related assets and liabilities denominated in British pounds, euro, Japanese yen, and Australian and Canadian dollars.

*Corporate Expenses*

---

| | | | |
|:---|:---|:---|:---|
| | **For the Years Ended December 31,** | **For the Years Ended December 31,** | **For the Years Ended December 31,** |
| *($ in thousands)* | **2025** | **2024** | **2023** |
| Corporate expenses | $57167 | $61111 | $76691 |

---

Corporate expenses for the years ended December 31, 2025, 2024 and 2023, were $57.2 million, $61.1 million and $76.7 million, respectively, and typically consist of certain executive and Board compensation costs and professional fees.

Corporate expenses for the year ended December 31, 2025 were $57.2 million compared to $61.1 million for the year ended December 31, 2024, a decrease of $3.9 million. The decrease was driven by lower Value Appreciation Pool ("VAP") expenses and the $3.4 million of Bermuda substance-based tax credits, partially offset by an increase in certain variable performance based compensation costs.

Corporate expenses for the year ended December 31, 2024 were $61.1 million compared to $76.7 million for the year ended December 31, 2023, a decrease of $15.6 million. The decrease was primarily driven by $9.2 million of VAP expense recorded for the year ended December 31, 2024, compared to $30.4 million of VAP expense recorded for the year ended December 31, 2023, partially offset by certain variable performance based compensation costs, an increased headcount and an increase in professional fees and insurance costs associated with operating as a public company.

*Amortization of Intangible Assets*

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| | | | |
|:---|:---|:---|:---|
| | **For the Years Ended December 31,** | **For the Years Ended December 31,** | **For the Years Ended December 31,** |
| *($ in thousands)* | **2025** | **2024** | **2023** |
| Amortization of intangible assets | $15709 | $15520 | $10783 |

---

Amortization of intangible assets of $15.7 million, $15.5 million and $10.8 million for the years ended December 31, 2025, 2024 and 2023, respectively, relates to internally developed software and intangible assets acquired in a business combination.

------

*Interest Expense*

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| | | | |
|:---|:---|:---|:---|
| | **For the Years Ended December 31,** | **For the Years Ended December 31,** | **For the Years Ended December 31,** |
| *($ in thousands)* | **2025** | **2024** | **2023** |
| Interest expense | $20189 | $22616 | $21434 |

---

Interest expense of $20.2 million, $22.6 million and $21.4 million for the years ended December 31, 2025, 2024 and 2023, respectively, relates to interest payments and certain administrative fees associated with our term loan and letter of credit facilities. The movement in interest expense is primarily driven by the movement in the Secured Overnight Financing Rate ("SOFR"), which underlies the floating rate associated with the term loan.

*Income Tax Expense (Benefit)*

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| | | | |
|:---|:---|:---|:---|
| | **For the Years Ended December 31,** | **For the Years Ended December 31,** | **For the Years Ended December 31,** |
| *($ in thousands)* | **2025** | **2024** | **2023** |
| Income tax expense (benefit) | $(15124) | $8402 | $(25066) |

---

Income tax benefit for the year ended December 31, 2025 was $15.1 million on pre-tax income of $824.9 million, compared to income tax expense of $8.4 million on pre-tax income of $621.6 million for the year ended December 31, 2024, a decrease of $23.5 million, primarily driven by the release of valuation allowances against deferred tax assets in the U.K. and U.S. during the year ended December 31, 2025, partially offset by tax expense in the U.K. and U.S.

Income tax expense for the year ended December 31, 2024 was $8.4 million on pre-tax income of $621.6 million, compared to a tax benefit $25.1 million on pre-tax income of $255.2 million for the year ended December 31, 2023, an increase of $33.5 million, primarily driven by the one-time ETA benefit recognized in the year ended December 31, 2023 and deferred tax expense in the U.K., U.S. and Ireland, partially offset by a reduction in valuation allowance due to increased profitability.

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**Key Operating and Financial Metrics** 

The Company has identified the following metrics as key measures of the Company's performance:

*Book Value per Common Share*

Management believes that book value is an important indicator of value provided to common shareholders and aligns the Company's and most investors' long term objectives. We calculate book value per common share as total common shareholders' equity divided by the total number of common shares outstanding at the point in time.

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| | | |
|:---|:---|:---|
| | **As at December 31,** | **As at December 31,** |
| *($ in thousands, except per share amounts)* | **2025** | **2024** |
| Closing common shareholders' equity | $2822099 | $2328709 |
| Closing common shares outstanding | 99029434 | 101466997 |
| Book value per common share | $28.50 | $22.95 |

---

Book value per common share was $28.50 at December 31, 2025, a $5.55 or 24.2% increase from the Company's book value per common share of $22.95 at December 31, 2024. The increase was primarily driven by the Company's net income attributable to common shareholders of $576.7 million and the accretive impact of share repurchases. See Note 11, *Share Capital* in the accompanying audited consolidated financial statements for further details.

*Tangible Book Value per Common Share*

Management believes that tangible book value is an important indicator of value provided to common shareholders and aligns the Company's and most investors' long term objectives. We calculate tangible book value per common share as total common shareholders' equity less intangible assets, divided by the total number of common shares outstanding at the point in time.

---

| | | |
|:---|:---|:---|
| | **As at December 31,** | **As at December 31,** |
| *($ in thousands, except per share amounts)* | **2025** | **2024** |
| Closing common shareholders' equity | $2822099 | $2328709 |
| Intangible assets | 86624 | 93121 |
| Closing common shareholders' equity, less intangible assets | $2735475 | $2235588 |
| Closing common shares outstanding | 99029434 | 101466997 |
| Tangible book value per common share | $27.62 | $22.03 |

---

Tangible book value per common share was $27.62 at December 31, 2025, a $5.59 or 25.4% increase from the Company's tangible book value per common share of $22.03 at December 31, 2024. The increase in tangible book value per common share was primarily driven by the Company's net income attributable to common shareholders of $576.7 million and the accretive impact of share repurchases. See Note 11, *Share Capital* in the accompanying audited consolidated financial statements for further details.

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*Return on Average Common Shareholders' Equity*

Management believes that return on average common shareholders' equity ("ROACE") is an important indicator of the Company's profitability and financial efficiency. We calculate it by dividing net income (loss) attributable to common shareholders by average common shareholders' equity for the corresponding period.

---

| | | | |
|:---|:---|:---|:---|
| | **For the Years Ended December 31,** | **For the Years Ended December 31,** | **For the Years Ended December 31,** |
| *($ in thousands)* | **2025** | **2024** | **2023** |
| Net income (loss) attributable to common shareholders | 576670 | 400429 | 258727 |
| Average common shareholders' equity for the period | 2575404 | 2188280 | 1856017 |
| Return on average common shareholders' equity | 22.4% | 18.3% | 13.9% |

---

ROACE was 22.4% for the year ended December 31, 2025, compared to 18.3% for the year ended December 31, 2024. The increase was primarily driven by the higher net income attributable to common shareholders for the year ended December 31, 2025.

ROACE was 18.3% for the year ended December 31, 2024, compared to 13.9% for the year ended December 31, 2023. The increase was primarily driven by the higher net income attributable to common shareholders for the year ended December 31, 2024.

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**Non-GAAP Measures**

We present our results of operations in a way that we believe will be the most meaningful and useful to investors, analysts, rating agencies and others who use our financial information to evaluate our performance. Some of the measurements that management uses to assess our operating results are considered non-GAAP financial measures under Regulation G and Item 10(e) of Regulation S-K, each promulgated by the SEC. We believe that these non-GAAP financial measures, which may be defined and calculated differently by other companies, help explain and enhance the understanding of our results of operations. However, these measures should not be viewed as a substitute for those determined in accordance with U.S. GAAP. Where appropriate, reconciliations of our non-GAAP measures to the most directly comparable GAAP financial measures are included below.

*Underwriting Income (Loss)*

We calculate underwriting income (loss) on a pre-tax basis as net premiums earned less losses and loss adjustment expenses, acquisition costs and other underwriting expenses (net of third party fee income). We believe that this measure of our performance focuses on the core fundamental performance of the Company's reportable segments in any given period and is not distorted by investment market conditions, corporate expense allocations or income tax effects.

The following table reconciles underwriting income (loss) to net income (loss), the most directly comparable GAAP financial measure:

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| | | | |
|:---|:---|:---|:---|
| | **For the Years Ended December 31,** | **For the Years Ended December 31,** | **For the Years Ended December 31,** |
| *($ in thousands)* | **2025** | **2024** | **2023** |
| Underwriting income (loss) | $148823 | $149364 | $129851 |
| Total net realized and unrealized gains (losses) on investments and net investment income (loss) | 775132 | 574674 | 240066 |
| Other income (loss), excluding third party fee income |  |  | 397 |
| Net foreign exchange gains (losses) | (5985) | (3231) | (6185) |
| Corporate expenses | (57167) | (61111) | (76691) |
| Amortization of intangible assets | (15709) | (15520) | (10783) |
| Interest expense | (20189) | (22616) | (21434) |
| Income tax (expense) benefit | 15124 | (8402) | 25066 |
| Net income (loss), prior to non-controlling interest | $840029 | $613158 | $280287 |

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*Third Party Fee Income* 

Third party fee income includes income that is incremental and/or directly attributable to our underwriting operations. It is primarily comprised of fees earned by the International segment for management services provided to third party syndicates and consortia and by the Bermuda segment for performance based management fees generated by our third party capital manager, Ada Capital Management Limited. We believe that this measure is a relevant component of our underwriting income (loss).

The following table reconciles third party fee income to other income (loss), the most directly comparable GAAP financial measure:

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| | | | |
|:---|:---|:---|:---|
| | **For the Years Ended December 31,** | **For the Years Ended December 31,** | **For the Years Ended December 31,** |
| *($ in thousands)* | **2025** | **2024** | **2023** |
| Third party fee income | $26601 | $23752 | $18234 |
| Other income (loss), excluding third party fee income |  |  | 397 |
| Other income (loss) | $26601 | $23752 | $18631 |

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*Other Underwriting Expenses* 

Other underwriting expenses include those general and administrative expenses that are incremental and/or directly attributable to our underwriting operations. While this measure is presented in Note 9, *Segment Reporting*, it is considered a non-GAAP financial measure when presented elsewhere.

Corporate expenses include holding company costs necessary to support our reportable segments. As these costs are not incremental and/or directly attributable to our underwriting operations, these costs are excluded from other underwriting expenses, and therefore, underwriting income (loss). General and administrative expenses, the most directly comparable GAAP financial measure to other underwriting expenses, also includes corporate expenses.

The following table reconciles other underwriting expenses to general and administrative expenses, the most directly comparable GAAP financial measure:

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| | | | |
|:---|:---|:---|:---|
| | **For the Years Ended December 31,** | **For the Years Ended December 31,** | **For the Years Ended December 31,** |
| *($ in thousands)* | **2025** | **2024** | **2023** |
| Other underwriting expenses | $221743 | $210013 | $183165 |
| Corporate expenses | 57167 | 61111 | 76691 |
| General and administrative expenses | $278910 | $271124 | $259856 |

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***Other Underwriting Expense Ratio***

*Other Underwriting Expense Ratio* is a measure of the other underwriting expenses (net of third party fee income) incurred by the Company and is expressed as a percentage of net premiums earned.

***Loss Ratio***

*Attritional Loss Ratio – current year* is the attritional losses incurred by the company relating to the current year divided by net premiums earned.

*Attritional Loss Ratio – prior year development* is the attritional losses incurred by the company relating to prior years divided by net premiums earned.

*Catastrophe Loss Ratio – current year* is the catastrophe losses incurred by the company relating to the current year divided by net premiums earned.

*Catastrophe Loss Ratio – prior year development* is the catastrophe losses incurred by the company relating to prior years divided by net premiums earned.

***Combined Ratio***

*Combined Ratio* is a measure of our underwriting profitability and is expressed as the sum of the loss and loss adjustment expense ratio, acquisition cost ratio and other underwriting expense ratio. A combined ratio under 100% indicates an underwriting profit, while a combined ratio over 100% indicates an underwriting loss.

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**Financial Condition, Liquidity and Capital Resources**

**Financial Condition**

*Investment Philosophy*

The Company maintains two segregated investment portfolios: a fixed maturities and short-term investments trading portfolio and an investment in Two Sigma Hamilton Fund ("TS Hamilton Fund").

The Company's high quality and liquid fixed maturities and short-term investments trading portfolio is structured to focus primarily on the preservation of capital and the availability of liquidity to meet the Company's claims obligations, to be well diversified across market sectors, and to generate relatively attractive returns on a risk-adjusted basis over time. The Company's investments are subject to market-wide risks and fluctuations, as well as to risks inherent in particular securities.

The Company also invests in TS Hamilton Fund, a Delaware limited liability company. Hamilton Re has a commitment with TS Hamilton Fund to maintain an amount up to the lesser of (i) $1.8 billion or (ii) 60% of Hamilton Group's net tangible assets in TS Hamilton Fund, such lesser amount, the "Minimum Commitment Amount", for a three-year period (the "Initial Term") and for rolling three-year periods thereafter (each such three-year period the "Commitment Period"), subject to certain circumstances and the liquidity options described below, with the current Commitment Period ending on June 30, 2028. The Commitment Period consists of a three-year rolling term that automatically renews on an annual basis unless Hamilton Re or the Managing Member provide advance notice of non-renewal. Two Sigma is a United States Securities and Exchange Commission registered investment adviser specializing in quantitative analysis. The TS Hamilton Fund investment strategy is focused on delivering non-market correlated investment income and total return through all market cycles while maintaining appropriate portfolio liquidity and credit quality to meet the requirements of customers, rating agencies and regulators.

**Cash and Investments**

At December 31, 2025 and 2024, total cash and investments was $6.2 billion and $4.9 billion, respectively. However, a significant portion of the total cash and investments balances held were invested in TS Hamilton Fund as collateral for the investments held by the underlying trading vehicles, as shown in the tables under the "TS Hamilton Fund" discussion.

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| | | | | |
|:---|:---|:---|:---|:---|
| | **As at December 31,** | **As at December 31,** | **As at December 31,** | **As at December 31,** |
| *($ in thousands)* | **2025** | **2025** | **2024** | **2024** |
| Fixed maturity investments, at fair value  | $3238543 | 52% | $2377862 | 49% |
| Short-term investments, at fair value  | 200459 | 3% | 497110 | 10% |
|  | 3439002 | 55% | 2874972 | 59% |
| Investments in Two Sigma Funds, at fair value  | 1587658 | 26% | 939381 | 19% |
| &nbsp;&nbsp;Total investments | 5026660 | 81% | 3814353 | 78% |
| Cash and cash equivalents | 1062359 | 17% | 996493 | 20% |
| Restricted cash and cash equivalents | 109731 | 2% | 104359 | 2% |
| &nbsp;&nbsp;Total cash and cash equivalents | 1172090 | 19% | 1100852 | 22% |
| &nbsp;&nbsp;&nbsp;&nbsp;Total cash and investments | $6198750 | 100% | $4915205 | 100% |

---

Total cash and investments increased from $4.9 billion at December 31, 2024 to $6.2 billion at December 31, 2025. The increase was primarily driven by positive investment returns on both the fixed maturities and short-term investments trading portfolio and the TS Hamilton Fund for the year ended December 31, 2025. The Company also continued to deploy more cash into the fixed maturity trading portfolio. The TS Hamilton Fund represents $2.4 billion and $2.0 billion of the total cash and investments at December 31, 2025 and 2024, respectively.

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*Fixed Maturity and Short-term Investments - Trading*

The Company's fixed maturity trading portfolio and short-term investments are as follows:

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| | | | | |
|:---|:---|:---|:---|:---|
| | **December 31, 2025** | **December 31, 2025** | **December 31, 2025** | **December 31, 2025** |
| *($ in thousands)* | **Amortized Cost** | **Gross Unrealized Gains** | **Gross Unrealized Losses** | **Fair<br>Value** |
| Fixed maturities: |  |  |  |  |
| &nbsp;&nbsp;U.S. government treasuries | $795780 | $4782 | $(2728) | $797834 |
| &nbsp;&nbsp;U.S. states, territories and municipalities | 12924 | 89 | (53) | 12960 |
| &nbsp;&nbsp;Non-U.S. sovereign governments and supranationals | 108296 | 3102 | (537) | 110861 |
| &nbsp;&nbsp;Corporate | 1557582 | 29899 | (3337) | 1584144 |
| &nbsp;&nbsp;Residential mortgage-backed securities - Agency | 370516 | 4419 | (9285) | 365650 |
| &nbsp;&nbsp;Residential mortgage-backed securities - Non-agency | 33052 | 319 | (826) | 32545 |
| &nbsp;&nbsp;Commercial mortgage-backed securities - Non-agency | 94223 | 835 | (360) | 94698 |
| &nbsp;&nbsp;Other asset-backed securities | 238567 | 1401 | (117) | 239851 |
| &nbsp;&nbsp;&nbsp;&nbsp;Total fixed maturities | 3210940 | 44846 | (17243) | 3238543 |
| Short-term investments  | 200052 | 419 | (12) | 200459 |
| &nbsp;&nbsp;&nbsp;&nbsp;Total | $3410992 | $45265 | $(17255) | $3439002 |

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| | | | | |
|:---|:---|:---|:---|:---|
| | **December 31, 2024** | **December 31, 2024** | **December 31, 2024** | **December 31, 2024** |
| *($ in thousands)* | **Amortized Cost** | **Gross Unrealized Gains** | **Gross Unrealized Losses** | **Fair<br>Value** |
| Fixed maturities: |  |  |  |  |
| &nbsp;&nbsp;U.S. government treasuries | $724785 | $611 | $(14293) | $711103 |
| &nbsp;&nbsp;U.S. states, territories and municipalities | 13533 | 25 | (327) | 13231 |
| &nbsp;&nbsp;Non-U.S. sovereign governments and supranationals | 70435 | 454 | (3362) | 67527 |
| &nbsp;&nbsp;Corporate | 1153612 | 6484 | (17036) | 1143060 |
| &nbsp;&nbsp;Residential mortgage-backed securities - Agency | 288760 | 160 | (16309) | 272611 |
| &nbsp;&nbsp;Residential mortgage-backed securities - Non-agency | 17432 | 6 | (684) | 16754 |
| &nbsp;&nbsp;Commercial mortgage-backed securities - Non-agency | 40363 | 72 | (749) | 39686 |
| &nbsp;&nbsp;Other asset-backed securities | 113997 | 249 | (356) | 113890 |
| &nbsp;&nbsp;&nbsp;&nbsp;Total fixed maturities | 2422917 | 8061 | (53116) | 2377862 |
| Short-term investments  | 495630 | 1484 | (4) | 497110 |
| &nbsp;&nbsp;&nbsp;&nbsp;Total | $2918547 | $9545 | $(53120) | $2874972 |

---

The fair value of the Company's fixed maturity trading portfolio and short-term investments was $3.4 billion and $2.9 billion at December 31, 2025 and 2024, respectively.

Short-term investments at December 31, 2025 and 2024 of $200.5 million and $497.1 million, respectively, include $199.0 million and $496.0 million, respectively, held within TS Hamilton Fund. The cash and short-term investment balances within TS Hamilton Fund are not managed by the Company, nor can they be removed from TS Hamilton Fund as they support the underlying investment strategies within the seven trading vehicles. The balance may fluctuate significantly from period to period as a result of movements in the underlying funds. See the following discussion for further details on assets within TS Hamilton Fund.

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The fair values and weighted-average credit ratings of our fixed maturity trading portfolio and short-term investments by type were as follows:

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| | | | | | | |
|:---|:---|:---|:---|:---|:---|:---|
| | **As at December 31,** | **As at December 31,** | **As at December 31,** | **As at December 31,** | **As at December 31,** | **As at December 31,** |
| | **2025** | **2025** | **2025** | **2024** | **2024** | **2024** |
| *($ in thousands)* | **Fair Value** | **% of Total** | **Weighted average credit rating** | **Fair Value** | **% of Total** | **Weighted average credit rating** |
| Fixed maturities: |  |  |  |  |  |  |
| &nbsp;&nbsp;U.S. government treasuries | $797834 | 23% | Aa1 | $711103 | 25% | Aaa |
| &nbsp;&nbsp;U.S. states, territories and municipalities | 12960 | 0% | Aa2 | 13231 | 0% | Aa2 |
| &nbsp;&nbsp;Non-U.S. sovereign governments and supranationals | 110861 | 3% | Aa1 | 67527 | 2% | Aa1 |
| &nbsp;&nbsp;Corporate | 1584144 | 46% | A3 | 1143060 | 41% | A3 |
| &nbsp;&nbsp;Residential mortgage-backed securities - Agency | 365650 | 11% | Aa1 | 272611 | 9% | Aaa |
| &nbsp;&nbsp;Residential mortgage-backed securities - Non-agency | 32545 | 1% | Aaa | 16754 | 1% | Aaa |
| &nbsp;&nbsp;Commercial mortgage-backed securities - Non-agency | 94698 | 3% | Aa1 | 39686 | 1% | Aaa |
| &nbsp;&nbsp;Other asset-backed securities | 239851 | 7% | Aa1 | 113890 | 4% | Aaa |
| &nbsp;&nbsp;&nbsp;&nbsp;Total fixed maturities | 3238543 | 94% | Aa3 | 2377862 | 83% | Aa3 |
| Short-term investments | 200459 | 6% | Aa1 | 497110 | 17% | Aaa |
| &nbsp;&nbsp;&nbsp;&nbsp;Total fixed maturities and short-term investments | $3439002 | 100% | Aa3 | $2874972 | 100% | Aa2 |
| *Fixed maturity and short-term investments credit quality summary:* |  |  |  |  |  |  |
| Investment grade |  | 100% |  |  | 100% |  |
| Non-investment grade |  | 0% |  |  | 0% |  |
| &nbsp;&nbsp;Total |  | 100% |  |  | 100% |  |

---

The average credit quality, the average yield to maturity and the expected average duration of the Company's fixed maturities and short-term investments trading portfolio, excluding short-term investments held by the TS Hamilton Fund, were as follows:

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| | | |
|:---|:---|:---|
| | **As at December 31,** | **As at December 31,** |
| | **2025** | **2024** |
| Average credit quality | Aa3 | Aa3 |
| Average yield to maturity | 4.1% | 4.7% |
| Expected average duration (in years) | 3.4 | 3.4 |

---

At December 31, 2025 and 2024, 100% of the Company's fixed maturities and short-term investments trading portfolio was rated investment grade (Baa3 or higher) by third party rating services. The average credit quality of the Company's fixed maturities and short-term investments trading portfolio, excluding short-term investments held by the TS Hamilton Fund, at December 31, 2025 and 2024 was Aa3.

The average yield to maturity on the Company's fixed maturities and short-term investments trading portfolio decreased to 4.1% at December 31, 2025 from 4.7% at December 31, 2024.

The expected average duration of the Company's fixed maturities and short-term investments trading portfolio was 3.4 years at each of December 31, 2025 and 2024.

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*TS Hamilton Fund*

TS Hamilton Fund invests in Two Sigma Funds ("Two Sigma Funds"), which are stated at their estimated fair values, which generally represent the Company's proportionate interest in the members' equity of the Two Sigma Funds as reported by the respective funds based on the net asset value ("NAV") provided by the fund administrator. The Company accounts for its investment in Two Sigma Funds under the variable interest model at NAV as a practical expedient for fair value in the consolidated balance sheet.

The Company owns the following interest in each of the Two Sigma Funds:

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| | | |
|:---|:---|:---|
| | **As of December 31, 2025** | **As of December 31, 2025** |
|<br>**Two Sigma Funds** | **Abbreviation** | **%** |
| Two Sigma Spectrum Portfolio, LLC | STV | 13.3% |
| Two Sigma Equity Spectrum Portfolio, LLC | ESTV | 8.2% |
| Two Sigma Absolute Return Portfolio, LLC | ATV | 1.9% |
| Two Sigma Futures Portfolio, LLC | FTV | 6.4% |
| Two Sigma Horizon Portfolio, LLC | HTV | 5.4% |
| Two Sigma Navigator Portfolio, LLC | NTV | 6.1% |
| Two Sigma Kuiper Portfolio, LLC | KTV | 5.2% |

---

Although Two Sigma has broad discretion to allocate invested assets to different opportunities, the current strategy is focused on highly diversified liquid positions in global equities, futures and foreign exchange markets. Through its investments in the Two Sigma Funds, we seek to achieve absolute dollar denominated returns on a substantial capital base primarily by combining multiple hedged and leveraged systematic and non-systematic investment strategies with proprietary risk management and execution techniques. These strategies include, but are not limited to, technical and statistically-based, fundamental-based, event-based, market condition-based and spread-based strategies as well as contributor-based and/or sentiment-based strategies and blended strategies. At December 31, 2024, the Company's investment in the Two Sigma Funds consisted of STV, ESTV and FTV; effective January 1, 2025, the Company amended its existing investment in Two Sigma Funds to include an allocation to ATV, HTV, NTV and KTV.

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• STV primarily utilizes systematic strategies to trade U.S.-listed equity securities, exchange traded funds, money market funds, swap contracts and government debt securities.

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• ESTV primarily utilizes systematic strategies to trade non-U.S.-listed equity securities, swap contracts, money market funds, government debt securities, futures and foreign currency forward contracts.

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• ATV primarily utilizes systematic strategies to trade a diversified, global, equity market neutral portfolio, predominantly of equity securities, equity-related derivatives and other related instruments.

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• FTV primarily utilizes systematic macro strategies to trade exchange traded funds, exchange memberships, government debt securities, money market funds, option contracts, swap contracts, futures and forward contracts.

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• HTV primarily utilizes systematic strategies and non-systematic discretionary strategies to trade futures, futures options, foreign currency spot, forward and option contracts, exchange-traded products ("ETPs") and ETP options, debt securities, and various types of derivatives and other instruments.

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• NTV primarily utilizes non-systematic discretionary macro strategies that combine human discretion with quantitative analysis for purposes of trading globally across various asset classes.

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• KTV primarily utilizes non-systematic discretionary strategies that combine human discretion with quantitative analysis to trade futures, futures options, foreign currency spot, forward and option contracts, ETPs and ETP options, debt securities, and various types of derivatives and other instruments.

------

The Company's investments in Two Sigma Funds are as follows:

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| | | | | | | |
|:---|:---|:---|:---|:---|:---|:---|
| | **December 31, 2025** | **December 31, 2025** | **December 31, 2025** | **December 31, 2024** | **December 31, 2024** | **December 31, 2024** |
| *($ in thousands)* | **Cost** | **Net <br>Unrealized Gains (Losses)** | **Fair<br>Value** | **Cost** | **Net <br>Unrealized Gains (Losses)** | **Fair<br>Value** |
| Two Sigma Spectrum Portfolio, LLC | $500616 | $131996 | $632612 | $360997 | $102267 | $463264 |
| Two Sigma Equity Spectrum Portfolio, LLC | 187718 | 49906 | 237624 | 136565 | 47011 | 183576 |
| Two Sigma Absolute Return Portfolio, LLC | 93092 | 8882 | 101974 |  |  |  |
| Two Sigma Futures Portfolio, LLC | 192064 | 44998 | 237062 | 308061 | (15520) | 292541 |
| Two Sigma Horizon Portfolio, LLC | 241090 | 4585 | 245675 |  |  |  |
| Two Sigma Navigator Portfolio, LLC | 110577 | (9585) | 100992 |  |  |  |
| Two Sigma Kuiper Portfolio, LLC | 30406 | 1313 | 31719 |  |  |  |
| Total | $1355563 | $232095 | $1587658 | $805623 | $133758 | $939381 |

---

The increase in the total fair value of the Company's investments in Two Sigma Funds from $939.4 million at December 31, 2024 to $1.6 billion at December 31, 2025 is primarily driven by investment gains, asset allocations and collateral management within TS Hamilton Fund. The total net assets managed in TS Hamilton Fund represent our investment in and exposure to Two Sigma Funds' investment strategies. However, as part of Two Sigma's collateral management processes, any capital not required to be held within one of the specific trading vehicles is held in cash or short-term investments within TS Hamilton Fund as shown in the following table. The cash and short-term investment balances are not managed by the Company, nor can they be removed from TS Hamilton Fund as they support the underlying investment strategies within the seven trading vehicles.

The following table represents the total assets and total liabilities of TS Hamilton Fund. Creditors or beneficial interest holders of TS Hamilton Fund have no recourse to the general credit of the Company as the Company's obligation is limited to the amount of its committed investment.

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| | | |
|:---|:---|:---|
| | **December 31,** | **December 31,** |
| *($ in thousands)* | **2025** | **2024** |
| **Assets** |  |  |
| Cash and cash equivalents | $648726 | $578230 |
| Short-term investments | 198986 | 496008 |
| Investments in Two Sigma Funds, at fair value | 1587658 | 939381 |
| Receivables for investments sold | 57938 | 73322 |
| Interest and dividends receivable | 1110 | 945 |
| &nbsp;&nbsp;**Total assets** | 2494418 | 2087886 |
| **Liabilities** |  |  |
| Payable for investments purchased | 192467 | 100469 |
| Withdrawal payable | 123376 | 100420 |
| Accounts payable and accrued expenses | 214 | 233 |
| &nbsp;&nbsp;**Total liabilities** | 316057 | 201122 |
| &nbsp;&nbsp;&nbsp;&nbsp;**Total net assets managed by TS Hamilton Fund** | $2178361 | $1886764 |

---

Total net assets in TS Hamilton Fund were $2.2 billion and $1.9 billion at December 31, 2025 and 2024, respectively.

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**Liquidity and Capital Resources**

**Liquidity**

Liquidity is a measure of a company's ability to generate cash flows sufficient to meet the short-term and long-term cash requirements of its business operations. The Company manages liquidity at the holding company and operating subsidiary level.

Management believes that its significant cash flows from operations and high quality liquid investment portfolio will provide sufficient liquidity for the foreseeable future. At December 31, 2025 and 2024, total unrestricted cash and cash equivalents were $1.1 billion and $996.5 million, respectively, and total restricted cash and cash equivalents were $109.7 million and $104.4 million, respectively.

*Holding Company*

As a holding company, Hamilton Insurance Group, Ltd. has no operations of its own and its assets consist primarily of investments in its subsidiaries. Accordingly, Hamilton Group's future cash flows depend on the availability of dividends or other statutorily permissible distributions, such as returns of capital, from its subsidiaries. The ability to pay such dividends and/or distributions is limited by the applicable laws and regulations of the various countries and states in which the Company's subsidiaries operate (refer to Note 17, *Statutory Requirements* in the accompanying audited consolidated financial statements for further details), as well as the need to maintain capital levels to adequately support insurance and reinsurance operations, and to preserve financial strength ratings issued by independent rating agencies.

During the years ended December 31, 2025, 2024 and 2023, Hamilton Group received $220.5 million, $197.5 million, and $44.0 million, respectively, of distributions from its subsidiaries. The Company's primary use of funds is common share repurchases, interest payments on debt and credit facilities, capital investments in subsidiaries, and payment of corporate operating expenses. Common share repurchases may be conducted through open market repurchases and/or privately negotiated transactions. See Note 11, *Share Capital* in the accompanying audited consolidated financial statements for further detail of common share repurchases in the year ended December 31, 2025. Management believes the dividend distribution capacity of Hamilton Group's subsidiaries, which was estimated at $620.1 million at December 31, 2025, will provide the Company with sufficient liquidity for the foreseeable future.

*Operating Subsidiaries* 

Hamilton Group's operating subsidiaries primarily derive cash from the net inflow of premiums less claim payments related to underwriting activities and from net investment income. Historically, these cash receipts have been sufficient to fund the operating expenses of these subsidiaries, as well as to fund dividend payments to the Company. The subsidiaries' remaining cash flows are generally invested into the investment portfolio and used to fund common share repurchases or acquisitions.

The operating subsidiaries' insurance and reinsurance business inherently provides liquidity, as premiums are received in advance (sometimes substantially in advance) of the time losses are paid. However, the amount of cash required to fund loss payments can fluctuate significantly from period to period, due to the low frequency and high severity nature of certain types of business written. As such, cash flows from operating activities may vary significantly between periods.

The payment of dividends by operating subsidiaries is, under certain circumstances, limited by the applicable laws and regulations in the various jurisdictions in which the subsidiaries operate. In addition, insurance laws require the insurance subsidiaries to maintain certain measures of solvency and liquidity. Management believes that each of the Company's insurance subsidiaries and branches exceeded the minimum solvency, capital and surplus requirements in their applicable jurisdictions at December 31, 2025. Certain of the subsidiaries and branches are required to file Financial Condition Reports ("FCRs"), with their regulators, which provide details on solvency and financial performance. Where required, these FCRs are posted on the Company's website.

The regulations governing the Company's principal operating subsidiaries' ability to pay dividends and to maintain certain measures of solvency and liquidity are discussed in Note 17, *Statutory Requirements* in the Company's audited consolidated financial statements as included in this Form 10-K.

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*Consolidated Cash Flows*

Consolidated cash flows from operating, investing and financing activities were as follows:

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| | | | |
|:---|:---|:---|:---|
| | **For the Years Ended December 31,** | **For the Years Ended December 31,** | **For the Years Ended December 31,** |
| *($ in thousands)* | **2025** | **2024** | **2023** |
| Total cash provided by (used in): |  |  |  |
| &nbsp;&nbsp;Operating activities | $842350 | $759303 | $283155 |
| &nbsp;&nbsp;Investing activities | (414087) | (184160) | (652088) |
| &nbsp;&nbsp;Financing activities | (376166) | (362688) | 59016 |
| &nbsp;&nbsp;Effect of exchange rate changes on cash | 19141 | (12463) | 3574 |
| &nbsp;&nbsp;&nbsp;&nbsp;Net increase (decrease) in cash and cash equivalents | $71238 | $199992 | $(306343) |

---

Net cash provided by (used in) operating activities was $842.4 million, $759.3 million and $283.2 million for the years ended December 31, 2025, 2024 and 2023, respectively. Cash inflows from insurance and reinsurance operations typically include premiums, net of acquisition costs, and reinsurance recoverables. Cash outflows principally include payments of losses and loss expenses, payments of premiums to reinsurers and operating expenses. Cash provided by operating activities fluctuates due to timing differences between the collection of premiums and reinsurance recoverables and the payment of losses and loss adjustment expenses, and the payment of premiums to reinsurers.

Net cash provided by (used in) investing activities was $(414.1) million, $(184.2) million and $(652.1) million in the years ended December 31, 2025, 2024 and 2023, respectively, primarily driven by the timing of investing activities and the net proceeds of turnover, asset allocations within the TS Hamilton Fund, and our fixed maturity and short-term investments.

Net cash provided by (used in) financing activities was $(376.2) million, $(362.7) million and $59.0 million for the years ended December 31, 2025, 2024 and 2023, respectively. Net cash used in financing activities for the year ended December 31, 2025 was primarily driven by incentive allocations paid to TS Hamilton Fund and open market share repurchases. See Note 11, *Share Capital* in the accompanying audited consolidated financial statements for further detail of common share repurchases in the year ended December 31, 2025. Net cash used in financing activities for the year ended December 31, 2024 was primarily driven by incentive allocations paid to TS Hamilton Fund and share repurchases. Net cash provided by financing activities for the year ended December 31, 2023 was primarily driven by the proceeds of shares issued in connection with the Company's Initial Public Offering ("IPO"), partially offset by incentive allocations paid to TS Hamilton Fund.

The Company believes that annual positive cash flows from operating activities will be sufficient to cover claims payments, absent a series of additional large catastrophic losses. However, should claim payment obligations accelerate beyond the Company's ability to fund payments from operating cash flows, the Company would utilize cash and cash equivalent balances and/or liquidate a portion of the Company's fixed maturities and short-term investments trading portfolio and/or access certain credit facilities. The Company's fixed maturities and short-term investments trading portfolio is heavily weighted towards conservative, high quality and highly liquid securities.

In addition, if necessary, the Company generally has two options related to liquidating a portion of the investment portfolio in the TS Hamilton Fund, subject to Hamilton Re's minimum investment commitment, which are as follows:

• Monthly liquidity - Subject to certain conditions, Hamilton Re may request a whole or partial withdrawal of its capital account, no later than fifteen days prior to the end of a calendar month, effective as of the last day of such calendar month.

• Daily liquidity - Subject to certain limited circumstances, including the need to meet obligations pursuant to Hamilton Re's underwriting operations, Hamilton Re may request a withdrawal of all or a portion of its capital account upon at least one business day's written notice of such withdrawal request date to the Managing Member. Claim payments pertaining to any such large catastrophic event would be paid out over a period spanning many months.

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Management expects that, if necessary, the full value of cash, fixed income and short-term investments at December 31, 2025 could be available in one to three business days under normal market conditions, except for $728.2 million of restricted cash and investments which primarily support the Company's obligations in regulatory jurisdictions where it operates as a non-admitted carrier (refer to Note 3, *Investments* in the accompanying audited consolidated financial statements) and $271.2 million of restricted cash and investments which primarily support the Company's letter of credit facilities (refer to Note 10, *Debt and Credit Facilities* in the accompanying audited consolidated financial statements).

**Capital Resources**

Management monitors the Company's capital adequacy on a regular basis and seeks to adjust its capital according to the needs of the business. In particular, the Company requires capital sufficient to meet or exceed the capital adequacy ratios established by rating agencies for maintenance of appropriate financial strength ratings and the capital adequacy tests performed by regulatory authorities. From time to time, rating agencies and regulatory authorities may make changes in their models and methodologies, which could increase the amount of capital the Company requires. The Company may seek to raise additional capital or return capital to shareholders through some combination of common share repurchases and cash dividends. In the normal course of operations, management may from time to time evaluate additional share or debt issuances given prevailing market conditions and capital management strategies. In addition, the Company enters into agreements with financial institutions to obtain letter of credit facilities for the benefit of its operating subsidiaries to support their business operations. Management believes that the Company holds sufficient capital to allow it to take advantage of market opportunities and to maintain its financial strength ratings and comply with various local statutory regulations.

The following table summarizes our consolidated total capital:

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| | | |
|:---|:---|:---|
| | **As at December 31,** | **As at December 31,** |
| *($ in thousands)* | **2025** | **2024** |
| Shareholders' equity | $2822099 | $2328709 |

---

The Company's consolidated shareholders' equity was $2.8 billion at December 31, 2025, an increase of 21.2% compared to $2.3 billion at December 31, 2024. The primary driver of the increase in total capital was the Company's net income attributable to common shareholders of $576.7 million for the year ended December 31, 2025, partially offset by share repurchases (see Note 11, *Share Capital* in the accompanying audited consolidated financial statements for further details).

*Debt*

On June 10, 2025, Hamilton Group entered into a $150 million term loan credit arrangement (the "Facility") with various lenders as arranged by Wells Fargo Securities, LLC. The Facility replaces Hamilton Group's $150 million term loan credit agreement, as amended through and including June 23, 2022, between Hamilton Group and the lenders thereto (as amended the "Existing Loan Agreement"). The Facility will be used to refinance the indebtedness outstanding under the Existing Loan Agreement. All or a portion of the loan issued under the Facility bears interest, at the option of Hamilton Group, at either (a) a base rate plus an applicable margin or (b) the Adjusted Term Secured Overnight Financing Rate ("SOFR") plus an applicable margin, in each case with the applicable margin determined with reference to the Company's long term issuer default rating as assigned by Fitch. The Facility matures on June 9, 2028, unless accelerated pursuant to the terms of the Facility, and it contains usual and customary representations, warranties, conditions and covenants for bank loan facilities of this type. The Facility also includes financial covenants, including a financial strength rating test, a minimum consolidated tangible net worth test and a maximum consolidated indebtedness to total capitalization ratio.

The following table presents the gross outstanding loan balance, loan fair value and unamortized loan issuance costs:

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| | | |
|:---|:---|:---|
| | **As at December 31,** | **As at December 31,** |
| *($ in thousands)* | **2025** | **2024** |
| Outstanding loan balance | $150000 | $150000 |
| Loan fair value | 150280 | 150463 |
| Unamortized loan issuance costs | $257 | $55 |

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Debt issuance costs are amortized over the period during which the Facility is outstanding, as an offset to net investment income (loss). The Company amortized debt issuance costs of $0.1 million or less in each of the years ended December 31, 2025, 2024 and 2023. The Company's debt is classified as Level 3 within the fair value hierarchy because it is valued using an income approach, which utilizes a discounted cash flow technique that considers the credit profile of the Company.

*Common Shares*

The Company's authorized and issued share capital is comprised as follows:

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| | | |
|:---|:---|:---|
| *($ in thousands, except share and per share information)* |  |  |
| **Authorized:** |  |  |
| &nbsp;&nbsp;Common shares of $0.01 par value each (2025 and 2024: 150,000,000) |  |  |
|  | **As at December 31,** | **As at December 31,** |
| **Issued, outstanding and fully paid:** | **2025** | **2024** |
| &nbsp;&nbsp;Class A common shares (2025: 17,320,078 and 2024: 17,820,078) | $173 | $178 |
| &nbsp;&nbsp;Class B common shares (2025: 66,305,707 and 2024: 64,271,249) | 663 | 643 |
| &nbsp;&nbsp;Class C common shares (2025: 15,403,649 and 2024: 19,375,670) | 154 | 194 |
| &nbsp;&nbsp;&nbsp;&nbsp;Total | $990 | $1015 |

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On November 4, 2025, the Board of Directors authorized the repurchase of the Company's common shares in the aggregate amount of $150.0 million, in addition to remaining amounts under the prior authorization (collectively, the "Authorization"), under which the Company may repurchase shares through open market repurchases and/or privately negotiated transactions. The Authorization will expire when the Company has repurchased the full value of shares authorized, unless terminated earlier by the Board of Directors. All shares repurchased under the Authorization were subsequently cancelled. As of December 31, 2025, $178.5 million remained available for repurchase under the Authorization.

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| | | |
|:---|:---|:---|
| | **For the Years Ended** | **For the Years Ended** |
| | **December 31,** | **December 31,** |
| *($ in thousands except per share amounts)* | **2025** | **2024** |
| Class B Shares repurchased | 4222195 | 1485813 |
| Aggregate repurchase price | $93445 | $28067 |
| Average price per share | $22.13 | $18.89 |

---

On May 8, 2024, the Company entered into an agreement to repurchase 9.1 million Class A common shares at $12.00 per share (the "Share Repurchase"). The total purchase price was $109.5 million. The common shares purchased by the Company were cancelled following the repurchase transaction.

In general, holders of Class A common shares and Class B common shares have one vote for each common share held while the Class C common shares have no voting rights, except as required by law. However, each holder of Class A common shares and Class B common shares is limited to voting (directly, indirectly or constructively, as determined for U.S. federal income tax purposes) that number of common shares equal to 9.5% of the total combined voting power of all classes of shares of the Company (or, in the case of a class vote by the holders of our Class B common shares, such as in respect of the election or removal of directors other than for directors who are appointed by certain shareholders pursuant to the Shareholders Agreement and our Bye-laws, an amount calculated by multiplying (a) 9.5% and (b) the quotient of dividing (x) the total number of directors by (y) the number of directors elected by holders of Class B common shares). In addition, the Board of Directors may, in its absolute discretion, limit a shareholder's voting rights when it deems it appropriate to do so to avoid certain material adverse tax, legal or regulatory consequences to the Company, any subsidiary of the Company, or any direct or indirect shareholder or its affiliates.

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*Credit Facilities* 

The Company has several available letter of credit ("LOC") facilities and a revolving loan facility provided by commercial banks. The letter of credit facilities are utilized to provide collateral to reinsureds of Hamilton Re and its affiliates to the extent required under insurance and reinsurance agreements and to support capital requirements at Lloyd's.

On December 5, 2018 and December 27, 2018, Hamilton Re entered into a Master Agreement for Issuance of Payment Instruments and a Facility Letter for Issuance of Payment Instruments respectively, with CitiBank Europe Plc ("CitiBank Europe"), under which CitiBank Europe agreed to provide an uncommitted secured letter of credit facility for the issuance of standby letters of credit or similar instruments in multiple currencies. On November 15, 2024, letter of credit capacity under this facility was increased to $250 million. At all times during which it is a party to the facility, Hamilton Re is obligated to pledge to CitiBank Europe cash and/or securities with a value that equals or exceeds the aggregate face amount of its then-outstanding letters of credit. The Master Agreement contains events of default customary for facilities of this type. In the facility letter, Hamilton Re makes representations and warranties that are customary for facilities of this type and agrees that it will comply with certain informational and other undertakings.

On June 10, 2025, Hamilton Group and Hamilton Re entered into a $450 million credit agreement with a syndication of lenders (the "Unsecured Facility"). Under the Unsecured Facility, the lenders have agreed to provide up to an aggregate of $450 million of letter of credit capacity for Hamilton Re, up to $150 million of which may be utilized for revolving loans to be issued to Hamilton Group. At December 31, 2025, there were no loan amounts outstanding under the Unsecured Facility. Letters of credit issued under the Unsecured Facility bear interest at a rate determined by Hamilton Group's long-term issuer default rating, while revolving loans, if drawn, accrue interest at the option of Hamilton Group at either (a) a base rate plus an applicable margin or (b) Adjusted Term SOFR plus an applicable margin. In each case, the applicable margin is determined based on Hamilton Group's long-term issuer default rating as assigned by Fitch. Currently, any letters of credit issued under the facility bear interest at a rate of 125 basis points. Revolving loans, if issued, are subject to a fee equal to the prime rate plus 50 basis points or Adjusted Term SOFR plus a margin of 150 basis points. To the extent such loans are issued, the available letter of credit capacity shall decrease proportionally, such that the aggregate credit exposure for the lenders under the Unsecured Facility is $450 million. Amounts unutilized under the Unsecured Facility are subject to a fee based upon Hamilton Group's long-term issuer default rating as assigned by Fitch. This currently bears a fee of 17.5 basis points. The Unsecured Facility is subject to representations and warranties, affirmative and negative covenants and events of default that the Company considers customary for similar facilities. The Unsecured Facility also includes financial covenants, including a financial strength rating test, a minimum consolidated tangible net worth test and a maximum consolidated indebtedness to total capitalization ratio. Capacity is provided by Wells Fargo, National Association, Truist Bank, Commerzbank AG, New York Branch, Citizens Bank, N.A., HSBC Bank USA, National Association, and Barclays Bank PLC. Unless renewed or otherwise terminated in accordance with its terms, the Unsecured Facility has a maturity date of June 9, 2028.

On October 23, 2025, Hamilton Re amended its letter of credit facility agreement with UBS AG ("UBS") under which UBS and certain of its affiliates agreed to make available to Hamilton Re a secured letter of credit facility in an amount that is equal to the greater of (i) $25 million and (ii) the LOC amount issued and outstanding, provided that the amount shall not at any time be greater than $75 million, for a term that will expire on October 23, 2026. The facility bears a fee of 140 basis points on the total available capacity.

In addition, on October 20, 2025, Hamilton Re amended the unsecured letter of credit facility agreement that it utilizes to provide Funds at Lloyd's ("FAL") ("FAL LOC Facility") to support the FAL requirements of Syndicate 4000. Capacity is provided by ING Bank N.V., London Branch, Commerzbank AG, New York Branch, and Deutsche Bank AG, London Branch. The FAL LOC Facility was renewed in the amount of $260 million for a term that expires on December 31, 2029. The facility bears a fee of 150 basis points on the borrowed amount.

The Company's obligations under its credit facilities require Hamilton Group, Hamilton Re and the other parties thereto to comply with various financial and reporting covenants. All applicable entities were in compliance with all such covenants at December 31, 2025.

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Certain of the Company's credit facilities are secured by pledged interests in the TS Hamilton Fund, the Company's fixed income security portfolio, or cash. The Company's credit facilities and associated securities pledged, were as follows:

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| | |
|:---|:---|
| | **As at** |
| *($ in thousands)* | **December 31,<br>2025** |
| Available letter of credit and revolving loan facilities - commitments | $1002535 |
| Available letter of credit and revolving loan facilities - in use | 805011 |
| Security pledged under letter of credit and revolving loan facilities: |  |
| &nbsp;&nbsp;&nbsp;&nbsp;Pledged interests in TS Hamilton Fund | $103140 |
| &nbsp;&nbsp;&nbsp;&nbsp;Pledged interests in fixed income portfolio | 254802 |
| &nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;Cash<sup>(1)</sup> | 16385 |

---

 *(1) Cash pledged as security under letter of credit and revolving loan facilities is included in restricted cash securing other underwriting obligations under Pledged Assets in Note 3, Investments.*

**Financial Strength Ratings**

The Company's principal insurance and reinsurance operating subsidiaries are assigned financial strength ratings from various internationally recognized rating agencies registered with the SEC as Nationally Recognized Statistical Rating Organizations. Each agency's ratings are publicly announced, defined and available directly from the agencies' websites.

Financial strength ratings represent the independent opinions of the rating agencies as to the relative creditworthiness of a company and its capacity to meet the obligations of its insurance and reinsurance contracts. Independent ratings are one of the important factors that establish a competitive position in insurance and reinsurance markets. These ratings are based on factors considered by the rating agencies to be relevant to policyholders, agents and intermediaries and are not directed toward the protection of investors. Ratings are not recommendations to buy, sell or hold securities.

The financial strength ratings of our principal operating subsidiaries and our holding company are presented below. All information is as of February 19, 2026, at which time the outlook for each of the below ratings was "Stable".

---

| | | | |
|:---|:---|:---|:---|
| | **AM Best** | **Fitch** | **Kroll Bond Rating Agency ("KBRA")** |
| Hamilton Re, Ltd. | A | A- | A |
| Hamilton Insurance DAC | A | A- | NR<sup>(1)</sup> |
| Hamilton Select | A- | NR<sup>(1)</sup> | NR<sup>(1)</sup> |
| Hamilton Insurance Group | NR<sup>(1)</sup> | BBB+ Issuer <br>Default Rating | BBB+ Issuer <br>Rating |
| Lloyd's Overall Market Rating<sup>(2)</sup> | A+ | AA- | AA- |

---

*(1) Not Rated*

*(2) The Company's Syndicate 4000 benefits from the financial strength ratings assigned by each of AM Best, Fitch, KBRA and S&P Global ("AA-") to the Lloyd's market.*

------

**Reserve for Losses and Loss Adjustment Expenses**

***Reserve for unpaid losses and loss adjustment expenses***

The Company establishes loss reserves using actuarial models, historical insurance industry loss ratio experience and loss development patterns to estimate its ultimate liability of all losses and loss adjustment expenses incurred with respect to premiums earned on the contracts at a given point in time. Loss reserves do not represent an exact calculation of the liability. Estimates of ultimate liabilities are contingent on many future events and the eventual actual outcome of these events may be substantially different from the assumptions underlying the reserve estimates. The Company believes that the recorded reserve for losses and loss adjustment expenses represents management's best estimate of the cost to settle the ultimate liabilities based on information available at December 31, 2025.

See *Critical Accounting Estimates — Reserve for Losses and Loss Adjustment Expenses* for a detailed discussion of losses and loss adjustment expenses.

See Note 8, *Reserve for Losses and Loss Adjustment Expenses* in the accompanying audited consolidated financial statements for the reconciliation of the gross and net reserve for losses and loss adjustment expenses and for a discussion of prior year reserve development.

***Paid and unpaid losses and loss adjustment expenses recoverable***

In the normal course of business, the Company seeks to reduce the potential amount of loss arising from claim events by reinsuring certain levels of risk with other reinsurers. See *Critical Accounting Estimates – Ceded reinsurance and unpaid losses and loss adjustment expenses recoverable* in the accompanying audited consolidated financial statements and related notes thereto included in this Form 10-K for a detailed discussion of the Company's risks related to ceded reinsurance agreements and the Company's process to evaluate the financial condition of its reinsurers.

**Contractual Obligations and Commitments**

Contractual obligations and commitments by period due were:

---

| | | | | | |
|:---|:---|:---|:---|:---|:---|
| *($ in thousands)* | **Payment Due by Year** | **Payment Due by Year** | **Payment Due by Year** | **Payment Due by Year** | **Payment Due by Year** |
| **December 31, 2025** | **Total** | **Less than 1 year** | **1-3 years** | **3-5 years** | **More than 5 years** |
| Debt<sup>(1)</sup> | $150000 | $— | $150000 | $— | $— |
| Estimated interest payments<sup>(1)</sup> | 20284 | 8096 | 12188 |  |  |
| &nbsp;&nbsp;Total debt obligations | 170284 | 8096 | 162188 |  |  |
| Losses and loss adjustment expenses<sup>(2)</sup> | 4415176 | 1167346 | 1480761 | 753228 | 1013841 |
| Operating lease obligations<sup>(3)</sup> | 8012 | 3110 | 4114 | 788 |  |
| &nbsp;&nbsp;&nbsp;&nbsp;Total | $4593472 | $1178552 | $1647063 | $754016 | $1013841 |

---

(1) Estimated debt payments have been calculated in the above table with reference to the interest rate in effect at December 31, 2025. Refer to Note 10, <sup>Debt and Credit Facilities</sup> in the accompanying audited consolidated financial statements for further details.

(2) Losses and loss adjustment expenses are presented gross of estimated recoveries. The amount and timing of associated cash flows are subject to significant judgement based on the best information currently available and actual settlement may vary significantly from the estimates presented above. Refer to <sup>Critical Accounting Estimates,</sup> <sup>Losses and Loss Adjustment Expenses</sup> <sup>for further detail.&nbsp;&nbsp;&nbsp;&nbsp;</sup>

<sup>(3) Refer to Note 15,</sup> <sup>Commitments and Contingencies</sup> in our audited consolidated financial statements for further detail on our lease commitments.

**Transactions with Related Parties**

The discussion of transactions with related parties is included in Note 16, *Related Party Transactions* in the accompanying audited consolidated financial statements.

------

**Item 7A. Quantitative and Qualitative Disclosures About Market Risk** 

**Quantitative and Qualitative Disclosures About Market Risk**

***Overview***

We believe the Company's exposure to market related risk arises primarily from interest rate risk, credit spread risk, foreign currency risk and inflation.

We performed a sensitivity analysis to estimate the effects that market risk exposures could have on the future earnings, fair values or cash flows at December 31, 2025 and 2024. Although this exercise focuses on identifying risk exposures that only impact the market value of assets, it is important to recognize that these risks are significantly mitigated by the Company's investment strategy, which is designed to result in an economic valuation of assets and liabilities that is generally offsetting.

The sensitivity analysis performed at December 31, 2025 and 2024 presents hypothetical changes in cash flows, earnings and fair values of market sensitive instruments which were held by the Company on those dates in response to changes in valuation inputs selected by the Company. This risk management discussion and the estimated amounts generated from the following sensitivity analysis represent forward-looking statements of market risk assuming certain future market conditions occur. Actual future results may differ materially from these projections due to actual developments in the global financial markets that are inconsistent with our current assumptions. The analysis methods used by the Company to assess and mitigate risk should not be considered indicators of future events of losses.

***Interest Rate Risk*** 

The fair value of our fixed maturity and short-term investments trading portfolio, excluding TS Hamilton Fund, fluctuates with changes in interest rates. As a result, the Company is exposed to interest rate risk with respect to both our overall net economic asset position, and from an accounting standpoint, as the assets are carried at fair value.

We manage interest rate risk by structuring our fixed maturity and short-term investments portfolio so that the economic impact of a general interest rate shift on the portfolio is comparable to the corresponding impact on the related liabilities. The Company believes that duration matching our financial assets and underwriting liabilities mitigates the overall interest rate risk on an economic basis. While this matching of duration reduces the economic impact of interest rate changes on the Company, changes in interest rates do impact our shareholders' equity because our liabilities are carried at their nominal value, and are not adjusted for changes in interest rates.

The following tables summarize the aggregate hypothetical increase (decrease) in the fair value of the Company's fixed maturity trading portfolio and short-term investments from an immediate parallel shift in the treasury yield curve, assuming credit spreads remain constant, and reflecting the use of an immediate time horizon, since this presents the worst-case scenario:

---

| | | | | | |
|:---|:---|:---|:---|:---|:---|
| *($ in thousands)* | **Interest Rate Shift in Basis Points** | **Interest Rate Shift in Basis Points** | **Interest Rate Shift in Basis Points** | **Interest Rate Shift in Basis Points** | **Interest Rate Shift in Basis Points** |
| **December 31, 2025** | **-100** | **-50** | **Base** | **50** | **100** |
| Fair value of fixed income securities and <br>short-term investments | $3555117 | $3496766 | $3439002 | $3381663 | $3324422 |
| Percentage change in fair value | 3.4% | 1.7% | 0.0% | (1.7)% | (3.3)% |
| Net increase (decrease) in fair value | $116115 | $57764 | $— | $(57339) | $(114580) |

---

---

| | | | | | |
|:---|:---|:---|:---|:---|:---|
| *($ in thousands)* | **Interest Rate Shift in Basis Points** | **Interest Rate Shift in Basis Points** | **Interest Rate Shift in Basis Points** | **Interest Rate Shift in Basis Points** | **Interest Rate Shift in Basis Points** |
| **December 31, 2024** | **-100** | **-50** | **Base** | **50** | **100** |
| Fair value of fixed income securities and <br>short-term investments | $2961034 | $2917688 | $2874972 | $2831836 | $2789189 |
| Percentage change in fair value | 3.0% | 1.5% | 0.0% | (1.5)% | (3.0)% |
| Net increase (decrease) in fair value | $86062 | $42716 | $— | $(43136) | $(85783) |

---

------

***Credit Spread Risk*** 

The Company considers the impact of credit spread movements on the fair value of our fixed maturity and short-term investments trading portfolio. As credit spreads widen, the fair value of our fixed maturity and short-term investments trading portfolio decreases, and vice versa.

The following tables summarize the aggregate hypothetical increase (decrease) in the fair value of the Company's fixed maturity trading portfolio and short-term investments from an immediate parallel shift in credit spreads, assuming the treasury yield curve remains constant, reflecting the use of an immediate time horizon since this presents the worst-case scenario:

---

| | | | | | |
|:---|:---|:---|:---|:---|:---|
| *($ in thousands)* | **Credit Spread Shift in Basis Points** | **Credit Spread Shift in Basis Points** | **Credit Spread Shift in Basis Points** | **Credit Spread Shift in Basis Points** | **Credit Spread Shift in Basis Points** |
| **December 31, 2025** | **-100** | **-50** | **Base** | **50** | **100** |
| Fair value of fixed income securities and<br>short-term investments | $3518544 | $3478781 | $3439002 | $3399076 | $3358704 |
| Percentage change in fair value | 2.3% | 1.2% | 0.0% | (1.2)% | (2.3)% |
| Net increase (decrease) in fair value | $79542 | $39779 | $— | $(39926) | $(80298) |

---

---

| | | | | | |
|:---|:---|:---|:---|:---|:---|
| *($ in thousands)* | **Credit Spread Shift in Basis Points** | **Credit Spread Shift in Basis Points** | **Credit Spread Shift in Basis Points** | **Credit Spread Shift in Basis Points** | **Credit Spread Shift in Basis Points** |
| **December 31, 2024** | **-100** | **-50** | **Base** | **50** | **100** |
| Fair value of fixed income securities and<br>short-term investments | $2930844 | $2902803 | $2874972 | $2846318 | $2817766 |
| Percentage change in fair value | 1.9% | 1.0% | 0.0% | (1.0)% | (2.0)% |
| Net increase (decrease) in fair value | $55872 | $27831 | $— | $(28654) | $(57206) |

---

*Investment in Two Sigma Funds* 

Our investments in these Two Sigma Funds are stated at their estimated fair values, which generally represent the Company's proportionate interest in the members' equity of the Two Sigma Funds as reported by the respective funds based on the NAV provided by the fund administrator. The Company accounts for its investment in Two Sigma Funds under the variable interest model at NAV as a practical expedient for fair value in the consolidated balance sheets. Increases or decreases in such fair value are recorded within net realized and unrealized gains (losses) on investments in the Company's consolidated statements of operations. The Company records contributions and withdrawals related to its investments in the funds on the transaction date.

Assuming a hypothetical 10% and 30% increase or decrease in the value of our investments in Two Sigma Funds as of December 31, 2025, the carrying value of these investments would have increased or decreased by approximately $158.8 million and $476.3 million, pre-tax, respectively. Assuming the same hypothetical 10% and 30% increase or decrease as of December 31, 2024, the carrying value of our investments in Two Sigma Funds would have increased or decreased by approximately $93.9 million and $281.8 million, pre-tax, respectively.

***Foreign Currency Risk***

The Company's functional currency for consolidated reporting is the U.S. dollar. We routinely write business in currencies other than U.S. dollars and invest a portion of our cash and investments in those currencies. All of the Company's operating entities have U.S. dollar functional currencies. As a result, we may experience foreign exchange gains and losses in our audited consolidated financial statements.

The Company is primarily impacted by the foreign currency risk exposures from its underwriting operations and fixed maturity and short-term investments trading portfolio, and may, from time to time, enter into foreign currency forward and option contracts to minimize the effect of fluctuating foreign currencies on the value of non-U.S. dollar denominated assets and liabilities. Generally, the Company will match its projected non-U.S. dollar foreign currency underwriting related assets and liabilities with investments and cash in the same currencies to manage our exposure to foreign currency fluctuations and reduce the volatility of foreign exchange gains and losses on our results of operations.

See Note 2(k), *Foreign Exchange* in the accompanying audited consolidated financial statements for additional information.

------

The following table summarizes the estimated effects that a hypothetical 10% movement in the value of the U.S. dollar against select foreign currencies would have had on the carrying value of our net assets:

---

| | | | | |
|:---|:---|:---|:---|:---|
| | **December 31,** | **December 31,** | **December 31,** | **December 31,** |
| | **2025** | **2025** | **2024** | **2024** |
| *($ in millions)* | **-10%** | **+10%** | **-10%** | **+10%** |
| GBP | $(3.2) | $3.2 | $(2.0) | $2.0 |
| JPY | (0.2) | 0.2 | (0.7) | 0.7 |
| EUR | (2.8) | 2.8 | (6.3) | 6.3 |
| CAD | (2.4) | 2.4 | (2.6) | 2.6 |
| AUD | $0.1 | $(0.1) | $(1.0) | $1.0 |

---

***Effects of Inflation***

Historically, inflation has not had a material effect on the Company's consolidated results of operations. However, over the last several years, global economic inflation has increased, and there is a risk that it will remain elevated for an extended period. Inflation is subject to many macroeconomic factors beyond our control, including global banking policy, political risks and supply chain issues. An inflationary economy may result in higher losses and loss adjustment expenses, negatively impact the performance of our fixed income security investment portfolio, or increase our operating expenses, among other unfavorable effects. The ultimate effects of an inflationary or deflationary period are subject to high uncertainty and cannot be accurately estimated until the actual costs are known.

In the wake of a catastrophe loss there is a risk of specific inflationary pressures in the local economy, which is considered in our catastrophe loss models. Similarly, the Company incorporates the anticipated effects of inflation in our ultimate estimate of the reserves for unpaid losses and loss adjustment expenses on certain long-tail lines of business. As with general economic inflation, the actual effects of inflation on reserves for losses and loss adjustment expenses and results of operations cannot be accurately known until all of the underlying claims are ultimately settled.

For a discussion of the impact of increases and decreases in interest rates on the Company's fixed maturity and short-term investments trading portfolio, see both *Interest Rate Risk* and *Credit Spread Risk* as discussed under *Item 7A. Quantitative and Qualitative Disclosures About Market Risk*.

**Recent Accounting Pronouncements**

At December 31, 2025, there were no recently issued accounting pronouncements that have not yet been adopted that management expects would have a material impact on the Company's results of operations, financial condition or liquidity. See Note 2(s), *Recent Accounting Pronouncements* in the accompanying audited consolidated financial statements.

**Item 8. Financial Statements and Supplementary Data**

Reference is made to Item 15 of this Report for the accompanying audited consolidated financial statements of Hamilton Insurance Group, Ltd. and the Notes thereto, as well as the Schedules to the accompanying audited consolidated financial statements.

**Item 9. Changes in and Disagreements With Accountants on Accounting and Financial Disclosures**

None.

------

**Item 9A. Controls and Procedures**

**Evaluation of Disclosure Controls and Procedures**

Under the supervision and with the participation of our management, including our Chief Executive Officer and Chief Financial Officer, we have evaluated the effectiveness of the design and operation of our disclosure controls and procedures, as defined in Rules 13a-15(b) and 15d-15(b) of the Exchange Act, as of the end of the period covered by this report. Based upon that evaluation, our management, including our Chief Executive Officer and Chief Financial Officer, concluded that, at December 31, 2025, our disclosure controls and procedures were effective to provide reasonable assurance that information required to be disclosed in Company reports filed or submitted under the Exchange Act is (i) recorded, processed, summarized and reported within the time periods specified in the SEC rules and forms and (ii) accumulated and communicated to our management, including our Chief Executive Officer and Chief Financial Officer, as appropriate to allow timely decisions regarding required disclosure.

**Management's Annual Report on Internal Control Over Financial Reporting**

Our management is responsible for establishing and maintaining effective internal control over financial reporting as defined in Rules 13a-15(f) and 15d-15(f) under the Exchange Act, as amended. Our internal control over financial reporting was designed to provide reasonable assurance regarding the reliability of financial reporting and the preparation of financial statements for external purposes in accordance with U.S. generally accepted accounting principles and to reflect management's judgments and estimates concerning effects of events and transactions that are accounted for or disclosed.

Our internal control over financial reporting includes those policies and procedures that: (1) pertain to the maintenance of records that, in reasonable detail, accurately and fairly reflect our transactions and the dispositions of our assets; (2) provide reasonable assurance that transactions are recorded as necessary to permit preparation of financial statements in accordance with generally accepted accounting principles, and that our receipts and expenditures are being made only in accordance with authorizations of our management and directors; and (3) provide reasonable assurance regarding prevention or timely detection of unauthorized acquisition, use or disposition of our assets that could have a material effect on our financial statements.

There are inherent limitations to the effectiveness of any controls. Our Board and management, including our Chief Executive Officer and Chief Financial Officer, do not expect that our disclosure controls and procedures or internal control over financial reporting will prevent all errors and all fraud. Controls, no matter how well conceived and operated, can provide only reasonable, not absolute, assurance that the objectives of the controls are met. Further, we believe that the design of controls must reflect appropriate resource constraints, and the benefits of controls must be considered relative to their costs. Because of the inherent limitations in controls, no evaluation of controls can provide absolute assurance that all control issues and instances of fraud, if any, within the Company have been detected.

Management, with the participation of the Chief Executive Officer and Chief Financial Officer, assessed our internal control over financial reporting as of December 31, 2025 using the criteria set forth by the Committee of Sponsoring Organizations of the Treadway Commission (COSO) in Internal Control-Integrated Framework (2013). Based on this assessment, management concluded that the Company's internal control over financial reporting was effective as of December 31, 2025.

Ernst & Young Ltd, the independent registered public accountants who audited our consolidated financial statements included in this Form 10-K, audited our internal control over financial reporting as of December 31, 2025 and their attestation report on our internal control over financial reporting is included herein.

**Changes in Internal Control Over Financial Reporting**

There have not been any changes in the Company's internal control over financial reporting (as such term is defined in Rules 13a-15(f) and 15d-15(f) under the Exchange Act) during the quarter ended December 31, 2025 that have materially affected, or are reasonably likely to materially affect, the Company's internal control over financial reporting.

------

**Report of Independent Registered Public Accounting Firm**

To the Shareholders and the Board of Directors of Hamilton Insurance Group, Ltd.

**Opinion on Internal Control Over Financial Reporting**

We have audited Hamilton Insurance Group, Ltd.'s internal control over financial reporting as of December 31, 2025, based on criteria established in Internal Control—Integrated Framework issued by the Committee of Sponsoring Organizations of the Treadway Commission (2013 framework) (the COSO criteria). In our opinion, Hamilton Insurance Group, Ltd. (the Company) maintained, in all material respects, effective internal control over financial reporting as of December 31, 2025, based on the COSO criteria.

We also have audited, in accordance with the standards of the Public Company Accounting Oversight Board (United States) (PCAOB), the consolidated balance sheets of the Company as of December 31, 2025 and 2024, the related consolidated statements of operations and comprehensive income (loss), shareholders' equity and cash flows for each of the three years in the period ended December 31, 2025, and the related notes and financial statement schedules listed in the Index at Item 15 and our report dated February 25, 2026 expressed an unqualified opinion thereon.

**Basis for Opinion**

The Company's management is responsible for maintaining effective internal control over financial reporting and for its assessment of the effectiveness of internal control over financial reporting included in the accompanying Management's Annual Report on Internal Control over Financial Reporting. Our responsibility is to express an opinion on the Company's internal control over financial reporting based on our audit. We are a public accounting firm registered with the PCAOB and are required to be independent with respect to the Company in accordance with the U.S. federal securities laws and the applicable rules and regulations of the Securities and Exchange Commission and the PCAOB.

We conducted our audit in accordance with the standards of the PCAOB. Those standards require that we plan and perform the audit to obtain reasonable assurance about whether effective internal control over financial reporting was maintained in all material respects.

Our audit included obtaining an understanding of internal control over financial reporting, assessing the risk that a material weakness exists, testing and evaluating the design and operating effectiveness of internal control based on the assessed risk, and performing such other procedures as we considered necessary in the circumstances. We believe that our audit provides a reasonable basis for our opinion.

**Definition and Limitations of Internal Control Over Financial Reporting**

A company's internal control over financial reporting is a process designed to provide reasonable assurance regarding the reliability of financial reporting and the preparation of financial statements for external purposes in accordance with generally accepted accounting principles. A company's internal control over financial reporting includes those policies and procedures that (1) pertain to the maintenance of records that, in reasonable detail, accurately and fairly reflect the transactions and dispositions of the assets of the company; (2) provide reasonable assurance that transactions are recorded as necessary to permit preparation of financial statements in accordance with generally accepted accounting principles, and that receipts and expenditures of the company are being made only in accordance with authorizations of management and directors of the company; and (3) provide reasonable assurance regarding prevention or timely detection of unauthorized acquisition, use, or disposition of the company's assets that could have a material effect on the financial statements.

------

Because of its inherent limitations, internal control over financial reporting may not prevent or detect misstatements. Also, projections of any evaluation of effectiveness to future periods are subject to the risk that controls may become inadequate because of changes in conditions, or that the degree of compliance with the policies or procedures may deteriorate.

/s/ Ernst & Young Ltd.

Hamilton, Bermuda

February 25, 2026

------

**Item 9B. Other Information**

***Securities Trading Plans of Directors and Executive Officers***

On October 31, 2025, Mr. Alexander Baker, Chief Executive Officer of Hamilton Global Specialty (formerly Group Chief Risk Officer) and an officer of the Company as defined in Rule 16a-1(f) under the Exchange Act, terminated a Rule 10b5-1 trading plan relating to the sale of the Company's Class B common shares. The trading plan had originally been adopted on August 25, 2025, with an end date of August 31, 2026, and provided for the sale of up to 25,000 Class B common shares pursuant to its terms. The plan was intended to satisfy the affirmative defense conditions of Rule 10b5-1(c) under the Exchange Act. No shares were sold under the plan prior to its termination.

No other directors or officers of the Company adopted, modified, or terminated any Rule 10b5-1 or non-Rule 10b5-1 trading arrangements during the fiscal quarter.

**Item 9C. Disclosure Regarding Foreign Jurisdiction that Prevent Inspections**

None.

------

**Part III**

**Item 10. Directors, Executive Officers and Corporate Governance**

The Company maintains an insider trading policy ("Insider Trading Policy") governing the purchase, sale and other disposition of our securities by our directors, officers, employees, contractors, consultants, advisors and certain of their respective related persons or entities. We believe our Insider Trading Policy is reasonably designed to promote compliance with insider trading laws, rules and regulations and applicable NYSE listing standards. A copy of our Insider Trading Policy was filed as Exhibit 19 to our Annual Report on Form 10-K for the year ended December 31, 2024.

The remaining information required by this Item relating to our directors, executive officers and corporate governance shall be incorporated herein by reference to information found in our Proxy Statement for the 2026 Annual General Meeting of Shareholders. We intend to file our Proxy Statement no later than 120 days after the close of the fiscal year.

**Item 11. Executive Compensation**

The information required by this Item relating to executive compensation is incorporated herein by reference to information included in our Proxy Statement for the 2026 Annual General Meeting of Shareholders. We intend to file our Proxy Statement no later than 120 days after the close of the fiscal year.

**Item 12. Security Ownership of Certain Beneficial Owners and Management and Related Stockholder Matters**

The information required by this Item relating to security ownership of certain beneficial owners and management and securities authorized for issuance under equity compensation plans is incorporated herein by reference to information included in our Proxy Statement for the 2026 Annual General Meeting of Shareholders. We intend to file our Proxy Statement no later than 120 days after the close of the fiscal year.

**Item 13. Certain Relationships and Related Transactions, and Director Independence**

The information required by this Item relating to certain relationships and related transactions and director independence is incorporated herein by reference to information included in our Proxy Statement for the 2026 Annual General Meeting of Shareholders. We intend to file our Proxy Statement no later than 120 days after the close of the fiscal year.

**Item 14. Principal Accounting Fees and Services**

The information required by this Item relating to principal accountant fees and services is incorporated herein by reference to information included in our Proxy Statement for the 2026 Annual General Meeting of Shareholders. We intend to file our Proxy Statement no later than 120 days after the close of the fiscal year.

------

**Part IV**

**Item 15. Exhibits and Financial Statement Schedules**

**Financial Statements** 

The accompanying audited consolidated financial statements of Hamilton Insurance Group, Ltd. and related notes thereto are listed in the accompanying Index to the Consolidated Financial Statements and are filed as part of this Form 10-K.

**Financial Statement Schedules** 

The Schedules to the accompanying audited consolidated financial statements of Hamilton Insurance Group, Ltd. are listed in the accompanying Index to Schedules to the Consolidated Financial Statements and are filed as a part of this Form 10-K.

------

**Exhibit Index**

---

| | |
|:---|:---|
| **Exhibit No.** | **Description** |
| 3.1 | <u>[Memorandum of Association of Hamilton Insurance Group, Ltd. (incorporated by reference to Exhibit 3.1 of Hamilton Insurance Group, Ltd.'s Registration Statement on Form S-1 (File No. 333-275000) filed on October 16, 2023)](https://www.sec.gov/Archives/edgar/data/1593275/000162828023034427/exhibit31-sx1.htm)</u> |
| 3.2 | <u>[Fourth Amended and Restated Bye-laws of Hamilton Insurance Group, Ltd. (incorporated by reference to Exhibit 3.2 of Hamilton Insurance Group, Ltd.'s Registration Statement on Form S-1 (File No. 333-275000) filed on October 16, 2023)](https://www.sec.gov/Archives/edgar/data/1593275/000162828023034427/exhibit32-sx1.htm)</u> |
| 3.3 | <u>[Certificate of Deposit of Memorandum of Increase of Share Capital of Hamilton Insurance Group, Ltd. delivered to the Registrar of Companies on January 8, 2014 (incorporated by reference to Exhibit 3.3 to Hamilton Insurance Group, Ltd.'s Annual Report on Form 10-K filed March 7, 2024)](https://www.sec.gov/Archives/edgar/data/1593275/000159327524000028/exhibit33a-memorandumofi.htm)</u>  |
| 3.3.1 | <u>[Certificate of Deposit of Memorandum of Increase of Share Capital of Hamilton Insurance Group, Ltd. delivered to the Registrar of Companies on September 27, 2023 (incorporated by reference to Exhibit 3.3.1 to Hamilton Insurance Group, Ltd.'s Annual Report on Form 10-K filed on March 7, 2024)](https://www.sec.gov/Archives/edgar/data/1593275/000159327524000028/exhibit33b-memorandumofi.htm)</u> |
| 4.1 | <u>[Registration Rights Agreement, dated as of December 23, 2013, by and among Hamilton Insurance Group, Ltd. and the parties set forth therein (incorporated by reference to Exhibit 10.3 of Hamilton Insurance Group, Ltd.'s Registration Statement on Form S-1 (File No. 333-275000) filed on October 16, 2023)](https://www.sec.gov/Archives/edgar/data/1593275/000162828023034427/exhibit103-sx1.htm)</u> |
| 4.2 | <u>[Shareholders Agreement, dated as of November 14, 2023, by and among Hamilton Insurance Group, Ltd. and the parties set forth therein (incorporated by reference to Exhibit 4.2 to Hamilton Insurance Group, Ltd.'s Annual Report on Form 10-K filed on March 7, 2024)](https://www.sec.gov/Archives/edgar/data/1593275/000159327524000028/exhibit42-shareholdersag.htm)</u>  |
| 4.3 | <u>[Description of Hamilton Insurance Group, Ltd.'s Securities (incorporated by reference to Exhibit 4.3 to Hamilton Insurance Group, Ltd.'s Annual Report on Form 10-K filed on March 7, 2024)](https://www.sec.gov/Archives/edgar/data/1593275/000159327524000028/exhibit43-descriptionofr.htm)</u>  |
| 10.1 | <u>[Form of Indemnification Agreement for Officers and Directors (incorporated by reference to Exhibit 10.2 of Hamilton Insurance Group, Ltd.'s Registration Statement on Form S-1 (File No. 333-275000) filed on October 16, 2023)](https://www.sec.gov/Archives/edgar/data/1593275/000162828023034427/exhibit102-sx1.htm)</u> |
| 10.2† | <u>[Hamilton Insurance Group, Ltd. 2013 Equity Incentive Plan and Form of Award Agreements (incorporated by reference to Exhibit 10.4 of Hamilton Insurance Group, Ltd.'s Registration Statement on Form S-1 (File No. 333-275000) filed on October 16, 2023)](https://www.sec.gov/Archives/edgar/data/1593275/000162828023034427/exhibit104-sx1.htm)</u> |
| 10.3\*† | <u>[Hamilton Insurance Group, Ltd. 2023 Equity Incentive Plan, as amended](hg2023equityplan103.htm)</u> |
| 10.3.1\*† | <u>[Form of Restricted Stock Unit Award Agreement (Time Vesting)](hgformrsu26.htm)[Hamilton Insurance Group, Ltd. 2023 Equity Incentive Plan](hgformrsu26.htm)</u> |
| 10.3.2\*† | <u>[Form of Restricted Stock Unit Award Agreement (Performance Vesting)](hgformpsu26.htm)[Hamilton Insurance Group, Ltd. 2023 Equity Incentive Plan](hgformpsu26.htm)</u> |
| 10.4† | <u>[Hamilton Insurance Group, Ltd. Value Appreciation Pool Rules and Form of Award Agreement (incorporated by reference to Exhibit 10.11 of Hamilton Insurance Group, Ltd.'s Registration Statement on Form S-1 (File No. 333-275000) filed on October 16, 2023)](https://www.sec.gov/Archives/edgar/data/1593275/000162828023034427/exhibit1011-sx1.htm)</u> |
| 10.5† | <u>[Amended and Restated Employment Agreement, dated as of September 12, 2023, between Hamilton Insurance Group, Ltd. and Giuseppina C. Albo (incorporated by reference to Exhibit 10.6 of Hamilton Insurance Group, Ltd.'s Registration Statement on Form S-1 (File No. 333-275000) filed on October 16, 2023)](https://www.sec.gov/Archives/edgar/data/1593275/000162828023034427/exhibit106-sx1.htm)</u> |
| 10.5.1† | <u>[Addendum A dated March 6, 2024 to Amended and Restated Employment Agreement, dated as of September 12, 2023, between Hamilton Insurance Group, Ltd. and Giuseppina C. Albo (incorporated by reference to Exhibit 10.5.1 to Hamilton Insurance Group, Ltd.'s Annual Report on Form 10-K filed on March 7, 2024)](https://www.sec.gov/Archives/edgar/data/1593275/000159327524000028/exhibit1051-addendumatoe.htm)</u> |
| 10.6† | <u>[Employment Agreement, dated as of April 27, 2021, between Hamilton U.S. Services LLC and Craig Howie (incorporated by reference to Exhibit 10.7 of Hamilton Insurance Group, Ltd.'s Registration Statement on Form S-1 (File No. 333-275000) filed on October 16, 2023)](https://www.sec.gov/Archives/edgar/data/1593275/000162828023034427/exhibit107-sx1.htm)</u> |
| 10.7† | <u>[Employment Agreement, dated as of September 1, 2020, between Hamilton BDA Services Limited and Megan Graves (formerly Megan Thomas) (incorporated by reference to Exhibit 10.8 of Hamilton Insurance Group, Ltd.'s Registration Statement on Form S-1 (File No. 333-275000) filed on October 16, 2023)](https://www.sec.gov/Archives/edgar/data/1593275/000162828023034427/exhibit108-sx1.htm)</u> |
| 10.7.1† | <u>[Addendum A dated March 6, 2024 to Employment Agreement, dated as of September 1, 2020, between Hamilton BDA Services Limited and Megan Graves (formerly Megan Thomas) (incorporated by reference to Exhibit 10.7.1 to Hamilton Insurance Group, Ltd.'s Annual Report on Form 10-K filed on March 7, 2024)](https://www.sec.gov/Archives/edgar/data/1593275/000159327524000028/exhibit1071-addendumatot.htm)</u> |
| 10.7.2† | <u>[Retirement Agreement, dated as of June 16, 2025, between Hamilton BDA Services Limited and Megan Graves (incorporated by reference to Exhibit 10.1 to Hamilton Insurance Group, Ltd.'s Current Report on Form 8-K filed on June 17, 2025)](https://www.sec.gov/Archives/edgar/data/1593275/000159327525000211/mgravesretirement2.htm)</u> |
| 10.8† | <u>[Contract of Employment, dated March 18, 2021, between Hamilton UK Services Limited and Adrian Daws (incorporated by reference to Exhibit 10.8 to Hamilton Insurance Group, Ltd.'s Annual Report on Form 10-K filed on February 27, 2025)](https://www.sec.gov/Archives/edgar/data/1593275/000159327525000023/adawsex108.htm)</u> |

---

------

---

| | |
|:---|:---|
| 10.8.1† | <u>[Addendum A dated March 6, 2024 to Contract of Employment, dated March 18, 2021, between Hamilton UK Services Limited and Adrian Daws (incorporated by reference to Exhibit 10.8.1 to Hamilton Insurance Group, Ltd.'s Annual Report on Form 10-K filed on March 7, 2024)](https://www.sec.gov/Archives/edgar/data/1593275/000159327524000028/exhibit1081-addendumatot.htm)</u> |
| 10.8.2\*† | <u>[Employment Agreement, dated as of June 13, 2025 between Hamilton BDA Services Limited and Adrian Daws](dawsemployment.htm)</u> |
| 10.9\*† | <u>[Contract of Employment, dated as of January 1, 2023 between Hamilton UK Services Limited and Alexander Baker](bakercontract22.htm)</u> |
| 10.9.1\*† | <u>[Amended and Restated Contract of Employment, dated as of June 13, 2025 between Hamilton UK Services Limited and Alexander Baker](bakeremployment2025.htm)</u> |
| 10.10† | <u>[Amended and Restated Employment Agreement, dated August 6, 2022, between Hamilton BDA Services Limited and Gemma Carreiro (incorporated by reference to Exhibit 10.9 to Hamilton Insurance Group, Ltd.'s Annual Report on Form 10-K filed on February 27, 2025)](https://www.sec.gov/Archives/edgar/data/1593275/000159327525000023/gcarreiroex109.htm)</u> |
| 10.10.1† | <u>[Addendum A dated June 3, 2024 to Amended and Restated Employment Agreement, dated August 6, 2022, between Hamilton BDA Services Limited and Gemma Carreiro (incorporated by reference to Exhibit 10.9.1 to Hamilton Insurance Group, Ltd.'s Annual Report on Form 10-K filed on February 27, 2025)](https://www.sec.gov/Archives/edgar/data/1593275/000159327525000023/gcaddendumex1091.htm)</u> |
| 10.11 | <u>[Fifth Amendment to Term Loan Credit Agreement, dated as of June 23, 2022 (incorporated by reference to Exhibit 10.13 of Hamilton Insurance Group, Ltd.'s Registration Statement on Form S-1 (File No. 333-275000) filed on October 16, 2023)](https://www.sec.gov/Archives/edgar/data/1593275/000162828023034427/exhibit1013-sx1.htm)</u> |
| 10.12 | <u>[Amended and Restated Term Loan Credit Agreement dated June 10, 2025 (incorporated by reference to Exhibit 10.2 to Hamilton Insurance Group, Ltd.'s Current Report on Form 8-K filed on June 10, 2025)](https://www.sec.gov/Archives/edgar/data/1593275/000159327525000206/hgtermloanfinal.htm)</u> |
| 10.13 | <u>[Fifth Amended and Restated Credit Agreement, dated as of June 23, 2022 (incorporated by reference to Exhibit 10.14 of Hamilton Insurance Group, Ltd.'s Registration Statement on Form S-1 (File No. 333-275000) filed on October 16, 2023)](https://www.sec.gov/Archives/edgar/data/1593275/000162828023034427/exhibit1014-sx1.htm)</u> |
| 10.14 | <u>[Sixth Amended and Restated Credit Agreement, dated as of June 10, 2025 (incorporated by reference to Exhibit 10.1 of Hamilton Insurance Group, Ltd.'s Current Report on Form 8-K filed on June 10, 2025)](https://www.sec.gov/Archives/edgar/data/1593275/000159327525000206/hgrevolverfinal.htm)</u> |
| 10.15 | <u>[Amendment and Restatement Agreement, dated as of October 20, 2025 (incorporated by reference to Exhibit 10.1 of Hamilton Insurance Group, Ltd.'s Current Report on Form 8-K dated October 20, 2025)](https://www.sec.gov/Archives/edgar/data/1593275/000159327525000251/hamilton2025-amendmentan.htm)</u>  |
| 10.16 | <u>[Letter of Credit, dated as of August 13, 2021, among Hamilton Re, Ltd., Hamilton Insurance Designated Activity Company, Hamilton Insurance Group, Ltd. and Bank of Montreal, as amended by that certain First Amendment to Letter of Credit Agreement, dated as of August 11, 2023 (incorporated by reference to Exhibit 10.16 of Hamilton Insurance Group, Ltd.'s Registration Statement on Form S-1 (File No. 333-275000) filed on October 16, 2023)](https://www.sec.gov/Archives/edgar/data/1593275/000162828023034427/exhibit1016-sx1.htm)</u> |
| 10.17 | <u>[Second Amendment, dated as of August 12, 2024, to the Letter of Credit, dated as of August 13, 2021, among Hamilton Re, Ltd., Hamilton Insurance Designated Activity Company, Hamilton Insurance Group, Ltd. and Bank of Montreal (incorporated by reference to Exhibit 10.1 to Hamilton Insurance Group, Ltd.'s Current Report on Form 8-K filed on August 12, 2024)](https://www.sec.gov/Archives/edgar/data/1593275/000159327524000091/secondamendment.htm)</u> |
| 10.18 | <u>[Third Amended and Restated Reimbursement Agreement, dated as of August 30, 2017 (incorporated by reference to Exhibit 10.17 of Hamilton Insurance Group, Ltd.'s Registration Statement on Form S-1 (File No. 333-275000) filed on October 16, 2023)](https://www.sec.gov/Archives/edgar/data/1593275/000162828023034427/exhibit1017-sx1.htm)</u> |
| 10.18.1 | <u>[First Amendment to Third Amended and Restated Reimbursement Agreement, dated as of October 27, 2017 (incorporated by reference to Exhibit 10.14.1 to Hamilton Insurance Group, Ltd.'s Annual Report on Form 10-K filed on March 7, 2024)](https://www.sec.gov/Archives/edgar/data/1593275/000159327524000028/exhibit10141-firstamendm.htm)</u> |
| 10.18.2 | <u>[Second Amendment to Third Amended and Restated Reimbursement Agreement, dated as of October 30, 2018 (incorporated by reference to Exhibit 10.14.2 to Hamilton Insurance Group, Ltd.'s Annual Report on Form 10-K filed on March 7, 2024)](https://www.sec.gov/Archives/edgar/data/1593275/000159327524000028/exhibit10142-secondamend.htm)</u> |
| 10.18.3 | <u>[Third Amendment to Third Amended and Restated Reimbursement Agreement, dated as of May 7, 2019 (incorporated by reference to Exhibit 10.14.3 to Hamilton Insurance Group, Ltd.'s Annual Report on Form 10-K filed on March 7, 2024)](https://www.sec.gov/Archives/edgar/data/1593275/000159327524000028/exhibit10143-thirdamendm.htm)</u> |
| 10.18.4 | <u>[Fourth Amendment to Third Amended and Restated Reimbursement Agreement, dated as of October 16, 2019 (incorporated by reference to Exhibit 10.14.4 to Hamilton Insurance Group, Ltd.'s Annual Report on Form 10-K filed on March 7, 2024)](https://www.sec.gov/Archives/edgar/data/1593275/000159327524000028/exhibit10144-fourthamend.htm)</u> |
| 10.18.5 | <u>[Fifth Amendment to Third Amended and Restated Reimbursement Agreement, dated as of October 30, 2019 (incorporated by reference to Exhibit 10.14.5 to Hamilton Insurance Group, Ltd.'s Annual Report on Form 10-K filed on March 7, 2024)](https://www.sec.gov/Archives/edgar/data/1593275/000159327524000028/exhibit10145-fifthamendm.htm)</u> |
| 10.18.6 | <u>[Sixth Amendment to Third Amended and Restated Reimbursement Agreement, dated as of October 29, 2020 (incorporated by reference to Exhibit 10.14.6 to Hamilton Insurance Group, Ltd.'s Annual Report on Form 10-K filed on March 7, 2024)](https://www.sec.gov/Archives/edgar/data/1593275/000159327524000028/exhibit10146-sixthamendm.htm)</u> |
| 10.18.7 | <u>[Seventh Amendment to Third Amended and Restated Reimbursement Agreement, dated as of October 28, 2021 (incorporated by reference to Exhibit 10.14.7 to Hamilton Insurance Group, Ltd.'s Annual Report on Form 10-K filed on March 7, 2024)](https://www.sec.gov/Archives/edgar/data/1593275/000159327524000028/exhibit10147-seventhamen.htm)</u> |

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| | |
|:---|:---|
| 10.18.8 | <u>[Eighth Amendment to Third Amended and Restated Reimbursement Agreement, dated as of October 27, 2022 (incorporated by reference to Exhibit 10.15.8 to Hamilton Insurance Group, Ltd.'s Annual Report on Form 10-K filed on February 27, 2025)](https://www.sec.gov/Archives/edgar/data/1593275/000159327525000023/eighthamendmentex10158.htm)</u> |
| 10.18.9 | <u>[Ninth Amendment to Third Amended and Restated Reimbursement Agreement, dated as of July 5, 2023 2022 (incorporated by reference to Exhibit 10.17.1 of Hamilton Insurance Group, Ltd.'s Registration Statement on Form S-1 (File No. 333-275000) filed on November 1, 2023)](https://www.sec.gov/Archives/edgar/data/1593275/000162828023035783/exhibit10171-sx1a1.htm)</u> |
| 10.18.10 | <u>[Tenth Amendment to Third Amended and Restated Reimbursement Agreement, dated as of October 26, 2023 (incorporated by reference to Exhibit 10.17.2 of Hamilton Insurance Group, Ltd.'s Registration Statement on Form S-1 (File No. 333-275000) filed on November 1, 2023)](https://www.sec.gov/Archives/edgar/data/1593275/000162828023035783/exhibit10172-sx1a1.htm)</u> |
| 10.18.11 | <u>[Eleventh Amendment to Third Amended and Restated Reimbursement Agreement, dated as of November 24, 2023 (incorporated by reference to exhibit 10.14.11 to Hamilton Insurance Group, Ltd.'s Annual Report on Form 10-K filed on March 7, 2024)](https://www.sec.gov/Archives/edgar/data/1593275/000159327524000028/exhibit101411-eleventham.htm)</u>  |
| 10.18.12 | <u>[Twelfth Amendment to Third Amended and Restated Reimbursement Agreement, dated as of January 30, 2024 (incorporated by reference to Exhibit 10.14.12 to Hamilton Insurance Group, Ltd.'s Annual Report on Form 10-K filed on March 7, 2024)](https://www.sec.gov/Archives/edgar/data/1593275/000159327524000028/exhibit101412-twelfthame.htm)</u> |
| 10.18.13 | <u>[Thirteenth Amendment to Third Amended and Restated Reimbursement Agreement, dated as of January 30, 2024 (incorporated by reference to Exhibit 10.1 to Hamilton Insurance Group, Ltd.'s Current Report on Form 8-K filed on October 10, 2024)](https://www.sec.gov/Archives/edgar/data/1593275/000159327524000094/thirteenthamendmenttothi.htm)</u> |
| 10.18.14\* | <u>[Fourteenth Amendment to Third Amended and Restated Reimbursement Agreement, dated as of March 5, 2025](fourteenthamendar.htm)</u> |
| 10.18.15 | <u>[Fifteenth Amendment to Third Amended and Restated Reimbursement Agreement dated as of October 22, 2025 (incorporated by reference to Exhibit 10.2 of Hamilton Insurance Group, Ltd.'s Current Report on Form 8-K dated October 20, 2025)](https://www.sec.gov/Archives/edgar/data/1593275/000159327525000251/fifteenthamendmenttothir.htm)</u> |
| 10.19\* | <u>[Master Agreement for Issuance of Payment Instruments, dated as of December 5, 2018, between Hamilton Rd, Ltd. and Citibank Europe Plc](citimasteragreement.htm)</u> |
| 10.19.1\*+ | <u>[Fee Letter for Issuance of Payment Instruments, dated as of December 27, 2018, between Hamilton Rd, Ltd. and Citibank Europe Plc](citifeeletter.htm)</u> |
| 10.19.2\*+ | <u>[Facility Letter for Issuance of Payment Instruments, dated as of December 27, 2018, between Hamilton Rd, Ltd. and Citibank Europe Plc](citifacility.htm)</u> |
| 10.19.3\* | <u>[Amended and Restated Pledge Agreement, dated as of December 27, 2018, between Hamilton Rd, Ltd. and Citibank Europe Plc](citipledgeagreement.htm)</u> |
| 10.19.4\*+ | <u>[First Amendment to the Fee Letter for Issuance of Payment Instruments, dated as of January 13, 2026, between Hamilton Rd, Ltd. and Citibank Europe Plc](citifeeamendment.htm)</u> |
| 10.19.5\*+ | <u>[First Amendment to the Facility Letter for Issuance of Payment Instruments, dated as of January 13, 2026, between Hamilton Rd, Ltd. and Citibank Europe Plc](citifacilityamend.htm)</u> |
| 10.20 | <u>[Commitment Agreement with Two Sigma Investments, LP, effective as of July 1, 2023 (incorporated by reference to Exhibit 10.18 of Hamilton Insurance Group, Ltd.'s Registration Statement on Form S-1 (File No. 333-275000) filed on October 16, 2023)](https://www.sec.gov/Archives/edgar/data/1593275/000162828023034427/exhibit1018-sx1.htm)</u> |
| 10.20.1\* | <u>[First Amendment to the Commitment Agreement with Two Sigma Investments, LP dated January 1, 2025](tshfamendmentcommittjan.htm)</u> |
| 10.21 | <u>[Amended and Restated Investment Management Agreement, dated as of July 1, 2023, between Two Sigma Hamilton Fund, LLC and Two Sigma Investments, LP. (incorporated by reference to Exhibit 10.19 of Hamilton Insurance Group, Ltd.'s Registration Statement on Form S-1 (File No. 333-275000) filed on October 16, 2023)](https://www.sec.gov/Archives/edgar/data/1593275/000162828023034427/exhibit1019-sx1.htm)</u> |
| 10.22 | <u>[Fifth Amended and Restated Limited Liability Company Agreement of Two Sigma Hamilton Fund, LLC, dated as of July 1, 2023 (incorporated by reference to Exhibit 10.20 of Hamilton Insurance Group, Ltd.'s Registration Statement on Form S-1 (File No. 333-275000) filed on October 16, 2023)](https://www.sec.gov/Archives/edgar/data/1593275/000162828023034427/exhibit1020-sx1.htm)</u> |
| 10.23 | <u>[Investment Management Agreement, dated as of April 25, 2018 between DWS Investment Management Americas, Inc. (formerly Deutsche Investment Management Americas Inc.) and Hamilton Insurance Group, Ltd., for itself and its subsidiaries and affiliates (incorporated by reference to Exhibit 10.21 of Hamilton Insurance Group, Ltd.'s Registration Statement on Form S-1 (File No. 333-275000) filed on October 16, 2023)](https://www.sec.gov/Archives/edgar/data/1593275/000162828023034427/exhibit1021-sx1.htm)</u> |
| 10.24 | <u>[Amended and Restated Discretionary Investment Management Agreement, dated as of June 6, 2018, by and between Hamilton Managing Agency Limited (formerly Pembroke Managing Agency Limited) and Conning Asset Management Limited (incorporated by reference to Exhibit 10.22 of Hamilton Group Insurance, Ltd.'s Registration Statement on Form S-1 (File No. 333-275000) filed on October 16, 2023)](https://www.sec.gov/Archives/edgar/data/1593275/000162828023034427/exhibit1022-sx1xexecutionv.htm)</u> |
| 10.25 | <u>[Discretionary Investment Management Agreement, dated as of July 1, 2019, by and between Hamilton Insurance Designated Activity Company (formerly Ironshore Europe DAC) and Conning Asset Management Limited (incorporated by reference to Exhibit 10.23 of Hamilton Insurance Group, Ltd.'s Registration Statement on Form S-1 (File No. 333-275000) filed on October 16, 2023)](https://www.sec.gov/Archives/edgar/data/1593275/000162828023034427/exhibit1023-sx1xexecutionv.htm)</u> |
| 19 | <u>[Hamilton Insurance Group, Ltd. Insider Trading Policy (incorporated by reference to Exhibit 19 to Hamilton Insurance Group, Ltd.'s Annual Report on Form 10-K filed on February 27, 2025)](https://www.sec.gov/Archives/edgar/data/1593275/000159327525000023/insidertradingpolicyex19.htm)</u> |
| 21\* | <u>[Subsidiaries of Hamilton Insurance Group, Ltd.](sublist2026ex21.htm)</u> |

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| | |
|:---|:---|
| 23\* | <u>[Consent of Ernst & Young Ltd.](consentofindependentregi.htm)</u> |
| 31.1\* | <u>[Certification of Chief Executive Officer furnished pursuant to Section 302 of the Sarbanes-Oxley Act of 2002](a10k-311certificateq425.htm)</u> |
| 31.2\* | <u>[Certification of Chief Financial Officer furnished pursuant to Section 302 of the Sarbanes-Oxley Act of 2002](a10k-312certificateq425.htm)</u> |
| 32.1\* | <u>[Certification of Chief Executive Officer furnished pursuant to Section 906 of the Sarbanes-Oxley Act of 2002](a10k-321certificateq425.htm)</u> |
| 32.2\* | <u>[Certification of Chief Financial Officer furnished pursuant to Section 906 of the Sarbanes-Oxley Act of 2002](a10k-322certificateq425.htm)</u>  |
| 97 | <u>[Hamilton Insurance Group, Ltd. Policy for the Recovery of Erroneously Awarded Compensation (incorporated by reference to Exhibit 97 to Hamilton Insurance Group, Ltd.'s Annual Report on Form 10-K filed on March 7, 2024)](https://www.sec.gov/Archives/edgar/data/1593275/000159327524000028/ex-97xpolicyforrecoveryo.htm)</u> |
| \* | Filed herewith |
| † | Management contract or compensatory plan or arrangement |
| + | Certain identified information has been omitted pursuant to Item 601(b)(10)(iv) of Regulation S-K. The Company hereby undertakes to furnish supplemental copies of any of the omitted information to the SEC upon request. |

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| | |
|:---|:---|
| 101.INS  | Inline XBRL Instance Document (the instance document does not appear in the Interactive Data File because its XBRL tags are embedded within the Inline XBRL document) |
| 101.SCH | Inline XBRL Taxonomy Extension Schema Document |
| 101.CAL | Inline XBRL Taxonomy Extension Calculation Linkbase Document |
| 101.LAB | Inline XBRL Taxonomy Extension Label Linkbase Document |
| 101.PRE | Inline XBRL Taxonomy Extension Presentation Linkbase Document |
| 101.DEF | Inline XBRL Taxonomy Extension Definition Linkbase Document |
| 104 | Cover Page Interactive Data File <br>(embedded within the Inline XBRL document and included in Exhibit 101) |

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**Item 16. Form 10-K Summary**

None.

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**Signatures**

Pursuant to the requirements of Section 13 or 15(d) of the Securities Exchange Act of 1934, the registrant has duly caused this Annual Report on Form 10-K to be signed on its behalf by the undersigned, thereunto duly authorized on February 25, 2026.

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| |
|:---|
| **HAMILTON INSURANCE GROUP, LTD.** |
| (Registrant) |
| /s/ Giuseppina Albo |
| Giuseppina Albo |
| Chief Executive Officer |

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Pursuant to the requirements of the Securities Exchange Act of 1934, this report has been signed below by the following persons on behalf of the registrant and in the capacities indicated on February 25, 2026.

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| | |
|:---|:---|
| By: | /s/ Giuseppina Albo |
|  | Giuseppina Albo |
|  | Chief Executive Officer and Director |
|  | (Principal Executive Officer) |
| By: | /s/ Craig Howie |
|  | Craig Howie |
|  | Group Chief Financial Officer |
|  | (Principal Financial Officer) |
| By: | /s/ Brian Deegan |
|  | Brian Deegan |
|  | Group Chief Accounting Officer |
|  | (Principal Accounting Officer) |
| By: | /s/ David A. Brown |
|  | David A. Brown |
|  | Director |
| By: | /s/ Bradley Cooper |
|  | Bradley Cooper |
|  | Director |
| By: | /s/ John J. Gauthier |
|  | John J. Gauthier |
|  | Director |
| By: | /s/ Karen Green |
|  | Karen Green |
|  | Director |
| By: | /s/ Anu Karna |
|  | Anu Karna |
|  | Director |

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| | |
|:---|:---|
| By: | /s/ Stephen W. Pacala |
|  | Stephen W. Pacala |
|  | Director |
| By: | /s/ Neil Patterson |
|  | Neil Patterson |
|  | Director |
| By: | /s/ Marvin Pestcoe |
|  | Marvin Pestcoe |
|  | Director |
| By: | /s/ David Priebe |
|  | David Priebe |
|  | Director |
| By: | /s/ Marc. N. Roston |
|  | Marc N. Roston |
|  | Director |
| By: | /s/ Everard Barclay Simmons |
|  | Everard Barclay Simmons |
|  | Director |
| By: | /s/ Therese Vaughan |
|  | Therese Vaughan |
|  | Director |

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&nbsp;&nbsp;&nbsp;&nbsp;

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| | |
|:---|:---|
| **GLOSSARY OF SELECTED TERMS** | **GLOSSARY OF SELECTED TERMS** |
| ACML | Ada Capital Management Limited, our wholly owned subsidiary that provides underwriting agency services to Ada Re. |
| Acquisition expenses | The aggregate expenses incurred by a company that relate directly to acquiring business, including broker commissions and other costs paid to distribution partners. |
| Ada Re | Ada Re, Ltd. is a non-consolidated Bermuda special purpose insurer funded by investors and formed to provide fully collateralized reinsurance and retrocession cover to both Hamilton Re and third-party cedants. |
| Attritional losses and loss ratio – current year and prior year development | Attritional Loss Ratio – current year is the attritional losses incurred by the company relating to the current year divided by net premium earned. Attritional Loss Ratio – prior year development is the attritional losses incurred by the company relating to prior years divided by net premium earned. Attritional losses and loss ratio – current year and prior year development are non-GAAP financial measures as defined in Item 10(e) of SEC Regulation S-K. Refer to "Basis of Presentation—Presentation of Financial Information–Non-GAAP Financial Measures" for further details. |
| Book value per common share | Book value per common share is calculated by dividing total shareholders' equity attributable to common shareholders by the number of common shares outstanding. |
| BMA | Bermuda Monetary Authority. |
| Bordereaux | A report prepared by an insurance company for a reinsurance company detailing either the policies that are covered by the reinsurance contract or the claims that are being submitted for payment under a reinsurance contract. These are usually for quota share treaties and are generally prepared on a quarterly basis. |
| Broker | An intermediary who negotiates contracts of insurance or reinsurance, receiving a commission for placement and other services rendered, between (1) a policyholder and a primary insurer, on behalf of the policyholder, (2) a primary insurer and reinsurer, on behalf of the primary insurer, or (3) a reinsurer and a retrocessionaire, on behalf of the reinsurer. |
| Bye-laws | The Company's fourth amended and restated bye-laws. |
| Capacity | The amount of potential claims exposure that an insurer or reinsurer chooses to place at risk, or the dollar amount of exposure, that an insurer or reinsurer is willing or able to place at risk. Capacity may apply to a single risk, a program, a line of business or an entire book of business. Capacity may be constrained by legal restrictions, corporate restrictions, or indirect financial restrictions such as capital adequacy requirements. |
| Case reserves | Loss reserves, established with respect to specific, individual reported claims that have not yet been paid. |
| Casualty Lines | Types of insurance or reinsurance that is primarily concerned with the losses caused by injuries to third persons and their property (in other words, persons other than the policyholder) and the legal liability imposed on the policyholder resulting therefrom. Also referred to as liability reinsurance. It includes, but is not limited to workers' compensation, automobile liability and general liability. |
| Catastrophe losses | A large loss, typically involving multiple claimants and includes both natural catastrophes such as earthquakes, hurricanes, tsunamis, hailstorms, severe winter weather, floods, wildfires, tornadoes, and manmade disasters such as explosions and fire. Catastrophe losses may also arise from acts of war, acts of terrorism and political instability. |
| Catastrophe loss ratio – current year and prior year development | Catastrophe Loss Ratio – current year is the catastrophe losses incurred by the company relating to the current year divided by net premium earned. Catastrophe Loss Ratio – prior year development is the catastrophe losses incurred by the company relating to prior years divided by net premium earned. Catastrophe losses and loss ratio – current year and prior year development are non-GAAP financial measures as defined in Item 10(e) of SEC Regulation S-K. Refer to "Basis of Presentation—Presentation of Financial Information—Non-GAAP Financial Measures" for further details. |
| CBI | Central Bank of Ireland. |
| Cede; cedant; ceding company | When a party reinsures some or all of its liability with another, it "cedes" business and is referred to as the "ceding company" or "cedant." |

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|:---|:---|
| Claim | Request by an insured or reinsured for indemnification by an insurance or reinsurance company for loss incurred from an insured peril or event. |
| Claims Frequency | The number of claims notified of during a given coverage period. |
| Class of Business | Class of business includes property, casualty, and specialty business. |
| Collateralized Reinsurance | A form of reinsurance in which the party assuming the risk is required to post collateral in order to cover any potential claim obligation. This allows non-traditional reinsurers, such as unrated carriers, to participate in the reinsurance market. |
| Combined Ratio | Combined ratio is a measure of our underwriting profitability and is expressed as the sum of the losses and loss adjustment expense ratio, acquisition cost ratio and other underwriting expense ratio. A combined ratio under 100% indicates an underwriting profit, while a combined ratio over 100% indicates an underwriting loss. |
| Demand surge | The temporary inflation of costs for building materials and labor resulting from increased demand for rebuilding services in the aftermath of a catastrophe. |
| Direct Insurance | Direct Insurance means an insurance contract between an insurance company and a policyholder. |
| Excess of loss reinsurance | Reinsurance which indemnifies the reinsured against that portion of losses and loss adjustment expenses incurred on the underlying policies in excess of a specified dollar or percentage loss ratio amount. Also known as non-proportional reinsurance. |
| Exclusions | A listing of specific types of coverage or loss that are not covered by a given insurance, reinsurance or retrocession contract. |
| E&S | Excess & Surplus lines. |
| Facultative Insurance | Reinsurance in which the cedant cedes, and the reinsurer assumes, all or part of the risk under a single insurance contract. Facultative reinsurance is negotiated separately for each insurance contract that is reinsured and is usually intended to cover individual risks not covered by their reinsurance policies because of the limits involved or because the risk is unusual. |
| Gross premiums earned | The portion of gross premiums written during or prior to a given period that was actually recognized as income revenue under U.S. GAAP accounting during such period. |
| Gross premiums written | Total premiums for assumed insurance, reinsurance or retrocession cover that was contractually agreed to during a given period. |
| Incurred but not reported (IBNR) | Expected payments for losses relating to insured events that have occurred but have not been reported to the reporting entity as of the statement date. As a practical matter, IBNR may include losses that have been reported to the reporting entity but have not yet been entered to the claims system or bulk provisions. Bulk provisions are reserves included with other IBNR reserves to reflect deficiencies in known case reserves. |
| Hamilton Group | The Company and its subsidiaries and affiliates. |
| Hamilton ILS | Hamilton ILS Holdings Limited, a Bermuda-based affiliate of Hamilton Re and the direct parent of Ada Capital Management Limited. |
| Hamilton Re | Hamilton Re, Ltd., our Bermuda-based wholly-owned subsidiary that is regulated by the BMA and licensed to write property, casualty, and specialty insurance and reinsurance. |
| Hamilton Re US | An arrangement between Hamilton Re and Hamilton ILS pursuant to which certain U.S. casualty and specialty reinsurance risks are written on the books of Hamilton Re. |
| Hamilton Select | Hamilton Select Insurance Inc., our wholly-owned U.S. domestic-based E&S carrier that is authorized to market and sell E&S products in all 50 states. |
| HIDAC | Hamilton Insurance Designated Activity Company, a Dublin-based insurer regulated by the CBI with a U.K. branch and a registered alien insurer with the NAIC affording access to write E&S business in all 50 states. |
| HMA or Hamilton Managing Agency | Hamilton Managing Agency Limited, our Lloyd's Managing Agent that manages syndicates including Hamilton Syndicate 4000 (wholly aligned syndicate). |
| HMGA Americas | Hamilton Managing General Agency Americas, LLC, our wholly-owned U.S. subsidiary that has authority to write certain U.S. property, casualty, and specialty insurance and reinsurance on behalf of Hamilton Re, Lloyd's Syndicate 4000 and HIDAC. |

---

------

---

| | |
|:---|:---|
| IELR | Initial expected loss ratio. |
| Lead | In some insurance markets, the brokers find takers for insurance risks on the market and establish the policy terms with a leading underwriter, who also takes on a substantial share of the risk. The broker then looks for further cover providers, known as following underwriters, who accept the terms established by the leading underwriter and accept a share of the risk. When a leading underwriter establishes the policy terms, it is called the "lead." |
| Line of business | Insurance or reinsurance line of business such as property, general liability, professional liability, automobile liability, or workers' compensation. |
| Long tail | Types of insurance or reinsurance contracts under which claims tend to take a relatively long time to be reported and/or settle. Examples include several types of casualty lines. |
| Loss adjustment expenses | The expenses involved in settling claims, including legal and other fees, and the portion of general expenses allocated to claim settlement costs. Also known as claim adjustment expenses. |
| Loss and loss adjustment expense reserves/loss reserves | Liabilities established by insurers and reinsurers to reflect the estimated costs of claim payments and the related expenses that the insurer or reinsurer will ultimately be required to pay in respect of insurance or reinsurance policies it has issued. Loss and loss adjustment expense reserves consist of "case reserves," or reserves established with respect to individual reported claims, and "IBNR reserves." |
| Loss portfolio transfer | A reinsurance contract or agreement in which an insurer cedes policies that have expired, often ones that have already incurred losses, to a reinsurer. |
| Loss and Loss Adjustment Expense Ratio | A financial ratio calculated by dividing net losses and loss expenses by net premiums. |
| Losses occurring | Contracts that cover claims arising from loss events that occur during the term of the reinsurance contract, although not necessarily reported during the term of the contract. |
| Managing Member | Two Sigma Principals, LLC., the managing member of the TS Hamilton Fund. |
| NAIC | National Association of Insurance Commissioners. |
| Net premiums earned | The portion of net premiums written during or prior to a given period that was actually recognized as income during such period. |
| Net premiums written | Gross premiums written for a given period less premiums ceded to reinsurers and retrocessionaires during such period. |
| Other underwriting expense ratio | A ratio calculated by dividing non-acquisition expenses by net premiums. Examples of non-acquisition expenses include personnel costs, legal and professional fees, IT, travel and entertainment and communication costs. It also includes certain income items such as third-party fee income. |
| Personal lines | Types of insurance or reinsurance written for individuals or families, rather than for businesses. |
| Premiums | Premiums represent the cost of insurance that is paid by the policyholder or cedant to the insurer or the reinsurer for the risk being assumed. |
| Property catastrophe reinsurance | Contracts that are typically "natural catastrophe" in nature, meaning they protect against losses from earthquakes and hurricanes, as well as other natural catastrophes such as tornadoes, wildfires, winter storms, and floods (where the contract specifically provides for coverage). Losses on these contracts typically stem from direct property damage and business interruption. |
| Property lines | Types of insurance or reinsurance which provide coverage to a person with an insurable interest in tangible property for that person's property loss, damage or loss of use caused by an insured peril. |
| Property reinsurance | Types of insurance or reinsurance which provide coverage to a person with an insurable interest in tangible property for that person's property loss, damage or loss of use caused by an insured peril. |
| Proportional reinsurance/Pro rata reinsurance/ Quota share reinsurance | In proportional/pro rata/quota share treaty reinsurance, the reinsurer assumes a proportional share of the original premiums and losses incurred by the insurance company. |
| Reinstatement premiums | The premium charged for the restoration of the reinsurance limit of an excess of loss contract to its full amount after payment by the reinsurer of losses as a result of an occurrence. |

---

------

---

| | |
|:---|:---|
| Reinsurance | An arrangement in which an insurance company, the reinsurer, agrees to indemnify another insurance or reinsurance company, commonly referred to as the ceding company or cedant, for all or a portion of the insurance or reinsurance risks underwritten by the ceding company under one or more policies. Reinsurance does not legally discharge the primary insurer from its liability with respect to its obligations to the insured. |
| Retention | Specific amount of loss that the ceding company or insured retains before the reinsurance limit applies. |
| Retrocession; retrocessional coverage | A transaction whereby a reinsurer cedes to another reinsurer, commonly referred to as the retrocessionaire, all or part of the reinsurance that the first reinsurer has assumed. Retrocessional reinsurance does not legally discharge the ceding reinsurer from its liability with respect to its obligations to the reinsured. |
| Return on average common shareholders' equity or ROACE | Calculated by dividing net income (loss) attributable to common shareholders by average common shareholders' equity for the same period. Average common shareholders' equity is the arithmetic mean of opening and closing total common shareholders' equity for the stated periods. |
| Short-tail | Types of insurance or reinsurance contracts under which claims tend to take a relatively short time to be reported and/or settle. Examples include several types of property lines. |
| Specialty Insurance | Types of insurance and reinsurance that provide coverage for risks that are often unusual or difficult to place and do not fit the underwriting criteria of standard commercial products carriers. |
| Specialty Lines (of Business) | Include lines of business other than property or casualty, such as marine and energy, aviation, political violence and war and terror. |
| Submission | An unprocessed application for insurance, reinsurance or retrocessional coverage forwarded to an insurer, reinsurer or retrocessionaire by a broker or intermediary on behalf of such prospective ceding insurer, reinsurer or retrocessionaire. |
| Tangible book value | Calculated as total common shareholders' equity less goodwill and intangible assets as at the same date. |
| Tangible book value per common share | Calculated by dividing tangible book value (as defined above) by the total number of common shares outstanding at the same date. |
| Treaty reinsurance | The reinsurance of a specified type or category of risks defined in a reinsurance agreement (a "treaty") between the primary insurer or other reinsured and a reinsurer. Typically, in treaty reinsurance, the primary insurer or reinsured is obligated to offer and the reinsurer is obligated to accept a specified portion of all of that type or category of risk originally written by the primary insurer or reinsured. A treaty is generally valid for a period of one year and contains common contract terms along with a specific risk definition, data on limit and retention, and provisions for premium and duration. |
| Two Sigma | Two Sigma Investments, LP, an investment manager. |
| TS Hamilton Fund | Two Sigma Hamilton Fund, LLC, a dedicated investment fund managed by Two Sigma for the Hamilton Group. |
| Underwriter | An employee of an insurance or reinsurance company who examines, accepts or rejects risks and classifies accepted risks in order to charge an appropriate premium for each accepted risk. |
| Underwriting | The insurer's or reinsurer's process of reviewing submissions for insurance or reinsurance coverage, deciding whether to accept all or part of the coverage requested and determining the applicable premiums. |
| Underwriting income (loss) | A non-GAAP financial measure as defined in Item 10(e) of SEC Regulation S-K. The reconciliation to net income (loss), the most comparable GAAP financial measure, is presented in "Management's Discussion and Analysis of Financial Condition and Results of Operations—Consolidated Results of Operations." Refer also to "Basis of Presentation—Presentation of Financial Information—Non-GAAP Financial Measures" for further details. |
| Unearned premium | The portion of premiums written that is allocable to the unexpired portion of the policy term. |

---

------

---

| | |
|:---|:---|
| U.S. Holder | As it relates to the tax treatment of an investment of our Class B common shares, a U.S. Person other than a partnership who beneficially owns Class B common shares. |
| U.S. Person | As it relates to the tax treatment of an investment of our Class B common shares, "U.S. Person" means: (i) an individual citizen or resident of the United States, (ii) a partnership or corporation, created in or organized under the laws of the United States, or organized under the laws of any political subdivision thereof, (iii) an estate the income of which is subject to U.S. federal income taxation regardless of its source, or (iv) a trust if either (x) a court within the United States is able to exercise primary supervision over the administration of such trust and one or more U.S. Persons have the authority to control all substantial decisions of such trust, or (y) the trust has a valid election in effect under applicable U.S. Treasury Regulations to be treated as a U.S. Person for U.S. federal income tax purposes or (z) any other person or entity that is treated for U.S. federal income tax purposes as if it were one of the foregoing. |

---

------

**Index to the Consolidated Financial Statements**

---

| | |
|:---|:---|
| | **Page** |
| <u>[Report of Independent Registered Public Accounting Firm (PCAOB ID:](#i065459bfec7643c7b86ee3a3e7500293_211)</u><u>1277</u><u>[)](#i065459bfec7643c7b86ee3a3e7500293_211)</u> | <u>F-[2](#i065459bfec7643c7b86ee3a3e7500293_211)</u> |
| <u>[Consolidated Balance Sheets](#i065459bfec7643c7b86ee3a3e7500293_214)</u> | <u>F-[4](#i065459bfec7643c7b86ee3a3e7500293_214)</u> |
| <u>[Consolidated Statements of Operations and Comprehensive Income (Loss)](#i065459bfec7643c7b86ee3a3e7500293_217)</u> | <u>F-[5](#i065459bfec7643c7b86ee3a3e7500293_217)</u> |
| <u>[Consolidated Statements of Shareholders' Equity](#i065459bfec7643c7b86ee3a3e7500293_220)</u> | <u>F-[6](#i065459bfec7643c7b86ee3a3e7500293_220)</u> |
| <u>[Consolidated Statements of Cash Flows](#i065459bfec7643c7b86ee3a3e7500293_223)</u> | <u>F-[7](#i065459bfec7643c7b86ee3a3e7500293_223)</u> |
| <u>[Notes to the Consolidated Financial Statements](#i065459bfec7643c7b86ee3a3e7500293_229)</u> |  |
| &nbsp;&nbsp;&nbsp;<u>[Note 1. Organization](#i065459bfec7643c7b86ee3a3e7500293_229)</u> | <u>F-[8](#i065459bfec7643c7b86ee3a3e7500293_229)</u> |
| &nbsp;&nbsp;&nbsp;<u>[Note 2. Summary of Significant Accounting Policies](#i065459bfec7643c7b86ee3a3e7500293_232)</u> | <u>F-[9](#i065459bfec7643c7b86ee3a3e7500293_232)</u> |
| &nbsp;&nbsp;&nbsp;<u>[Note 3. Investments](#i065459bfec7643c7b86ee3a3e7500293_235)</u> | <u>F-[14](#i065459bfec7643c7b86ee3a3e7500293_235)</u> |
| &nbsp;&nbsp;&nbsp;<u>[Note 4. Fair Value](#i065459bfec7643c7b86ee3a3e7500293_244)</u> | <u>F-[19](#i065459bfec7643c7b86ee3a3e7500293_244)</u> |
| &nbsp;&nbsp;&nbsp;<u>[Note 5. Variable Interest Entities](#i065459bfec7643c7b86ee3a3e7500293_247)</u> | <u>F-[21](#i065459bfec7643c7b86ee3a3e7500293_247)</u> |
| &nbsp;&nbsp;&nbsp;<u>[Note 6.](#i065459bfec7643c7b86ee3a3e7500293_250)[Intangible Assets](#i065459bfec7643c7b86ee3a3e7500293_250)</u> | <u>F-[22](#i065459bfec7643c7b86ee3a3e7500293_250)</u> |
| &nbsp;&nbsp;&nbsp;<u>[Note 7. Reinsurance](#i065459bfec7643c7b86ee3a3e7500293_253)</u> | <u>F-[23](#i065459bfec7643c7b86ee3a3e7500293_253)</u> |
| &nbsp;&nbsp;&nbsp;<u>[Note 8. Reserve for Losses and Loss Adjustment Expenses](#i065459bfec7643c7b86ee3a3e7500293_262)</u> | <u>F-[26](#i065459bfec7643c7b86ee3a3e7500293_262)</u> |
| &nbsp;&nbsp;&nbsp;<u>[Note 9. Segment Reporting](#i065459bfec7643c7b86ee3a3e7500293_298)</u> | <u>F-[37](#i065459bfec7643c7b86ee3a3e7500293_298)</u> |
| &nbsp;&nbsp;&nbsp;<u>[Note 10. Debt and Credit Facilities](#i065459bfec7643c7b86ee3a3e7500293_313)</u> | <u>F-[41](#i065459bfec7643c7b86ee3a3e7500293_313)</u> |
| &nbsp;&nbsp;&nbsp;<u>[Note 11. Share Capital](#i065459bfec7643c7b86ee3a3e7500293_316)</u> | <u>F-[43](#i065459bfec7643c7b86ee3a3e7500293_316)</u> |
| &nbsp;&nbsp;&nbsp;<u>[Note 12. Share Incentive Plans](#i065459bfec7643c7b86ee3a3e7500293_322)</u> | <u>F-[46](#i065459bfec7643c7b86ee3a3e7500293_322)</u> |
| &nbsp;&nbsp;&nbsp;<u>[Note 13. Earnings Per Share](#i065459bfec7643c7b86ee3a3e7500293_331)</u> | <u>F-[49](#i065459bfec7643c7b86ee3a3e7500293_331)</u> |
| &nbsp;&nbsp;&nbsp;<u>[Note 14. Income Taxes](#i065459bfec7643c7b86ee3a3e7500293_334)</u> | <u>F-[49](#i065459bfec7643c7b86ee3a3e7500293_334)</u> |
| &nbsp;&nbsp;&nbsp;<u>[Note 15. Commitments and Contingencies](#i065459bfec7643c7b86ee3a3e7500293_337)</u> | <u>F-[54](#i065459bfec7643c7b86ee3a3e7500293_337)</u> |
| &nbsp;&nbsp;&nbsp;<u>[Note 16. Related Party Transactions](#i065459bfec7643c7b86ee3a3e7500293_340)</u> | <u>F-[56](#i065459bfec7643c7b86ee3a3e7500293_340)</u> |
| &nbsp;&nbsp;&nbsp;<u>[Note 17. Statutory Requirements](#i065459bfec7643c7b86ee3a3e7500293_343)</u> | <u>F-[57](#i065459bfec7643c7b86ee3a3e7500293_343)</u> |
| &nbsp;&nbsp;&nbsp;<u>[Note 18. Subsequent Events](#i065459bfec7643c7b86ee3a3e7500293_349)</u> | <u>F-[59](#i065459bfec7643c7b86ee3a3e7500293_349)</u> |

---

------

**Report of Independent Registered Public Accounting Firm**

To the Shareholders and the Board of Directors of Hamilton Insurance Group Ltd.

**Opinion on the Financial Statements**

We have audited the accompanying consolidated balance sheets of Hamilton Insurance Group, Ltd. (the Company) as of December 31, 2025 and 2024, the related consolidated statements of operations and comprehensive income (loss), shareholders' equity and cash flows for each of the three years in the period ended December 31, 2025, and the related notes and financial statement schedules listed in the Index at Item 15 (collectively referred to as the "consolidated financial statements"). In our opinion, the consolidated financial statements present fairly, in all material respects, the financial position of the Company at December 31, 2025 and 2024, and the results of its operations and its cash flows for each of the three years in the period ended December 31, 2025, in conformity with U.S. generally accepted accounting principles.

We also have audited, in accordance with the standards of the Public Company Accounting Oversight Board (United States) (PCAOB), the Company's internal control over financial reporting as of December 31, 2025, based on criteria established in Internal Control-Integrated Framework issued by the Committee of Sponsoring Organizations of the Treadway Commission (2013 framework), and our report dated February 25, 2026 expressed an unqualified opinion thereon.

**Basis for Opinion**

These financial statements are the responsibility of the Company's management. Our responsibility is to express an opinion on the Company's financial statements based on our audits. We are a public accounting firm registered with the PCAOB and are required to be independent with respect to the Company in accordance with the U.S. federal securities laws and the applicable rules and regulations of the Securities and Exchange Commission and the PCAOB.

We conducted our audits in accordance with the standards of the PCAOB. Those standards require that we plan and perform the audit to obtain reasonable assurance about whether the financial statements are free of material misstatement, whether due to error or fraud. Our audits included performing procedures to assess the risks of material misstatement of the financial statements, whether due to error or fraud, and performing procedures that respond to those risks. Such procedures included examining, on a test basis, evidence regarding the amounts and disclosures in the financial statements. Our audits also included evaluating the accounting principles used and significant estimates made by management, as well as evaluating the overall presentation of the financial statements. We believe that our audits provide a reasonable basis for our opinion.

**Critical Audit Matter** 

The critical audit matter communicated below is a matter arising from the current period audit of the financial statements that was communicated or required to be communicated to the audit committee and that: (1) relates to accounts or disclosures that are material to the financial statements and (2) involved our especially challenging, subjective or complex judgments. The communication of the critical audit matter does not alter in any way our opinion on the consolidated financial statements, taken as a whole, and we are not, by communicating the critical audit matter below, providing a separate opinion on the critical audit matter or on the account or disclosures to which it relates.

------

---

| | |
|:---|:---|
| | **Valuation of Losses Incurred but not Reported** |
| *Description of* <br>*the Matter* | As disclosed in Notes 2 and 8 of the consolidated financial statements, reserves for losses and loss adjustment expenses includes reserves for unpaid reported losses (Case reserves) and for losses incurred but not reported (IBNR reserves). At December 31, 2025, IBNR reserves represented a significant portion of the $4,415 million of reserves for losses and loss adjustment expenses. <br>There is significant uncertainty inherent in determining management's estimate of ultimate losses and loss adjustment expenses which is used to establish IBNR reserves. Management estimates its IBNR reserves for large events based upon information from brokers and cedants, estimates of market loss and market share and experience from historical large events. IBNR reserves for attritional losses are established using actuarial loss reserving techniques. These techniques include the loss development factor method, Bornheutter Ferguson method, the Initial Expected Loss Ratio method, and other techniques. These techniques rely on estimates of paid and reported loss development patterns and estimates of the loss ratio at the inception of the contract. The Company's actuaries may use other approaches in addition to those described and supplement these methods with judgment depending upon the characteristics of the class of business and available data. Inherent in the estimates of ultimate losses and loss adjustment expenses are expected trends in claim severity and frequency, the expected duration of the respective claims development period, inadequacies in the data provided by industry participants, the potential for further reporting lags, significant uncertainty as it relates to legal issues under the relevant terms of insurance and reinsurance contracts and other factors, which may vary significantly as claims are settled. <br>Auditing management's estimate for IBNR reserves was complex and required the involvement of our actuarial specialists due to the high degree of subjectivity inherent in management's methods and assumptions used in the calculations which have a significant effect on the valuation of IBNR reserves. |
| *How We Addressed the Matter in Our Audit* | We obtained an understanding, evaluated the design and tested the operating effectiveness of the relevant controls over the estimation process for IBNR reserves. This included, among others, evaluating management's controls over the actuarial methods and assumptions selected to determine their recorded estimate. <br>To test IBNR reserves, our procedures included, among others, the involvement of actuarial specialists to assist with the evaluation of the Company's selection of significant actuarial methods and assumptions used in their analysis and a comparison of those methods used in prior periods and those used in the industry. We independently calculated a range of reasonable reserve estimates including performing independent projections and compared the range of reserve estimates to the Company's recorded loss and loss adjustment expense reserves. |

---

/s/ Ernst & Young Ltd.

We have served as the Company's auditor since 2013.

Hamilton, Bermuda

February 25, 2026

------

**Hamilton Insurance Group, Ltd.**

**Consolidated Balance Sheets**

---

| | | |
|:---|:---|:---|
| | **December 31,** | **December 31,** |
| *($ in thousands, except share information)*  | **2025** | **2024** |
| **Assets** |  |  |
| Fixed maturity investments, at fair value <br>&nbsp;&nbsp;&nbsp;&nbsp;(amortized cost 2025: $3,210,940; 2024: $2,422,917) | $3238543 | $2377862 |
| Short-term investments, at fair value (amortized cost 2025: $200,052; 2024: $495,630) | 200459 | 497110 |
| Investments in Two Sigma Funds, at fair value (cost 2025: $1,355,563; 2024: $805,623) | 1587658 | 939381 |
| Total investments | 5026660 | 3814353 |
| Cash and cash equivalents | 1062359 | 996493 |
| Restricted cash and cash equivalents | 109731 | 104359 |
| Premiums receivable | 939777 | 771707 |
| Paid losses recoverable | 93659 | 134406 |
| Deferred acquisition costs | 257203 | 208985 |
| Unpaid losses and loss adjustment expenses recoverable | 1375857 | 1171040 |
| Receivables for investments sold | 58029 | 74006 |
| Prepaid reinsurance | 296351 | 218921 |
| Intangible assets | 86624 | 93121 |
| Other assets | 265363 | 208642 |
| **Total assets** | $9571613 | $7796033 |
| **Liabilities, non-controlling interest, and shareholders' equity** |  |  |
| **Liabilities** |  |  |
| Reserve for losses and loss adjustment expenses | $4415176 | $3532491 |
| Unearned premiums | 1377474 | 1122277 |
| Reinsurance balances payable | 296400 | 261275 |
| Payables for investments purchased | 209853 | 115427 |
| Term loan, net of issuance costs | 149743 | 149945 |
| Accounts payable and accrued expenses | 177320 | 185361 |
| Payables to related parties | 123376 | 100420 |
| **Total liabilities** | 6749342 | 5467196 |
| **Non-controlling interest – TS Hamilton Fund** | 172 | 128 |
| **Shareholders' equity** |  |  |
| Common shares: |  |  |
| Class A, authorized (2025: 26,444,807 and 2024: 26,944,807), par value $0.01; <br>&nbsp;&nbsp;&nbsp;&nbsp;issued and outstanding (2025: 17,320,078 and 2024: 17,820,078) | 173 | 178 |
| Class B, authorized (2025: 84,677,932 and 2024: 80,205,911), par value $0.01; <br>&nbsp;&nbsp;&nbsp;&nbsp;issued and outstanding (2025: 66,305,707 and 2024: 64,271,249) | 663 | 643 |
| Class C, authorized (2025: 15,403,649 and 2024: 19,375,670), par value $0.01; <br>&nbsp;&nbsp;&nbsp;&nbsp;issued and outstanding (2025: 15,403,649 and 2024: 19,375,670) | 154 | 194 |
| Additional paid-in capital | 1134985 | 1163609 |
| Accumulated other comprehensive loss | (4441) | (4441) |
| Retained earnings | 1690565 | 1168526 |
| **Total shareholders' equity** | 2822099 | 2328709 |
| **Total liabilities, non-controlling interest, and shareholders' equity** | $9571613 | $7796033 |

---

See accompanying notes to the consolidated financial statements.

------

**Hamilton Insurance Group, Ltd.**

**Consolidated Statements of Operations and Comprehensive Income (Loss)**

---

| | | | |
|:---|:---|:---|:---|
| | **Years Ended December 31,** | **Years Ended December 31,** | **Years Ended December 31,** |
| *($ in thousands, except per share information)* | **2025** | **2024** | **2023** |
| **Revenues** |  |  |  |
| Gross premiums written | $2923145 | $2422582 | $1951038 |
| Reinsurance premiums ceded | (635602) | (501413) | (470600) |
| Net premiums written | 2287543 | 1921169 | 1480438 |
| Net change in unearned premiums | (177767) | (186440) | (161905) |
| Net premiums earned | 2109776 | 1734729 | 1318533 |
| Net realized and unrealized gains (losses) on investments | 687111 | 511407 | 209610 |
| Net investment income (loss) | 88021 | 63267 | 30456 |
| Total net realized and unrealized gains (losses) on investments and net investment income (loss) | 775132 | 574674 | 240066 |
| Other income (loss) | 26601 | 23752 | 18631 |
| Net foreign exchange gains (losses) | (5985) | (3231) | (6185) |
| **Total revenues** | 2905524 | 2329924 | 1571045 |
| **Expenses** |  |  |  |
| Losses and loss adjustment expenses | 1258521 | 1010173 | 714603 |
| Acquisition costs | 507290 | 388931 | 309148 |
| General and administrative expenses | 278910 | 271124 | 259856 |
| Amortization of intangible assets | 15709 | 15520 | 10783 |
| Interest expense | 20189 | 22616 | 21434 |
| **Total expenses** | 2080619 | 1708364 | 1315824 |
| Income (loss) before income tax | 824905 | 621560 | 255221 |
| Income tax expense (benefit) | (15124) | 8402 | (25066) |
| **Net income (loss)** | 840029 | 613158 | 280287 |
| Net income (loss) attributable to non-controlling interest | 263359 | 212729 | 21560 |
| **Net income (loss) and other comprehensive income (loss) attributable to common shareholders** | $576670 | $400429 | $258727 |
| **Per share data** |  |  |  |
| Basic income (loss) per share attributable to common shareholders | $5.75 | $3.81 | $2.47 |
| Diluted income (loss) per share attributable to common shareholders | $5.55 | $3.67 | $2.44 |

---

See accompanying notes to the consolidated financial statements.

------

**Hamilton Insurance Group, Ltd.**

**Consolidated Statements of Shareholders' Equity**

---

| | | | |
|:---|:---|:---|:---|
| | **Years Ended December 31,** | **Years Ended December 31,** | **Years Ended December 31,** |
| *($ in thousands)* | **2025** | **2024** | **2023** |
| **Common shares** |  |  |  |
| **Balance, beginning of year** | $1015 | $1101 | $1030 |
| &nbsp;&nbsp;Issuance of common shares | 25 | 26 | 73 |
| &nbsp;&nbsp;Repurchases of common shares | (50) | (112) | (2) |
| **Balance, end of year** | 990 | 1015 | 1101 |
| **Additional paid-in capital** |  |  |  |
| **Balance, beginning of year** | 1163609 | 1249817 | 1120242 |
| &nbsp;&nbsp;Issuance of common shares | (26) | 370 | 82924 |
| &nbsp;&nbsp;Repurchases of common shares | (57858) | (116962) | (1896) |
| &nbsp;&nbsp;Share compensation expense | 29260 | 30384 | 48547 |
| **Balance, end of year** | 1134985 | 1163609 | 1249817 |
| **Accumulated other comprehensive income (loss)** |  |  |  |
| **Balance, beginning and end of year** | (4441) | (4441) | (4441) |
| **Retained earnings** |  |  |  |
| **Balance, beginning of year** | 1168526 | 801373 | 547352 |
| &nbsp;&nbsp;Net income (loss) | 840029 | 613158 | 280287 |
| &nbsp;&nbsp;Net income (loss) attributable to non-controlling interest | (263359) | (212729) | (21560) |
| &nbsp;&nbsp;&nbsp;Share compensation expense |  |  | (4169) |
| &nbsp;&nbsp;Repurchases of common shares | (54631) | (33276) | (537) |
| **Balance, end of year** | 1690565 | 1168526 | 801373 |
| **Total shareholders' equity** | $2822099 | $2328709 | $2047850 |

---

See accompanying notes to the consolidated financial statements.

------

**Hamilton Insurance Group, Ltd.**

**Consolidated Statements of Cash Flows**

---

| | | | |
|:---|:---|:---|:---|
| | **Years Ended December 31,** | **Years Ended December 31,** | **Years Ended December 31,** |
| *($ in thousands)* | **2025** | **2024** | **2023** |
| **Operating activities** |  |  |  |
| Net income (loss) | $840029 | $613158 | $280287 |
| Adjustments to reconcile net income (loss) to net cash provided by (used in) operating activities: |  |  |  |
| &nbsp;&nbsp;&nbsp;Depreciation and amortization | 15931 | 16466 | 12410 |
| &nbsp;&nbsp;&nbsp;Share compensation expense | 29260 | 30384 | 44378 |
| &nbsp;&nbsp;&nbsp;Net realized (gains) losses on investments  | (517147) | (468068) | (84513) |
| &nbsp;&nbsp;&nbsp;Change in net unrealized (gains) losses on investments | (169964) | (43339) | (125097) |
| &nbsp;&nbsp;&nbsp;Other items | (28668) | 3831 | (6529) |
| &nbsp;&nbsp;&nbsp;Change in: |  |  |  |
| &nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;Premiums receivable | (168070) | (113344) | (135693) |
| &nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;Paid losses recoverable | 40747 | 10796 | (54547) |
| &nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;Deferred acquisition costs | (48218) | (52090) | (41748) |
| &nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;Prepaid reinsurance | (77430) | (24615) | (29993) |
| &nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;Unpaid losses and loss adjustment expenses recoverable | (204817) | (9963) | 16786 |
| &nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;Other assets | (57225) | 1158 | (42669) |
| &nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;Reserve for losses and loss adjustment expenses | 882685 | 502454 | 173762 |
| &nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;Unearned premiums | 255197 | 211055 | 193034 |
| &nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;Reinsurance balances payable | 35125 | (11035) | 27990 |
| &nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;Accounts payable and accrued expenses and other | 14915 | 92455 | 55297 |
| **Net cash provided by (used in) operating activities** | 842350 | 759303 | 283155 |
| **Investing activities** |  |  |  |
| Proceeds from redemptions from Two Sigma Funds | 2653514 | 2874348 | 2591705 |
| Contributions to Two Sigma Funds | (2714816) | (2481159) | (2554888) |
| Purchases of fixed maturity investments | (2485469) | (1929974) | (1221576) |
| Proceeds from sales, redemptions and maturity of <br>&nbsp;&nbsp;&nbsp;&nbsp;fixed maturity investments | 1714309 | 1381128 | 688978 |
| Purchases of short-term investments | (1099689) | (1831596) | (1506241) |
| Proceeds from sales of short-term investments | 1416590 | 1804670 | 1389409 |
| Change in receivables for investments sold | 15977 | (31587) | (42048) |
| Change in payables for investments purchased | 94426 | 48821 | 18511 |
| Other | (8929) | (18811) | (15938) |
| **Net cash provided by (used in) investing activities** | (414087) | (184160) | (652088) |
| **Financing activities** |  |  |  |
| Issuance of common shares | 25 | 26 | 73 |
| Repurchases of common shares | (112539) | (150350) | (2435) |
| Contribution of additional paid-in capital | (26) | 370 | 82924 |
| Term loan, net of issuance costs | (311) |  |  |
| Withdrawal of non-controlling interest | (263315) | (212734) | (21546) |
| **Net cash provided by (used in) financing activities** | (376166) | (362688) | 59016 |
| **Effect of exchange rate changes on cash and cash equivalents and restricted cash and cash equivalents** | 19141 | (12463) | 3574 |
| Net increase (decrease) in cash and cash equivalents and restricted cash and cash equivalents | 71238 | 199992 | (306343) |
| Cash and cash equivalents and restricted cash and cash equivalents, beginning of year | 1100852 | 900860 | 1207203 |
| **Cash and cash equivalents and restricted cash and cash equivalents, end of year** | $1172090 | $1100852 | $900860 |
| Net income taxes paid | $16469 | $10662 | $4211 |
| Interest paid | $21673 | $22419 | $21608 |

---

See accompanying notes to the consolidated financial statements.

------

**Hamilton Insurance Group, Ltd.**

**Notes to the Consolidated Financial Statements**

**1. Organization**

Hamilton Insurance Group, Ltd. ("Hamilton Group", the "Group" or the "Company"), the ultimate group holding company, was incorporated on September 4, 2013, under the laws of Bermuda. On November 14, 2023, the Company consummated an initial public offering ("IPO") of its Class B common shares, which are listed on the New York Stock Exchange ("NYSE").

Our Bermuda operations are led by Hamilton Re, Ltd. ("Hamilton Re"), a registered Class 4 insurer incorporated in Bermuda. Hamilton Re writes property, casualty and specialty insurance and reinsurance on a global basis.

Hamilton Re US is a tax partnership that was formed pursuant to an arrangement between Hamilton Re and its Bermuda-incorporated affiliate, Hamilton ILS Holdings Limited. The tax partnership is treated as a U.S. corporation for U.S. tax purposes and is registered with the U.S. Internal Revenue Service, such that underwriting and investment income derived from capital allocated to Hamilton Re US are subject to U.S. taxation.

Ada Capital Management Limited ("ACML"), a wholly owned insurance agent incorporated and regulated in Bermuda, is authorized to underwrite on behalf of Ada Re, Ltd. ("Ada Re").

Our London operations are comprised of Hamilton Managing Agency Limited ("HMA"), a Lloyd's managing agency, which manages our wholly aligned Syndicate 4000. HMA also managed a third-party funded Lloyd's syndicate until July 1, 2025. Syndicate 4000 operates in the Lloyd's market and underwrites property, casualty and specialty insurance and reinsurance business on a subscription basis.

Our Dublin operations are comprised of Hamilton Insurance Designated Activity Company ("HIDAC"), a Dublin-based insurer with a U.K. branch and extensive licensing in the United States, including excess and surplus lines and reinsurance in all 50 states.

Hamilton Managing General Agency Americas LLC ("HMGA Americas") is licensed throughout the United States and underwrites on behalf of the Group's London, Dublin and Bermuda operations solely in respect of Hamilton Re US, providing access from the U.S. to the Lloyd's market, the Group's rated Irish carrier and the Group's Bermuda balance sheet, respectively.

Hamilton Select Insurance Inc. ("Hamilton Select") is a U.S. domestic excess and surplus lines carrier incorporated in Delaware and authorized to write excess and surplus business in all 50 states.

Two Sigma Hamilton Fund, LLC ("TS Hamilton Fund"), is a Delaware limited liability company. In 2013, Hamilton Re entered into a limited liability company agreement with TS Hamilton Fund and Two Sigma Principals, LLC (the "Managing Member") as the managing member of TS Hamilton Fund. Hamilton Re has committed to an investment in TS Hamilton Fund in an amount up to the lesser of (i) $1.8 billion or (ii) 60% of Hamilton Group's net tangible assets. TS Hamilton Fund has engaged Two Sigma Investments, LP ("Two Sigma"), a related party Delaware limited partnership, to serve as its investment manager. Two Sigma is a United States Securities and Exchange Commission registered investment adviser specializing in quantitative analysis (see Note 3, *Investments* for further details).

*Unconsolidated Related Parties*

Ada Re is a special purpose insurer funded by investors and formed to provide fully collateralized reinsurance and retrocession to both Hamilton Group and third party cedants.

Easton Re has issued an industry loss index-triggered catastrophe bond that provides the Company's operating platforms with multi-year risk transfer capacity to protect against named storm risk in the United States and earthquake risk in the United States and Canada. See Note 7, *Reinsurance* for further details.

------

**Hamilton Insurance Group, Ltd.**

**Notes to the Consolidated Financial Statements**

**2. Summary of Significant Accounting Policies** 

**a.Basis of Presentation** 

These audited consolidated financial statements have been prepared in accordance with accounting principles generally accepted in the United States ("GAAP") and include the accounts of Hamilton Group, Hamilton Re, Hamilton U.K. Holdings Limited, Hamilton Select, HMGA Americas, ACML, and TS Hamilton Fund (collectively the "Company"). All significant intercompany transactions and balances have been eliminated on consolidation. Certain comparative information has been reclassified to conform to the current year presentation.

**b.Use of Estimates**

The preparation of financial statements in conformity with GAAP requires management to make estimates and assumptions that affect the reported and disclosed amounts of assets and liabilities and disclosure of contingent assets and liabilities at the date of the financial statements and the reported amounts of revenues and expenses during the reporting period. Actual results could differ from those estimates. The major estimates recorded in the Company's financial statements include, but are not limited to, the reserve for losses and loss adjustment expenses, premiums written and earned, ceded reinsurance, unpaid losses and loss adjustment expenses recoverable and the fair value of investments.

**c.Fair Value Measurements**

Details on assets and liabilities that have been included under the requirements of authoritative guidance on fair value measurements to illustrate the bases for determining the fair values of these items held by the Company are included in Note 4, *Fair Value* and each respective section of this significant accounting policies note.

Where the Company has elected to account for certain of its assets and liabilities at fair value in accordance with FASB ASC Topic *Fair Value Measurements and Disclosures*, the Company recognizes the change in unrealized gains and losses arising from changes in fair value in its statements of operations. See Note 2j, *Investments* for further detail.

**d.Premiums and Acquisition Costs** 

Premiums written and ceded on a losses occurring basis are earned pro-rata over the terms of the related contracts and policies. For contracts written on a risks-attaching basis, premiums written and ceded are earned over the terms of the underlying contracts and policies. Premiums written and ceded include estimates based on information received from insureds, brokers and ceding companies, and any subsequent differences arising on such estimates are recorded in the periods in which they are determined. The portion of the premiums written and ceded applicable to the unexpired terms of the underlying contracts and policies are recorded as unearned premiums and prepaid reinsurance premiums, respectively. Amounts are computed by pro-rata methods based on statistical data or reports received from insureds, brokers or ceding companies. Reinstatement premiums are estimated after the occurrence of a significant loss and are recorded in accordance with the contract terms based upon paid losses and case reserves. Reinstatement premiums are earned when written.

Acquisition expenses are costs that vary with, and are directly related to, the successful acquisition of new or renewal business and consist principally of commissions, brokerage and premium tax expenses. These costs are deferred and amortized over the periods in which the related premiums are earned. Deferred acquisition costs are limited to their estimated realizable value based on the related unearned premiums. Anticipated losses and loss adjustment expenses, based on historical and current experience, and anticipated net investment income related to the premiums are considered in determining the recoverability of deferred acquisition costs.

**e.Concentrations of Credit Risk**

Financial instruments that potentially subject the Company to concentrations of credit risk consist primarily of fixed maturity and short-term investments, cash and cash equivalents, premiums receivable and reinsurance balances recoverable. Cash and cash equivalents are held with financial institutions of high credit quality, and fixed maturity and short-term investments primarily consist of U.S. government, U.S. government agencies, and high credit quality issuers of corporate and debt securities. The Company limits the amount of credit exposure with any one financial institution or issuer and believe that no significant concentration of credit risk exists with respect to cash and investments.

------

**Hamilton Insurance Group, Ltd.**

**Notes to the Consolidated Financial Statements**

**f.Reinsurance**

In the normal course of business, the Company seeks to reduce the potential amount of loss arising from claims events by reinsuring certain levels of risk with other reinsurers. Ceded reinsurance contracts do not relieve the Company of its primary obligation to policyholders. Prepaid reinsurance represents the portion of premiums ceded to reinsurers applicable to the unexpired coverage terms of the reinsurance contracts in place. Amounts recoverable from reinsurers are estimated based on the terms and conditions of the reinsurance contracts, in a manner consistent with the underlying liabilities insured or reinsured by the Company. If the Company determines that adjustments to earlier estimates are appropriate, such adjustments are recorded in the periods in which they are determined. Amounts recoverable from reinsurers are recorded net of an allowance for expected credit losses. See Note 7, *Reinsurance*, for further details.

Retroactive reinsurance agreements are reinsurance agreements under which a reinsurer agrees to reimburse the Company as a result of past insurable events. For these agreements, the excess of the amounts ultimately collectible under the agreement over the consideration paid is recognized as a deferred gain liability which is amortized into income as a reduction of losses and loss adjustment expenses over the estimated ceded reserve settlement period. The amount of the deferred gain is recalculated each reporting period based on actual loss payments and updated estimates of ultimate losses. If cumulative adverse development occurs subsequent to the signing of a retroactive reinsurance agreement, it may result in significant losses from operations until periods when the recalculated deferred gain is recognized as a benefit to earnings. If the consideration paid for a retroactive reinsurance agreement exceeds the ultimate losses collectible under the agreement, the net loss on the retroactive reinsurance agreement is immediately recognized in income.

**g.Credit Loss Provisions**

The Company routinely evaluates its premiums receivable and paid and unpaid losses recoverable for potential specific credit or collection issues that might indicate an impairment. Premiums receivable and paid and unpaid losses recoverable are presented net of the resulting credit provisions, with the corresponding debits offset against gross premiums written or losses and loss adjustment expenses, as applicable, in the consolidated statement of operations and comprehensive income (loss).

The method for calculating the best estimate of losses depends on the size, nature, and risk characteristics of the related underwriting receivable. Such an estimate requires consideration of historical loss experience, current economic conditions, and judgments about the probable effects of relevant observable data, including historical information, counterparty financial strength ratings and the extent of collateralization. The underlying assumptions, estimates and assessments are updated periodically to reflect the Company's view of current conditions. Changes in estimates may significantly affect the allowance and provision for losses. It is possible that the Company's actual credit loss experience will differ materially from current estimates. Adjustments, if any, are recorded in earnings in the periods in which they become known. See Note 7, *Reinsurance*, for further details.

**h.Reserve for Losses and Loss Adjustment Expenses**

The reserve for losses and loss adjustment expenses includes reserves for unpaid reported losses and for losses incurred but not reported ("IBNR"). The reserve for unpaid reported losses and loss adjustment expenses is established by management based on reports from insureds, brokers and ceding companies and represents the estimated ultimate cost of events or conditions that have been reported to or specifically identified by the Company. The reserve for IBNR losses and loss adjustment expenses is established by management based on estimates of ultimate losses and loss adjustment expenses.

Inherent in the estimates of ultimate losses and loss adjustment expenses are expected trends in claim severity and frequency, the expected duration of the respective claims development period, inadequacies in the data provided by industry participants, the potential for further reporting lags, significant uncertainty as it relates to legal issues under the relevant terms of insurance and reinsurance contracts, and other factors, which may vary significantly as claims are settled. Accordingly, ultimate losses and loss adjustment expenses may differ materially from the amounts recorded in the financial statements. These estimates are reviewed regularly and, as experience develops and new information becomes known, the reserves are adjusted as necessary. Such adjustments, if any, are recorded in earnings in the periods in which they become known. See Note 8, *Reserve for Losses and Loss Adjustment Expenses*, for further details.

------

**Hamilton Insurance Group, Ltd.**

**Notes to the Consolidated Financial Statements**

**i.Cash and Cash Equivalents and Restricted Cash and Cash Equivalents**

Cash and cash equivalents include money market funds and highly liquid short-term deposits and securities with maturities of 90 days or less at the time of purchase. Money market funds are classified as Level 1 as these instruments are considered actively traded; however, certificates of deposit are classified as Level 2.

Restricted cash and cash equivalents typically relates to funds held in trust supporting a portion of the Lloyd's capital requirements and other underwriting obligations. See Note 3, *Investments*, for further details.

**j.Investments**

*Investments - Trading*

The Company elects the fair value option for its fixed maturity investments, short-term investments and certain other invested assets (excluding those that are accounted for using specialized investment company accounting as noted below). All changes in the fair value of investments are recorded within net realized and unrealized gains (losses) on investments in the consolidated statements of operations. See Note 4, *Fair Value*, for further details.

All investment transactions are recorded on a trade-date basis and are valued using pricing data received from third parties. Realized gains or losses on sales of investments are determined on a weighted average basis. Investment income is recognized when earned and includes interest and dividend income, recorded as of the ex-dividend date, together with the amortization of premium and discount on fixed maturities and short-term investments computed using the effective yield method. Net investment income includes related investment expenses.

*Short-Term Investments*

Short-term investments comprise securities with a maturity greater than three months but less than one year from the date of purchase.

*Investments in Two Sigma Funds*

TS Hamilton Fund invests in Two Sigma Funds ("Two Sigma Funds"), which are stated at their estimated fair values, which generally represent the Company's proportionate interest in the members' equity of the Two Sigma Funds as reported by the respective funds based on the net asset value ("NAV") provided by the fund administrator. The Company accounts for its investment in Two Sigma Funds under the variable interest model at NAV as a practical expedient for fair value in the consolidated balance sheets. Increases or decreases in such fair values are recorded within net realized and unrealized gains (losses) on investments in the consolidated statements of operations. Realized gains or losses upon any withdrawals of investments in the Two Sigma Funds are calculated using the weighted average method. The assets and liabilities of the Two Sigma Funds are recorded at fair value, or at amounts approximating fair value. The Company records contributions and withdrawals related to its investments in the Two Sigma Funds on the transaction date.

The specialized investment company accounting, as described above, is retained in the Company's audited consolidated financial statements upon consolidation of TS Hamilton Fund.

**k.Foreign Exchange**

Monetary assets and liabilities denominated in foreign currencies are revalued into the functional currency of each entity using the exchange rates in effect at the balance sheet date, with the resulting foreign exchange gains and losses included in earnings. Revenues and expenses denominated in foreign currencies are revalued at the exchange rates in effect on the transaction date.

The Company's reporting currency as at December 31, 2025 is the U.S. dollar ("USD"). The functional currency of the Company's U.K. subsidiaries changed from GBP to USD on January 1, 2017. The accumulated other comprehensive loss recorded prior to the change in functional currency will remain on the balance sheet until such time as the U.K. operations are sold, or substantially liquidated.

------

**Hamilton Insurance Group, Ltd.**

**Notes to the Consolidated Financial Statements**

**l.Share Based Compensation**

The Company issues restricted stock units, performance stock units and warrants and may issue other equity-based awards to its employees. Compensation cost is measured at the grant date fair value and expensed over the period for which the employee is required to provide services in exchange for the award. For awards subject to graded vesting, the awards are separated into vesting tranches, which are amortized over their respective vesting periods. Forfeitures are recognized as they occur.

See Note 12, *Share Incentive Plans*, for further details of the accounting treatment for the Value Appreciation Pool ("VAP").

**m.Intangible Assets** 

The Company accounts for intangible assets that arise from business combinations in accordance with FASB ASC Topic *Intangibles - Goodwill and Other*. Other intangible assets with indefinite useful lives are not amortized. Other intangible assets with a finite life are amortized over the estimated useful lives of the assets.

The Company's indefinite lived intangible assets are tested for impairment on an annual basis or more frequently if events or changes in circumstances warrant. Finite lived intangible assets are reviewed for indicators of impairment on an annual basis or more frequently if events or changes in circumstances indicate that the carrying amount may not be recoverable and tested for impairment if appropriate. If indefinite lived intangible assets are impaired, they are written down to their estimated fair value with a corresponding expense recorded in the Company's consolidated statement of operations.

As part of the annual impairment test of finite lived intangible assets, the Company has the option to first assess qualitative factors to determine whether it's necessary to perform a quantitative impairment test. Under this option, the Company would not be required to calculate the fair value of a reporting unit unless the Company determines, based on its qualitative assessment, that it is more likely than not that a reporting unit's fair value is less than its carrying amount. If finite lived intangible assets are impaired, they are written down to their estimated fair value with a corresponding expense recorded in the Company's consolidated statement of operations.

**n.Variable Interest Entities**

The Company accounts for variable interest entities ("VIE") in accordance with GAAP guidance, which requires the consolidation of all VIEs by the primary beneficiary: the investor that has the power to direct the activities of the VIE and will absorb a majority of the VIE's expected losses or residual returns. The Company determines whether it is the primary beneficiary of a VIE by performing an analysis that principally considers: (i) the VIE's purpose and design, including the risks the VIE was designed to create and pass through to its variable interest holders; (ii) the VIE's capital structure; (iii) the terms between the VIE and its variable interest holders and other parties involved with the VIE; (iv) which variable interest holders have the power to direct the activities of the VIE that most significantly impact the VIE's economic performance; (v) which variable interest holders have the obligation to absorb losses or the right to receive benefits from the VIE that could potentially be significant to the VIE; and (vi) related party relationships. The Company reassesses its initial evaluation of an entity as a VIE upon the occurrence of certain reconsideration events. The Company also reassesses its determination of whether the Company is the primary beneficiary of a VIE upon changes in facts and circumstances that could potentially alter the Company's assessment.

**o.Non-Controlling Interest**

The share classes related to the redeemable non-controlling interest portion of TS Hamilton Fund are not considered liabilities in accordance with GAAP and have redemption features that are not solely within the control of TS Hamilton Fund. Therefore, the redeemable non-controlling interest in TS Hamilton Fund is presented in the mezzanine section on the Company's consolidated balance sheets. The net income or loss attributable to non-controlling interest is presented separately in the Company's consolidated statements of operations. See Note 5, *Variable Interest Entities*, for further details.

**p.Earnings Per Share**

The Company calculates earnings per share in accordance with FASB ASC Topic *Earnings per Share*. Basic earnings per share are based on weighted average common shares outstanding during the period and exclude any dilutive effects of restricted stock units and warrants. Diluted earnings per share includes the estimated impact under the Treasury Stock method where all dilutive restricted stock grants are assumed to vest and all dilutive warrants to be exercised during the period.

------

**Hamilton Insurance Group, Ltd.**

**Notes to the Consolidated Financial Statements**

**q.Income Taxes**

The Company records deferred income taxes that reflect the tax effect of the temporary differences between the carrying amounts of assets and liabilities for financial reporting purposes and their respective tax bases. The effect on deferred tax assets and liabilities of a change in tax rates is recognized in earnings in the fiscal period that includes the enactment date. A valuation allowance against deferred tax assets is recorded if it is not more likely than not that all, or some portion, of the benefits related to deferred tax assets will be realized. The valuation allowance assessment considers tax planning strategies, where applicable.

**r.Government Grants - Bermuda Substance Based Tax Credit**

The Bermuda *Tax Credits Act 2025* (the "Credits Act") became effective on December 11, 2025. The Company qualifies for the Credits Act Accrued Substance Based Tax Credit ("SBTC") which rewards Bermuda based insurers who demonstrate significant investment in the Bermuda economy through employment of Bermuda based employees and patronage of local businesses where the Bermuda group include at least one Bermuda Monetary Authority ("BMA") regulated insurer and where the group derives more than 50% of its aggregate gross revenues from insurance activities in the fiscal year.

The SBTC is calculated with reference to both job-based and expense-based components. The credit may be applied against corporate income tax and/or be refunded to the extent the Company has paid employer based payroll expenses. To the extent the credits have not been fully utilized after four years, it is refundable to the Bermuda entity in cash. Implementation is subject to a transition factor, with full benefit to be phased in for fiscal years beginning in 2027. Unused credits may be carried forward and applied over a three-year benefit period.

The SBTC is accrued in line with the underlying qualifying payroll and other eligible expenses. The SBTC is recorded as an offset to "General and administrative expenses" on the Consolidated Statements of Operations and Comprehensive Income (Loss) and in "Other assets" on the Consolidated Balance Sheets, while the change in accrual is reflected in operating cash flows on the Consolidated Statements of Cash Flows. The Company recorded an SBTC of $20.8 million for the year ended December 31, 2025.

**s.Recent Accounting Pronouncements** 

*Recently Adopted Accounting Pronouncements*

In December 2023, the FASB issued ASU 2023-09 *Income Taxes*, which enhances the quantitative annual disclosures related to tax rate reconciliations and income taxes paid and requires additional qualitative discussion of applicable tax jurisdictions and the nature of certain reconciling items. The Company adopted this guidance for the year ended December 31, 2025 and it did not have a material impact on the Company's results of operations, financial position or cash flows.

In December 2025, the FASB issued ASU 2025-10 *Government Grants*, which establishes authoritative guidance on the accounting for government grants received by business entities. The Company elected to adopt this guidance for the year ended December 31, 2025. See Note 2r, *Government Grants- Bermuda Substance Based Tax Credit* for further details.

*Recently Issued Accounting Pronouncements*

In November 2024, the FASB issued ASU 2024-03 *Disaggregation of Income Statement Expenses*, which enhances the quantitative and qualitative disclosures related to specified information about certain costs and expenses. The guidance is effective for annual periods beginning after December 15, 2026. Early adoption is permitted. The Company is currently evaluating the impact of this guidance.

In September 2025, the FASB issued ASU 2025-06 *Targeted Improvements to the Accounting for Internal-Use Software*, which better aligns the accounting for internally-developed software with modern software development practices. The guidance is effective for annual periods beginning after December 15, 2027. Early adoption is permitted. The Company is currently evaluating the impact of this guidance.

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**Hamilton Insurance Group, Ltd.**

**Notes to the Consolidated Financial Statements**

In December 2025, the FASB issued ASU 2025-11 *Interim Reporting*, which clarifies the nature and applicability of existing interim disclosures. The guidance is effective for annual periods beginning after December 15, 2027. Early adoption is permitted. The Company is currently evaluating the impact of this guidance.

**3. Investments** 

*Fixed Maturity and Short-Term Investments - Trading* 

The Company's fixed maturity and short-term investments are as follows:

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| | | | | |
|:---|:---|:---|:---|:---|
| | **December 31, 2025** | **December 31, 2025** | **December 31, 2025** | **December 31, 2025** |
| *($ in thousands)* | **Amortized Cost** | **Gross Unrealized Gains** | **Gross Unrealized Losses** | **Fair Value** |
| Fixed maturities: |  |  |  |  |
| &nbsp;&nbsp;U.S. government treasuries | $795780 | $4782 | $(2728) | $797834 |
| &nbsp;&nbsp;U.S. states, territories and municipalities | 12924 | 89 | (53) | 12960 |
| &nbsp;&nbsp;Non-U.S. sovereign governments and supranationals | 108296 | 3102 | (537) | 110861 |
| &nbsp;&nbsp;Corporate | 1557582 | 29899 | (3337) | 1584144 |
| &nbsp;&nbsp;Residential mortgage-backed securities - Agency | 370516 | 4419 | (9285) | 365650 |
| &nbsp;&nbsp;Residential mortgage-backed securities - Non-agency | 33052 | 319 | (826) | 32545 |
| &nbsp;&nbsp;Commercial mortgage-backed securities - Non-agency | 94223 | 835 | (360) | 94698 |
| &nbsp;&nbsp;Other asset-backed securities | 238567 | 1401 | (117) | 239851 |
| &nbsp;&nbsp;&nbsp;&nbsp;Total fixed maturities | 3210940 | 44846 | (17243) | 3238543 |
| Short-term investments  | 200052 | 419 | (12) | 200459 |
| &nbsp;&nbsp;&nbsp;&nbsp;Total | $3410992 | $45265 | $(17255) | $3439002 |

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| | | | | |
|:---|:---|:---|:---|:---|
| | **December 31, 2024** | **December 31, 2024** | **December 31, 2024** | **December 31, 2024** |
| *($ in thousands)* | **Amortized Cost** | **Gross Unrealized Gains** | **Gross Unrealized Losses** | **Fair Value** |
| Fixed maturities: |  |  |  |  |
| &nbsp;&nbsp;U.S. government treasuries | $724785 | $611 | $(14293) | $711103 |
| &nbsp;&nbsp;U.S. states, territories and municipalities | 13533 | 25 | (327) | 13231 |
| &nbsp;&nbsp;Non-U.S. sovereign governments and supranationals | 70435 | 454 | (3362) | 67527 |
| &nbsp;&nbsp;Corporate | 1153612 | 6484 | (17036) | 1143060 |
| &nbsp;&nbsp;Residential mortgage-backed securities - Agency | 288760 | 160 | (16309) | 272611 |
| &nbsp;&nbsp;Residential mortgage-backed securities - Non-agency | 17432 | 6 | (684) | 16754 |
| &nbsp;&nbsp;Commercial mortgage-backed securities - Non-agency | 40363 | 72 | (749) | 39686 |
| &nbsp;&nbsp;Other asset-backed securities | 113997 | 249 | (356) | 113890 |
| &nbsp;&nbsp;&nbsp;&nbsp;Total fixed maturities | 2422917 | 8061 | (53116) | 2377862 |
| Short-term investments  | 495630 | 1484 | (4) | 497110 |
| &nbsp;&nbsp;&nbsp;&nbsp;Total | $2918547 | $9545 | $(53120) | $2874972 |

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**Hamilton Insurance Group, Ltd.**

**Notes to the Consolidated Financial Statements**

*Contractual Maturities Summary*

The following table presents contractual maturities of fixed maturity securities. Expected maturities will differ from contractual maturities because borrowers may have the right to call or prepay obligations with or without call or prepayment penalties.

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| | | |
|:---|:---|:---|
| | **December 31, 2025** | **December 31, 2025** |
| *($ in thousands)* | **Amortized Cost** | **Fair Value** |
| Due less than one year | $139774 | $139940 |
| Due after one through five years | 1959113 | 1988349 |
| Due after five through ten years | 357667 | 360252 |
| Due after ten years | 18028 | 17258 |
| Mortgage-backed securities | 497791 | 492893 |
| Asset-backed securities | 238567 | 239851 |
| &nbsp;&nbsp;Total | $3210940 | $3238543 |

---

*Investments in Two Sigma Funds*

TS Hamilton Fund invests in Two Sigma Funds ("Two Sigma Funds"), which are stated at their estimated fair values, which generally represent the Company's proportionate interest in the members' equity of the Two Sigma Funds as reported by the respective funds based on the net asset value ("NAV") provided by the fund administrator. The Company accounts for its investment in Two Sigma Funds under the variable interest model at NAV as a practical expedient for fair value in the consolidated balance sheet.

The Company owns the following interest in each of the Two Sigma Funds:

---

| | | |
|:---|:---|:---|
| | **December 31, 2025** | **December 31, 2025** |
|<br>**Two Sigma Funds** | **Abbreviation** | **%** |
| Two Sigma Spectrum Portfolio, LLC | STV | 13.3% |
| Two Sigma Equity Spectrum Portfolio, LLC | ESTV | 8.2% |
| Two Sigma Absolute Return Portfolio, LLC | ATV | 1.9% |
| Two Sigma Futures Portfolio, LLC | FTV | 6.4% |
| Two Sigma Horizon Portfolio, LLC | HTV | 5.4% |
| Two Sigma Navigator Portfolio, LLC | NTV | 6.1% |
| Two Sigma Kuiper Portfolio, LLC | KTV | 5.2% |

---

The Company, through its investments in the Two Sigma Funds, seeks to achieve absolute dollar-denominated returns on a substantial capital base, primarily by combining multiple hedged and leveraged systematic and non-systematic investment strategies with proprietary risk management and execution techniques. These strategies include, but are not limited to, technical and statistically-based, fundamental-based, event-based, market condition-based and spread-based strategies as well as contributor-based and/or sentiment-based strategies and blended strategies. At December 31, 2024, the Company's investment in the Two Sigma Funds consisted of STV, ESTV and FTV; effective January 1, 2025, the Company amended its existing investment in Two Sigma Funds to include an allocation to ATV, HTV, NTV and KTV.

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• STV primarily utilizes systematic strategies to trade U.S.-listed equity securities, exchange traded funds, money market funds, swap contracts and government debt securities.

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• ESTV primarily utilizes systematic strategies to trade non-U.S.-listed equity securities, swap contracts, money market funds, government debt securities, futures and foreign currency forward contracts.

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• ATV primarily utilizes systematic strategies to trade a diversified, global, equity market neutral portfolio, predominantly of equity securities, equity-related derivatives and other related instruments.

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• FTV primarily utilizes systematic macro strategies to trade exchange traded funds, exchange memberships, government debt securities, money market funds, option contracts, swap contracts, futures and forward contracts.

------

**Hamilton Insurance Group, Ltd.**

**Notes to the Consolidated Financial Statements**

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• HTV primarily utilizes systematic strategies and non-systematic discretionary strategies to trade futures, futures options, foreign currency spot, forward and option contracts, exchange-traded products ("ETPs") and ETP options, debt securities, and various types of derivatives and other instruments.

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• NTV primarily utilizes non-systematic discretionary macro strategies that combine human discretion with quantitative analysis for purposes of trading globally across various asset classes.

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• KTV primarily utilizes non-systematic discretionary strategies that combine human discretion with quantitative analysis to trade futures, futures options, foreign currency spot, forward and option contracts, ETPs and ETP options, debt securities, and various types of derivatives and other instruments.

The Company's investments in Two Sigma Funds are as follows:

---

| | | | | | | |
|:---|:---|:---|:---|:---|:---|:---|
| *($ in thousands)* | **December 31, 2025** | **December 31, 2025** | **December 31, 2025** | **December 31, 2024** | **December 31, 2024** | **December 31, 2024** |
| **Two Sigma Funds** | **Cost** | **Net Unrealized Gains (Losses)** | **Fair Value** | **Cost** | **Net Unrealized Gains (Losses)** | **Fair Value** |
| Two Sigma Spectrum Portfolio, LLC | $500616 | $131996 | $632612 | $360997 | $102267 | $463264 |
| Two Sigma Equity Spectrum Portfolio, LLC | 187718 | 49906 | 237624 | 136565 | 47011 | 183576 |
| Two Sigma Absolute Return Portfolio, LLC | 93092 | 8882 | 101974 |  |  |  |
| Two Sigma Futures Portfolio, LLC | 192064 | 44998 | 237062 | 308061 | (15520) | 292541 |
| Two Sigma Horizon Portfolio, LLC | 241090 | 4585 | 245675 |  |  |  |
| Two Sigma Navigator Portfolio, LLC | 110577 | (9585) | 100992 |  |  |  |
| Two Sigma Kuiper Portfolio, LLC | 30406 | 1313 | 31719 |  |  |  |
| &nbsp;&nbsp;Total | $1355563 | $232095 | $1587658 | $805623 | $133758 | $939381 |

---

The following table summarizes certain investments of the Two Sigma Funds where TS Hamilton Fund's proportionate share of the fair value of the investment represents more than 5% of TS Hamilton Fund's members' equity:

---

| | | | |
|:---|:---|:---|:---|
| | **December 31, 2025** | **December 31, 2025** | **December 31, 2025** |
| *($ in thousands)* | **Principal / Shares** <sup>(1)</sup> | **Fair** <br>**Value** <sup>(1)</sup> | **% of Members' Equity** |
| State Street Treasury Obligations Money Market Fund | 135670 | $135670 | 6.2% |
| BlackRock Liquidity Funds T-Fund Portfolio | 173686 | $173686 | 8.0% |
| U.S. Treasury Securities, 0.0000% - 4.8750%, due 1/13/2026 - 11/15/2055 | 1926111 | $1924634 | 88.4% |
| U.S. Treasury Securities, 1.1250% - 4.8750%, due 1/31/2027 - 11/15/2055 | (545630) | $(540988) | (24.8)% |

---

<sup>(1)</sup> *Values represent TS Hamilton Fund's proportionate share of the aggregate of the Two Sigma Funds' total holdings.* 

------

**Hamilton Insurance Group, Ltd.**

**Notes to the Consolidated Financial Statements**

Two Sigma and the Managing Member are related parties to the Company as described further in Note 1, *Organization*. Effective July 1, 2023, an investment management agreement with Two Sigma requires TS Hamilton Fund to incur a management fee of 2.5% of the non-managing members' equity in the net asset value of the TS Hamilton Fund per annum. The management fee for the years ended December 31, 2025, 2024 and 2023 was $52.6 million, $46.9 million and $45.2 million, respectively.

Under the terms of the limited liability company agreement between Hamilton Re and the Managing Member, the Managing Member is entitled to an incentive allocation equal to 30% of TS Hamilton Fund's net profits, subject to high watermark provisions, and adjusted for withdrawals and any incentive allocation to the Managing Member. In the event there is a net loss during a quarter and a net profit during any subsequent quarter, the Managing Member is entitled to a modified incentive allocation whereby the regular incentive allocation will be reduced by 50% until subsequent cumulative net profits are credited in an amount equal to 200% of the previously allocated net losses. The Managing Member is also entitled to receive an additional incentive allocation as of the end of each fiscal year (or on any date Hamilton Re withdraws all or a portion of its capital), in an amount equal to 25% of the Excess Profits. "Excess Profits" for any given fiscal year (or other such accounting period) means the net profits over 10% for such fiscal year, net of management fees and expenses and gross of incentive allocations, but only after recouping previously unrecouped net losses. To the extent Hamilton Re contributes capital other than at the beginning of a fiscal year or withdraws capital other than at the end of a fiscal year, the additional incentive allocation hurdle with respect to such capital is prorated. The aggregate incentive allocation (inclusive of the additional incentive allocation) for the years ended December 31, 2025, 2024 and 2023 was $263.3 million, $212.7 million and $21.5 million, respectively.

Hamilton Re has a commitment with TS Hamilton Fund to maintain an amount up to the lesser of (i) $1.8 billion or (ii) 60% of Hamilton Group's net tangible assets in TS Hamilton Fund, such lesser amount, the "Minimum Commitment Amount", for a three-year period (the "Initial Term") and for rolling three-year periods thereafter (each such three-year period the "Commitment Period"), subject to certain circumstances and the liquidity options described below, with the current Commitment Period ending on June 30, 2028. The Commitment Period consists of a three-year rolling term that automatically renews on an annual basis unless Hamilton Re or the Managing Member provide advance notice of non-renewal.

The TS Hamilton Fund generally has two liquidity options, subject to Hamilton Re's minimum investment commitment, which are as follows:

• Monthly liquidity - Subject to certain conditions, Hamilton Re may request a whole or partial withdrawal of its capital account, no later than fifteen days prior to the end of a calendar month, effective as of the last day of such calendar month.

• Daily liquidity - Subject to certain limited circumstances, including the need to meet obligations pursuant to Hamilton Re's underwriting operations, Hamilton Re may request a withdrawal of all or a portion of its capital account upon at least one business day's written notice of such withdrawal request date to the Managing Member.

At its discretion, the Managing Member may permit or require Hamilton Re to withdraw all or any portion of its respective capital account at other times, or waive or reduce certain notice periods, or allow a notice to be revoked. The Managing Member may withdraw all or any portion of its capital account at any time.

------

**Hamilton Insurance Group, Ltd.**

**Notes to the Consolidated Financial Statements**

*Total Net Realized and Unrealized Gains (Losses) on Investments and Net Investment Income (Loss)* 

The components of total net realized and unrealized gains (losses) on investments and net investment income (loss) are as follows:

---

| | | | |
|:---|:---|:---|:---|
| | **Years Ended December 31,** | **Years Ended December 31,** | **Years Ended December 31,** |
| *($ in thousands)* | **2025** | **2024** | **2023** |
| Net realized and unrealized gains (losses) on investments: |  |  |  |
| Net realized gains (losses) on investments | $517147 | $468068 | $84513 |
| Change in net unrealized gains (losses) on investments | 169964 | 43339 | 125097 |
| Net realized and unrealized gains (losses) on investments | 687111 | 511407 | 209610 |
| Net investment income (loss): |  |  |  |
| Fixed maturities | 115869 | 81872 | 47970 |
| Short-term investments | 478 | 67 | 295 |
| TS Hamilton Fund | 10673 | 12373 | 16084 |
| Cash and cash equivalents | 16287 | 17006 | 12523 |
| Other | 1068 | 2293 | 1580 |
| Interest and other | 144375 | 113611 | 78452 |
| Management fees | (55153) | (49102) | (47049) |
| Other expenses | (1201) | (1242) | (947) |
| Net investment income (loss) | 88021 | 63267 | 30456 |
| Total net realized and unrealized gains (losses) on investments and net investment income (loss) | $775132 | $574674 | $240066 |

---

*Net Realized Gains (Losses) on Investments*

The components of net realized gains (losses) on investments are as follows:

---

| | | | |
|:---|:---|:---|:---|
| | **Years Ended December 31,** | **Years Ended December 31,** | **Years Ended December 31,** |
| *($ in thousands)* | **2025** | **2024** | **2023** |
| Fixed maturities and short-term investments | $7369 | $(2307) | $(16628) |
| TS Hamilton Fund | 509778 | 470091 | 100930 |
| Other |  | 284 | 211 |
| Net realized gains (losses) on investments | $517147 | $468068 | $84513 |

---

*Net Unrealized Gains (Losses) on Investments*

The components of net unrealized gains (losses) on investments are as follows:

---

| | | | |
|:---|:---|:---|:---|
| | **Years Ended December 31,** | **Years Ended December 31,** | **Years Ended December 31,** |
| *($ in thousands)* | **2025** | **2024** | **2023** |
| Fixed maturities and short-term investments | $72771 | $(8908) | $52751 |
| TS Hamilton Fund | 97193 | 52247 | 72346 |
| Net unrealized gains (losses) on investments | $169964 | $43339 | $125097 |

---

------

**Hamilton Insurance Group, Ltd.**

**Notes to the Consolidated Financial Statements**

*Pledged Assets*

At December 31, 2025 and 2024, pledged investments at fair value were comprised of $263.1 million and $245.3 million, respectively, securing a portion of the capital requirements for business written at Lloyd's, $265.0 million and $266.9 million, respectively, held in trust accounts for the benefit of U.S. state regulatory authorities and $90.4 million and $47.0 million, respectively, securing other underwriting obligations. In addition, certain investments were pledged as security for letter of credit facilities as described further in Note 10, *Debt and Credit Facilities*.

At December 31, 2025 and 2024, restricted cash and cash equivalents balances were comprised of $106.2 million and $101.8 million, respectively, securing other underwriting obligations, $1.4 million and $1.1 million, respectively, securing a portion of the capital requirements for business written at Lloyd's and $2.1 million and $1.5 million, respectively, in trust accounts for the benefit of regulatory authorities.

Total cash and cash equivalents and restricted cash and cash equivalents of $1.2 billion presented in the statement of cash flows was comprised of cash and cash equivalents of $1.1 billion and restricted cash and cash equivalents of $109.7 million on the balance sheet at December 31, 2025. Total cash and cash equivalents and restricted cash and cash equivalents of $1.1 billion presented in the statement of cash flows was comprised of cash and cash equivalents of $996.5 million and restricted cash and cash equivalents of $104.4 million on the balance sheet at December 31, 2024.

**4. Fair Value**

*Financial Instruments Subject to Fair Value Measurements*

Accounting guidance over fair value measurements requires that a fair value measurement reflect the assumptions market participants would use in pricing an asset or liability based on the best information available. Assumptions include the risks inherent in a particular valuation technique (such as a pricing model) and/or the risks inherent in the inputs to the model. The fair value of a financial instrument is the amount that would be received to sell an asset or paid to transfer a liability in an orderly transaction between market participants at the measurement date (the "exit price"). Instruments that the Company owns are marked to bid prices.

*Basis of Fair Value Measurements*

Fair value measurement accounting guidance also establishes a fair value hierarchy that prioritizes the inputs to the respective valuation techniques used to measure fair value. The hierarchy gives the highest priority to unadjusted quoted prices in active markets for identical assets or liabilities (Level 1 measurements) and the lowest priority to unobservable inputs (Level 3 measurements). An asset or liability's classification within the fair value hierarchy is based on the lowest level of significant input to its valuation. The three levels of the fair value hierarchy are:

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;**• Level 1** - Inputs that reflect unadjusted quoted prices in active markets for identical assets or liabilities that the Company has the ability to access at the measurement date;

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;**• Level 2** - Inputs other than quoted prices included within Level 1 that are observable for the asset or liability either directly or indirectly, including inputs in markets that are not considered to be active; and

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;**• Level 3** - Inputs that are both significant to the fair value measurement and unobservable.

*Assets Recorded at Fair Value - Fixed Maturity and Short-term Investments*

The following section describes the valuation methodologies used to determine the fair value of the Company's fixed maturity and short-term investments by asset class:

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• *U.S. government treasuries*: fair value based on observable market inputs such as quoted prices, reported trades, quoted prices for similar issuances and benchmark yields;

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• *U.S. states, territories and municipalities*: fair value based on observable market inputs such as quoted market prices, quoted prices for similar securities, benchmark yields and credit spreads;

------

**Hamilton Insurance Group, Ltd.**

**Notes to the Consolidated Financial Statements**

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• *Non-U.S. sovereign governments and supranationals*: fair value based on observable market inputs such as quoted market prices, quoted prices for similar securities and models with observable inputs such as benchmark yields and credit spreads, and then, where applicable, converted to U.S. dollars using an exchange rate from a nationally recognized source;

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• *Corporate*: fair value based on observable market inputs such as quoted market prices, quoted prices for similar securities, benchmark yields and credit spreads;

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• *Asset-backed and mortgage-backed securities*: fair value based on observable inputs such as quoted prices, reported trades, quoted prices for similar issuances or benchmark yields and cash flow models using observable inputs such as prepayment speeds, collateral performance and default spreads; and

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• *Short-term investments*: fair value based on observable market inputs such as quoted prices, reported trades, quoted prices for similar issuances and benchmark yields.

The following table presents the financial instruments measured at fair value on a recurring basis:

---

| | | | | |
|:---|:---|:---|:---|:---|
| | **December 31, 2025** | **December 31, 2025** | **December 31, 2025** | **December 31, 2025** |
| *($ in thousands)* | **Level 1** | **Level 2** | **Level 3** | **Total** |
| Fixed maturities: |  |  |  |  |
| &nbsp;&nbsp;U.S. government treasuries | $— | $797834 | $— | $797834 |
| &nbsp;&nbsp;U.S. states, territories and municipalities |  | 12960 |  | 12960 |
| &nbsp;&nbsp;Non-U.S. sovereign governments and supranationals |  | 110861 |  | 110861 |
| &nbsp;&nbsp;Corporate |  | 1584144 |  | 1584144 |
| &nbsp;&nbsp;Residential mortgage-backed securities - Agency |  | 365650 |  | 365650 |
| &nbsp;&nbsp;Residential mortgage-backed securities - Non-agency |  | 32545 |  | 32545 |
| &nbsp;&nbsp;Commercial mortgage-backed securities - Non-agency |  | 94698 |  | 94698 |
| &nbsp;&nbsp;Other asset-backed securities |  | 239851 |  | 239851 |
| &nbsp;&nbsp;&nbsp;&nbsp;Total fixed maturities |  | 3238543 |  | 3238543 |
| Short-term investments  |  | 200459 |  | 200459 |
| &nbsp;&nbsp;&nbsp;&nbsp;Total | $— | $3439002 | $— | $3439002 |

---

---

| | | | | |
|:---|:---|:---|:---|:---|
| | **December 31, 2024** | **December 31, 2024** | **December 31, 2024** | **December 31, 2024** |
| *($ in thousands)* | **Level 1** | **Level 2** | **Level 3** | **Total** |
| Fixed maturities: |  |  |  |  |
| &nbsp;&nbsp;U.S. government treasuries | $— | $711103 | $— | $711103 |
| &nbsp;&nbsp;U.S. states, territories and municipalities |  | 13231 |  | 13231 |
| &nbsp;&nbsp;Non-U.S. sovereign governments and supranationals |  | 67527 |  | 67527 |
| &nbsp;&nbsp;Corporate |  | 1143060 |  | 1143060 |
| &nbsp;&nbsp;Residential mortgage-backed securities - Agency |  | 272611 |  | 272611 |
| &nbsp;&nbsp;Residential mortgage-backed securities - Non-agency |  | 16754 |  | 16754 |
| &nbsp;&nbsp;Commercial mortgage-backed securities - Non-agency |  | 39686 |  | 39686 |
| &nbsp;&nbsp;Other asset-backed securities |  | 113890 |  | 113890 |
| &nbsp;&nbsp;&nbsp;&nbsp;Total fixed maturities |  | 2377862 |  | 2377862 |
| Short-term investments |  | 497110 |  | 497110 |
| &nbsp;&nbsp;&nbsp;&nbsp;Total | $— | $2874972 | $— | $2874972 |

---

The carrying values of cash and cash equivalents, restricted cash and cash equivalents, accrued investment income, receivables for investments sold, certain other assets, payables for investments purchased, and certain other liabilities approximate their fair values.

------

**Hamilton Insurance Group, Ltd.**

**Notes to the Consolidated Financial Statements**

**5. Variable Interest Entities** 

*TS Hamilton Fund*

TS Hamilton Fund meets the definition of a variable interest entity ("VIE") principally because the Managing Member does not hold substantive equity at risk in the entity but controls all of the decision making authority over it. Therefore, the Company assessed its ownership in the VIE to determine if it is the primary beneficiary. The Managing Member is a related party to the Company and collectively they hold all of the variable interest. The Company performed an assessment of all relevant facts and circumstances and determined that it is the entity within the related party group for whom substantially all of the activities of the VIE are conducted. As a result, the Company concluded that it is the primary beneficiary of TS Hamilton Fund.

Activity in the non-controlling interest of TS Hamilton Fund was as follows:

---

| | | | |
|:---|:---|:---|:---|
| | **Years Ended December 31,** | **Years Ended December 31,** | **Years Ended December 31,** |
| *($ in thousands)* | **2025** | **2024** | **2023** |
| Balance - beginning of year | $128 | $133 | $119 |
| &nbsp;&nbsp;Withdrawals | (263315) | (212734) | (21546) |
| &nbsp;&nbsp;Equity in earnings | 44 | 43 | 14 |
| &nbsp;&nbsp;Incentive allocation | 263315 | 212686 | 21546 |
| Balance - end of year | $172 | $128 | $133 |

---

The following table presents the total assets and total liabilities of TS Hamilton Fund. Creditors or beneficial interest holders of TS Hamilton Fund have no recourse to the general credit of the Company as the Company's obligation is limited to the amount of its committed investment.

---

| | | |
|:---|:---|:---|
| | **December 31,** | **December 31,** |
| *($ in thousands)* | **2025** | **2024** |
| **Assets** |  |  |
| Cash and cash equivalents | $648726 | $578230 |
| Short-term investments | 198986 | 496008 |
| Investments in Two Sigma Funds, at fair value | 1587658 | 939381 |
| Receivables for investments sold | 57938 | 73322 |
| Interest and dividends receivable | 1110 | 945 |
| &nbsp;&nbsp;**Total assets** | 2494418 | 2087886 |
| **Liabilities** |  |  |
| Payable for investments purchased | 192467 | 100469 |
| Withdrawal payable | 123376 | 100420 |
| Accounts payable and accrued expenses | 214 | 233 |
| &nbsp;&nbsp;**Total liabilities** | 316057 | 201122 |
| &nbsp;&nbsp;&nbsp;&nbsp;**Total net assets managed by TS Hamilton Fund** | $2178361 | $1886764 |

---

------

**Hamilton Insurance Group, Ltd.**

**Notes to the Consolidated Financial Statements**

**6. Intangible Assets**

The following table provides a summary of the Company's intangible assets:

---

| | | | |
|:---|:---|:---|:---|
| *($ in thousands)* | **Intangible Assets <br>Subject to Amortization** | **Intangible Assets not Subject to Amortization** | **Total** |
| **Net balance, December 31, 2023** | $53788 | $37208 | $90996 |
| Plus: additions | 17645 |  | 17645 |
| Less: amortization | (15520) |  | (15520) |
| **Net balance, December 31, 2024** | 55913 | 37208 | 93121 |
| Plus: additions | 9212 |  | 9212 |
| Less: amortization | (15709) |  | (15709) |
| **Net balance, December 31, 2025** | $49416 | $37208 | $86624 |
| **Gross balance, December 31, 2025** | $115894 | $37208 | $153102 |
| Accumulated amortization | (66478) |  | (66478) |
| **Net balance, December 31, 2025** | $49416 | $37208 | $86624 |

---

The following tables present the components of intangible assets:

---

| | | | |
|:---|:---|:---|:---|
| | **December 31, 2025** | **December 31, 2025** | **December 31, 2025** |
| *($ in thousands)* | **Gross Balance** | **Accumulated Amortization and Impairment** | **Net Balance** |
| **Intangible assets subject to amortization** |  |  |  |
| &nbsp;&nbsp;&nbsp;Coverholder and broker relationships | $44515 | $(28159) | $16356 |
| &nbsp;&nbsp;&nbsp;Internally developed software | 71379 | (38319) | 33060 |
| **Intangible assets not subject to amortization** |  |  |  |
| &nbsp;&nbsp;&nbsp;Lloyd's syndicate capacity | 35583 |  | 35583 |
| &nbsp;&nbsp;&nbsp;Licenses | 1625 |  | 1625 |
|  | $153102 | $(66478) | $86624 |

---

---

| | | | |
|:---|:---|:---|:---|
| | **December 31, 2024** | **December 31, 2024** | **December 31, 2024** |
| *($ in thousands)* | **Gross Balance** | **Accumulated Amortization and Impairment** | **Net Balance** |
| **Intangible assets subject to amortization** |  |  |  |
| &nbsp;&nbsp;&nbsp;Coverholder and broker relationships | $44515 | $(23707) | $20808 |
| &nbsp;&nbsp;&nbsp;Internally developed software | 62166 | (27061) | 35105 |
| **Intangible assets not subject to amortization** |  |  |  |
| &nbsp;&nbsp;&nbsp;Lloyd's syndicate capacity | 35583 |  | 35583 |
| &nbsp;&nbsp;&nbsp;Licenses | 1625 |  | 1625 |
|  | $143889 | $(50768) | $93121 |

---

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**Hamilton Insurance Group, Ltd.**

**Notes to the Consolidated Financial Statements**

The Company's finite-lived intangible assets are amortized on a straight-line basis over their useful lives. As of December 31, 2025, the estimated weighted average amortization period by class consisted of coverholder and broker relationships (10 years) and internally developed software (5 years). Costs incurred to renew or extend the assets' useful lives are expensed straight-line over the remaining life of the related asset or asset class. The weighted-average amortization period is 2.3 years and the estimated amortization expense for each of the five succeeding fiscal years and thereafter related to these assets is as follows:

---

| | |
|:---|:---|
| | **Estimated Amortization Expense** |
| *($ in thousands)* | **Estimated Amortization Expense** |
| **Year Ending December 31,** | **Estimated Amortization Expense** |
| 2026 | $15596 |
| 2027 | 14373 |
| 2028 | 11434 |
| 2029 | 6411 |
| 2030 | 1602 |
| &nbsp;&nbsp;&nbsp;Total | $49416 |

---

Intangible assets not subject to amortization consist of Lloyd's syndicate capacity and insurance licenses. The Company did not recognize any impairment losses as a result of the annual impairment review of indefinite-lived assets for the years ended December 31, 2025, 2024 or 2023.

**7. Reinsurance**

The Company purchases reinsurance and other protection to manage its risk portfolio and to reduce its exposure to large losses. The Company currently has in place contracts that provide for recovery of a portion of certain loss and loss adjustment expenses, generally in excess of various retentions or on a proportional basis. Amounts recoverable under reinsurance contracts are recorded as assets. The Company remains liable to the extent that any reinsurance company fails to meet its obligations.

The following tables set forth the effect of reinsurance and retrocessional activity on premiums written and earned and on losses and loss adjustment expenses incurred:

---

| | | | |
|:---|:---|:---|:---|
| | **Premiums Written** | **Premiums Written** | **Premiums Written** |
| | **Years Ended December 31,** | **Years Ended December 31,** | **Years Ended December 31,** |
| *($ in thousands)* | **2025** | **2024** | **2023** |
| Assumed | $1452988 | $1144798 | $838547 |
| Direct | 1470157 | 1277784 | 1112491 |
| Ceded | (635602) | (501413) | (470600) |
| &nbsp;&nbsp;&nbsp;Net | $2287543 | $1921169 | $1480438 |

---

---

| | | | |
|:---|:---|:---|:---|
| | **Premiums Earned** | **Premiums Earned** | **Premiums Earned** |
| | **Years Ended December 31,** | **Years Ended December 31,** | **Years Ended December 31,** |
| *($ in thousands)* | **2025** | **2024** | **2023** |
| Assumed | $1291477 | $1030595 | $742378 |
| Direct | 1376471 | 1180932 | 1016762 |
| Ceded | (558172) | (476798) | (440607) |
| &nbsp;&nbsp;&nbsp;Net | $2109776 | $1734729 | $1318533 |

---

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**Hamilton Insurance Group, Ltd.**

**Notes to the Consolidated Financial Statements**

---

| | | | |
|:---|:---|:---|:---|
| | **Losses and Loss Adjustment Expenses** | **Losses and Loss Adjustment Expenses** | **Losses and Loss Adjustment Expenses** |
| | **Years Ended December 31,** | **Years Ended December 31,** | **Years Ended December 31,** |
| *($ in thousands)* | **2025** | **2024** | **2023** |
| Gross losses and loss adjustment expenses | $1697071 | $1290131 | $972347 |
| Losses and loss adjustment expenses ceded | (438550) | (279958) | (257744) |
| &nbsp;&nbsp;Net | $1258521 | $1010173 | $714603 |

---

*Allowance for Expected Credit Losses*

Premiums receivable, paid losses recoverable, and unpaid losses and loss adjustment expenses recoverable comprise the Company's most significant credit exposures not carried at fair value. The Company has not historically experienced significant credit losses. In determining an allowance for these assets, the Company considers historical information in combination with counterparty financial strength ratings and the extent to which balances are collateralized. The Company assesses the risk of future default by evaluating current market conditions for the likelihood of default and calculates its provision for current expected credit losses under the probability of default and loss given default methodology.

<u>Premiums Receivable</u>

Premiums receivable are estimated based on policy terms and reports received from the underlying counterparties, supplemented by management's judgment. Due to the nature of the (re)insurance business, the Company routinely receives reports and premiums subsequent to the inception of the coverage period. At December 31, 2025, the Company's premiums receivable balance, net of credit provisions of $3.4 million, was $939.8 million. At December 31, 2024, the Company's premiums receivable balance, net of credit provisions of $3.0 million, was $771.7 million.

The following table provides a roll forward of the provision for current expected credit losses of the Company's premiums receivable:

---

| | | | |
|:---|:---|:---|:---|
| | **Years Ended December 31,** | **Years Ended December 31,** | **Years Ended December 31,** |
| *($ in thousands)* | **2025** | **2024** | **2023** |
| Balance - beginning of year | $2993 | $3000 | $2856 |
| &nbsp;&nbsp;Increase (decrease) in allowance | 450 | (7) | 144 |
| Balance - end of year | $3443 | $2993 | $3000 |

---

<u>Reinsurance Balances Recoverable</u>

Reinsurance balances recoverable is comprised of amounts due from reinsurers based on the claim liabilities associated with the reinsured policy. The Company accrues amounts due from reinsurers based on estimated ultimate contract losses. At December 31, 2025, the Company's paid and unpaid reinsurance recoverable balances net of credit provisions were $93.7 million and $1.4 billion, respectively, with a total corresponding provision for current expected credit losses of $1.7 million. At December 31, 2024, the Company's paid and unpaid reinsurance recoverable balances net of credit provisions were $134.4 million and $1.2 billion, respectively, with a total corresponding provision for current expected credit losses of $1.5 million.

The following table provides a roll forward of the provision for current expected credit losses of the Company's reinsurance recoverable:

---

| | | | |
|:---|:---|:---|:---|
| | **Years Ended December 31,** | **Years Ended December 31,** | **Years Ended December 31,** |
| *($ in thousands)* | **2025** | **2024** | **2023** |
| Balance - beginning of year | $1469 | $687 | $777 |
| &nbsp;&nbsp;Increase (decrease) in allowance | 249 | 782 | (90) |
| Balance - end of year | $1718 | $1469 | $687 |

---

------

**Hamilton Insurance Group, Ltd.**

**Notes to the Consolidated Financial Statements**

The distribution of the Company's paid losses recoverable and unpaid losses and loss adjustment expenses recoverable as categorized by major rating agencies were as follows:

---

| | | |
|:---|:---|:---|
| | **December 31,** | **December 31,** |
|<br>**Classification** | **2025** | **2024** |
| Collateralized | 20.7% | 23.7% |
| A- or better | 79.3% | 76.2% |
| Below A- | 0.0% | 0.1% |
| &nbsp;&nbsp;&nbsp;&nbsp;Total | 100.0% | 100.0% |

---

At December 31, 2025 and 2024, the three largest balances by reinsurer accounted for 20%, 18% and 12%, and 22%, 19% and 13%, respectively, of paid losses recoverable and unpaid losses and loss adjustment expenses recoverable.

*Loss Portfolio Transfer*

On February 6, 2020, the Company entered into a loss portfolio transfer agreement (the "LPT"), under which the insurance liabilities arising from certain casualty risks for the Lloyd's Years of Account ("YOA") 2016, 2017 and 2018 were retroceded to a third party in exchange for total premium of $72.1 million. This transaction was accounted for as retroactive reinsurance under which cumulative ceded losses exceeding the LPT premium are recognized as a deferred gain liability and amortized into income over the settlement period of the ceded reserves in proportion to cumulative losses collected over the estimated ultimate reinsurance recoverable. The amount of the deferred gain is recalculated each reporting period based on updated ultimate loss estimates. Consequently, cumulative adverse development subsequent to the signing of the LPT may result in significant losses from operations until periods when the recalculated deferred gain is recognized as a benefit to earnings.

At December 31, 2025 and 2024, the balance of reinsurance recoverable on unpaid losses due under this LPT was $22.7 million and $23.7 million, respectively. Amortization of the deferred gain was an expense of $0.8 million and $9.4 million for the years ended December 31, 2025 and 2024, and income of $4.2 million for the year ended December 31, 2023, respectively, which was recorded through losses and loss adjustment expenses in accordance with the actual loss payments and updated estimates of ultimate losses of the subject business.

*Catastrophe Bond Reinsurance*

In December 2023, Hamilton Group sponsored an industry loss index-triggered catastrophe bond through the issuance of Series 2024-1 Class A Principal-at-Risk Variable Rate Notes by Bermuda domiciled Easton Re Ltd. ("Easton Re"), which provide the Company's operating platforms with multi-year risk transfer capacity of $200 million to protect against named storm risk in the United States and earthquake risk in the United States and Canada. The risk period for Easton Re is from January 1, 2024 to December 31, 2026. The Company recorded reinsurance premiums ceded of $15.2 million and $14.6 million during the years ended December 31, 2025 and 2024, respectively.

In December 2020, Hamilton Group sponsored an industry loss index-triggered catastrophe bond through the issuance of Series 2020-1 Class A Principal-at-Risk Variable Rate Notes by Singapore domiciled Easton Re Pte, Ltd. (also "Easton Re"). Easton Re provided the Company's operating platforms with multi-year risk transfer capacity of $150 million to protect against named storm and earthquake risk in the United States. The risk period for Easton Re was from January 1, 2021 to December 31, 2023. The Company recorded reinsurance premiums ceded of $7.2 million during the year ended December 31, 2023.

------

**Hamilton Insurance Group, Ltd.**

**Notes to the Consolidated Financial Statements**

 **8. Reserve for Losses and Loss Adjustment Expenses** 

The following table presents a reconciliation of unpaid losses and loss adjustment expenses ("LAE"):

---

| | | | |
|:---|:---|:---|:---|
| | **Years Ended December 31,** | **Years Ended December 31,** | **Years Ended December 31,** |
| *($ in thousands)* | **2025** | **2024** | **2023** |
| Gross unpaid losses and loss adjustment expenses, beginning of year | $3532491 | $3030037 | $2856275 |
| Reinsurance recoverable on unpaid losses | 1171040 | 1161077 | 1177863 |
| &nbsp;&nbsp;&nbsp;Net unpaid losses and loss adjustment expenses, beginning of year | 2361451 | 1868960 | 1678412 |
| Net losses and loss adjustment expenses incurred in respect of losses occurring in: |  |  |  |
| Current year | 1323451 | 1030612 | 730220 |
| Prior years | (64930) | (20439) | (15617) |
| &nbsp;&nbsp;&nbsp;Total incurred | 1258521 | 1010173 | 714603 |
| Net losses and loss adjustment expenses paid in respect of losses occurring in: |  |  |  |
| Current year | 180455 | 58726 | 62811 |
| Prior years | 446846 | 458040 | 501987 |
| &nbsp;&nbsp;&nbsp;Total paid | 627301 | 516766 | 564798 |
| Foreign currency revaluation and other | 46648 | (916) | 40743 |
| Net unpaid losses and loss adjustment expenses, end of year | 3039319 | 2361451 | 1868960 |
| Reinsurance recoverable on unpaid losses | 1375857 | 1171040 | 1161077 |
| Gross unpaid losses and loss adjustment expenses, end of year | $4415176 | $3532491 | $3030037 |

---

Net favorable prior year development of $64.9 million for the year ended December 31, 2025 was comprised of $46.4 million and $18.5 million of favorable prior year development on attritional and catastrophe losses, respectively. See below for further details:

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• Net favorable development of $65.5 million on property contracts, primarily driven by favorable prior year development on Hurricane Ian, the June 2023 severe convective storms, Hurricane Idalia and various other weather-related events, in addition to favorable attritional loss development; and

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• Net favorable development of $25.4 million on specialty contracts, primarily driven by a reduction in loss estimates on certain classes; partially offset by

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• Net unfavorable development of $27.7 million on casualty contracts, primarily driven by unfavorable prior year development on discontinued lines of business and additional information on certain large losses.

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• In addition, casualty business protected by the LPT discussed in Note 7, *Reinsurance*, benefited from favorable development in the underlying reserves of $2.5 million, which was partially offset by a change in the deferred gain of $0.8 million, for a total net positive earnings impact of $1.7 million.

Net favorable prior year development of $20.4 million for the year ended December 31, 2024 was comprised of $21.2 million of favorable prior year development on catastrophe losses, partially offset by $0.8 million of unfavorable prior year development on attritional losses. See below for further details:

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• Net favorable development of $37.5 million on property contracts, primarily driven by favorable prior year development on catastrophe losses and overall lower than expected claims development across various classes; partially offset by

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• Net unfavorable development of $14.2 million on casualty contracts, primarily driven by higher than expected claims development across certain classes and unfavorable development of a specific large loss;

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• Net unfavorable development of $8.8 million on specialty contracts, primarily driven by two specific large losses; and

------

**Hamilton Insurance Group, Ltd.**

**Notes to the Consolidated Financial Statements**

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• In addition, casualty business protected by the LPT discussed in Note 7, *Reinsurance*, benefited from favorable development in the underlying reserves of $15.3 million, which was partially offset by a change in the deferred gain of $9.4 million, for a total net positive earnings impact of $5.9 million.

Net favorable prior year development of $15.6 million for the year ended December 31, 2023 was comprised of $10.4 million and $5.2 million of favorable prior year development on attritional and catastrophe losses, respectively. See below for further details:

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• Net favorable development of $18.6 million on specialty contracts, driven by lower loss estimates across various classes; partially offset by

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• Net unfavorable development of $4.6 million on property contracts, primarily driven by higher than expected claims related to Winterstorm Elliot and development on certain attritional claims, including claims arising from exited classes of business;

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• Net unfavorable development of $3.4 million on casualty contracts, reflecting modest unfavorable development on certain classes of business; and

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;*•* In addition, casualty business protected by the LPT discussed in Note 7, *Reinsurance*, benefited from a $4.2 million change in the deferred gain and favorable development in the underlying reserves of $0.8 million, for a total net positive earnings impact of $5.0 million.

Reinsurance recoverable on unpaid losses related to the LPT discussed in Note 7, *Reinsurance* was recognized for the years ended December 31, 2025, 2024 and 2023 in the reconciliation of beginning and ending gross and net loss and LAE reserves.

*Acquisition Costs*

The Company amortized acquisition costs of $507.3 million, $388.9 million and $309.1 million for the years ended December 31, 2025, 2024 and 2023, respectively.

*California Wildfires* 

Our net reserves for losses and loss adjustment expenses related to the California wildfires are subject to significant uncertainty. As at December 31, 2025 and 2024, our net recorded reserves relating to the California wildfires totaled $57.5 million and $Nil, respectively.

*Baltimore Bridge*

Our net reserves for losses and loss adjustment expenses related to the Francis Scott Key Baltimore Bridge collapse on March 26, 2024 are also subject to significant uncertainty. As at December 31, 2025 and 2024, our net recorded reserves

totaled $20.5 million and $34.8 million, respectively.

*Ukraine Conflict* 

Our net reserves for losses and loss adjustment expenses related to the ongoing Ukraine conflict are also subject to significant uncertainty. As at December 31, 2025 and 2024, our net recorded reserves totaled $59.5 million and $63.2 million, respectively.

While the Company believes, based on current facts and circumstances, that its estimates of net reserves for losses and loss adjustment expenses are adequate for losses and loss adjustment expenses that have been incurred at December 31, 2025, the Company will continue to monitor its assumptions as new information becomes available and will adjust its estimate of net reserves for losses and loss adjustment expenses as appropriate. Actual ultimate losses for these events may differ materially from the Company's current estimates.

------

**Hamilton Insurance Group, Ltd.**

**Notes to the Consolidated Financial Statements**

*Reserving*

The Company's reserve for losses and loss adjustment expenses consists of case reserves and IBNR reserves. Case reserves are reserves for reported losses and loss adjustment expenses that have not yet been settled. IBNR are reserves for incurred but not reported losses and loss adjustment expenses, and include reserves for reported losses in excess of case reserves.

**Case Reserves**

For reinsurance business, the Company typically receives loss notifications from its cedants in the form of loss bordereaux or individual loss notifications. These notifications generally include varying amounts of information about the nature and quantum of the loss, including paid amounts and estimates of outstanding loss. The Company records the estimates of outstanding loss from its cedants as case reserves. Typically there is a timing lag between the cedant establishing a reserve and notifying the loss to the Company. In addition, different cedants have different claims handling practices which result in case reserve estimates that vary in the level of embedded prudence.

For insurance business, the Company records a case reserve for the estimated amount of settlement. This amount is based on the judgment of the Company's claims team and takes into account the class of business, nature of the claim and, if appropriate, the advice of specialist legal counsel and external loss adjusters, and includes the estimated expenses of settling the claim, such as legal and other fees. The Company may sometimes use third party claims administrators to handle claims and set case reserves, within defined authority levels and service level agreements. In syndicated markets such as Lloyd's, the Company's case reserve will be based in part on information provided by the lead insurer, where the Company is not an agreement party. Any adjustments to case reserves are accounted for as changes in estimates and recorded in the period in which such changes are identified.

**IBNR Reserves**

The Company establishes IBNR reserves for large events based on a number of different factors, including information from brokers and cedants, proprietary loss modelling and pricing software, estimates of market loss and market share, experience from historical large events and other information that can guide the estimates of loss reserves. The Company's actuaries may use other approaches in addition to those described, and supplement these methods with judgement where they deem appropriate, depending upon the characteristics of the class of business and available data. These estimates are reviewed periodically as new information emerges.

IBNR reserves for attritional losses are established using actuarial loss reserving techniques. These techniques include the loss development factor method, Bornheutter Ferguson method, the Initial Expected Loss Ratio method, and other techniques. These techniques rely on estimates of paid and reported loss development patterns and estimates of the loss ratio at the inception of the contract. The Company's actuaries review the estimates of IBNR reserves on a quarterly basis and adjust the estimates as new information becomes available. Any such adjustments are accounted for as changes in estimates and recorded in the periods in which they become known.

To establish IBNR reserves for attritional losses, contracts are grouped into cohorts, or reserving classes, that have similar coverage, inception period and loss reporting characteristics. The paid and reported losses for these reserving classes are tracked over time against expectations and against the actuarial loss reserving indications and IBNR reserve selected for each cohort.

**Claims Development and Frequency**

In determining the cumulative number of reported claims, the Company measures claim counts on its insurance business by individual claimant where information is available. The claim counts include all claims reported where the Company has identified a potential liability for the claim even if there is no existing reserve. Reinsurance business is typically written under either proportional (quota share arrangements) or non-proportional arrangements (excess of loss or other facultative covers).

------

**Hamilton Insurance Group, Ltd.**

**Notes to the Consolidated Financial Statements**

The Company typically does not have direct access to claim frequency information underlying its assumed quota share arrangements, given the nature of that business. In addition, multiple claims are often aggregated by the ceding company before being reported to the Company. The Company generally does not use claim frequency information in the determination of loss reserves or for other internal purposes relating to proportional business. In addition, the nature, size, terms and conditions of contracts entered into by the Company may change from one accident year to the next and the quantum of contractual or policy limits, and accordingly, the potential amount of losses and loss adjustment expenses associated with a reported claim, can range from nominal to significant, and therefore the Company does not believe providing claims frequency information is practicable as it relates to its proportional business.

The Company has developed claims frequency information associated with its non-proportional reinsurance contracts. In determining claims frequency for its excess of loss reinsurance contracts, claims counts include all claims reported by each insured where a reserve for losses and loss adjustment expenses has been recorded. The Company has assumed that claims below the loss layer of a contract are excluded; if an insured's claim impacts multiple layers of a contract, the Company considers each impact to be a separate claim, and for an insured loss impacting more than one operating subsidiary, each impact is considered a separate claim.

*Claims Development*

The information provided herein about incurred and paid accident year claims development, net of reinsurance, for the periods ended prior to December 31, 2025 and the annual percentage payouts of incurred claims by age, net of reinsurance, is presented as supplementary information. The following tables show the paid and incurred loss development by broad classification based on groupings of contracts that are similar in coverage and duration:

------

**Hamilton Insurance Group, Ltd.**

**Notes to the Consolidated Financial Statements**

***International Property***

*($ in thousands, except claim count)* 

---

| | | | | | | | | | | | | |
|:---|:---|:---|:---|:---|:---|:---|:---|:---|:---|:---|:---|:---|
| | **Incurred Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance** | **Incurred Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance** | **Incurred Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance** | **Incurred Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance** | **Incurred Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance** | **Incurred Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance** | **Incurred Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance** | **Incurred Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance** | **Incurred Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance** | **Incurred Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance** | | |
| | **For the years ended** | **For the years ended** | **For the years ended** | **For the years ended** | **For the years ended** | **For the years ended** | **For the years ended** | **For the years ended** | **For the years ended** | **For the years ended** | **As of December 31, 2025** | **As of December 31, 2025** |
| | **November 30,** | **November 30,** | **November 30,** | **November 30,** | **November 30,** | **November 30,** | **December 31,** | **December 31,** | **December 31,** | **December 31,** | **IBNR** <sup>(1)</sup> | **Cumulative Number of Reported Claims** |
|<br><br>**Accident<br>year** | **2016 (unaudited)** | **2017 (unaudited)** | **2018 (unaudited)** | **2019 (unaudited)** | **2020 (unaudited)** | **2021 (unaudited)** | **2022 (unaudited)** | **2023 (unaudited)** | **2024 (unaudited)** | **2025** | **IBNR** <sup>(1)</sup> | **Cumulative Number of Reported Claims** |
| 2016 | $7527 | $6551 | $6212 | $6351 | $6011 | $7155 | $7261 | $7349 | $7306 | $7306 | $— | 903 |
| 2017 |  | 38379 | 42986 | 44911 | 41819 | 41260 | 41224 | 41230 | 40456 | 42201 |  | 1168 |
| 2018 |  |  | 24037 | 26191 | 24873 | 24537 | 24542 | 24466 | 23869 | 23899 |  | 1125 |
| 2019 |  |  |  | 32695 | 33895 | 36609 | 36672 | 36687 | 34824 | 34832 | 350 | 1449 |
| 2020 |  |  |  |  | 134743 | 144201 | 143676 | 143418 | 142802 | 141346 | 5000 | 2264 |
| 2021 |  |  |  |  |  | 113813 | 124917 | 121907 | 117228 | 115542 | 2438 | 1578 |
| 2022 |  |  |  |  |  |  | 81324 | 74560 | 68686 | 67261 | 2912 | 1092 |
| 2023 |  |  |  |  |  |  |  | 53085 | 48480 | 39928 | 5393 | 718 |
| 2024 |  |  |  |  |  |  |  |  | 73513 | 66777 | 18407 | 891 |
| 2025 |  |  |  |  |  |  |  |  |  | 94457 | 47968 | 701 |
|  |  |  |  |  |  |  |  |  | Total | $633549 | $82468 | 11889 |
| <sup>(1)</sup> | Total of incurred but not reported liabilities plus expected development on reported claims | Total of incurred but not reported liabilities plus expected development on reported claims | Total of incurred but not reported liabilities plus expected development on reported claims | Total of incurred but not reported liabilities plus expected development on reported claims | Total of incurred but not reported liabilities plus expected development on reported claims | Total of incurred but not reported liabilities plus expected development on reported claims | Total of incurred but not reported liabilities plus expected development on reported claims | Total of incurred but not reported liabilities plus expected development on reported claims | Total of incurred but not reported liabilities plus expected development on reported claims | Total of incurred but not reported liabilities plus expected development on reported claims |  |  |
|  | **Cumulative Paid Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance** | **Cumulative Paid Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance** | **Cumulative Paid Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance** | **Cumulative Paid Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance** | **Cumulative Paid Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance** | **Cumulative Paid Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance** | **Cumulative Paid Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance** | **Cumulative Paid Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance** | **Cumulative Paid Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance** | **Cumulative Paid Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance** |  |  |
|  | **For the years ended** | **For the years ended** | **For the years ended** | **For the years ended** | **For the years ended** | **For the years ended** | **For the years ended** | **For the years ended** | **For the years ended** | **For the years ended** |  |  |
|  | **November 30,** | **November 30,** | **November 30,** | **November 30,** | **November 30,** | **November 30,** | **December 31,** | **December 31,** | **December 31,** | **December 31,** |  |  |
| **Accident <br>year** | **2016 (unaudited)** | **2017 (unaudited)** | **2018 (unaudited)** | **2019 (unaudited)** | **2020 (unaudited)** | **2021 (unaudited)** | **2022 (unaudited)** | **2023 (unaudited)** | **2024 (unaudited)** | **2025** |  |  |
| 2016 | $171 | $3428 | $4567 | $6668 | $7049 | $6891 | $7003 | $7277 | $7277 | $7277 |  |  |
| 2017 |  | 9249 | 29283 | 34363 | 40193 | 39984 | 40832 | 40900 | 41333 | 41398 |  |  |
| 2018 |  |  | 1322 | 12036 | 17340 | 20053 | 20905 | 21964 | 23603 | 23739 |  |  |
| 2019 |  |  |  | 8307 | 21106 | 20940 | 25818 | 32942 | 34066 | 34320 |  |  |
| 2020 |  |  |  |  | 24365 | 90859 | 115587 | 132191 | 136041 | 136239 |  |  |
| 2021 |  |  |  |  |  | 23564 | 63784 | 101064 | 112184 | 112829 |  |  |
| 2022 |  |  |  |  |  |  | 9996 | 46856 | 57551 | 61152 |  |  |
| 2023 |  |  |  |  |  |  |  | 5502 | 29362 | 32908 |  |  |
| 2024 |  |  |  |  |  |  |  |  | 5071 | 43685 |  |  |
| 2025 |  |  |  |  |  |  |  |  |  | 25587 |  |  |
|  |  |  |  |  |  |  |  |  | Total | $519134 |  |  |
| Liabilities for unpaid losses and loss adjustment expenses, net of reinsurance | Liabilities for unpaid losses and loss adjustment expenses, net of reinsurance | Liabilities for unpaid losses and loss adjustment expenses, net of reinsurance | Liabilities for unpaid losses and loss adjustment expenses, net of reinsurance | Liabilities for unpaid losses and loss adjustment expenses, net of reinsurance | Liabilities for unpaid losses and loss adjustment expenses, net of reinsurance | Liabilities for unpaid losses and loss adjustment expenses, net of reinsurance | Liabilities for unpaid losses and loss adjustment expenses, net of reinsurance | Liabilities for unpaid losses and loss adjustment expenses, net of reinsurance | Liabilities for unpaid losses and loss adjustment expenses, net of reinsurance | $114415 |  |  |
|  | **Average Annual Percentage Payout of Incurred Losses by Age, Net of Reinsurance**<sup>(1)</sup> | **Average Annual Percentage Payout of Incurred Losses by Age, Net of Reinsurance**<sup>(1)</sup> | **Average Annual Percentage Payout of Incurred Losses by Age, Net of Reinsurance**<sup>(1)</sup> | **Average Annual Percentage Payout of Incurred Losses by Age, Net of Reinsurance**<sup>(1)</sup> | **Average Annual Percentage Payout of Incurred Losses by Age, Net of Reinsurance**<sup>(1)</sup> | **Average Annual Percentage Payout of Incurred Losses by Age, Net of Reinsurance**<sup>(1)</sup> | **Average Annual Percentage Payout of Incurred Losses by Age, Net of Reinsurance**<sup>(1)</sup> | **Average Annual Percentage Payout of Incurred Losses by Age, Net of Reinsurance**<sup>(1)</sup> | **Average Annual Percentage Payout of Incurred Losses by Age, Net of Reinsurance**<sup>(1)</sup> |  |  |  |
| **Years** | **1<br>(unaudited)** | **2 <br>(unaudited)** | **3 <br>(unaudited)** | **4 <br>(unaudited)** | **5 <br>(unaudited)** | **6 <br>(unaudited)** | **7<br>(unaudited)** | **8<br>(unaudited)** | **9<br>(unaudited)** |  |  |  |
|  | 18% | 47% | 19% | 11% | 3% | 1% | 2% | 1% | 0% |  |  |  |
| <sup>(1)</sup> | Unaudited supplementary information is a weighted average derived from the incurred losses and allocated loss adjustment expenses, net of reinsurance triangle and cumulative paid losses and allocated loss adjustment expenses, net of reinsurance triangle. | Unaudited supplementary information is a weighted average derived from the incurred losses and allocated loss adjustment expenses, net of reinsurance triangle and cumulative paid losses and allocated loss adjustment expenses, net of reinsurance triangle. | Unaudited supplementary information is a weighted average derived from the incurred losses and allocated loss adjustment expenses, net of reinsurance triangle and cumulative paid losses and allocated loss adjustment expenses, net of reinsurance triangle. | Unaudited supplementary information is a weighted average derived from the incurred losses and allocated loss adjustment expenses, net of reinsurance triangle and cumulative paid losses and allocated loss adjustment expenses, net of reinsurance triangle. | Unaudited supplementary information is a weighted average derived from the incurred losses and allocated loss adjustment expenses, net of reinsurance triangle and cumulative paid losses and allocated loss adjustment expenses, net of reinsurance triangle. | Unaudited supplementary information is a weighted average derived from the incurred losses and allocated loss adjustment expenses, net of reinsurance triangle and cumulative paid losses and allocated loss adjustment expenses, net of reinsurance triangle. | Unaudited supplementary information is a weighted average derived from the incurred losses and allocated loss adjustment expenses, net of reinsurance triangle and cumulative paid losses and allocated loss adjustment expenses, net of reinsurance triangle. | Unaudited supplementary information is a weighted average derived from the incurred losses and allocated loss adjustment expenses, net of reinsurance triangle and cumulative paid losses and allocated loss adjustment expenses, net of reinsurance triangle. | Unaudited supplementary information is a weighted average derived from the incurred losses and allocated loss adjustment expenses, net of reinsurance triangle and cumulative paid losses and allocated loss adjustment expenses, net of reinsurance triangle. | Unaudited supplementary information is a weighted average derived from the incurred losses and allocated loss adjustment expenses, net of reinsurance triangle and cumulative paid losses and allocated loss adjustment expenses, net of reinsurance triangle. |  |  |

---

------

**Hamilton Insurance Group, Ltd.**

**Notes to the Consolidated Financial Statements**

***International Casualty***

*($ in thousands, except claim count)*

The following table discloses losses incurred, losses paid and claims data excluding the impact of the loss portfolio transfer discussed in further detail in Note 7, *Reinsurance.* 

---

| | | | | | | | | | | | | |
|:---|:---|:---|:---|:---|:---|:---|:---|:---|:---|:---|:---|:---|
| | **Incurred Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance** | **Incurred Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance** | **Incurred Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance** | **Incurred Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance** | **Incurred Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance** | **Incurred Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance** | **Incurred Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance** | **Incurred Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance** | **Incurred Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance** | **Incurred Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance** | | |
| | **For the years ended** | **For the years ended** | **For the years ended** | **For the years ended** | **For the years ended** | **For the years ended** | **For the years ended** | **For the years ended** | **For the years ended** | **For the years ended** | **As of December 31, 2025** | **As of December 31, 2025** |
| | **November 30,** | **November 30,** | **November 30,** | **November 30,** | **November 30,** | **November 30,** | **December 31,** | **December 31,** | **December 31,** | **December 31,** | **IBNR** <sup>(1)</sup> | **Cumulative Number of Reported Claims** |
|<br><br>**Accident<br>year** | **2016 (unaudited)** | **2017 (unaudited)** | **2018 (unaudited)** | **2019 (unaudited)** | **2020 (unaudited)** | **2021 (unaudited)** | **2022 (unaudited)** | **2023 (unaudited)** | **2024 (unaudited)** | **2025** | **IBNR** <sup>(1)</sup> | **Cumulative Number of Reported Claims** |
| 2016 | $171 | $278 | $243 | $342 | $342 | $342 | $388 | $367 | $166 | $153 | $— | 32 |
| 2017 |  | 648 | 5187 | 7354 | 6332 | 5857 | 5121 | 5079 | 4579 | 6372 | 2207 | 73 |
| 2018 |  |  | 697 | 5890 | 5686 | 4941 | 4351 | 4453 | 4300 | 4871 | 608 | 561 |
| 2019 |  |  |  | 19882 | 19199 | 18867 | 18112 | 16817 | 15846 | 15567 | 186 | 2773 |
| 2020 |  |  |  |  | 28692 | 24123 | 17870 | 19426 | 19265 | 19120 | 314 | 3641 |
| 2021 |  |  |  |  |  | 101549 | 109013 | 107024 | 106824 | 105765 | 50430 | 3602 |
| 2022 |  |  |  |  |  |  | 144543 | 145030 | 149180 | 149483 | 74201 | 3994 |
| 2023 |  |  |  |  |  |  |  | 145783 | 147005 | 147306 | 83993 | 6188 |
| 2024 |  |  |  |  |  |  |  |  | 198705 | 198954 | 162504 | 6514 |
| 2025 |  |  |  |  |  |  |  |  |  | 241726 | 208400 | 4151 |
|  |  |  |  |  |  |  |  |  | Total | $889317 | $582843 | 31529 |
| <sup>(1)</sup> | Total of incurred but not reported liabilities plus expected development on reported claims | Total of incurred but not reported liabilities plus expected development on reported claims | Total of incurred but not reported liabilities plus expected development on reported claims | Total of incurred but not reported liabilities plus expected development on reported claims | Total of incurred but not reported liabilities plus expected development on reported claims | Total of incurred but not reported liabilities plus expected development on reported claims | Total of incurred but not reported liabilities plus expected development on reported claims | Total of incurred but not reported liabilities plus expected development on reported claims | Total of incurred but not reported liabilities plus expected development on reported claims | Total of incurred but not reported liabilities plus expected development on reported claims |  |  |
|  | **Cumulative Paid Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance** | **Cumulative Paid Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance** | **Cumulative Paid Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance** | **Cumulative Paid Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance** | **Cumulative Paid Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance** | **Cumulative Paid Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance** | **Cumulative Paid Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance** | **Cumulative Paid Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance** | **Cumulative Paid Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance** | **Cumulative Paid Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance** |  |  |
|  | **For the years ended** | **For the years ended** | **For the years ended** | **For the years ended** | **For the years ended** | **For the years ended** | **For the years ended** | **For the years ended** | **For the years ended** | **For the years ended** |  |  |
|  | **November 30,** | **November 30,** | **November 30,** | **November 30,** | **November 30,** | **November 30,** | **December 31,** | **December 31,** | **December 31,** | **December 31,** |  |  |
| **Accident <br>year** | **2016 (unaudited)** | **2017 (unaudited)** | **2018 (unaudited)** | **2019 (unaudited)** | **2020 (unaudited)** | **2021 (unaudited)** | **2022 (unaudited)** | **2023 (unaudited)** | **2024 (unaudited)** | **2025** |  |  |
| 2016 | $— | $— | $82 | $— | $— | $— | $— | $— | $— | $— |  |  |
| 2017 |  |  | 22 | 629 | 2285 | 2406 | 3964 | 4043 | 4046 | 4078 |  |  |
| 2018 |  |  | 35 | 439 | 2266 | 3167 | 3800 | 4011 | 4066 | 4090 |  |  |
| 2019 |  |  |  | 177 | 2719 | 6813 | 13332 | 14992 | 15131 | 15244 |  |  |
| 2020 |  |  |  |  | 3363 | 8420 | 12480 | 16706 | 16813 | 18104 |  |  |
| 2021 |  |  |  |  |  | 795 | 11243 | 20079 | 30286 | 39603 |  |  |
| 2022 |  |  |  |  |  |  | 3240 | 9452 | 27217 | 51764 |  |  |
| 2023 |  |  |  |  |  |  |  | 5240 | 19429 | 40722 |  |  |
| 2024 |  |  |  |  |  |  |  |  | 4749 | 23517 |  |  |
| 2025 |  |  |  |  |  |  |  |  |  | 5922 |  |  |
|  |  |  |  |  |  |  |  |  | Total | $203044 |  |  |
| Liabilities for unpaid losses and loss adjustment expenses, net of reinsurance | Liabilities for unpaid losses and loss adjustment expenses, net of reinsurance | Liabilities for unpaid losses and loss adjustment expenses, net of reinsurance | Liabilities for unpaid losses and loss adjustment expenses, net of reinsurance | Liabilities for unpaid losses and loss adjustment expenses, net of reinsurance | Liabilities for unpaid losses and loss adjustment expenses, net of reinsurance | Liabilities for unpaid losses and loss adjustment expenses, net of reinsurance | Liabilities for unpaid losses and loss adjustment expenses, net of reinsurance | Liabilities for unpaid losses and loss adjustment expenses, net of reinsurance | Liabilities for unpaid losses and loss adjustment expenses, net of reinsurance | $686273 |  |  |
|  | **Average Annual Percentage Payout of Incurred Losses by Age, Net of Reinsurance**<sup>(1)</sup> | **Average Annual Percentage Payout of Incurred Losses by Age, Net of Reinsurance**<sup>(1)</sup> | **Average Annual Percentage Payout of Incurred Losses by Age, Net of Reinsurance**<sup>(1)</sup> | **Average Annual Percentage Payout of Incurred Losses by Age, Net of Reinsurance**<sup>(1)</sup> | **Average Annual Percentage Payout of Incurred Losses by Age, Net of Reinsurance**<sup>(1)</sup> | **Average Annual Percentage Payout of Incurred Losses by Age, Net of Reinsurance**<sup>(1)</sup> | **Average Annual Percentage Payout of Incurred Losses by Age, Net of Reinsurance**<sup>(1)</sup> | **Average Annual Percentage Payout of Incurred Losses by Age, Net of Reinsurance**<sup>(1)</sup> | **Average Annual Percentage Payout of Incurred Losses by Age, Net of Reinsurance**<sup>(1)</sup> |  |  |  |
| **Years** | **1<br>(unaudited)** | **2 <br>(unaudited)** | **3 <br>(unaudited)** | **4 <br>(unaudited)** | **5 <br>(unaudited)** | **6 <br>(unaudited)** | **7<br>(unaudited)** | **8<br>(unaudited)** | **9<br>(unaudited)** |  |  |  |
|  | 3% | 9% | 13% | 16% | 8% | 7% | 1% | 0% | 0% |  |  |  |
| <sup>(1)</sup> | Unaudited supplementary information is a weighted average derived from the incurred losses and allocated loss adjustment expenses, net of reinsurance triangle and cumulative paid losses and allocated loss adjustment expenses, net of reinsurance triangle. | Unaudited supplementary information is a weighted average derived from the incurred losses and allocated loss adjustment expenses, net of reinsurance triangle and cumulative paid losses and allocated loss adjustment expenses, net of reinsurance triangle. | Unaudited supplementary information is a weighted average derived from the incurred losses and allocated loss adjustment expenses, net of reinsurance triangle and cumulative paid losses and allocated loss adjustment expenses, net of reinsurance triangle. | Unaudited supplementary information is a weighted average derived from the incurred losses and allocated loss adjustment expenses, net of reinsurance triangle and cumulative paid losses and allocated loss adjustment expenses, net of reinsurance triangle. | Unaudited supplementary information is a weighted average derived from the incurred losses and allocated loss adjustment expenses, net of reinsurance triangle and cumulative paid losses and allocated loss adjustment expenses, net of reinsurance triangle. | Unaudited supplementary information is a weighted average derived from the incurred losses and allocated loss adjustment expenses, net of reinsurance triangle and cumulative paid losses and allocated loss adjustment expenses, net of reinsurance triangle. | Unaudited supplementary information is a weighted average derived from the incurred losses and allocated loss adjustment expenses, net of reinsurance triangle and cumulative paid losses and allocated loss adjustment expenses, net of reinsurance triangle. | Unaudited supplementary information is a weighted average derived from the incurred losses and allocated loss adjustment expenses, net of reinsurance triangle and cumulative paid losses and allocated loss adjustment expenses, net of reinsurance triangle. | Unaudited supplementary information is a weighted average derived from the incurred losses and allocated loss adjustment expenses, net of reinsurance triangle and cumulative paid losses and allocated loss adjustment expenses, net of reinsurance triangle. | Unaudited supplementary information is a weighted average derived from the incurred losses and allocated loss adjustment expenses, net of reinsurance triangle and cumulative paid losses and allocated loss adjustment expenses, net of reinsurance triangle. |  |  |

---

------

**Hamilton Insurance Group, Ltd.**

**Notes to the Consolidated Financial Statements**

***International Specialty***

*($ in thousands, except claim count)* 

---

| | | | | | | | | | | | | |
|:---|:---|:---|:---|:---|:---|:---|:---|:---|:---|:---|:---|:---|
| | **Incurred Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance** | **Incurred Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance** | **Incurred Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance** | **Incurred Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance** | **Incurred Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance** | **Incurred Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance** | **Incurred Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance** | **Incurred Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance** | **Incurred Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance** | **Incurred Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance** | | |
| | **For the years ended** | **For the years ended** | **For the years ended** | **For the years ended** | **For the years ended** | **For the years ended** | **For the years ended** | **For the years ended** | **For the years ended** | **For the years ended** | **As of December 31, 2025** | **As of December 31, 2025** |
| | **November 30,** | **November 30,** | **November 30,** | **November 30,** | **November 30,** | **November 30,** | **December 31,** | **December 31,** | **December 31,** | **December 31,** | **IBNR** <sup>(1)</sup> | **Cumulative Number of Reported Claims** |
|<br><br>**Accident<br>year** | **2016 (unaudited)** | **2017 (unaudited)** | **2018 (unaudited)** | **2019 (unaudited)** | **2020 (unaudited)** | **2021 (unaudited)** | **2022 (unaudited)** | **2023 (unaudited)** | **2024 (unaudited)** | **2025** | **IBNR** <sup>(1)</sup> | **Cumulative Number of Reported Claims** |
| 2016 | $2534 | $4771 | $5383 | $5232 | $5370 | $3668 | $3367 | $3325 | $4427 | $4516 | $357 | 766 |
| 2017 |  | 22378 | 17430 | 16943 | 15256 | 22030 | 25397 | 27714 | 31279 | 30990 | 1431 | 1300 |
| 2018 |  |  | 31724 | 30606 | 29176 | 33129 | 37834 | 42995 | 42921 | 43513 | (507) | 1633 |
| 2019 |  |  |  | 108035 | 109971 | 104017 | 97777 | 95702 | 95306 | 99975 | 5161 | 2868 |
| 2020 |  |  |  |  | 119790 | 116242 | 106774 | 105314 | 105310 | 105066 | 2979 | 2971 |
| 2021 |  |  |  |  |  | 124844 | 136998 | 138471 | 140697 | 136709 | 9964 | 3120 |
| 2022 |  |  |  |  |  |  | 129423 | 119581 | 121981 | 121800 | 13733 | 3032 |
| 2023 |  |  |  |  |  |  |  | 178429 | 178984 | 170936 | 44008 | 2911 |
| 2024 |  |  |  |  |  |  |  |  | 221168 | 217988 | 114613 | 2939 |
| 2025 |  |  |  |  |  |  |  |  |  | 271971 | 201433 | 1868 |
|  |  |  |  |  |  |  |  |  | Total | $1203464 | $393172 | 23408 |
| <sup>(1)</sup> | Total of incurred but not reported liabilities plus expected development on reported claims | Total of incurred but not reported liabilities plus expected development on reported claims | Total of incurred but not reported liabilities plus expected development on reported claims | Total of incurred but not reported liabilities plus expected development on reported claims | Total of incurred but not reported liabilities plus expected development on reported claims | Total of incurred but not reported liabilities plus expected development on reported claims | Total of incurred but not reported liabilities plus expected development on reported claims | Total of incurred but not reported liabilities plus expected development on reported claims | Total of incurred but not reported liabilities plus expected development on reported claims | Total of incurred but not reported liabilities plus expected development on reported claims |  |  |
|  | **Cumulative Paid Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance** | **Cumulative Paid Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance** | **Cumulative Paid Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance** | **Cumulative Paid Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance** | **Cumulative Paid Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance** | **Cumulative Paid Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance** | **Cumulative Paid Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance** | **Cumulative Paid Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance** | **Cumulative Paid Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance** | **Cumulative Paid Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance** |  |  |
|  | **For the years ended** | **For the years ended** | **For the years ended** | **For the years ended** | **For the years ended** | **For the years ended** | **For the years ended** | **For the years ended** | **For the years ended** | **For the years ended** |  |  |
|  | **November 30,** | **November 30,** | **November 30,** | **November 30,** | **November 30,** | **November 30,** | **December 31,** | **December 31,** | **December 31,** | **December 31,** |  |  |
| **Accident <br>year** | **2016 (unaudited)** | **2017 (unaudited)** | **2018 (unaudited)** | **2019 (unaudited)** | **2020 (unaudited)** | **2021 (unaudited)** | **2022 (unaudited)** | **2023 (unaudited)** | **2024 (unaudited)** | **2025** |  |  |
| 2016 | $248 | $2141 | $4000 | $3098 | $3446 | $3600 | $3265 | $3265 | $3874 | $3952 |  |  |
| 2017 |  | 2427 | 8992 | 16986 | 21763 | 21256 | 23043 | 25858 | 28928 | 29393 |  |  |
| 2018 |  |  | 2054 | 17155 | 30652 | 30839 | 35614 | 40792 | 43177 | 43470 |  |  |
| 2019 |  |  |  | 14076 | 59152 | 77532 | 78807 | 86733 | 89858 | 91838 |  |  |
| 2020 |  |  |  |  | 12218 | 53425 | 84864 | 94657 | 100757 | 101232 |  |  |
| 2021 |  |  |  |  |  | 9743 | 45838 | 67950 | 105231 | 114166 |  |  |
| 2022 |  |  |  |  |  |  | 9001 | 41596 | 77303 | 100400 |  |  |
| 2023 |  |  |  |  |  |  |  | 17943 | 72227 | 104005 |  |  |
| 2024 |  |  |  |  |  |  |  |  | 10319 | 63280 |  |  |
| 2025 |  |  |  |  |  |  |  |  |  | 23241 |  |  |
|  |  |  |  |  |  |  |  |  | Total | $674977 |  |  |
| Liabilities for unpaid losses and loss adjustment expenses, net of reinsurance | Liabilities for unpaid losses and loss adjustment expenses, net of reinsurance | Liabilities for unpaid losses and loss adjustment expenses, net of reinsurance | Liabilities for unpaid losses and loss adjustment expenses, net of reinsurance | Liabilities for unpaid losses and loss adjustment expenses, net of reinsurance | Liabilities for unpaid losses and loss adjustment expenses, net of reinsurance | Liabilities for unpaid losses and loss adjustment expenses, net of reinsurance | Liabilities for unpaid losses and loss adjustment expenses, net of reinsurance | Liabilities for unpaid losses and loss adjustment expenses, net of reinsurance | Liabilities for unpaid losses and loss adjustment expenses, net of reinsurance | $528487 |  |  |
|  | **Average Annual Percentage Payout of Incurred Losses by Age, Net of Reinsurance**<sup>(1)</sup> | **Average Annual Percentage Payout of Incurred Losses by Age, Net of Reinsurance**<sup>(1)</sup> | **Average Annual Percentage Payout of Incurred Losses by Age, Net of Reinsurance**<sup>(1)</sup> | **Average Annual Percentage Payout of Incurred Losses by Age, Net of Reinsurance**<sup>(1)</sup> | **Average Annual Percentage Payout of Incurred Losses by Age, Net of Reinsurance**<sup>(1)</sup> | **Average Annual Percentage Payout of Incurred Losses by Age, Net of Reinsurance**<sup>(1)</sup> | **Average Annual Percentage Payout of Incurred Losses by Age, Net of Reinsurance**<sup>(1)</sup> | **Average Annual Percentage Payout of Incurred Losses by Age, Net of Reinsurance**<sup>(1)</sup> | **Average Annual Percentage Payout of Incurred Losses by Age, Net of Reinsurance**<sup>(1)</sup> |  |  |  |
| **Years** | **1<br>(unaudited)** | **2 <br>(unaudited)** | **3 <br>(unaudited)** | **4 <br>(unaudited)** | **5 <br>(unaudited)** | **6 <br>(unaudited)** | **7<br>(unaudited)** | **8<br>(unaudited)** | **9<br>(unaudited)** |  |  |  |
|  | 8% | 31% | 23% | 14% | 7% | 4% | 4% | 4% | 3% |  |  |  |
| <sup>(1)</sup> | Unaudited supplementary information is a weighted average derived from the incurred losses and allocated loss adjustment expenses, net of reinsurance triangle and cumulative paid losses and allocated loss adjustment expenses, net of reinsurance triangle. | Unaudited supplementary information is a weighted average derived from the incurred losses and allocated loss adjustment expenses, net of reinsurance triangle and cumulative paid losses and allocated loss adjustment expenses, net of reinsurance triangle. | Unaudited supplementary information is a weighted average derived from the incurred losses and allocated loss adjustment expenses, net of reinsurance triangle and cumulative paid losses and allocated loss adjustment expenses, net of reinsurance triangle. | Unaudited supplementary information is a weighted average derived from the incurred losses and allocated loss adjustment expenses, net of reinsurance triangle and cumulative paid losses and allocated loss adjustment expenses, net of reinsurance triangle. | Unaudited supplementary information is a weighted average derived from the incurred losses and allocated loss adjustment expenses, net of reinsurance triangle and cumulative paid losses and allocated loss adjustment expenses, net of reinsurance triangle. | Unaudited supplementary information is a weighted average derived from the incurred losses and allocated loss adjustment expenses, net of reinsurance triangle and cumulative paid losses and allocated loss adjustment expenses, net of reinsurance triangle. | Unaudited supplementary information is a weighted average derived from the incurred losses and allocated loss adjustment expenses, net of reinsurance triangle and cumulative paid losses and allocated loss adjustment expenses, net of reinsurance triangle. | Unaudited supplementary information is a weighted average derived from the incurred losses and allocated loss adjustment expenses, net of reinsurance triangle and cumulative paid losses and allocated loss adjustment expenses, net of reinsurance triangle. | Unaudited supplementary information is a weighted average derived from the incurred losses and allocated loss adjustment expenses, net of reinsurance triangle and cumulative paid losses and allocated loss adjustment expenses, net of reinsurance triangle. | Unaudited supplementary information is a weighted average derived from the incurred losses and allocated loss adjustment expenses, net of reinsurance triangle and cumulative paid losses and allocated loss adjustment expenses, net of reinsurance triangle. |  |  |

---

------

**Hamilton Insurance Group, Ltd.**

**Notes to the Consolidated Financial Statements**

***Bermuda Property***

*($ in thousands, except claim count)* 

---

| | | | | | | | | | | | | |
|:---|:---|:---|:---|:---|:---|:---|:---|:---|:---|:---|:---|:---|
| | **Incurred Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance** | **Incurred Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance** | **Incurred Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance** | **Incurred Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance** | **Incurred Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance** | **Incurred Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance** | **Incurred Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance** | **Incurred Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance** | **Incurred Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance** | **Incurred Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance** | | |
| | **For the years ended** | **For the years ended** | **For the years ended** | **For the years ended** | **For the years ended** | **For the years ended** | **For the years ended** | **For the years ended** | **For the years ended** | **For the years ended** | **As of December 31, 2025** | **As of December 31, 2025** |
| | **November 30,** | **November 30,** | **November 30,** | **November 30,** | **November 30,** | **November 30,** | **December 31,** | **December 31,** | **December 31,** | **December 31,** | **IBNR** <sup>(1)</sup> | **Cumulative Number of Reported Claims** |
|<br><br>**Accident<br>year** | **2016 (unaudited)** | **2017 (unaudited)** | **2018 (unaudited)** | **2019 (unaudited)** | **2020 (unaudited)** | **2021 (unaudited)** | **2022 (unaudited)** | **2023 (unaudited)** | **2024 (unaudited)** | **2025** | **IBNR** <sup>(1)</sup> | **Cumulative Number of Reported Claims** |
| 2016 | $56248 | $38658 | $37476 | $35938 | $35120 | $36340 | $35652 | $35132 | $35011 | $34940 | $— | 107 |
| 2017 |  | 100603 | 98094 | 93332 | 81032 | 79484 | 83413 | 83603 | 82467 | 81853 | 1 | 272 |
| 2018 |  |  | 62057 | 80131 | 77845 | 78132 | 73819 | 70675 | 69594 | 68344 |  | 241 |
| 2019 |  |  |  | 14775 | 44540 | 56265 | 57939 | 57631 | 56413 | 54366 | 640 | 141 |
| 2020 |  |  |  |  | 112056 | 120840 | 126275 | 126583 | 127579 | 126717 | 3606 | 295 |
| 2021 |  |  |  |  |  | 144924 | 161604 | 157881 | 150283 | 146312 | 3945 | 205 |
| 2022 |  |  |  |  |  |  | 181052 | 209797 | 199762 | 183207 | 15610 | 232 |
| 2023 |  |  |  |  |  |  |  | 102739 | 100047 | 78823 | 24258 | 79 |
| 2024 |  |  |  |  |  |  |  |  | 168850 | 168790 | 82296 | 113 |
| 2025 |  |  |  |  |  |  |  |  |  | 259218 | 104470 | 106 |
|  |  |  |  |  |  |  |  |  | Total | $1202570 | $234826 | 1791 |
| <sup>(1)</sup> | Total of incurred but not reported liabilities plus expected development on reported claims | Total of incurred but not reported liabilities plus expected development on reported claims | Total of incurred but not reported liabilities plus expected development on reported claims | Total of incurred but not reported liabilities plus expected development on reported claims | Total of incurred but not reported liabilities plus expected development on reported claims | Total of incurred but not reported liabilities plus expected development on reported claims | Total of incurred but not reported liabilities plus expected development on reported claims | Total of incurred but not reported liabilities plus expected development on reported claims | Total of incurred but not reported liabilities plus expected development on reported claims | Total of incurred but not reported liabilities plus expected development on reported claims |  |  |
|  | **Cumulative Paid Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance** | **Cumulative Paid Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance** | **Cumulative Paid Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance** | **Cumulative Paid Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance** | **Cumulative Paid Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance** | **Cumulative Paid Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance** | **Cumulative Paid Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance** | **Cumulative Paid Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance** | **Cumulative Paid Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance** | **Cumulative Paid Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance** |  |  |
|  | **For the years ended** | **For the years ended** | **For the years ended** | **For the years ended** | **For the years ended** | **For the years ended** | **For the years ended** | **For the years ended** | **For the years ended** | **For the years ended** |  |  |
|  | **November 30,** | **November 30,** | **November 30,** | **November 30,** | **November 30,** | **November 30,** | **December 31,** | **December 31,** | **December 31,** | **December 31,** |  |  |
| **Accident <br>year** | **2016 (unaudited)** | **2017 (unaudited)** | **2018 (unaudited)** | **2019 (unaudited)** | **2020 (unaudited)** | **2021 (unaudited)** | **2022 (unaudited)** | **2023 (unaudited)** | **2024 (unaudited)** | **2025** |  |  |
| 2016 | $12840 | $25596 | $29623 | $31685 | $32882 | $33985 | $34609 | $34741 | $34823 | $34780 |  |  |
| 2017 |  | 24533 | 90864 | 71190 | 82940 | 71795 | 75524 | 78356 | 79097 | 79638 |  |  |
| 2018 |  |  | 12631 | 71557 | 85660 | 67547 | 65583 | 67410 | 67938 | 67414 |  |  |
| 2019 |  |  |  | 2401 | 32433 | 38002 | 46504 | 49705 | 51248 | 51664 |  |  |
| 2020 |  |  |  |  | 13253 | 48246 | 75445 | 104870 | 113365 | 116327 |  |  |
| 2021 |  |  |  |  |  | 16080 | 71293 | 106089 | 130528 | 135251 |  |  |
| 2022 |  |  |  |  |  |  | 35261 | 109215 | 137313 | 150944 |  |  |
| 2023 |  |  |  |  |  |  |  | 26199 | 38728 | 45478 |  |  |
| 2024 |  |  |  |  |  |  |  |  | 24366 | 53772 |  |  |
| 2025 |  |  |  |  |  |  |  |  |  | 111580 |  |  |
|  |  |  |  |  |  |  |  |  | Total | $846848 |  |  |
|  |  |  | Outstanding liabilities for accident year 2015 and prior, net of reinsurance | Outstanding liabilities for accident year 2015 and prior, net of reinsurance | Outstanding liabilities for accident year 2015 and prior, net of reinsurance | Outstanding liabilities for accident year 2015 and prior, net of reinsurance | Outstanding liabilities for accident year 2015 and prior, net of reinsurance | Outstanding liabilities for accident year 2015 and prior, net of reinsurance | Outstanding liabilities for accident year 2015 and prior, net of reinsurance | 12 |  |  |
|  |  |  | Liabilities for unpaid losses and loss adjustment expenses, net of reinsurance | Liabilities for unpaid losses and loss adjustment expenses, net of reinsurance | Liabilities for unpaid losses and loss adjustment expenses, net of reinsurance | Liabilities for unpaid losses and loss adjustment expenses, net of reinsurance | Liabilities for unpaid losses and loss adjustment expenses, net of reinsurance | Liabilities for unpaid losses and loss adjustment expenses, net of reinsurance | Liabilities for unpaid losses and loss adjustment expenses, net of reinsurance | $355734 |  |  |
|  | **Average Annual Percentage Payout of Incurred Losses by Age, Net of Reinsurance**<sup>(1)</sup> | **Average Annual Percentage Payout of Incurred Losses by Age, Net of Reinsurance**<sup>(1)</sup> | **Average Annual Percentage Payout of Incurred Losses by Age, Net of Reinsurance**<sup>(1)</sup> | **Average Annual Percentage Payout of Incurred Losses by Age, Net of Reinsurance**<sup>(1)</sup> | **Average Annual Percentage Payout of Incurred Losses by Age, Net of Reinsurance**<sup>(1)</sup> | **Average Annual Percentage Payout of Incurred Losses by Age, Net of Reinsurance**<sup>(1)</sup> | **Average Annual Percentage Payout of Incurred Losses by Age, Net of Reinsurance**<sup>(1)</sup> | **Average Annual Percentage Payout of Incurred Losses by Age, Net of Reinsurance**<sup>(1)</sup> | **Average Annual Percentage Payout of Incurred Losses by Age, Net of Reinsurance**<sup>(1)</sup> |  |  |  |
| **Years** | **1 (unaudited)** | **2 (unaudited)** | **3 (unaudited)** | **4 (unaudited)** | **5 (unaudited)** | **6 (unaudited)** | **7 (unaudited)** | **8 (unaudited)** | **9 (unaudited)** |  |  |  |
|  | 23% | 40% | 13% | 10% | 1% | 3% | 2% | 0% | 1% |  |  |  |
| <sup>(1)</sup> | Unaudited supplementary information is a weighted average derived from the incurred losses and allocated loss adjustment expenses, net of reinsurance triangle and cumulative paid losses and allocated loss adjustment expenses, net of reinsurance triangle. | Unaudited supplementary information is a weighted average derived from the incurred losses and allocated loss adjustment expenses, net of reinsurance triangle and cumulative paid losses and allocated loss adjustment expenses, net of reinsurance triangle. | Unaudited supplementary information is a weighted average derived from the incurred losses and allocated loss adjustment expenses, net of reinsurance triangle and cumulative paid losses and allocated loss adjustment expenses, net of reinsurance triangle. | Unaudited supplementary information is a weighted average derived from the incurred losses and allocated loss adjustment expenses, net of reinsurance triangle and cumulative paid losses and allocated loss adjustment expenses, net of reinsurance triangle. | Unaudited supplementary information is a weighted average derived from the incurred losses and allocated loss adjustment expenses, net of reinsurance triangle and cumulative paid losses and allocated loss adjustment expenses, net of reinsurance triangle. | Unaudited supplementary information is a weighted average derived from the incurred losses and allocated loss adjustment expenses, net of reinsurance triangle and cumulative paid losses and allocated loss adjustment expenses, net of reinsurance triangle. | Unaudited supplementary information is a weighted average derived from the incurred losses and allocated loss adjustment expenses, net of reinsurance triangle and cumulative paid losses and allocated loss adjustment expenses, net of reinsurance triangle. | Unaudited supplementary information is a weighted average derived from the incurred losses and allocated loss adjustment expenses, net of reinsurance triangle and cumulative paid losses and allocated loss adjustment expenses, net of reinsurance triangle. | Unaudited supplementary information is a weighted average derived from the incurred losses and allocated loss adjustment expenses, net of reinsurance triangle and cumulative paid losses and allocated loss adjustment expenses, net of reinsurance triangle. | Unaudited supplementary information is a weighted average derived from the incurred losses and allocated loss adjustment expenses, net of reinsurance triangle and cumulative paid losses and allocated loss adjustment expenses, net of reinsurance triangle. |  |  |

---

------

**Hamilton Insurance Group, Ltd.**

**Notes to the Consolidated Financial Statements**

***Bermuda Casualty***

*($ in thousands, except claim count)* 

---

| | | | | | | | | | | | | |
|:---|:---|:---|:---|:---|:---|:---|:---|:---|:---|:---|:---|:---|
| | **Incurred Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance** | **Incurred Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance** | **Incurred Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance** | **Incurred Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance** | **Incurred Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance** | **Incurred Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance** | **Incurred Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance** | **Incurred Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance** | **Incurred Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance** | **Incurred Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance** | | |
| | **For the years ended** | **For the years ended** | **For the years ended** | **For the years ended** | **For the years ended** | **For the years ended** | **For the years ended** | **For the years ended** | **For the years ended** | **For the years ended** | **As of December 31, 2025** | **As of December 31, 2025** |
| | **November 30,** | **November 30,** | **November 30,** | **November 30,** | **November 30,** | **November 30,** | **December 31,** | **December 31,** | **December 31,** | **December 31,** | **IBNR** <sup>(1)</sup> | **Cumulative Number of Reported Claims** |
|<br><br>**Accident<br>year** | **2016 (unaudited)** | **2017 (unaudited)** | **2018 (unaudited)** | **2019 (unaudited)** | **2020 (unaudited)** | **2021 (unaudited)** | **2022 (unaudited)** | **2023 (unaudited)** | **2024 (unaudited)** | **2025** | **IBNR** <sup>(1)</sup> | **Cumulative Number of Reported Claims** |
| 2016 | $44749 | $49876 | $54253 | $54619 | $56863 | $56353 | $60342 | $54997 | $57154 | $60949 | $4189 | 7 |
| 2017 |  | 84754 | 96345 | 101443 | 105558 | 113594 | 126190 | 137924 | 139565 | 136893 | 3898 | 41 |
| 2018 |  |  | 101397 | 115594 | 123114 | 121692 | 131717 | 133476 | 142520 | 155770 | 22305 | 39 |
| 2019 |  |  |  | 85454 | 96207 | 101614 | 100758 | 105390 | 98242 | 103063 | 18644 | 19 |
| 2020 |  |  |  |  | 81925 | 84493 | 88400 | 88632 | 88992 | 91798 | 23665 | 21 |
| 2021 |  |  |  |  |  | 69766 | 79096 | 80015 | 79183 | 76697 | 33362 | 7 |
| 2022 |  |  |  |  |  |  | 110317 | 110095 | 107522 | 105784 | 60864 | 3 |
| 2023 |  |  |  |  |  |  |  | 169608 | 171462 | 181358 | 104023 | 30 |
| 2024 |  |  |  |  |  |  |  |  | 268201 | 273567 | 220001 | 10 |
| 2025 |  |  |  |  |  |  |  |  |  | 365559 | 343695 |  |
|  |  |  |  |  |  |  |  |  | Total | $1551438 | $834646 | 177 |
| <sup>(1)</sup> | Total of incurred but not reported liabilities plus expected development on reported claims | Total of incurred but not reported liabilities plus expected development on reported claims | Total of incurred but not reported liabilities plus expected development on reported claims | Total of incurred but not reported liabilities plus expected development on reported claims | Total of incurred but not reported liabilities plus expected development on reported claims | Total of incurred but not reported liabilities plus expected development on reported claims | Total of incurred but not reported liabilities plus expected development on reported claims | Total of incurred but not reported liabilities plus expected development on reported claims | Total of incurred but not reported liabilities plus expected development on reported claims | Total of incurred but not reported liabilities plus expected development on reported claims |  |  |
|  | **Cumulative Paid Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance** | **Cumulative Paid Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance** | **Cumulative Paid Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance** | **Cumulative Paid Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance** | **Cumulative Paid Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance** | **Cumulative Paid Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance** | **Cumulative Paid Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance** | **Cumulative Paid Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance** | **Cumulative Paid Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance** | **Cumulative Paid Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance** |  |  |
|  | **For the years ended** | **For the years ended** | **For the years ended** | **For the years ended** | **For the years ended** | **For the years ended** | **For the years ended** | **For the years ended** | **For the years ended** | **For the years ended** |  |  |
|  | **November 30,** | **November 30,** | **November 30,** | **November 30,** | **November 30,** | **November 30,** | **December 31,** | **December 31,** | **December 31,** | **December 31,** |  |  |
| **Accident <br>year** | **2016 (unaudited)** | **2017 (unaudited)** | **2018 (unaudited)** | **2019 (unaudited)** | **2020 (unaudited)** | **2021 (unaudited)** | **2022 (unaudited)** | **2023 (unaudited)** | **2024 (unaudited)** | **2025** |  |  |
| 2016 | $1541 | $5169 | $12678 | $20504 | $27103 | $35482 | $39381 | $41115 | $44726 | $45959 |  |  |
| 2017 |  | 3792 | 10961 | 22829 | 50471 | 70548 | 91855 | 106013 | 117341 | 120701 |  |  |
| 2018 |  |  | 3782 | 22800 | 50903 | 66889 | 70939 | 87677 | 105495 | 115073 |  |  |
| 2019 |  |  |  | 3965 | 11094 | 23445 | 36161 | 53528 | 58930 | 70555 |  |  |
| 2020 |  |  |  |  | 5417 | 14495 | 19713 | 35047 | 49768 | 58033 |  |  |
| 2021 |  |  |  |  |  | 1934 | 4523 | 11255 | 26962 | 33820 |  |  |
| 2022 |  |  |  |  |  |  | 696 | 4744 | 14565 | 28673 |  |  |
| 2023 |  |  |  |  |  |  |  | 2025 | 21821 | 46863 |  |  |
| 2024 |  |  |  |  |  |  |  |  | 8203 | 20830 |  |  |
| 2025 |  |  |  |  |  |  |  |  |  | 4246 |  |  |
|  |  |  |  |  |  |  |  |  | Total | $544753 |  |  |
|  |  | Outstanding liabilities for accident year 2015 and prior, net of reinsurance | Outstanding liabilities for accident year 2015 and prior, net of reinsurance | Outstanding liabilities for accident year 2015 and prior, net of reinsurance | Outstanding liabilities for accident year 2015 and prior, net of reinsurance | Outstanding liabilities for accident year 2015 and prior, net of reinsurance | Outstanding liabilities for accident year 2015 and prior, net of reinsurance | Outstanding liabilities for accident year 2015 and prior, net of reinsurance | Outstanding liabilities for accident year 2015 and prior, net of reinsurance | 10338 |  |  |
|  |  | Liabilities for unpaid losses and loss adjustment expenses, net of reinsurance | Liabilities for unpaid losses and loss adjustment expenses, net of reinsurance | Liabilities for unpaid losses and loss adjustment expenses, net of reinsurance | Liabilities for unpaid losses and loss adjustment expenses, net of reinsurance | Liabilities for unpaid losses and loss adjustment expenses, net of reinsurance | Liabilities for unpaid losses and loss adjustment expenses, net of reinsurance | Liabilities for unpaid losses and loss adjustment expenses, net of reinsurance | Liabilities for unpaid losses and loss adjustment expenses, net of reinsurance | $1017023 |  |  |
|  | **Average Annual Percentage Payout of Incurred Losses by Age, Net of Reinsurance**<sup>(1)</sup> | **Average Annual Percentage Payout of Incurred Losses by Age, Net of Reinsurance**<sup>(1)</sup> | **Average Annual Percentage Payout of Incurred Losses by Age, Net of Reinsurance**<sup>(1)</sup> | **Average Annual Percentage Payout of Incurred Losses by Age, Net of Reinsurance**<sup>(1)</sup> | **Average Annual Percentage Payout of Incurred Losses by Age, Net of Reinsurance**<sup>(1)</sup> | **Average Annual Percentage Payout of Incurred Losses by Age, Net of Reinsurance**<sup>(1)</sup> | **Average Annual Percentage Payout of Incurred Losses by Age, Net of Reinsurance**<sup>(1)</sup> | **Average Annual Percentage Payout of Incurred Losses by Age, Net of Reinsurance**<sup>(1)</sup> | **Average Annual Percentage Payout of Incurred Losses by Age, Net of Reinsurance**<sup>(1)</sup> |  |  |  |
| **Years** | **1 (unaudited)** | **2 (unaudited)** | **3 (unaudited)** | **4 (unaudited)** | **5 (unaudited)** | **6 (unaudited)** | **7 (unaudited)** | **8 (unaudited)** | **9<br>(unaudited)** |  |  |  |
|  | 2% | 7% | 12% | 15% | 11% | 11% | 10% | 6% | 4% |  |  |  |
| <sup>(1)</sup> | Unaudited supplementary information is a weighted average derived from the incurred losses and allocated loss adjustment expenses, net of reinsurance triangle and cumulative paid losses and allocated loss adjustment expenses, net of reinsurance triangle. | Unaudited supplementary information is a weighted average derived from the incurred losses and allocated loss adjustment expenses, net of reinsurance triangle and cumulative paid losses and allocated loss adjustment expenses, net of reinsurance triangle. | Unaudited supplementary information is a weighted average derived from the incurred losses and allocated loss adjustment expenses, net of reinsurance triangle and cumulative paid losses and allocated loss adjustment expenses, net of reinsurance triangle. | Unaudited supplementary information is a weighted average derived from the incurred losses and allocated loss adjustment expenses, net of reinsurance triangle and cumulative paid losses and allocated loss adjustment expenses, net of reinsurance triangle. | Unaudited supplementary information is a weighted average derived from the incurred losses and allocated loss adjustment expenses, net of reinsurance triangle and cumulative paid losses and allocated loss adjustment expenses, net of reinsurance triangle. | Unaudited supplementary information is a weighted average derived from the incurred losses and allocated loss adjustment expenses, net of reinsurance triangle and cumulative paid losses and allocated loss adjustment expenses, net of reinsurance triangle. | Unaudited supplementary information is a weighted average derived from the incurred losses and allocated loss adjustment expenses, net of reinsurance triangle and cumulative paid losses and allocated loss adjustment expenses, net of reinsurance triangle. | Unaudited supplementary information is a weighted average derived from the incurred losses and allocated loss adjustment expenses, net of reinsurance triangle and cumulative paid losses and allocated loss adjustment expenses, net of reinsurance triangle. | Unaudited supplementary information is a weighted average derived from the incurred losses and allocated loss adjustment expenses, net of reinsurance triangle and cumulative paid losses and allocated loss adjustment expenses, net of reinsurance triangle. | Unaudited supplementary information is a weighted average derived from the incurred losses and allocated loss adjustment expenses, net of reinsurance triangle and cumulative paid losses and allocated loss adjustment expenses, net of reinsurance triangle. |  |  |

---

------

**Hamilton Insurance Group, Ltd.**

**Notes to the Consolidated Financial Statements**

**Bermuda Specialty**

*($ in thousands, except claim count)* 

---

| | | | | | | | | | | | | |
|:---|:---|:---|:---|:---|:---|:---|:---|:---|:---|:---|:---|:---|
| | **Incurred Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance** | **Incurred Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance** | **Incurred Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance** | **Incurred Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance** | **Incurred Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance** | **Incurred Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance** | **Incurred Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance** | **Incurred Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance** | **Incurred Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance** | **Incurred Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance** | | |
| | **For the years ended** | **For the years ended** | **For the years ended** | **For the years ended** | **For the years ended** | **For the years ended** | **For the years ended** | **For the years ended** | **For the years ended** | **For the years ended** | **As of December 31, 2025** | **As of December 31, 2025** |
| | **November 30,** | **November 30,** | **November 30,** | **November 30,** | **November 30,** | **November 30,** | **December 31,** | **December 31,** | **December 31,** | **December 31,** | **IBNR** <sup>(1)</sup> | **Cumulative Number of Reported Claims** |
|<br><br>**Accident<br>year** | **2016 (unaudited)** | **2017 (unaudited)** | **2018 (unaudited)** | **2019 (unaudited)** | **2020 (unaudited)** | **2021 (unaudited)** | **2022 (unaudited)** | **2023 (unaudited)** | **2024 (unaudited)** | **2025** | **IBNR** <sup>(1)</sup> | **Cumulative Number of Reported Claims** |
| 2016 | $38154 | $34835 | $28913 | $23171 | $19826 | $16850 | $15846 | $15851 | $15684 | $15502 | $422 | 58 |
| 2017 |  | 57528 | 44156 | 36230 | 29590 | 24470 | 26820 | 27334 | 26216 | 26297 | 427 | 74 |
| 2018 |  |  | 58551 | 52420 | 48323 | 45096 | 38658 | 39920 | 40386 | 40109 | 442 | 89 |
| 2019 |  |  |  | 62075 | 56189 | 48874 | 49114 | 48508 | 49857 | 49557 | 63 | 112 |
| 2020 |  |  |  |  | 63176 | 56807 | 52195 | 54645 | 54586 | 53880 | 1993 | 116 |
| 2021 |  |  |  |  |  | 53732 | 46023 | 35610 | 33499 | 34266 | 4930 | 33 |
| 2022 |  |  |  |  |  |  | 117538 | 114225 | 111565 | 105479 | 56120 | 94 |
| 2023 |  |  |  |  |  |  |  | 62095 | 70783 | 54295 | 25267 | 28 |
| 2024 |  |  |  |  |  |  |  |  | 82306 | 93859 | 63969 | 19 |
| 2025 |  |  |  |  |  |  |  |  |  | 103476 | 86066 | 34 |
|  |  |  |  |  |  |  |  |  | Total | $576720 | $239699 | 657 |
| <sup>(1)</sup> | Total of incurred but not reported liabilities plus expected development on reported claims | Total of incurred but not reported liabilities plus expected development on reported claims | Total of incurred but not reported liabilities plus expected development on reported claims | Total of incurred but not reported liabilities plus expected development on reported claims | Total of incurred but not reported liabilities plus expected development on reported claims | Total of incurred but not reported liabilities plus expected development on reported claims | Total of incurred but not reported liabilities plus expected development on reported claims | Total of incurred but not reported liabilities plus expected development on reported claims | Total of incurred but not reported liabilities plus expected development on reported claims | Total of incurred but not reported liabilities plus expected development on reported claims |  |  |
|  | **Cumulative Paid Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance** | **Cumulative Paid Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance** | **Cumulative Paid Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance** | **Cumulative Paid Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance** | **Cumulative Paid Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance** | **Cumulative Paid Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance** | **Cumulative Paid Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance** | **Cumulative Paid Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance** | **Cumulative Paid Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance** | **Cumulative Paid Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance** |  |  |
|  | **For the years ended** | **For the years ended** | **For the years ended** | **For the years ended** | **For the years ended** | **For the years ended** | **For the years ended** | **For the years ended** | **For the years ended** | **For the years ended** |  |  |
|  | **November 30,** | **November 30,** | **November 30,** | **November 30,** | **November 30,** | **November 30,** | **December 31,** | **December 31,** | **December 31,** | **December 31,** |  |  |
| **Accident <br>year** | **2016 (unaudited)** | **2017 (unaudited)** | **2018 (unaudited)** | **2019 (unaudited)** | **2020 (unaudited)** | **2021 (unaudited)** | **2022 (unaudited)** | **2023 (unaudited)** | **2024 (unaudited)** | **2025** |  |  |
| 2016 | $2938 | $8661 | $5632 | $10814 | $13116 | $13589 | $13810 | $14413 | $14603 | $14763 |  |  |
| 2017 |  | 2217 | 10194 | 14114 | 16417 | 17726 | 22638 | 24384 | 24267 | 24697 |  |  |
| 2018 |  |  | 7607 | 19326 | 25826 | 28223 | 27789 | 33653 | 36457 | 37027 |  |  |
| 2019 |  |  |  | 6373 | 20505 | 29083 | 36472 | 45062 | 42679 | 43651 |  |  |
| 2020 |  |  |  |  | 9160 | 25585 | 32653 | 43226 | 47047 | 48915 |  |  |
| 2021 |  |  |  |  |  | 3862 | 7248 | 15938 | 19114 | 24879 |  |  |
| 2022 |  |  |  |  |  |  | 3465 | 17086 | 29008 | 40051 |  |  |
| 2023 |  |  |  |  |  |  |  | 5028 | 14233 | 22848 |  |  |
| 2024 |  |  |  |  |  |  |  |  | 4706 | 16760 |  |  |
| 2025 |  |  |  |  |  |  |  |  |  | 6137 |  |  |
|  |  |  |  |  |  |  |  |  | Total | $279728 |  |  |
|  |  |  |  |  | Outstanding liabilities for accident year 2015 and prior, net of reinsurance | Outstanding liabilities for accident year 2015 and prior, net of reinsurance | Outstanding liabilities for accident year 2015 and prior, net of reinsurance | Outstanding liabilities for accident year 2015 and prior, net of reinsurance | Outstanding liabilities for accident year 2015 and prior, net of reinsurance | 574 |  |  |
|  |  |  |  |  | Liabilities for unpaid losses and loss adjustment expenses, net of reinsurance | Liabilities for unpaid losses and loss adjustment expenses, net of reinsurance | Liabilities for unpaid losses and loss adjustment expenses, net of reinsurance | Liabilities for unpaid losses and loss adjustment expenses, net of reinsurance | Liabilities for unpaid losses and loss adjustment expenses, net of reinsurance | $297566 |  |  |
|  | **Average Annual Percentage Payout of Incurred Losses by Age, Net of Reinsurance**<sup>(1)</sup> | **Average Annual Percentage Payout of Incurred Losses by Age, Net of Reinsurance**<sup>(1)</sup> | **Average Annual Percentage Payout of Incurred Losses by Age, Net of Reinsurance**<sup>(1)</sup> | **Average Annual Percentage Payout of Incurred Losses by Age, Net of Reinsurance**<sup>(1)</sup> | **Average Annual Percentage Payout of Incurred Losses by Age, Net of Reinsurance**<sup>(1)</sup> | **Average Annual Percentage Payout of Incurred Losses by Age, Net of Reinsurance**<sup>(1)</sup> | **Average Annual Percentage Payout of Incurred Losses by Age, Net of Reinsurance**<sup>(1)</sup> | **Average Annual Percentage Payout of Incurred Losses by Age, Net of Reinsurance**<sup>(1)</sup> | **Average Annual Percentage Payout of Incurred Losses by Age, Net of Reinsurance**<sup>(1)</sup> |  |  |  |
| **Years** | **1 (unaudited)** | **2 (unaudited)** | **3 (unaudited)** | **4 (unaudited)** | **5 (unaudited)** | **6 (unaudited)** | **7 (unaudited)** | **8 (unaudited)** | **9 (unaudited)** |  |  |  |
|  | 9% | 20% | 14% | 13% | 10% | 6% | 4% | 1% | 1% |  |  |  |
| <sup>(1)</sup> | Unaudited supplementary information is a weighted average derived from the incurred losses and allocated loss adjustment expenses, net of reinsurance triangle and cumulative paid losses and allocated loss adjustment expenses, net of reinsurance triangle. | Unaudited supplementary information is a weighted average derived from the incurred losses and allocated loss adjustment expenses, net of reinsurance triangle and cumulative paid losses and allocated loss adjustment expenses, net of reinsurance triangle. | Unaudited supplementary information is a weighted average derived from the incurred losses and allocated loss adjustment expenses, net of reinsurance triangle and cumulative paid losses and allocated loss adjustment expenses, net of reinsurance triangle. | Unaudited supplementary information is a weighted average derived from the incurred losses and allocated loss adjustment expenses, net of reinsurance triangle and cumulative paid losses and allocated loss adjustment expenses, net of reinsurance triangle. | Unaudited supplementary information is a weighted average derived from the incurred losses and allocated loss adjustment expenses, net of reinsurance triangle and cumulative paid losses and allocated loss adjustment expenses, net of reinsurance triangle. | Unaudited supplementary information is a weighted average derived from the incurred losses and allocated loss adjustment expenses, net of reinsurance triangle and cumulative paid losses and allocated loss adjustment expenses, net of reinsurance triangle. | Unaudited supplementary information is a weighted average derived from the incurred losses and allocated loss adjustment expenses, net of reinsurance triangle and cumulative paid losses and allocated loss adjustment expenses, net of reinsurance triangle. | Unaudited supplementary information is a weighted average derived from the incurred losses and allocated loss adjustment expenses, net of reinsurance triangle and cumulative paid losses and allocated loss adjustment expenses, net of reinsurance triangle. | Unaudited supplementary information is a weighted average derived from the incurred losses and allocated loss adjustment expenses, net of reinsurance triangle and cumulative paid losses and allocated loss adjustment expenses, net of reinsurance triangle. | Unaudited supplementary information is a weighted average derived from the incurred losses and allocated loss adjustment expenses, net of reinsurance triangle and cumulative paid losses and allocated loss adjustment expenses, net of reinsurance triangle. |  |  |

---

------

**Hamilton Insurance Group, Ltd.**

**Notes to the Consolidated Financial Statements**

***Reconciliation***

---

| | |
|:---|:---|
| | **December 31,** |
| *($ in thousands)* | **2025** |
| Net outstanding liabilities |  |
| International - Property | $114415 |
| International - Casualty | 686273 |
| International - Specialty | 528487 |
| Bermuda - Property | 355734 |
| Bermuda - Casualty | 1017023 |
| Bermuda - Specialty | 297566 |
| Liabilities for unpaid losses and loss adjustment expenses, net of reinsurance | 2999498 |
| Reinsurance recoverable on unpaid claims |  |
| International - Property | 94211 |
| International - Casualty | 686437 |
| International - Specialty | 206247 |
| Bermuda - Property | 74190 |
| Bermuda - Casualty | 233248 |
| Bermuda - Specialty | 81524 |
| Total reinsurance recoverable on unpaid claims | 1375857 |
| Other insurance lines | (8105) |
| Unallocated loss adjustment expenses | 47926 |
|  | 39821 |
| **Total gross liability for unpaid losses and loss adjustment expenses** | $**4415176** |

---

------

**Hamilton Insurance Group, Ltd.**

**Notes to the Consolidated Financial Statements**

**9. Segment Reporting**

The Company has determined its reportable business segments based on the information used by management in assessing performance and allocating resources to underwriting operations and has identified two reportable business segments - International and Bermuda. Each of the Company's identified reportable segments has a Chief Executive Officer who is responsible for the overall profitability of their segment and who regularly reports and is directly accountable to the chief operating decision maker ("CODM"): the Chief Executive Officer of the consolidated group. The CODM's responsibilities include providing leadership to all levels of employees; developing culture, values, and ethos; setting the Company's strategy, vision and direction; and overall responsibility for the success and profitability of the Company, including evaluating segment performance.

The CODM evaluates reportable segment performance based on the segments' respective underwriting income or loss. Underwriting income or loss is calculated as net premiums earned less losses and loss adjustment expenses, acquisition costs, and other underwriting expenses, net of third party fee income. General and administrative expenses not incurred by the reportable segments are included in corporate and other expenses as part of the reconciliation of net underwriting income or loss to net income or loss attributable to common shareholders. As the Company does not manage its assets by reportable segment, investment income and assets are not allocated to reportable segments.

The Company's core business is underwriting and its underwriting results are reflected in its reportable segments: (1) International, which is comprised of property, casualty and specialty insurance and reinsurance classes of business originating from the Company's London, Dublin, and Hamilton Select operations; and (2) Bermuda, which is comprised of property, casualty and specialty insurance and reinsurance classes of business originating from Hamilton Re, Bermuda and Hamilton Re US and subsidiaries. The Company considers many factors, including the nature of each segment's products, client types, production sources, distribution methods and the regulatory environment, in determining the aggregated operating segments.

Corporate includes net realized and unrealized gains (losses) on investments, net investment income (loss), other income (loss) not incurred by the reportable segments, net foreign exchange gains (losses), general and administrative expenses not incurred by the reportable segments, amortization of intangible assets, interest expense, and income tax expense (benefit).

------

**Hamilton Insurance Group, Ltd.**

**Notes to the Consolidated Financial Statements**

---

| | | | | |
|:---|:---|:---|:---|:---|
| *($ in thousands)* |  |  |  |  |
| **For the Year Ended December 31, 2025** | **International** | **Bermuda** | **Corporate** | **Total** |
| Gross premiums written | $1517060 | $1406085 | $— | $2923145 |
| Net premiums written | $1132061 | $1155482 | $— | $2287543 |
| Net premiums earned | $1055377 | $1054399 | $— | $2109776 |
| Third party fee income | 12027 | 14574 |  | 26601 |
| Losses and loss adjustment expenses | 571298 | 687223 |  | 1258521 |
| Acquisition costs | 276676 | 230614 |  | 507290 |
| Other underwriting expenses | 167221 | 54522 |  | 221743 |
| Underwriting income (loss) | $52209 | $96614 | $— | $148823 |
| Net realized and unrealized gains (losses) on investments |  |  | 687111 | 687111 |
| Net investment income (loss) |  |  | 88021 | 88021 |
| Net foreign exchange gains (losses) |  |  | (5985) | (5985) |
| Corporate expenses |  |  | (57167) | (57167) |
| Amortization of intangible assets |  |  | (15709) | (15709) |
| Interest expense |  |  | (20189) | (20189) |
| Income (loss) before income tax |  |  |  | 824905 |
| Income tax (expense) benefit |  |  | 15124 | 15124 |
| Net income (loss) |  |  |  | 840029 |
| Net income (loss) attributable to non-controlling interest |  |  | 263359 | 263359 |
| Net income (loss) attributable to common shareholders |  |  |  | $576670 |
| **Key Ratios** |  |  |  |  |
| Attritional loss ratio - current year | 54.0% | 54.6% |  | 54.4% |
| Attritional loss ratio - prior year development | (2.8)% | (1.6)% |  | (2.2)% |
| Catastrophe loss ratio - current year | 2.9% | 13.9% |  | 8.4% |
| Catastrophe loss ratio - prior year development | 0.0% | (1.7)% |  | (0.9)% |
| Loss and loss adjustment expense ratio | 54.1% | 65.2% |  | 59.7% |
| Acquisition cost ratio | 26.2% | 21.9% |  | 24.0% |
| Other underwriting expense ratio | 14.7% | 3.8% |  | 9.2% |
| Combined ratio | 95.0% | 90.9% |  | 92.9% |

---

------

**Hamilton Insurance Group, Ltd.**

**Notes to the Consolidated Financial Statements**

---

| | | | | |
|:---|:---|:---|:---|:---|
| *($ in thousands)* |  |  |  |  |
| **For the Year Ended December 31, 2024** | **International** | **Bermuda** | **Corporate** | **Total** |
| Gross premiums written | $1308460 | $1114122 | $— | $2422582 |
| Net premiums written | $969605 | $951564 | $— | $1921169 |
| Net premiums earned | $886934 | $847795 | $— | $1734729 |
| Third party fee income | 16317 | 7435 |  | 23752 |
| Losses and loss adjustment expenses | 498023 | 512150 |  | 1010173 |
| Acquisition costs | 216971 | 171960 |  | 388931 |
| Other underwriting expenses | 148824 | 61189 |  | 210013 |
| Underwriting income (loss) | $39433 | $109931 | $— | $149364 |
| Net realized and unrealized gains (losses) on investments |  |  | 511407 | 511407 |
| Net investment income (loss) |  |  | 63267 | 63267 |
| Net foreign exchange gains (losses) |  |  | (3231) | (3231) |
| Corporate expenses |  |  | (61111) | (61111) |
| Amortization of intangible assets |  |  | (15520) | (15520) |
| Interest expense |  |  | (22616) | (22616) |
| Income (loss) before income tax |  |  |  | 621560 |
| Income tax (expense) benefit |  |  | (8402) | (8402) |
| Net income (loss) |  |  |  | 613158 |
| Net income (loss) attributable to non-controlling interest |  |  | 212729 | 212729 |
| Net income (loss) attributable to common shareholders |  |  |  | $400429 |
| **Key Ratios** |  |  |  |  |
| Attritional loss ratio - current year | 53.5% | 52.7% |  | 53.1% |
| Attritional loss ratio - prior year development | (0.4)% | 0.5% |  | 0.0% |
| Catastrophe loss ratio - current year | 3.9% | 8.9% |  | 6.3% |
| Catastrophe loss ratio - prior year development | (0.8)% | (1.7)% |  | (1.2)% |
| Loss and loss adjustment expense ratio | 56.2% | 60.4% |  | 58.2% |
| Acquisition cost ratio | 24.5% | 20.3% |  | 22.4% |
| Other underwriting expense ratio | 14.9% | 6.3% |  | 10.7% |
| Combined ratio | 95.6% | 87.0% |  | 91.3% |

---

------

**Hamilton Insurance Group, Ltd.**

**Notes to the Consolidated Financial Statements**

---

| | | | | |
|:---|:---|:---|:---|:---|
| *($ in thousands)* |  |  |  |  |
| **For the Year Ended December 31, 2023** | **International** | **Bermuda** | **Corporate** | **Total** |
| Gross premiums written | $1105522 | $845516 | $— | $1951038 |
| Net premiums written | $770399 | $710039 | $— | $1480438 |
| Net premiums earned | $703508 | $615025 | $— | $1318533 |
| Third party fee income | 9685 | 8549 |  | 18234 |
| Losses and loss adjustment expenses | 362137 | 352466 |  | 714603 |
| Acquisition costs | 186698 | 122450 |  | 309148 |
| Other underwriting expenses | 127402 | 55763 |  | 183165 |
| Underwriting income (loss) | $36956 | $92895 | $— | $129851 |
| Net realized and unrealized gains (losses) on investments |  |  | 209610 | 209610 |
| Net investment income (loss) |  |  | 30456 | 30456 |
| Other income (loss), excluding third party fee income |  |  | 397 | 397 |
| Net foreign exchange gains (losses) |  |  | (6185) | (6185) |
| Corporate expenses |  |  | (76691) | (76691) |
| Amortization of intangible assets |  |  | (10783) | (10783) |
| Interest expense |  |  | (21434) | (21434) |
| Income (loss) before income tax |  |  |  | 255221 |
| Income tax (expense) benefit |  |  | 25066 | 25066 |
| Net income (loss) |  |  |  | 280287 |
| Net income (loss) attributable to non-controlling interest |  |  | 21560 | 21560 |
| Net income (loss) attributable to common shareholders |  |  |  | $258727 |
| **Key Ratios** |  |  |  |  |
| Attritional loss ratio - current year | 53.2% | 51.1% |  | 52.2% |
| Attritional loss ratio - prior year development | (3.5)% | 2.3% |  | (0.8)% |
| Catastrophe loss ratio - current year | 1.5% | 5.1% |  | 3.2% |
| Catastrophe loss ratio - prior year development | 0.3% | (1.2)% |  | (0.4)% |
| Loss and loss adjustment expense ratio | 51.5% | 57.3% |  | 54.2% |
| Acquisition cost ratio | 26.5% | 19.9% |  | 23.4% |
| Other underwriting expense ratio | 16.7% | 7.7% |  | 12.5% |
| Combined ratio | 94.7% | 84.9% |  | 90.1% |

---

The following table presents gross premiums written by the geographical location of the Company's subsidiaries:

---

| | | | |
|:---|:---|:---|:---|
| | **Years Ended December 31,** | **Years Ended December 31,** | **Years Ended December 31,** |
| *($ in thousands)* | **2025** | **2024** | **2023** |
| International |  |  |  |
| &nbsp;&nbsp;Lloyd's of London | $953446 | $792830 | $677415 |
| &nbsp;&nbsp;Ireland | 406396 | 399061 | 349896 |
| &nbsp;&nbsp;U.S. | 157218 | 116569 | 78211 |
| &nbsp;&nbsp;&nbsp;&nbsp;Total International | 1517060 | 1308460 | 1105522 |
| Bermuda | 1406085 | 1114122 | 845516 |
| &nbsp;&nbsp;&nbsp;&nbsp;Total | $2923145 | $2422582 | $1951038 |

---

------

**Hamilton Insurance Group, Ltd.**

**Notes to the Consolidated Financial Statements**

**10. Debt and Credit Facilities**

*Debt*

On June 10, 2025, Hamilton Group entered into a $150 million term loan credit arrangement (the "Facility") with various lenders as arranged by Wells Fargo Securities, LLC. The Facility replaces Hamilton Group's $150 million term loan credit agreement, as amended through and including June 23, 2022, between Hamilton Group and the lenders thereto (as amended the "Existing Loan Agreement"). The Facility will be used to refinance the indebtedness outstanding under the Existing Loan Agreement. All or a portion of the loan issued under the Facility bears interest, at the option of Hamilton Group, at either (a) a base rate plus an applicable margin or (b) the Adjusted Term Secured Overnight Financing Rate ("SOFR") plus an applicable margin, in each case with the applicable margin determined with reference to the Company's long-term issuer default rating as assigned by Fitch. The Facility matures on June 9, 2028, unless accelerated pursuant to the terms of the Facility, and it contains usual and customary representations, warranties, conditions and covenants for bank loan facilities of this type. The Facility also includes financial covenants, including a financial strength rating test, a minimum consolidated tangible net worth test and a maximum consolidated indebtedness to total capitalization ratio. As at December 31, 2025, the Company was in compliance with all covenants*.*

The following table presents the gross outstanding loan balance, loan fair value and unamortized loan issuance costs:

---

| | | |
|:---|:---|:---|
| | **December 31,** | **December 31,** |
| *($ in thousands)* | **2025** | **2024** |
| Outstanding loan balance | $150000 | $150000 |
| Loan fair value | 150280 | 150463 |
| Unamortized loan issuance costs | $257 | $55 |

---

Debt issuance costs are amortized over the period during which the Facility is outstanding, as an offset to net investment income (loss). The Company amortized debt issuance costs of $0.1 million or less in each of the years ended December 31, 2025, 2024 and 2023. The Company's debt is classified as Level 3 within the fair value hierarchy because it is valued using an income approach, which utilizes a discounted cash flow technique that considers the credit profile of the Company.

*Credit Facilities* 

The Company has several available letter of credit ("LOC") facilities and a revolving loan facility provided by commercial banks. The letter of credit facilities are utilized to provide collateral to reinsureds of Hamilton Re and its affiliates to the extent required under insurance and reinsurance agreements and to support capital requirements at Lloyd's.

On December 5, 2018 and December 27, 2018, Hamilton Re entered into a Master Agreement for Issuance of Payment Instruments and a Facility Letter for Issuance of Payment Instruments respectively, with CitiBank Europe Plc ("CitiBank Europe"), under which CitiBank Europe agreed to provide an uncommitted secured letter of credit facility for the issuance of standby letters of credit or similar instruments in multiple currencies. On November 15, 2024, letter of credit capacity under this facility was increased to $250 million. At all times during which it is a party to the facility, Hamilton Re is obligated to pledge to CitiBank Europe cash and/or securities with a value that equals or exceeds the aggregate face amount of its then-outstanding letters of credit. The Master Agreement contains events of default customary for facilities of this type. In the facility letter, Hamilton Re makes representations and warranties that are customary for facilities of this type and agrees that it will comply with certain informational and other undertakings.

------

**Hamilton Insurance Group, Ltd.**

**Notes to the Consolidated Financial Statements**

On June 10, 2025, Hamilton Group and Hamilton Re entered into a $450 million credit agreement with a syndication of lenders (the "Unsecured Facility"). Under the Unsecured Facility, the lenders have agreed to provide up to an aggregate of $450 million of letter of credit capacity for Hamilton Re, up to $150 million of which may be utilized for revolving loans to be issued to Hamilton Group. At December 31, 2025, there were no loan amounts outstanding under the Unsecured Facility. Letters of credit issued under the Unsecured Facility bear interest at a rate determined by Hamilton Group's long-term issuer default rating, while revolving loans, if drawn, accrue interest at the option of Hamilton Group at either (a) a base rate plus an applicable margin or (b) Adjusted Term SOFR plus an applicable margin. In each case, the applicable margin is determined based on Hamilton Group's long-term issuer default rating as assigned by Fitch. Currently, any letters of credit issued under the facility bear interest at a rate of 125 basis points. Revolving loans, if issued, are subject to a fee equal to the prime rate plus 50 basis points or Adjusted Term SOFR plus a margin of 150 basis points. To the extent such loans are issued, the available letter of credit capacity shall decrease proportionally, such that the aggregate credit exposure for the lenders under the Unsecured Facility is $450 million. Amounts unutilized under the Unsecured Facility are subject to a fee based upon Hamilton Group's long-term issuer default rating as assigned by Fitch. This currently bears a fee of 17.5 basis points. The Unsecured Facility is subject to representations and warranties, affirmative and negative covenants and events of default that the Company considers customary for similar facilities. The Unsecured Facility also includes financial covenants, including a financial strength rating test, a minimum consolidated tangible net worth test and a maximum consolidated indebtedness to total capitalization ratio. Capacity is provided by Wells Fargo, National Association, Truist Bank, Commerzbank AG, New York Branch, Citizens Bank, N.A., HSBC Bank USA, National Association, and Barclays Bank PLC. Unless renewed or otherwise terminated in accordance with its terms, the Unsecured Facility has a maturity date of June 9, 2028.

On October 23, 2025, Hamilton Re amended its letter of credit facility agreement with UBS AG ("UBS") under which UBS and certain of its affiliates agreed to make available to Hamilton Re a secured letter of credit facility in an amount that is equal to the greater of (i) $25 million and (ii) the LOC amount issued and outstanding, provided that the amount shall not at any time be greater than $75 million, for a term that will expire on October 23, 2026. The facility bears a fee of 140 basis points on the total available capacity.

In addition, on October 20, 2025, Hamilton Re amended the unsecured letter of credit facility agreement that it utilizes to provide Funds at Lloyd's ("FAL") ("FAL LOC Facility") to support the FAL requirements of Syndicate 4000. Capacity is provided by ING Bank N.V., London Branch, Commerzbank AG, New York Branch, and Deutsche Bank AG, London Branch. The FAL LOC Facility was renewed in the amount of $260 million for a term that expires on December 31, 2029. The facility bears a fee of 150 basis points on the borrowed amount.

The Company's obligations under its credit facilities require Hamilton Group, Hamilton Re and the other parties thereto to comply with various financial and reporting covenants. All applicable entities were in compliance with all such covenants at December 31, 2025.

Certain of the Company's credit facilities are secured by pledged interests in the TS Hamilton Fund, the Company's fixed income security portfolio, or cash. The Company's credit facilities and associated securities pledged, were as follows:

---

| | |
|:---|:---|
| *($ in thousands)* | **December 31,<br>2025** |
| Available letter of credit and revolving loan facilities - commitments | $1002535 |
| Available letter of credit and revolving loan facilities - in use | 805011 |
| Security pledged under letter of credit and revolving loan facilities: |  |
| &nbsp;&nbsp;&nbsp;&nbsp;Pledged interests in TS Hamilton Fund | $103140 |
| &nbsp;&nbsp;&nbsp;&nbsp;Pledged interests in fixed income portfolio | 254802 |
| &nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;Cash<sup>(1)</sup> | 16385 |

---

 *(1) Cash pledged as security under letter of credit and revolving loan facilities is included in restricted cash securing other underwriting obligations under Pledged Assets in Note* 3*, Investments.*

The Company has recognized interest expense related to the above debt and credit facilities of $20.2 million, $22.6 million and $21.4 million for the years ended December 31, 2025, 2024 and 2023, respectively.

------

**Hamilton Insurance Group, Ltd.**

**Notes to the Consolidated Financial Statements**

**11. Share Capital** 

*Authorized and Issued* 

Hamilton Group's share capital is comprised as follows:

---

| | | |
|:---|:---|:---|
| *($ in thousands, except share information)* |  |  |
| **Authorized:** |  |  |
| &nbsp;&nbsp;Common shares of $0.01 par value each (2025 and 2024: 150,000,000) |  |  |
|  | **December 31,** | **December 31,** |
| **Issued, outstanding and fully paid:** | **2025** | **2024** |
| &nbsp;&nbsp;Class A common shares (2025: 17,320,078 and 2024: 17,820,078) | $173 | $178 |
| &nbsp;&nbsp;Class B common shares (2025: 66,305,707 and 2024: 64,271,249) | 663 | 643 |
| &nbsp;&nbsp;Class C common shares (2025: 15,403,649 and 2024: 19,375,670) | 154 | 194 |
| &nbsp;&nbsp;&nbsp;&nbsp;Total | $990 | $1015 |

---

The following is a summary of the activity related to common shares authorized:

---

| | | | | | |
|:---|:---|:---|:---|:---|:---|
| | **Class A** | **Class B** | **Class C** | **Unclassified** | **Total** |
| **Balance - December 31, 2022** | 53993690 | 50480684 | 30525626 |  | 135000000 |
| &nbsp;&nbsp;&nbsp;Increase in authorized share capital |  | 15000000 |  |  | 15000000 |
| &nbsp;&nbsp;&nbsp;Share class conversions | (25348883) | 6856668 | (4981397) | 23473612 |  |
| **Balance - December 31, 2023** | 28644807 | 72337352 | 25544229 | 23473612 | 150000000 |
| &nbsp;&nbsp;&nbsp;Share class conversions | (1700000) | 7868559 | (6168559) |  |  |
| **Balance - December 31, 2024** | 26944807 | 80205911 | 19375670 | 23473612 | 150000000 |
| &nbsp;&nbsp;&nbsp;Share class conversions | (500000) | 4472021 | (3972021) |  |  |
| **Balance - December 31, 2025** | 26444807 | 84677932 | 15403649 | 23473612 | 150000000 |

---

------

**Hamilton Insurance Group, Ltd.**

**Notes to the Consolidated Financial Statements**

The following is a summary of the activity related to common shares issued and outstanding:

---

| | | | | |
|:---|:---|:---|:---|:---|
| | **Class A** | **Class B** | **Class C** | **Total** |
| **Balance - December 31, 2022** | 30520078 | 42042155 | 30525626 | 103087859 |
| &nbsp;&nbsp;&nbsp;Share class conversions | (1875271) | 6856668 | (4981397) |  |
| &nbsp;&nbsp;&nbsp;IPO shares issued |  | 6250000 |  | 6250000 |
| &nbsp;&nbsp;&nbsp;Vesting of awards |  | 735013 |  | 735013 |
| &nbsp;&nbsp;&nbsp;Exercise of warrants |  | 271097 |  | 271097 |
| &nbsp;&nbsp;&nbsp;Director share awards granted |  | 44892 |  | 44892 |
| &nbsp;&nbsp;&nbsp;Share repurchases |  | (163758) |  | (163758) |
| **Balance - December 31, 2023** | 28644807 | 56036067 | 25544229 | 110225103 |
| &nbsp;&nbsp;&nbsp;Share class conversions | (1700000) | 7868559 | (6168559) |  |
| &nbsp;&nbsp;&nbsp;Vesting of awards |  | 2291495 |  | 2291495 |
| &nbsp;&nbsp;&nbsp;Exercise of warrants |  | 245779 |  | 245779 |
| &nbsp;&nbsp;&nbsp;Director share awards granted |  | 20383 |  | 20383 |
| &nbsp;&nbsp;&nbsp;Share repurchases | (9124729) | (2191034) |  | (11315763) |
| **Balance - December 31, 2024** | 17820078 | 64271249 | 19375670 | 101466997 |
| &nbsp;&nbsp;&nbsp;Share class conversions | (500000) | 4472021 | (3972021) |  |
| &nbsp;&nbsp;&nbsp;Vesting of awards |  | 2612957 |  | 2612957 |
| &nbsp;&nbsp;&nbsp;Share repurchases |  | (5050520) |  | (5050520) |
| **Balance - December 31, 2025** | 17320078 | 66305707 | 15403649 | 99029434 |

---

On November 4, 2025, the Board of Directors authorized the repurchase of the Company's common shares in the aggregate amount of $150.0 million, in addition to remaining amounts under the prior authorization&nbsp;&nbsp;&nbsp;&nbsp;(collectively, the "Authorization"), under which the Company may repurchase shares through open market repurchases and/or privately negotiated transactions. The Authorization will expire when the Company has repurchased the full value of shares authorized, unless terminated earlier by the Board of Directors. All shares repurchased under the Authorization were subsequently cancelled. As of December 31, 2025, $178.5 million remained available for repurchase under the Authorization.

---

| | | |
|:---|:---|:---|
| | **Years Ended December 31,** | **Years Ended December 31,** |
| *($ in thousands except per share amounts)* | **2025** | **2024** |
| Class B Shares repurchased | 4222195 | 1485813 |
| Aggregate repurchase price | $93445 | $28067 |
| Average price per share | $22.13 | $18.89 |

---

On May 8, 2024, the Company entered into an agreement to repurchase 9.1 million Class A common shares at $12.00 per share (the "Share Repurchase"). The total purchase price was $109.5 million. The common shares purchased by the Company were cancelled following the repurchase transaction.

In general, holders of Class A common shares and Class B common shares have one vote for each common share held while the Class C common shares have no voting rights, except as required by law. However, each holder of Class A common shares and Class B common shares is limited to voting (directly, indirectly or constructively, as determined for U.S. federal income tax purposes) that number of common shares equal to 9.5% of the total combined voting power of all classes of shares of the Company (or, in the case of a class vote by the holders of our Class B common shares, such as in respect of the election or removal of directors other than for directors who are appointed by certain shareholders pursuant to the Shareholders Agreement and our Bye-laws, an amount calculated by multiplying (a) 9.5% and (b) the quotient of dividing (x) the total number of directors by (y) the number of directors elected by holders of Class B common shares). In addition, the Board of Directors may, in its absolute discretion, limit a shareholder's voting rights when it deems it appropriate to do so to avoid certain material adverse tax, legal or regulatory consequences to the Company, any subsidiary of the Company, or any direct or indirect shareholder or its affiliates.

------

**Hamilton Insurance Group, Ltd.**

**Notes to the Consolidated Financial Statements**

The Company Bye-laws provide for the automatic redesignation of shares upon any transfer, whether or not for value, from (i) Class A common shares to Class B common shares and from (ii) Class C common shares to Class B common shares. Upon notice from a Class A Member to the Company that certain Class B common shares are held by a Class A Member or a Permitted Transferee thereof, if so requested by the Class A Member and upon approval by a Simple Majority of the Board, such Class B common shares shall convert automatically into the same number of Class A common shares. The number of authorized and issued Class B common shares shall be reduced by the aggregate number of such issued Class B common shares so converted and the number of authorized and issued Class A common shares shall be correspondingly increased by the same amount. Upon notice from a Class A Member and/or Class B Member to the Company and upon approval by a Simple Majority of the Board, such consent not to be unreasonably withheld or unduly delayed, such Class A common shares and/or Class B common shares shall be redesignated as Class C common shares. In such instance, the authorized and issued number of Class A common shares and/or Class B common shares shall be reduced by the aggregate number of such shares so converted and the number of Class C common shares shall be correspondingly increased by the same amount. Upon notice from a Class C Member to the Company and upon approval of a Simple Majority of the Board, such consent not to be unreasonably withheld or unduly delayed, such Class C common shares shall be redesignated Class B common shares. In such instance, the authorized and issued number of Class C common shares shall be reduced by the aggregate number of such Class C common shares so converted and the number of authorized and issued Class B common shares shall be correspondingly increased by the same amount.

During the years ended December 31, 2025 and 2024, 0.5 million and 1.7 million, respectively, Class A common shares were converted into Class B common shares at the request of the Class A Members and as approved by the Board.

During the years ended December 31, 2025 and 2024, 4.0 million and 7.9 million, respectively, Class C common shares were converted into Class B common shares at the request of the respective Class C Members and as approved by the Board.

------

**Hamilton Insurance Group, Ltd.**

**Notes to the Consolidated Financial Statements**

**12. Share Incentive Plans** 

The Company is authorized to issue restricted stock units ("RSUs"), performance stock units ("PSUs"), restricted stock awards ("RSAs"), options (including incentive stock options and non-qualified stock options), stock appreciation rights, stock bonus awards, other stock based awards, or any combination thereof to its employees and directors under the 2023 Equity Incentive Plan, which was adopted by the Board of Directors and approved by the shareholders in connection with the Company's IPO. The 2023 Equity Incentive Plan became effective upon the completion of the IPO and replaced the 2013 Equity Incentive Plan. No new awards will be granted under the 2013 Equity Incentive Plan.

The total number of Class B common shares available for issuance under the 2023 Equity Incentive Plan may be increased on the first day of each fiscal year for a period of not more than nine years, commencing on the first day of the second fiscal year following the date on which the 2023 Equity Incentive Plan is adopted in an amount equal to the lesser of (i) two percent (2%) of the outstanding Class B common shares on the last day of the immediately preceding fiscal year, and (ii) such number of Class B common shares as determined by the Company's Board of Directors (or a committee thereof) in its discretion. As of December 31, 2025, 5,452,566 Class B common shares are available for issuance of awards of all types.

Separately, the Value Appreciation Pool ("VAP") is a long-term incentive compensation plan that rewarded employees with 10% of the increase in the multiple of the Company's estimated fair market value to GAAP shareholders' equity between the December 1, 2020 VAP inception date and the Company's Initial Public Offering on November 10, 2023.

The following table presents the compensation expense recognized relating to each award type:

---

| | | | |
|:---|:---|:---|:---|
| | **Years Ended December 31,** | **Years Ended December 31,** | **Years Ended December 31,** |
| *($ in thousands)* | **2025** | **2024** | **2023** |
| Share based compensation expense: |  |  |  |
| &nbsp;&nbsp;&nbsp;RSUs | $15575 | $12933 | $11358 |
| &nbsp;&nbsp;&nbsp;VAP RSUs | 1805 | 9210 | 30352 |
| &nbsp;&nbsp;&nbsp;PSUs | 11880 | 8241 | 2668 |
| Total share based compensation expense: | 29260 | 30384 | 44378 |
| Tax benefit | (1902) | (1750) | (1251) |
| Share based compensation expense, net of taxes: | $27358 | $28634 | $43127 |

---

The following table presents the unrecognized compensation expense relating to each award type and the weighted-average period in years over which it is expected to be recognized.

---

| | | |
|:---|:---|:---|
| | **December 31, 2025** | **December 31, 2025** |
| *<br>($ in thousands, except for weighted-average recognition period)* | **Unrecognized Share Based Compensation Expense** | **Weighted-Average Recognition Period <br>(in years)** |
| Unrecognized share based compensation expense: |  |  |
| &nbsp;&nbsp;&nbsp;RSUs | $9926 | 0.9 |
| &nbsp;&nbsp;&nbsp;PSUs | 9111 | 1.4 |
| Total unrecognized share based compensation expense: | $19037 |  |

---

The aggregate fair value of vested awards for the years ended December 31, 2025, 2024 and 2023 was $60.0 million, $38.6 million, and $10.1 million, respectively.

------

**Hamilton Insurance Group, Ltd.**

**Notes to the Consolidated Financial Statements**

*Restricted Stock Units*

The grant date fair value of restricted stock awards is established at the fair market value of the Company's Class B common shares on the date of grant. During the years ended December 31, 2025, 2024 and 2023, the Company granted employees RSUs with a total estimated fair value of $15.8 million, $14.5 million, and $14.2 million, respectively, which generally vest over a three-year period. During the years ended December 31, 2025 and 2024, the Company granted non-employee directors RSUs with a total fair value of $1.5 million and $1.4 million, respectively, which vest over a one-year period.

The following table presents a roll forward of the Company's RSUs based on expected vesting:

---

| | | |
|:---|:---|:---|
| | **Year Ended December 31, 2025** | **Year Ended December 31, 2025** |
| | **Number of RSUs** | **Weighted-Average Grant Date Fair Value** |
| Balance, beginning of year | 1954396 | $14.43 |
| &nbsp;&nbsp;Granted | 931268 | $18.59 |
| &nbsp;&nbsp;Vested | (902698) | $14.53 |
| &nbsp;&nbsp;Forfeited | (116234) | $15.57 |
| Balance, end of year | 1866732 | $16.39 |

---

*Value Appreciation Pool Restricted Stock Units*

The VAP, which was granted by a then nonpublic company, was initially measured as a liability award at intrinsic value and no compensation cost was recorded over the period December 1, 2020 to March 31, 2023. On May 15, 2023, the Company became a public business entity and the VAP was remeasured at fair value. The fair value of the compensation cost was estimated at each reporting date and expensed over the period for which the employee is required to provide services in exchange for the award, with any changes recorded in compensation expense by a cumulative catch-up adjustment.

The Company consummated an IPO of its Class B common shares and, on November 10, 2023, closed its first day of trading. In accordance with the Compensation Committee's decision that the VAP award would be settled in shares if triggered by an IPO, the VAP became subject to equity award accounting. The VAP RSUs vested in two tranches, subject to continued service: 50% on each of the first and second anniversaries of the November 10, 2023 trigger event. Participants who left prior to vesting forfeited any unsettled portion of their awards.

The Company recorded VAP compensation expense of $1.8 million, $9.2 million and $34.5 million for the years ended December 31, 2025, 2024 and 2023, respectively. Of the total expense recognized for the year ended December 31, 2023, $4.2 million was recorded as an adjustment to retained earnings in "Share compensation expense" in the second quarter of 2023.

The following table presents a roll forward of the Company's VAP RSUs based upon vesting:

---

| | | |
|:---|:---|:---|
| | **Year Ended December 31, 2025** | **Year Ended December 31, 2025** |
| | **Number of <br>VAP RSUs** | **Weighted-Average Grant Date Fair Value** |
| Balance, beginning of year | 1528809 | $15.32 |
| &nbsp;&nbsp;Vested | (1442064) | $15.32 |
| &nbsp;&nbsp;Forfeited | (86745) | $15.32 |
| Balance, end of year |  |  |

---

------

**Hamilton Insurance Group, Ltd.**

**Notes to the Consolidated Financial Statements**

*Performance Stock Units*

During the years ended December 31, 2025 and 2024, the Company granted PSUs that vest over three years and entitle participants to between 0-200% of the target award. Settlement of the PSUs is subject to achievement of defined performance metrics and to each participant's continued employment through each vesting date.

During the year ended December 31, 2023, the Company granted PSUs that vest on the third January 1st following their grant dates and entitle participants to between 0-200% of the target award. All other significant terms and conditions are consistent with the PSUs described above.

The following table presents a roll forward of the Company's PSUs based upon expected vesting:

---

| | | |
|:---|:---|:---|
| | **Year Ended December 31, 2025** | **Year Ended December 31, 2025** |
| | **Number of PSUs** | **Weighted-Average Grant Date Fair Value** |
| Balance, beginning of year | 1303448 | $15.47 |
| &nbsp;&nbsp;Granted | 254766 | $18.41 |
| &nbsp;&nbsp;Vested | (265968) | $15.47 |
| &nbsp;&nbsp;Change in performance factor | 329978 | $17.74 |
| Balance, end of year | 1622224 | $16.39 |

---

*Warrants*

The Company's warrants were issued in 2014, had a 10-year term and were fully exercised by December 31, 2024. Each warrant entitled the holder to purchase one common share of Hamilton Group at an exercise price of $10.00. The following table presents a summary of those warrants:

---

| | | | | | |
|:---|:---|:---|:---|:---|:---|
| *(Intrinsic value in $ in thousands)* | **Year Ended December 31, 2024** | **Year Ended December 31, 2024** | **Year Ended December 31, 2024** | **Year Ended December 31, 2024** | **Year Ended December 31, 2024** |
| <br>**Warrants Outstanding and Exercisable** | **Number of Warrants** | **Weighted-Average Exercise Price** | **Weighted-Average Grant Date Fair Value** | **Total Intrinsic Value** | **Weighted-Average Remaining Contractual Term** |
| At December 31, 2023 | 810000 | $10.00 | $4.52 | $4010 | 0.3 |
| &nbsp;&nbsp;&nbsp;Exercised | (810000) | $10.00 | $4.52 | $4140 |  |
| At December 31, 2024 |  | $— | $— | $— | 0.0 |

---

*Board of Directors' Fees*

Prior to the 2025 inception of non-employee director RSU Grants, the Company settled a portion of its board of directors fees in shares at each director's option. Expense relating to stock-settled directors' fees for the years ended December 31, 2024 and 2023 was $0.6 million and $0.6 million, respectively.

------

**Hamilton Insurance Group, Ltd.**

**Notes to the Consolidated Financial Statements**

**13. Earnings Per Share** 

The following table sets forth the computation of basic and diluted income (loss) per common share:

---

| | | | |
|:---|:---|:---|:---|
| | **Years Ended December 31,** | **Years Ended December 31,** | **Years Ended December 31,** |
| *($ and shares in thousands, except per share information)* | **2025** | **2024** | **2023** |
| Numerator: |  |  |  |
| &nbsp;&nbsp;&nbsp;&nbsp;Net income (loss) attributable to common shareholders | $576670 | $400429 | $258727 |
| Denominator: |  |  |  |
| &nbsp;&nbsp;&nbsp;&nbsp;Weighted average common shares outstanding - basic | 100364 | 105133 | 104563 |
| &nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;Effect of dilutive securities | 3480 | 3968 | 1640 |
| &nbsp;&nbsp;&nbsp;&nbsp;Weighted average common shares outstanding - diluted | 103844 | 109101 | 106203 |
| Basic income (loss) per share attributable to common shareholders | $5.75 | $3.81 | $2.47 |
| Diluted income (loss) per share attributable to common shareholders | $5.55 | $3.67 | $2.44 |

---

For the years ended December 31, 2025, 2024 and 2023, common shares available for issuance under share based compensation plans of fewer than 0.1 million, Nil, and 0.4 million, respectively, were excluded from the calculation of diluted income (loss) per share because the assumed exercise or issuance of such shares would be anti-dilutive.

**14. Income Taxes** 

Hamilton Group and its Bermuda domiciled subsidiaries were not subject to income tax in Bermuda in 2024 and prior. On December 27, 2023, Bermuda enacted a 15% corporate income tax that generally became effective on January 1, 2025. The legislation defers the effective date until 2030 for Bermuda companies that meet certain requirements. Hamilton Group expects to meet the requirements to remain exempt until 2030. The legislation includes a provision referred to as the Economic Transition Adjustment ("ETA"), which is intended to provide a fair and equitable transition into the tax regime. As of December 31, 2025, the Company holds a deferred tax asset of $35.4 million relating to the ETA on its balance sheet, which it expects to utilize to reduce future taxes paid. The Company expects to incur increased taxes on its Bermuda-sourced income beginning in 2030.

Hamilton Group has global subsidiaries and branches that are subject to tax in the jurisdictions in which they operate. The jurisdictions in which Hamilton Group's subsidiaries and branches are currently subject to tax are the United Kingdom, Ireland and the United States. The Company and some of its subsidiaries file income tax returns in the U.S. federal jurisdiction, various U.S. states, and certain foreign jurisdictions.

Income (loss) before taxes by tax jurisdiction is as follows:

---

| | | | |
|:---|:---|:---|:---|
| | **Years Ended December 31,** | **Years Ended December 31,** | **Years Ended December 31,** |
| *($ in thousands)* | **2025** | **2024** | **2023** |
| Jurisdiction |  |  |  |
| Domestic: |  |  |  |
| &nbsp;&nbsp;&nbsp;Bermuda | $722159 | $581915 | $247113 |
| Foreign: |  |  |  |
| &nbsp;&nbsp;&nbsp;United States | 30566 | 9122 | (2263) |
| &nbsp;&nbsp;&nbsp;United Kingdom | 71161 | 32249 | 12362 |
| &nbsp;&nbsp;&nbsp;Ireland | 1019 | (1726) | (1991) |
| Income (loss) before income tax | $824905 | $621560 | $255221 |

---

------

**Hamilton Insurance Group, Ltd.**

**Notes to the Consolidated Financial Statements**

Income tax expense (benefit) consists of the following components:

---

| | | | |
|:---|:---|:---|:---|
| | **Years Ended December 31,** | **Years Ended December 31,** | **Years Ended December 31,** |
| *($ in thousands)* | **2025** | **2024** | **2023** |
| Current income tax expense (benefit) |  |  |  |
| &nbsp;&nbsp;Bermuda | $— | $— | $— |
| &nbsp;&nbsp;United States | 14004 | 9928 | 10913 |
| &nbsp;&nbsp;United Kingdom | 32 | 91 | 61 |
| &nbsp;&nbsp;Ireland | (7) | (111) | 92 |
| &nbsp;&nbsp;&nbsp;&nbsp;Total current tax expense (benefit) | 14029 | 9908 | 11066 |
| Deferred income tax expense (benefit) |  |  |  |
| &nbsp;&nbsp;Bermuda |  | (375) | (35063) |
| &nbsp;&nbsp;United States | (1685) |  |  |
| &nbsp;&nbsp;United Kingdom | (27425) | (1027) | (1087) |
| &nbsp;&nbsp;Ireland | (43) | (104) | 18 |
| &nbsp;&nbsp;&nbsp;&nbsp;Total deferred tax expense (benefit) | (29153) | (1506) | (36132) |
| Total income tax expense (benefit) | $(15124) | $8402 | $(25066) |

---

------

**Hamilton Insurance Group, Ltd.**

**Notes to the Consolidated Financial Statements**

The following table reconciles taxes pursuant to the format prescribed by ASU 2023-09 *Income Taxes*, which requires expanded disclosures for all years beginning after December 15, 2024. Although the Company is not an in-scope company for purposes of the Bermuda Corporate income tax, the reconciliation is presented using Bermuda's statutory income tax rate for in-scope companies of 15%. This presentation as an in-scope company with adjustment for the effect of the Bermuda Limited International Footprint exemption aligns with the intent of ASU 2023-09.

---

| | | |
|:---|:---|:---|
| | **Year Ended December 31, 2025** | **Year Ended December 31, 2025** |
| *($ in thousands)* | **Amount** | **%** |
| **Bermuda statutory tax rate at 15%** | $123736 | 15.0% |
| **Foreign tax effects:** |  |  |
| **United Kingdom:** |  |  |
| &nbsp;&nbsp;Statutory tax rate differential | 7116 | 0.9% |
| &nbsp;&nbsp;Change in valuation allowance | (43392) | (5.3)% |
| **United States:** |  |  |
| &nbsp;&nbsp;Statutory tax rate differential | 1834 | 0.2% |
| &nbsp;&nbsp;State and local income taxes, net of federal benefit | 3 | 0.0% |
| &nbsp;&nbsp;Change in valuation allowance | (2429) | (0.3)% |
| &nbsp;&nbsp;Withholding tax | 9179 | 1.1% |
| **Ireland:** |  |  |
| &nbsp;&nbsp;Statutory tax rate differential | (25) | 0.0% |
| &nbsp;&nbsp;Change in valuation allowance | (128) | 0.0% |
| **Nontaxable or Nondeductible Items:** |  |  |
| &nbsp;&nbsp;Bermuda Limited International Footprint Exemption | (68820) | (8.3)% |
| &nbsp;&nbsp;Non-controlling interest | (39504) | (4.8)% |
| &nbsp;&nbsp;Share based compensation | (2582) | (0.3)% |
| &nbsp;&nbsp;Other | 242 | 0.0% |
| **Other adjustments** | (354) | 0.0% |
| &nbsp;&nbsp;&nbsp;&nbsp;Total income tax expense (benefit): | $(15124) | (1.8)% |

---

------

**Hamilton Insurance Group, Ltd.**

**Notes to the Consolidated Financial Statements**

For comparative purposes, the following table presents a reconciliation of taxes calculated using the historical 0% Bermudian statutory rate (the tax rate at which the majority of Hamilton Group's worldwide operations are effectively taxed) to the income tax expense (benefit) on pre-tax income (loss):

---

| | | | |
|:---|:---|:---|:---|
| | **Years Ended December 31,** | **Years Ended December 31,** | **Years Ended December 31,** |
| *($ in thousands)* | **2025** | **2024** | **2023** |
| Expected tax provision at Bermuda statutory tax rate of 0% | $— | $— | $— |
| Permanent differences: |  |  |  |
| &nbsp;&nbsp;&nbsp;Taxes on earnings subject to rate other than Bermuda statutory rate | 24336 | 9762 | 2182 |
| &nbsp;&nbsp;&nbsp;Change in valuation allowance | (45948) | (12496) | (3567) |
| &nbsp;&nbsp;&nbsp;Other permanent adjustments | (2316) | (318) | (42) |
| &nbsp;&nbsp;&nbsp;Other prior year adjustments | (408) | 2234 | 376 |
| &nbsp;&nbsp;&nbsp;&nbsp;Tax rate changes |  |  | 273 |
| &nbsp;&nbsp;&nbsp;&nbsp;Withholding tax | 9179 | 9381 | 10377 |
| &nbsp;&nbsp;Bermuda economic transition adjustment |  |  | (35063) |
| &nbsp;&nbsp;State income tax | 33 | (161) | 398 |
| &nbsp;&nbsp;&nbsp;&nbsp; Total income tax expense (benefit): | $(15124) | $8402 | $(25066) |

---

The following table presents net income tax (refunds) payments by jurisdiction for the years ended December 31, 2025, 2024 and 2023, respectively.

---

| | | | |
|:---|:---|:---|:---|
| | **Years Ended December 31,** | **Years Ended December 31,** | **Years Ended December 31,** |
| | **2025** | **2024** | **2023** |
| Bermuda corporate income tax | $— | $— | $— |
| Foreign taxes |  |  |  |
| &nbsp;&nbsp;United States | 16723 | 10661 | 4415 |
| &nbsp;&nbsp;Other foreign | (254) | (240) | (204) |
| &nbsp;&nbsp;&nbsp;&nbsp; Total net income tax payments (refunds) | $16469 | $10421 | $4211 |

---

Deferred tax assets and liabilities are valued at the tax rate at which they are expected to be realized. In June 2021, the U.K. enacted a tax rate of 25% with an effective date of April 1, 2023, an increase from the previous corporation tax rate of 19%. Accordingly, for the year ended November 30, 2021, the Company revalued all of its U.K. deferred tax assets and liabilities that were expected to reverse after December 31, 2023. Revaluations of U.K. deferred tax assets and liabilities continued to occur until January 1, 2024, when both the current and deferred tax rates were aligned at 25%. The revaluation of the deferred tax assets resulted in a tax expense (benefit) of $Nil, $Nil and $0.3 million for the years ended December 31, 2025, 2024 and 2023, respectively. The financial statement impact of the rate changes were offset in each period by a valuation allowance, resulting in a related net tax expense (benefit) after valuation allowance of $Nil, $Nil, and $0.1 million for the years ended December 31, 2025, 2024 and 2023, respectively.

------

**Hamilton Insurance Group, Ltd.**

**Notes to the Consolidated Financial Statements**

Deferred taxes reflect the net tax effects of temporary differences between the carrying amounts of assets and liabilities for financial reporting purposes and the amounts for tax purposes. The following table presents Hamilton Group's significant deferred tax assets and liabilities:

---

| | | |
|:---|:---|:---|
| | **December 31,** | **December 31,** |
| *($ in thousands)* | **2025** | **2024** |
| Deferred tax assets: |  |  |
| &nbsp;&nbsp;&nbsp;U.K. net operating loss carryforwards | $47307 | $45590 |
| &nbsp;&nbsp;&nbsp;U.S. net operating loss carryforwards | 3251 | 3255 |
| &nbsp;&nbsp;&nbsp;Ireland net operating loss carryforwards | 204 | 218 |
| &nbsp;&nbsp;&nbsp;Bermuda intangible assets | 28875 | 28875 |
| &nbsp;&nbsp;&nbsp;Reserve for losses and loss adjustment expenses | 11034 | 9198 |
| &nbsp;&nbsp;&nbsp;Unearned premium reserve | 5582 | 5486 |
| &nbsp;&nbsp;&nbsp;Share based compensation | 2853 | 5213 |
| &nbsp;&nbsp;&nbsp;Foreign tax credit | 2630 | 1949 |
| &nbsp;&nbsp;&nbsp;Capital loss carryforward | 1472 | 1733 |
| &nbsp;&nbsp;&nbsp;Other |  | 4258 |
| &nbsp;&nbsp;&nbsp;&nbsp;Total gross deferred tax assets | 103208 | 105775 |
| Less: valuation allowance | (17084) | (63032) |
| Total net deferred tax assets | 86124 | 42743 |
| Deferred tax liabilities: |  |  |
| &nbsp;&nbsp;&nbsp;U.K. intangible assets | (13163) | (14233) |
| &nbsp;&nbsp;&nbsp;Fixed assets | (2933) | (3520) |
| &nbsp;&nbsp;&nbsp;Lloyd's deferred taxable income | (18671) | (3340) |
| &nbsp;&nbsp;&nbsp;Other | (1000) | (446) |
| Total deferred tax liabilities | (35767) | (21539) |
| Net deferred tax asset (liability) | $50357 | $21204 |

---

Hamilton Group records a valuation allowance against deferred tax assets if it becomes more likely than not that all or a portion of a deferred tax asset will not be realized. Changes in valuation allowances from period to period are included in income tax expense (benefit) in the period of change. When evaluating the Company's ability to realize the benefit of its deferred tax assets, the Company considers the relevant impact of all available positive and negative evidence, including historical earnings, expected future earnings, carryback and carryforward periods and strategies (if available) that would result in the realization of a deferred tax asset. Future realization of the Company's deferred tax asset depends on the existence of sufficient taxable income of the appropriate character (for example, ordinary income versus capital gains) to utilize the deferred tax assets within the applicable carry-forward periods provided under the tax law.

Of the $17.1 million valuation allowance recorded at December 31, 2025, $9.2 million related to deferred tax assets on net operating losses and other deferred tax benefits in the U.K., $7.0 million related to deferred tax assets on net operating losses and other deferred tax benefits in the U.S. and $0.9 million related to deferred tax assets on net operating losses and other deferred tax benefits in Ireland. It is not expected that these companies will generate sufficient future taxable income to utilize their deferred tax assets.

In the fourth quarter of 2025, the Company recorded tax benefits of $43.4 million, $2.4 million and $0.2 million arising from the net release of valuation allowances against deferred tax assets in its U.K., U.S. and Irish domiciled subsidiaries, respectively. The Company's U.K. domiciled entities had previously built up substantial deferred tax assets, primarily due to net operating loss carryforwards, which primarily related to prior years' pre-tax losses in these entities. Valuation allowances had been established on these deferred tax assets prior to the fourth quarter of 2025 because the subsidiaries did not expect to earn sufficient future taxable income to utilize them. The profitability of the U.K. subsidiaries improved significantly in the past few years, supporting the conclusion that the majority of their deferred tax assets are realizable.

------

**Hamilton Insurance Group, Ltd.**

**Notes to the Consolidated Financial Statements**

The Company had the following net operating loss carry-forwards, inclusive of cumulative currency translation adjustments:

---

| | | | |
|:---|:---|:---|:---|
| *($ in thousands)* | **December 31, 2025** | **December 31, 2025** | **December 31, 2025** |
| **Tax jurisdiction** | **Losses Carried Forward** | **Tax <br>Effect** | **Expiration** |
| Bermuda | $— | $— | n/a |
| Ireland | 1633 | 204 | No expiry |
| United States | 15480 | 3251 | 2042-2045 |
| United Kingdom | $189227 | $47307 | No expiry |

---

Recognition of the benefit of a given tax position is based upon whether a company determines that it is more likely than not that a tax position will be sustained upon examination based upon the technical merits of the position. At December 31, 2025, the Company believes that it has no uncertain tax positions that, if challenged on technical merits, would cause a material effect on the Company's audited consolidated financial statements.

Hamilton Group classifies all interest and penalties on income taxes as part of income tax expense (benefit). During the years ended December 31, 2025, 2024 and 2023, the Company recognized less than $0.1 million interest income or expense. There was no accrued interest as of December 31, 2025. With few exceptions, Hamilton Group is no longer subject to tax examinations by U.S. federal or state examinations before 2022 or non-U.S. tax examinations before 2021.

**15. Commitments and Contingencies**

*Concentrations of Credit Risks*

Credit risk arises out of the failure of a counterparty to perform according to the terms of the contract. Instruments which potentially subject the Company to concentration of credit risk consist primarily of fixed maturity and short-term investments, cash and cash equivalents, premiums receivable and reinsurance balances recoverable. The Company limits the amount of credit exposure to any one financial institution and, except for the securities of the U.S. Government and U.S. Government related entities, none of the Company's fixed maturity and short-term investments exceeded 10% of shareholders' equity at December 31, 2025. The Company evaluates the financial condition of its reinsurers, who primarily consist of highly rated reinsurers and may require collateralization of those recoverable balances. See Note 2g, *Credit Loss Provisions* and Note 7, *Reinsurance*, for further details.

------

**Hamilton Insurance Group, Ltd.**

**Notes to the Consolidated Financial Statements**

*Operating Leases*

The Company leases office space under operating leases in Bermuda, the United States, the United Kingdom, and Ireland. These leases expire at various dates through 2030, with a weighted average lease term of 2.0 years. In accordance with ASU 2016-02 *Leases,* the Company's balance sheet reflects a $6.7 million and $9.1 million right of use asset in "Other assets" and a discounted lease liability of $7.1 million and $9.2 million in "Accounts payable and accrued expenses", as at December 31, 2025 and 2024, respectively. The discounted lease liability was calculated with reference to weighted average discount rates of 5.38% and 5.30% as at December 31, 2025 and 2024, respectively. Leases including renewal options are recorded on the balance sheet when management is reasonably certain the options will be exercised. Operating lease expense for the years ended December 31, 2025, 2024 and 2023 was $3.5 million, $3.4 million and $3.8 million, respectively.

Future minimum lease payments under the leases are expected to be as follows:

---

| | |
|:---|:---|
| *($ in thousands)* | **Minimum Lease Payments** |
| **Year ended December 31,** | **Minimum Lease Payments** |
| 2026 | $3110 |
| 2027 | 2815 |
| 2028 | 1299 |
| 2029 | 670 |
| 2030 | 118 |
| Thereafter |  |
| &nbsp;&nbsp;&nbsp;Total undiscounted lease liabilities | 8012 |
| Less: present value discount | (871) |
| &nbsp;&nbsp;&nbsp;Total recorded lease liability at present value | $7141 |

---

*Lloyd's Capital Requirements*

Lloyd's bases the capital funding requirements of the Company's corporate member, Hamilton Corporate Member Limited ("HCML"), on their latest approved Economic Capital Assessments which are determined by reference to their business plans, internal capital models, and actual performance, among other factors, as well as any other relevant corporate member obligations or receivables. Capital is in the form of Funds at Lloyd's ("FAL") which is generally available to settle the obligations of the corporate members.

Syndicate 4000 is solely supported by HCML. The Company's operations consist of a managing agent, Hamilton Managing Agency Limited, which manages the affairs of Syndicate 4000 on behalf of HCML.

The total available capital in support of the capital requirements for Syndicate 4000 is comprised of the following FAL:

---

| | |
|:---|:---|
| *($ in thousands)* | **December 31,<br>2025** |
| Unsecured LOC capacity | $260000 |
| Fixed income securities | 263135 |
| Cash | 1422 |
| &nbsp;&nbsp;&nbsp;Total | $524557 |

---

*Indemnifications* 

In the ordinary course of its business, the Company may enter into contracts or agreements that contain indemnifications. Future events could occur that lead to the execution of these provisions against the Company. Management currently believes that the likelihood of such an event is remote.

------

**Hamilton Insurance Group, Ltd.**

**Notes to the Consolidated Financial Statements**

*Litigation and Regulatory Matters*

The Company is subject to legal and regulatory investigations in the ordinary course of business. As at December 31, 2025, the Company was not a party to any material legal proceeding or investigation which is expected to have a material adverse effect on our results of operations, financial condition or liquidity.

**16. Related Party Transactions**

*Ada Capital Management Limited*

ACML is the Company's insurance agent authorized to underwrite on behalf of Ada Re, as more fully described in Note 1, *Organization*. The following tables summarize the impact of transactions with Ada Re:

---

| | | | |
|:---|:---|:---|:---|
| | **Years Ended December 31,** | **Years Ended December 31,** | **Years Ended December 31,** |
| *($ in thousands)* | **2025** | **2024** | **2023** |
| Reinsurance premiums ceded | $(11973) | $(21584) | $(19524) |
| Net premiums earned | (11972) | (21585) | (21744) |
| Other income (loss) | 14574 | 7434 | 8549 |
| Losses and loss adjustment expenses | 6453 | 7676 | 8702 |
| Acquisition costs | 2860 | 5126 | 5125 |
| &nbsp;&nbsp;&nbsp;Net gain (loss) on related party reinsurance | $11915 | $(1349) | $632 |

---

---

| | | |
|:---|:---|:---|
| | **December 31,** | **December 31,** |
| *($ in thousands)* | **2025** | **2024** |
| Paid losses recoverable | $1254 | $2278 |
| Unpaid losses and loss adjustment expenses recoverable | 11762 | 13262 |
| Other assets | 12438 | 970 |
| Reinsurance balances payable | $388 | $1670 |

---

------

**Hamilton Insurance Group, Ltd.**

**Notes to the Consolidated Financial Statements**

**17. Statutory Requirements** 

The Company is subject to the laws and statutory requirements of each jurisdiction in which the Company and its subsidiaries operate. These laws establish the Company's applicable minimum required statutory capital and surplus requirements and govern its ability to pay dividends. The minimum required statutory capital and surplus is the amount of statutory capital and surplus necessary to satisfy regulatory requirements based on the Company's current operations. The difference between statutory financial statements and statements prepared in accordance with GAAP varies by jurisdiction; however, the primary difference is that statutory financial statements generally do not reflect goodwill or intangible assets.

*Group*

The Bermuda Monetary Authority ("BMA") is the Company's group supervisor and its group capital and solvency requirements determine the minimum capital thresholds that Hamilton Group must meet. Hamilton Group is dependent on dividends from its subsidiaries to pay its operating and financing expenses.

The actual and minimum required statutory capital and surplus for the Company's principal operating subsidiaries by regulatory jurisdiction were as follows:

---

| | | | | | | | | |
|:---|:---|:---|:---|:---|:---|:---|:---|:---|
| | **Bermuda** <sup>(1)</sup> | **Bermuda** <sup>(1)</sup> | **United Kingdom** <sup>(2)</sup> | **United Kingdom** <sup>(2)</sup> | **Ireland** <sup>(3)</sup> | **Ireland** <sup>(3)</sup> | **United States**<sup>(4)</sup> | **United States**<sup>(4)</sup> |
| | **As at December 31,** | **As at December 31,** | **As at December 31,** | **As at December 31,** | **As at December 31,** | **As at December 31,** | **As at December 31,** | **As at December 31,** |
| *($ in thousands)* | **2025** | **2024** | **2025** | **2024** | **2025** | **2024** | **2025** | **2024** |
| Required statutory capital and surplus | $904258 | $739605 | $136974 | $125232 | $90087 | $77269 | $44062 | $33780 |
| Actual statutory capital and surplus | $2466485 | $2168031 | $773216 | $624596 | $148368 | $139446 | $113151 | $58017 |

---

____________

(1) Minimum statutory capital and surplus at December 31, 2025 for the Bermuda operating subsidiary is required to be maintained at the greater of a minimum solvency margin ("MSM"), as disclosed in the table above, and the Enhanced Capital Requirement ("ECR"), where applicable.

(2) Minimum statutory capital and surplus at December 31, 2025 for the U.K. operating entities is determined by reference to the entities' Solvency Capital Requirement and the Solvency II capital regime. U.K. operations are subject to Lloyd's requirements where underwriting members hold acceptable FAL and/or Syndicates hold acceptable Funds In Syndicate ("FIS") for their own account, in support of the total actual statutory capital and surplus amount. Actual statutory capital and surplus is comprised of an Economic Capital Assessment ("ECA"), derived from an approved Solvency II basis internal model, less any accumulated trading surpluses or plus any accumulated trading deficits, as calculated on a Solvency II basis.

(3) The Company's Irish operations are subject to the Solvency II regime, which requires insurance companies to hold assets that cover at least the best estimate of insurance liabilities, a risk margin, plus a risk-based Solvency Capital Requirement designed to protect against extreme stress events.

(4) Minimum statutory capital and surplus at December 31, 2025 for U.S. operating subsidiaries is determined with reference to the Company Action Level Risk-Based Capital requirements.

The statutory net income (loss) for the Company's principal operating subsidiaries by regulatory jurisdiction was as follows:

---

| | | | |
|:---|:---|:---|:---|
| | **Years Ended December 31,** | **Years Ended December 31,** | **Years Ended December 31,** |
| *($ in thousands)* | **2025** | **2024** | **2023** |
| Bermuda | $518454 | $432769 | $270309 |
| United Kingdom | 113395 | 61879 | 59778 |
| Ireland | 8662 | 8069 | (1911) |
| United States | $401 | $(12512) | $(13250) |

---

*Bermuda Operations*

Hamilton Re is subject to the requirements of the Insurance Act 1978, amendments thereto and Related Regulations of Bermuda (the "Insurance Act"). As a Class 4 (re)insurer, Hamilton Re must maintain capital at the greater of their MSM and their ECR, which are established by reference to the Bermuda Solvency Capital Requirement ("BSCR") model. The Insurance Act also requires Hamilton Re to maintain certain measures of solvency and liquidity.

Independent of the Insurance Act, the BMA has also established a target capital level ("TCL") for Class 4 (re)insurers, equal to 120% of their ECR. The TCL serves as an early warning tool for the BMA and failure to maintain statutory capital at least equal to the TCL will likely result in increased regulatory oversight. Hamilton Re's actual capital and surplus levels exceed the TCL at December 31, 2025.

------

**Hamilton Insurance Group, Ltd.**

**Notes to the Consolidated Financial Statements**

Hamilton Re's BSCR for the year ended December 31, 2025 must be filed with the BMA by April 30, 2026. As a result, the required statutory capital and surplus disclosed as of December 31, 2025 is based on the MSM. At December 31, 2025, the actual statutory capital and surplus of Hamilton Re was $2.5 billion and the MSM was $904.3 million.

Hamilton Re received approval from the BMA to treat its investment in TS Hamilton Fund as a "Relevant Asset" for the purpose of computing its "Liquidity Ratio" (under which relevant assets must be maintained at not less than 75% of relevant liabilities) in respect of 2025. Hamilton Re is in compliance with the Liquidity Ratio at December 31, 2025.

Under the Insurance Act, Hamilton Re is restricted as to the payment of dividends and/or distributions for amounts greater than 25% of the prior year's statutory capital and surplus. In addition, before reducing its total statutory capital by 15% or more (as set out in its previous year's statutory financial statements), as a Class 4 Bermuda insurance subsidiary, Hamilton Re must apply to the BMA for permission to do so. For the year ended December 31, 2025, Hamilton Re had capacity to pay dividends of $542.0 million without prior approval under Bermuda law, of which $220.5 million of dividends were paid during the year. It is estimated that Hamilton Re will have capacity to pay dividends of $616.6 million in 2026.

*United Kingdom Operations*

A U.K. company's ability to propose and pay dividends is dependent upon U.K. law and may require the approval of a local regulatory body where a minimum capital requirement applies.

As discussed in Note 15, *Commitments and Contingencies*, Lloyd's bases the capital funding requirements of the Company's corporate members on their latest approved Economic Capital Assessments. As of December 31, 2025, actual levels of solvency, liquidity, and capital were in compliance with the Lloyd's requirements.

Following distributions received from Hamilton Syndicate 4000, profits arising in HCML are available for distribution subject to U.K. law. Profits arising in HMA, which is subject to Lloyds' oversight and regulation by both the Prudential Regulation Authority ("PRA") and the Financial Conduct Authority ("FCA"), are available for distribution subject to U.K. law and the preservation of a minimum capital requirement calculated with reference to Lloyd's capital tests.

The PRA regulatory requirements impose no explicit restrictions on the U.K. subsidiaries' ability to pay a dividend, but the Company must notify the PRA 28 days prior to any proposed dividend payment. Dividends may only be distributed from profits available for distribution. It is estimated that Hamilton's U.K. subsidiaries will have capacity to pay dividends of $3.5 million in 2026.

*Ireland Operations*

HIDAC is regulated by the Central Bank of Ireland ("CBI") pursuant to the Insurance Acts 1909 to 2018 (as amended), the Central Bank Acts 1942 to 2018 and all statutory instruments relating to insurance made or adopted under the European Communities Acts 1972 to 2012, including the European Union (Insurance and Reinsurance) Regulations, 2015 (as amended) and the Solvency II regime. HIDAC is required to maintain the Minimum Capital Requirement ("MCR") and the Solvency Capital Requirement ("SCR") at all times. Capital requirements are calculated by reference to Solvency II definitions. If an entity falls below the MCR or SCR, the CBI is authorized to take action to restore the financial position of the subsidiary. HIDAC was at all times in compliance with these requirements for the year ended December 31, 2025.

The amount of dividends that HIDAC is permitted to distribute is restricted to accumulated realized profits that have not been capitalized or distributed, less accumulated realized losses that have not been written off. The solvency and capital requirements must still be met subsequent to any distribution. As at December 31, 2025, HIDAC did not have retained profits available for distribution.

*United States Operations*

The Company's U.S. insurance subsidiary is registered in Delaware and subject to restrictions on statutory net income and statutory surplus as determined in accordance with the relevant statutory accounting requirements established by the National Association of Insurance Commissioners, subject to state modifications thereof. They are also required to file annual statements with insurance regulatory authorities prepared in accordance with statutory accounting principles prescribed or permitted by such authorities. The U.S. insurance subsidiary is also generally required to maintain minimum levels of solvency and liquidity as determined by law and regulation, comply with regulatory capital requirements and licensing rules.

------

**Hamilton Insurance Group, Ltd.**

**Notes to the Consolidated Financial Statements**

Delaware law provides that an insurance company which is a member of an insurance holding company system and is domiciled in the state shall not pay dividends without giving prior notice to the Insurance Commissioner of Delaware and may not pay dividends without the approval of the Insurance Commissioner if the value of the proposed dividend, together with all other dividends and distributions made in the preceding twelve months, exceeds the greater of (1) 10% of statutory surplus or (2) net income, not including realized capital gains, each as reported in the prior year's statutory annual statement. In addition, no dividend may be paid in excess of unassigned earned surplus. As at December 31, 2025, the Company's U.S. insurance subsidiary did not have retained profits available for distribution.

**18**. **Subsequent Events** 

*Special Dividend*

On February 18, 2026, the Company's Board of Directors declared a special dividend of $2.00 per common share outstanding, which will result in an aggregate payment of approximately $206.0 million. The dividend is payable on March 30, 2026, to common shareholders of record on March 6, 2026.

*Share Repurchases* 

From January 1 to February 24, 2026, the Company repurchased 0.1 million Class B common shares at an aggregate cost of $1.9 million. As of February 24, 2026, $176.6 million remained available for repurchase under the Authorization.

------

**Index to Schedules to the Consolidated Financial Statements**

---

| | | |
|:---|:---|:---|
| | | Page |
| I | <u>[Summary of Investments other than Investments in Related Parties](#i065459bfec7643c7b86ee3a3e7500293_358)</u> | <u>S-[2](#i065459bfec7643c7b86ee3a3e7500293_358)</u> |
| II | <u>[Condensed Financial Information of Registrant](#i065459bfec7643c7b86ee3a3e7500293_361)</u> | <u>S-[3](#i065459bfec7643c7b86ee3a3e7500293_361)</u> |
| III | <u>[Supplementary Insurance Information](#i065459bfec7643c7b86ee3a3e7500293_370)</u> | <u>S-[6](#i065459bfec7643c7b86ee3a3e7500293_370)</u> |
| IV | <u>[Supplemental Schedule of Reinsurance](#i065459bfec7643c7b86ee3a3e7500293_373)</u> | <u>S-[7](#i065459bfec7643c7b86ee3a3e7500293_373)</u> |
| V | <u>[Valuation and Qualifying Accounts](#i065459bfec7643c7b86ee3a3e7500293_376)</u> | <u>S-[8](#i065459bfec7643c7b86ee3a3e7500293_376)</u> |
| VI | <u>[Supplementary Insurance Information Concerning Property-Casualty Insurance Operations](#i065459bfec7643c7b86ee3a3e7500293_379)</u> | <u>S-[9](#i065459bfec7643c7b86ee3a3e7500293_379)</u> |
| Schedules other than those listed above are omitted because they are not applicable. | Schedules other than those listed above are omitted because they are not applicable. | Schedules other than those listed above are omitted because they are not applicable. |

---

------

**SCHEDULE I**

**HAMILTON INSURANCE GROUP, LTD. AND SUBSIDIARIES**

**SUMMARY OF INVESTMENTS**

**OTHER THAN INVESTMENTS IN RELATED PARTIES**

**(THOUSANDS OF UNITED STATES DOLLARS)**

---

| | | | |
|:---|:---|:---|:---|
| *($ in thousands)* | **December 31, 2025** | **December 31, 2025** | **December 31, 2025** |
| **Type of investment** | **Cost or <br>Amortized Cost** | **Fair <br>Value** | **Amount at which shown in the balance sheet** |
| Fixed maturities: |  |  |  |
| Bonds: |  |  |  |
| &nbsp;&nbsp;&nbsp;&nbsp;U.S. government treasuries | $795780 | $797834 | $797834 |
| &nbsp;&nbsp;&nbsp;&nbsp;U.S. states, territories and municipalities | 12924 | 12960 | 12960 |
| &nbsp;&nbsp;&nbsp;&nbsp;Non-U.S. sovereign governments and supranationals | 108296 | 110861 | 110861 |
| &nbsp;&nbsp;&nbsp;&nbsp;Corporate | 1557582 | 1584144 | 1584144 |
| &nbsp;&nbsp;&nbsp;&nbsp;Residential mortgage-backed securities - Agency | 370516 | 365650 | 365650 |
| &nbsp;&nbsp;&nbsp;&nbsp;Residential mortgage-backed securities - Non-agency | 33052 | 32545 | 32545 |
| &nbsp;&nbsp;&nbsp;&nbsp;Commercial mortgage-backed securities - Non-agency | 94223 | 94698 | 94698 |
| &nbsp;&nbsp;&nbsp;&nbsp;Other asset-backed securities | 238567 | 239851 | 239851 |
| Total fixed maturities | $3210940 | 3238543 | 3238543 |
| Investments in Two Sigma Funds |  | 1587658 | 1587658 |
| Short-term investments |  | 200459 | 200459 |
| Total investments |  | $5026660 | $5026660 |

---

------

**SCHEDULE II**

**HAMILTON INSURANCE GROUP, LTD. (PARENT COMPANY)**

**CONDENSED FINANCIAL INFORMATION OF REGISTRANT**<sup>(1)</sup>

**CONDENSED STATEMENTS OF OPERATIONS AND COMPREHENSIVE INCOME**

**(THOUSANDS OF UNITED STATES DOLLARS)**

---

| | | |
|:---|:---|:---|
| | **December 31,** | **December 31,** |
| *($ in thousands)* | **2025** | **2024** |
| **Assets** |  |  |
| Cash and cash equivalents | $28753 | $13624 |
| Investment in subsidiaries | 2833752 | 2358386 |
| Intercompany loan receivable | 113423 | 113423 |
| Interest receivable on intercompany loan | 5555 | 5555 |
| Other assets | 7265 | 5036 |
| &nbsp;&nbsp;**Total assets** | $2988748 | $2496024 |
| **Liabilities and Shareholders' Equity** |  |  |
| **Liabilities** |  |  |
| Due to subsidiaries | $10293 | $11785 |
| Term loan payable | 149743 | 149945 |
| Accounts payable and accrued liabilities | 6613 | 5585 |
| &nbsp;&nbsp;**Total liabilities** | 166649 | 167315 |
| **Shareholders' Equity** |  |  |
| Common shares |  |  |
| &nbsp;&nbsp;Class A | 173 | 178 |
| &nbsp;&nbsp;Class B | 663 | 643 |
| &nbsp;&nbsp;Class C | 154 | 194 |
| Additional paid-in capital | 1134985 | 1163609 |
| Accumulated other comprehensive loss | (4441) | (4441) |
| Retained earnings | 1690565 | 1168526 |
| &nbsp;&nbsp;**Total shareholders' equity** | 2822099 | 2328709 |
| **Total liabilities and shareholders' equity** | $2988748 | $2496024 |

---

 

(1) The condensed financial information should be read in conjunction with the consolidated U.S. GAAP financial statements and notes thereto.

------

**SCHEDULE II**

**HAMILTON INSURANCE GROUP, LTD. (PARENT COMPANY)**

**CONDENSED FINANCIAL INFORMATION OF REGISTRANT – CONTINUED**<sup>(1)</sup>

**CONDENSED STATEMENTS OF OPERATIONS AND COMPREHENSIVE INCOME**

**(THOUSANDS OF UNITED STATES DOLLARS)**

---

| | | | |
|:---|:---|:---|:---|
| | **Years Ended December 31,** | **Years Ended December 31,** | **Years Ended December 31,** |
| *($ in thousands)* | **2025** | **2024** | **2023** |
| **Revenues** |  |  |  |
| Intercompany loan interest | $7436 | $7393 | $7296 |
| Net foreign exchange gains (losses) | (34) | 8 | 24 |
| Other income (loss) | (285) | 633 | 626 |
| **Total revenues** | 7117 | 8034 | 7946 |
| **Expenses** |  |  |  |
| General and administrative expenses | 56025 | 55011 | 52280 |
| Interest expense | 14277 | 16352 | 15500 |
| **Total expenses** | 70302 | 71363 | 67780 |
| Net income (loss) before equity in earnings of subsidiaries | (63185) | (63329) | (59834) |
| Equity in earnings of subsidiaries | 419355 | 266261 | 274538 |
| Dividend income | 220500 | 197497 | 44023 |
| **Net income (loss) attributable to common shareholders** | $576670 | $400429 | $258727 |

---

 

(1) The condensed financial information should be read in conjunction with the consolidated U.S. GAAP financial statements and notes thereto.

------

**SCHEDULE II**

**HAMILTON INSURANCE GROUP, LTD. (PARENT COMPANY)**

**CONDENSED FINANCIAL INFORMATION OF REGISTRANT – CONTINUED**<sup>(1)</sup>

**CONDENSED STATEMENTS OF CASH FLOWS**

**(THOUSANDS OF UNITED STATES DOLLARS)**

---

| | | | |
|:---|:---|:---|:---|
| | **Years Ended December 31,** | **Years Ended December 31,** | **Years Ended December 31,** |
| *($ in thousands)* | **2025** | **2024** | **2023** |
| **Cash flows provided by (used in) operating activities** |  |  |  |
| &nbsp;&nbsp;Net income (loss) attributable to common shareholders | $576670 | $400429 | $258727 |
| &nbsp;&nbsp;Less: dividend income and equity in earnings of subsidiaries | (639855) | (463758) | (318561) |
| Net income (loss) before equity in earnings of subsidiaries | (63185) | (63329) | (59834) |
| **Adjustments to reconcile net income (loss) to net cash provided by (used in) operating activities** |  |  |  |
| Other operating inflows (outflows) | 26676 | 18927 | 63035 |
| **Net cash provided by (used) in operating activities** | (36509) | (44402) | 3201 |
| **Cash flows provided by (used in) investing activities** |  |  |  |
| &nbsp;&nbsp;Other investing inflows (outflows) |  | (216) | (146) |
| &nbsp;&nbsp;Dividends from subsidiaries | 220500 | 197497 | 44023 |
| &nbsp;&nbsp;Capital contributions to subsidiaries | (56011) | (14199) | (113350) |
| **Net cash provided by (used in) investing activities** | 164489 | 183082 | (69473) |
| **Cash flows provided by (used in) financing activities** |  |  |  |
| &nbsp;&nbsp;Other financing inflows (outflows) | (311) |  |  |
| &nbsp;&nbsp;Repurchase of common shares | (112539) | (150350) | (2435) |
| &nbsp;&nbsp;Issuance of common shares | (1) | 396 | 82997 |
| **Net cash provided by (used in) financing activities** | (112851) | (149954) | 80562 |
| Net increase (decrease) in cash and cash equivalents | 15129 | (11274) | 14290 |
| Cash and cash equivalents, beginning of period | 13624 | 24898 | 10608 |
| Cash and cash equivalents, end of period | $28753 | $13624 | $24898 |

---

 

(1) The condensed financial information should be read in conjunction with the consolidated U.S. GAAP financial statements and notes thereto.

------

**SCHEDULE III**

**HAMILTON INSURANCE GROUP, LTD. AND SUBSIDIARIES**

**SUPPLEMENTARY INSURANCE INFORMATION**

**(THOUSANDS OF UNITED STATES DOLLARS)**

---

| | | | | | | | | | |
|:---|:---|:---|:---|:---|:---|:---|:---|:---|:---|
| | **December 31, 2025** | **December 31, 2025** | **December 31, 2025** | **Year Ended December 31, 2025** | **Year Ended December 31, 2025** | **Year Ended December 31, 2025** | **Year Ended December 31, 2025** | **Year Ended December 31, 2025** | **Year Ended December 31, 2025** |
| *($ in thousands)* | **Deferred policy acquisition costs** | **Future policy benefits, losses, claims and <br>loss adjustment expenses** | **Unearned premiums** | **Net premiums earned** | **Total net realized and unrealized gains (losses) on investments and net investment income (loss)**<sup>(1)</sup> | **Benefits, claims, losses, and settlement expenses** | **Amortization of deferred policy acquisition costs** | **Other operating expenses** | **Net premiums written** |
| International | $130297 | $2353853 | $753465 | $1055377 |  | $571298 | $276676 | $167221 | $1132061 |
| Bermuda | 126906 | 2061323 | 624009 | 1054399 |  | 687223 | 230614 | 54522 | 1155482 |
| &nbsp;&nbsp;Total | $257203 | $4415176 | $1377474 | $2109776 | $775132 | $1258521 | $507290 | $221743 | $2287543 |
|  | **December 31, 2024** | **December 31, 2024** | **December 31, 2024** | **Year Ended December 31, 2024** | **Year Ended December 31, 2024** | **Year Ended December 31, 2024** | **Year Ended December 31, 2024** | **Year Ended December 31, 2024** | **Year Ended December 31, 2024** |
| *($ in thousands)* | **Deferred policy acquisition costs** | **Future policy benefits, losses, claims and <br>loss adjustment expenses** | **Unearned premiums** | **Net premiums earned** | **Total net realized and unrealized gains (losses) on investments and net investment income (loss)**<sup>(1)</sup> | **Benefits, claims, losses, and settlement expenses** | **Amortization of deferred policy acquisition costs** | **Other operating expenses** | **Net premiums written** |
| International | $110032 | $1957679 | $650287 | $886934 |  | $498023 | $216971 | $148824 | $969605 |
| Bermuda | 98953 | 1574812 | 471990 | 847795 |  | 512150 | 171960 | 61189 | 951564 |
| &nbsp;&nbsp;Total | $208985 | $3532491 | $1122277 | $1734729 | $574674 | $1010173 | $388931 | $210013 | $1921169 |
|  | **December 31, 2023** | **December 31, 2023** | **December 31, 2023** | **Year Ended December 31, 2023** | **Year Ended December 31, 2023** | **Year Ended December 31, 2023** | **Year Ended December 31, 2023** | **Year Ended December 31, 2023** | **Year Ended December 31, 2023** |
| *($ in thousands)* | **Deferred policy acquisition costs** | **Future policy benefits, losses, claims and <br>loss adjustment expenses** | **Unearned premiums** | **Net premiums earned** | **Total net realized and unrealized gains (losses) on investments and net investment income (loss)**<sup>(1)</sup> | **Benefits, claims, losses, and settlement expenses** | **Amortization of deferred policy acquisition costs** | **Other operating expenses** | **Net premiums written** |
| International | $84983 | $1717422 | $547629 | $703508 |  | $362137 | $186698 | $127402 | $770399 |
| Bermuda | 71912 | 1312615 | 363593 | 615025 |  | 352466 | 122450 | 55763 | 710039 |
| &nbsp;&nbsp;Total | $156895 | $3030037 | $911222 | $1318533 | $239855 | $714603 | $309148 | $183165 | $1480438 |

---

 

(1) The Company does not manage its investments by reportable segment and therefore total net realized and unrealized gains (losses) on investments and net investment income (loss) is not allocated to each reportable segment.

------

**SCHEDULE IV**

**HAMILTON INSURANCE GROUP, LTD. AND SUBSIDIARIES**

**REINSURANCE**

**(THOUSANDS OF UNITED STATES DOLLARS)**

---

| | | | | | |
|:---|:---|:---|:---|:---|:---|
| *($ in thousands)* | **Gross premiums earned** | **Ceded to other companies** | **Assumed from other companies** | **Net <br>premiums earned** | **Percentage of amount assumed to net** |
| **Year ended December 31, 2025** |  |  |  |  |  |
| Premiums earned | $1376471 | $558172 | $1291477 | $2109776 | 61% |
| **Year ended December 31, 2024** |  |  |  |  |  |
| Premiums earned | 1180932 | 476798 | 1030595 | 1734729 | 59% |
| **Year ended December 31, 2023** |  |  |  |  |  |
| Premiums earned | $1016762 | $440607 | $742378 | $1318533 | 56% |

---

------

**SCHEDULE V**

**HAMILTON INSURANCE GROUP, LTD. AND SUBSIDIARIES**

**VALUATION AND QUALIFYING ACCOUNTS**

---

| | | | | |
|:---|:---|:---|:---|:---|
| *($ in thousands)* | **Opening Balance** | **Additions** | **Deductions** | **Closing Balance** |
| **December 31, 2025** |  |  |  |  |
| Allowance for expected credit losses<sup>(1)</sup> | $4462 | $699 | $— | $5161 |
| **December 31, 2024** |  |  |  |  |
| Allowance for expected credit losses<sup>(1)</sup> | 3687 | 782 | (7) | 4462 |
| **December 31, 2023** |  |  |  |  |
| Allowance for expected credit losses<sup>(1)</sup> | 3633 | 54 |  | 3687 |

---

 

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;(1) Deducted from Premiums receivable, and Paid losses recoverable and Unpaid losses and loss adjustment expenses recoverable.

------

**SCHEDULE VI**

**HAMILTON INSURANCE GROUP, LTD. AND SUBSIDIARIES**

**SUPPLEMENTAL INSURANCE INFORMATION CONCERNING**

**PROPERTY-CASUALTY INSURANCE OPERATIONS**

**(THOUSANDS OF UNITED STATES DOLLARS)**

---

| | | | | | | |
|:---|:---|:---|:---|:---|:---|:---|
| | **Deferred policy <br>acquisition costs** | **Reserves for unpaid claims and claim adjustments expenses** | **Discount, if any, deducted** | **Unearned premiums** | **Net premiums earned** | **Total net realized and unrealized gains (losses) on investments and net investment income (loss)** |
| *($ in thousands)* | **Deferred policy <br>acquisition costs** | **Reserves for unpaid claims and claim adjustments expenses** | **Discount, if any, deducted** | **Unearned premiums** | **Net premiums earned** | **Total net realized and unrealized gains (losses) on investments and net investment income (loss)** |
| **Affiliation with Registrant** | **Deferred policy <br>acquisition costs** | **Reserves for unpaid claims and claim adjustments expenses** | **Discount, if any, deducted** | **Unearned premiums** | **Net premiums earned** | **Total net realized and unrealized gains (losses) on investments and net investment income (loss)** |
| Consolidated subsidiaries |  |  |  |  |  |  |
| Year ended December 31, 2025 | $257203 | $4415176 | $— | $1377474 | $2109776 | $775132 |
| Year ended December 31, 2024 | 208985 | 3532491 |  | 1122277 | 1734729 | 574674 |
| Year ended December 31, 2023 | $156895 | $3030037 | $— | $911222 | $1318533 | $240066 |

---

---

| | | | | | |
|:---|:---|:---|:---|:---|:---|
| | | | **Amortization of deferred policy acquisition costs** | **Paid claims and claim adjusted expenses** | **Net premiums written** |
| *($ in thousands)* | **Claims and claims adjustment expenses incurred related to** | **Claims and claims adjustment expenses incurred related to** | **Amortization of deferred policy acquisition costs** | **Paid claims and claim adjusted expenses** | **Net premiums written** |
| **Affiliation with Registrant** | **Current Year** | **Prior Year** | **Amortization of deferred policy acquisition costs** | **Paid claims and claim adjusted expenses** | **Net premiums written** |
| Consolidated subsidiaries |  |  |  |  |  |
| Year ended December 31, 2025 | $1323451 | $(64930) | $507290 | $627301 | $2287543 |
| Year ended December 31, 2024 | 1030612 | (20439) | 388931 | 516766 | 1921169 |
| Year ended December 31, 2023 | $730220 | $(15617) | $309148 | $564798 | $1480438 |

---

## Exhibit 10.3

![](hg2023equityplan103001.jpg)

Exhibit 10.3 HAMILTON INSURANCE GROUP, LTD. 2023 EQUITY INCENTIVE PLAN 1. Purpose. The purpose of the Hamilton Insurance Group, Ltd. 2023 Equity Incentive Plan is to provide a means through which the Company and its Affiliates may attract and retain key personnel and to provide a means whereby directors, officers, employees, consultants and advisors (and prospective directors, officers, employees, consultants and advisors) of the Company and its Affiliates can acquire and maintain an equity interest in the Company, or be paid incentive compensation, which may (but need not) be measured by reference to the value of Common Shares, thereby strengthening their commitment to the welfare of the Company and its Affiliates and aligning their interests with those of the Company's stockholders. The Plan succeeds the Prior Plan for Awards granted on or after the Effective Date and no additional awards may be made under the Prior Plan on or after the Effective Date. The adoption and effectiveness of the Plan will not affect the terms or conditions of any awards granted under the Prior Plan prior to the Effective Date. 2. Definitions. The following definitions shall be applicable throughout the Plan. Capitalized terms used herein and not otherwise defined shall have the meaning given to them in the Bye-laws of the Company: (a) "Affiliate" means (i) any person or entity that directly or indirectly controls, is controlled by or is under common control with the Company and/or (ii) to the extent provided by the Committee, any person or entity in which the Company has a significant interest; provided, that, with respect to the award of any "stock right" within the meaning of Section 409A of the Code, such affiliate must qualify as a "service recipient" within the meaning of Section 409A of the Code and in applying Section 1563(a)(1), (2) and (3) of the Code for purposes of determining a controlled group of corporations under Section 414(b) of the Code and in applying Treasury Regulation Section 1.414(c)-2 for purposes of determining trades or businesses (whether or not incorporated) that are under common control for purposes of Section 414(c) of the Code, the language "at least 50 percent" is used instead of "at least 80 percent"; provided, further, that, in the case of an Incentive Stock Option, it shall mean a "parent corporation" or a "subsidiary corporation" within the meaning of Section 424 of the Code. The term "control" (including, with correlative meaning, the terms "controlling," "controlled by" and "under common control with"), as applied to any Person, means the possession, directly or indirectly, of the power to direct or cause the direction of the management and policies of such Person, whether through the ownership of voting or other securities, by contract or otherwise. (b) "Award" means, individually or collectively, any Incentive Stock Option, Nonqualified Stock Option, Stock Appreciation Right, Restricted Stock, Restricted Stock Unit, or Stock Bonus Award granted under the Plan. (c) "Award Agreement" means a written agreement (whether in paper or electronic medium (including email or the posting on a web site maintained by the Company or a third party under contract with the Company)), evidencing an Award. (d) "Board" means the Board of Directors of the Company.

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2 (e) "Bye-laws" means the bye-laws of the Company, as amended from time to time. (f) "Cause" means, (i) if the Participant is a party to an employment or consulting or similar agreement with the Company or an Affiliate and such agreement provides for a definition of Cause, the definition therein contained, or, (ii) if no such agreement exists, it shall mean: any of the following acts or occurrences as determined by the Company: (A) the Participant's indictment of or charge with respect to, conviction of, or pleading guilty or nolo contendere to a felony or equivalent offense or crime (other than a minor road traffic offense or other non-material offense not subject to a custodial sentence), in any case whether occurring before or after the Effective Date, (B) the Participant's gross negligence or willful misconduct in connection with the Participant's employment that causes or is likely to cause significant loss or damage to the Company or an Affiliate, (C) the Participant's conduct that constitutes fraud, material misrepresentation or embezzlement, (D) the Participant's material breach of any agreement with the Company or an Affiliate, or breach of any policy or procedure of the Company or an Affiliate, which, in the case of a non-recurring breach capable of being cured, remains uncured after five (5) days following notice by the Committee or the Company's Chief Executive Officer of such breach, (E) the Participant's habitual use of alcohol or illegal use of drugs (including narcotics) that materially impairs or is reasonably likely to materially impair the Participant's ability to perform the Participant's duties and responsibilities for the Company or an Affiliate, (F) the Participant's continued failure to substantially and/or satisfactorily perform the Participant's duties and responsibilities, which failure remains uncured after five (5) days following notice by the Committee or the Company's Chief Executive Officer of such failure, and/or (G) the Participant being the subject of a complaint or charge by a governmental agency, rating agency or self- regulatory organization for an alleged violation (whether occurring before or after the Effective Date) of any statute or regulation which has or is reasonably likely to have an adverse impact on the reputation and standing in the community of the Company or any Affiliate. (g) "Change in Control" means: (i) a change in ownership or control of the Company effected through a transaction or series of transactions (other than an offering of Common Shares to the general public through a registration statement filed with the U.S. Securities and Exchange Commission or similar non U.S. regulatory agency or pursuant to a Non-Control Transaction) whereby any "person" (as defined in Section 3(a)(9) of the Exchange Act) or any two or more persons deemed to be one "person" (as used in Sections 13(d)(3) and 14(d)(2) of the Exchange Act), other than the Company or any of its Affiliates, an employee benefit plan sponsored or maintained by the Company or any of its Affiliates (or its related trust), or any underwriter temporarily holding securities pursuant to an offering of such securities, directly or indirectly acquire "beneficial ownership" (within the meaning of Rule 13d-3 under the Exchange Act) of securities of the Company possessing more than fifty percent (50%) of the total combined voting power of the Company's securities eligible to vote in the election of the Board (the "Company Voting Securities"); (ii) the date, within any consecutive twenty-four (24)-month period commencing on or after the Effective Date, upon which individuals who constitute the Board as of the Effective Date (the "Incumbent Board") cease for any reason to constitute at least a majority of the Board; provided, however, that any individual who becomes a director subsequent to the Effective Date whose election or nomination for election by the Company's stockholders

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3 was approved by a vote of at least a majority of the directors then constituting the Incumbent Board (either by a specific vote or by approval of the proxy statement of the Company in which such individual is named as a nominee for director, without objection to such nomination) shall be considered as though such individual were a member of the Incumbent Board, but excluding, for this purpose, any such individual whose initial assumption of office occurs as a result of an actual or threatened election contest (including, but not limited to, a consent solicitation) with respect to the election or removal of directors or other actual or threatened solicitation of proxies or consents by or on behalf of a person other than the Board; or (iii) the consummation of a merger, consolidation, share exchange, or similar form of corporate transaction involving the Company or any of its Affiliates that requires the approval of the Company's stockholders (whether for such transaction, the issuance of securities in the transaction or otherwise) (a "Reorganization"), unless immediately following such Reorganization (A) more than fifty percent (50%) of the total voting power of (1) the corporation resulting from such Reorganization (the "Surviving Company") or (2) if applicable, the ultimate parent corporation that has, directly or indirectly, beneficial ownership of one hundred percent (100%) of the voting securities of the Surviving Company (the "Parent Company"), is represented by Company Voting Securities that were outstanding immediately prior to such Reorganization (or, if applicable, is represented by shares into which such Company Voting Securities were converted pursuant to such Reorganization), and such voting power among the holders thereof is in substantially the same proportion as the voting power of such Company Voting Securities among holders thereof immediately prior to such Reorganization, (B) no person, other than an employee benefit plan sponsored or maintained by the Surviving Company or the Parent Company (or its related trust), is or becomes the beneficial owner, directly or indirectly, of fifty percent (50%) or more of the total voting power of the outstanding voting securities eligible to elect directors of the Parent Company, or if there is no Parent Company, the Surviving Company, and (C) at least a majority of the members of the board of directors of the Parent Company, or if there is no Parent Company, the Surviving Company, following the consummation of such Reorganization are members of the Incumbent Board at the time of the Board's approval of the execution of the initial agreement providing for such Reorganization (any Reorganization which satisfies all of the criteria specified in clauses (A), (B), and (C) above shall be a "Non- Control Transaction"); or (iv) the sale or disposition, in one or a series of related transactions, of all or substantially all of the assets of the Company to any "person" (as defined in Section 3(a)(9) of the Exchange Act) or to any two or more persons deemed to be one "person" (as used in Sections 13(d)(3) and 14(d)(2) of the Exchange Act) other than the Company's Affiliates. Notwithstanding the foregoing, (A) a Change in Control shall not be deemed to occur solely because any person acquires beneficial ownership of fifty percent (50%) or more of the Company Voting Securities as a result of an acquisition of Company Voting Securities by the Company that reduces the number of Company Voting Securities outstanding; provided, that if after such acquisition by the Company such person becomes the beneficial owner of additional Company Voting Securities that increases the percentage of outstanding Company Voting Securities beneficially owned by such person, a Change in Control shall then be deemed to occur, and (B) with respect to the payment of any amount that constitutes a deferral of compensation subject to Section 409A of the Code payable upon a Change in Control, a Change in Control shall not be

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4 deemed to have occurred, unless the Change in Control constitutes a change in the ownership or effective control of the Company or in the ownership of a substantial portion of the assets of the Company under Section 409A(a)(2)(A)(v) of the Code. (h) "Code" means the United States Internal Revenue Code of 1986, as amended, and any successor thereto. Reference in the Plan to any section of the Code shall be deemed to include any regulations or other interpretative guidance under such section, and any amendments or successor provisions to such section, regulations or guidance. (i) "Committee" means the Compensation & Personnel Committee of the Board of Directors or, if no such committee has been appointed by the Board, the Board. (j) "Common Shares" means the Class B common shares, par value $0.01 per share, of the Company (or, if applicable, any stock or other securities into which such common shares have been converted or into which they have been exchanged). (k) "Company" means Hamilton Insurance Group, Ltd., a Bermuda exempted company. (l) "Continuous Service" means that the Participant's service with the Company or an Affiliate, whether as an employee, a director or consultant, is not interrupted or terminated (other than pursuant to a leave approved by the Company). The Participant's Continuous Service shall not be deemed to have terminated or been interrupted merely because of a change in the capacity in which the Participant renders service to the Company or an Affiliate as an employee, a director or consultant or a change in the entity for which the Participant renders such service; provided, that there is no interruption or termination of the Participant's service with the Company or an Affiliate. In a context where Section 409A of the Code applies or could have an effect on such Award, shall apply the definition of "separation from service" as provided in Section 1.409A- 1(h) of the Treasury Regulations promulgated thereunder. (m) "Date of Grant" means the date on which the Committee (or its authorized designee) grants an Award. (n) "Disability" means, (i) if the Participant is a party to an employment or consulting or similar agreement with the Company or an Affiliate and such agreement provides for a definition of Disability, the definition therein contained, or, (ii) if no such agreement exists, it shall mean that the Participant has been unable to perform the duties and responsibilities required of the Participant hereunder due to a physical and/or mental disability for a period of more than ninety (90) days, whether or not consecutive, during any one (1) year period; provided that any such periods may be extended at the sole discretion of the Committee. (o) "Effective Date" means the date immediately preceding the date upon which the registration statement on Form S-1 that is filed by the Company with respect to its initial public offering is declared effective by the Securities and Exchange Commission. (p) "Eligible Director" means a person who is a "non-employee director" within the meaning of Rule 16b-3 under the Exchange Act.

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5 (q) "Eligible Person" means any (i) individual employed by the Company or an Affiliate; provided, however, that no such employee covered by a collective bargaining agreement shall be an Eligible Person unless and to the extent that such eligibility is set forth in such collective bargaining agreement or in an agreement or instrument relating thereto; (ii) director of the Company or an Affiliate; (iii) consultant or advisor to the Company or an Affiliate; or (iv) prospective employees, directors, officers, consultants or advisors who have accepted offers of employment or consultancy from the Company or an Affiliate (and would satisfy the provisions of clauses (i) through (iii) above once he or she begins employment with or begins providing services to the Company or an Affiliate); provided, that such prospective service provider may not receive any payment or exercise any right relating to an Award until such Person has commenced employment or service with the Company or its Affiliates. (r) "Exchange Act" means the U.S. Securities Exchange Act of 1934, as amended, and any reference in the Plan to any section of (or rule promulgated under) the Exchange Act shall be deemed to include any rules, regulations or other interpretative guidance under such section or rule, and any amendments or successor provisions to such section, rules, regulations or guidance. (s) "Exercise Price" has the meaning given such term in Section 7(b) of the Plan. (t) "Fair Market Value" means, as of any date, the value of Common Shares determined as follows: (i) If the Common Shares are listed on a national exchange registered in the United States (or quoted in a securities quotation system), the average closing sale price of such shares on such exchange (or in such quotation system), or, if such shares are listed on (or quoted in) more than one such exchange (or quotation system), the closing sale price of the shares on the principal such exchange (or quotation system) on which such shares are then traded, or, if the Common Shares are not then listed on such an exchange (or quotation system) but are traded in the over-the-counter market, the average of the closing bid and asked quotations for the Common Shares in such market, in each case during the ten trading days ending on the applicable determination date; (ii) In the absence of an established market for the Common Shares, the Fair Market Value will be determined in good faith by the Committee; or (iii) To the extent applicable, Fair Market Value shall be determined in accordance with Section 409A of the Code. (u) "Good Reason" (i) if the Participant is a party to an employment or consulting or similar agreement with the Company or an Affiliate and such agreement provides for a definition of Good Reason, the definition therein contained, or, (ii) if no such agreement exists, it means (A) the assignment to Participant of duties that are significantly different from, and that result in a material diminution in the Participant's authority, duties or responsibilities. For the avoidance of doubt, a change in reporting structure or title, in and of itself, shall not be sufficient to constitute a Good Reason termination. Such change must also be accompanied by a material diminution of the Participant's authority, duties or responsibilities in order to satisfy this test; or (B) a reduction in the rate of Participant's Base Salary and Target Bonus; or (C) a material breach by the Company;

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6 provided that Participant shall have given the Company written notice specifying in reasonable detail the circumstances claimed to constitute Good Reason within thirty (30) days following the occurrence, without Participant's consent, of any of the events in clauses (A)–(C), and the Company shall not have cured the circumstances set forth in Participant's notice of termination within thirty (30) days of receipt of such notice. (v) "Incentive Stock Option" means an Option that is designated by the Committee as an incentive stock option as described in Section 422 of the Code and otherwise meets the requirements set forth in the Plan. (w) "Nonqualified Stock Option" means an Option that is not designated by the Committee as an Incentive Stock Option. (x) "Option" means an Award granted under Section 7 of the Plan. (y) "Option Period" has the meaning given such term in Section 7(c) of the Plan. (z) "Participant" means an Eligible Person who has been selected by the Committee to participate in the Plan and to receive an Award pursuant to Section 6 of the Plan. (aa) "Person" means an individual, company, corporation, partnership, trust, joint venture, limited liability company, unincorporated organization or other legal entity, or a government or any agency or political subdivision thereof. (bb) "Plan" means this Hamilton Insurance Group, Ltd. 2023 Equity Incentive Plan, as amended from time to time. (cc) "Prior Plan" means the Hamilton Insurance Group, Ltd. 2013 Equity Incentive Plan, as amended from time to time. (dd) "Restricted Period" means the period of time determined by the Committee during which an Award is subject to restrictions. (ee) "Restricted Stock Unit" means an unfunded and unsecured promise to deliver Common Shares, cash, other securities or other property, subject to certain restrictions (including, without limitation, a requirement that the Participant provide Continuous Service for a specified period of time), granted under Section 9 of the Plan. (ff) "Restricted Stock" means Common Shares, subject to certain specified restrictions (including, without limitation, a requirement that the Participant provide Continuous Service for a specified period of time), granted under Section 9 of the Plan. (gg) "SAR Period" has the meaning given such term in Section 8(c) of the Plan. (hh) "Securities Act" means the U.S. Securities Act of 1933, as amended, and any successor thereto. Reference in the Plan to any section of the Securities Act shall be deemed to include any rules, regulations or other interpretative guidance under such section, and any amendments or successor provisions to such section, rules, regulations or guidance.

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7 (ii) "Stock Appreciation Right" or "SAR" means an Award granted under Section 8 of the Plan. (jj) "Stock Bonus Award" means an Award granted under Section 10 of the Plan. (kk) "Strike Price" means, except as otherwise provided by the Committee in the case of Substitute Awards, (i) in the case of a SAR granted in tandem with an Option, the Exercise Price of the related Option, or (ii) in the case of a SAR granted independent of an Option, the Fair Market Value on the Date of Grant. (ll) "Substitute Award" has the meaning given such term in Section 5(f). 3. Effective Date; Duration. The Plan shall be effective as of the Effective Date. The expiration date of the Plan, on and after which date no Awards may be granted hereunder, shall be the tenth anniversary of the Effective Date, except that no Incentive Stock Options may be granted hereunder following the tenth (10th) anniversary of the earlier of (a) the date the Plan is adopted by the Board and (ii) the date the shareholders of the Company approve the Plan; provided, however, that such expiration shall not affect Awards then outstanding, and the terms and conditions of the Plan shall continue to apply to such Awards. 4. Administration. (a) The Committee (subject to Section 4(d) hereof) shall administer the Plan. To the extent required to comply with the provisions of Rule 16b-3 promulgated under the Exchange Act or the rules under the NYSE Listed Company Manual (if the Board is not acting as the Committee under the Plan), it is intended that each member of the Committee shall, at the time he or she takes any action with respect to an Award under the Plan, be an Eligible Director. However, the fact that a Committee member shall fail to qualify as an Eligible Director shall not invalidate any Award granted by the Committee that is otherwise validly granted under the Plan. (b) Subject to the provisions of the Plan (including Section 4(d) hereof) and applicable law, the Committee shall have the sole and plenary authority, in addition to other express powers and authorizations conferred on the Committee by the Plan, to: (i) designate Participants; (ii) determine the type or types of Awards to be granted to a Participant; (iii) determine the number of Common Shares to be covered by, or with respect to which payments, rights, or other matters are to be calculated in connection with, Awards; (iv) determine the terms and conditions of any Award; (v) determine whether, to what extent, and under what circumstances Awards may be settled or exercised in cash, Common Shares, other securities, other Awards or other property, or canceled, forfeited, or suspended and the method or methods by which Awards may be settled, exercised, canceled, forfeited, or suspended; (vi) determine whether, to what extent, and under what circumstances the delivery of cash, Common Shares, other securities, other Awards or other property and other amounts payable with respect to an Award shall be deferred either automatically or at the election of the Participant or of the Committee; (vii) interpret, administer, reconcile any inconsistency in, correct any defect in and/or supply any omission in the Plan, any Award Agreement or other instrument or agreement relating to the Plan or an Award granted thereunder; (viii) establish, amend, suspend, or waive any rules and regulations and appoint such agents as the Committee may deem appropriate for the proper administration of the Plan; (ix) accelerate the vesting or exercisability of, payment for or lapse of restrictions on, Awards; and (x) make any

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8 other determination and take any other action that the Committee deems necessary or desirable for the administration of the Plan. (c) Unless otherwise expressly provided in the Plan, all designations, determinations, interpretations, and other decisions under or with respect to the Plan or any Award Agreement shall be within the sole discretion of the Committee, may be made at any time and shall be final, conclusive and binding upon all persons or entities, including, without limitation, the Company, any Affiliate, any Participant, any holder or beneficiary of any Award, and any stockholder of the Company. (d) Notwithstanding anything to the contrary contained in the Plan, the Board may, in its sole discretion, at any time and from time to time, grant Awards and administer the Plan with respect to such Awards. In any such case, the Board shall have all the authority granted to the Committee under the Plan. (e) Notwithstanding anything herein or an Award Agreement to the contrary, all determinations made under the Plan shall be made consistent with the Bye-laws. 5. Grant of Awards; Shares Subject to the Plan. (a) The Committee may, from time to time, grant Options, Stock Appreciation Rights, Restricted Stock, Restricted Stock Units, and/or Stock Bonus Awards to one or more Eligible Persons. (b) Subject to Section 11 of the Plan, the total number of Common Shares reserved and available for Awards granted under the Plan shall equal the sum of (i) 8,561,440 Common Shares, and (ii) to the extent that an award outstanding under the Prior Plan as of the Effective Date is forfeited, cancelled, expires unexercised, is settled in cash or otherwise terminated without a delivery to the grantee of the full number of shares to which the award related, the number of shares that are undelivered, up to a maximum of 3,759,737 Common Shares. Unless the Committee acts, prior to the first day of a given fiscal year, to provide otherwise, the total number of Common Shares reserved and available for delivery in connection with Awards under the Plan will be increased on the first day of each fiscal year, for a period of not more than ten (10) years from the date the Plan was first approved by the stockholders of the Company, commencing on the first day of the second fiscal year following the Company's fiscal year in which the Effective Date occurs and ending (and including) the first day of the fiscal year commencing in 2033, in an amount equal to the lesser of (A) two percent (2%) of the outstanding Common Shares on the last day of the immediately preceding fiscal year, and (B) such number of Common Shares as is determined by the Committee. (c) No more than 8,561,440 Common Shares (subject to adjustment as provided in Section 11 hereof) reserved for issuance hereunder may be issued or transferred upon exercise or settlement of Incentive Stock Options. (d) Use of Common Shares to pay the required Exercise Price or tax obligations, or that are used or withheld to satisfy tax obligations of the Participant shall, notwithstanding anything herein to the contrary, not be available again for other Awards under the Plan. Other than with respect to Substitute Awards, Common Shares underlying Awards under this Plan that are

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9 forfeited, are cancelled, expire unexercised, or are settled in cash are available again for Awards under the Plan. (e) Common Shares delivered by the Company in settlement of Awards may be authorized and unissued shares, shares held in the treasury of the Company, shares purchased on the open market or by private purchase, or a combination of the foregoing. (f) Awards may, in the sole discretion of the Committee, be granted under the Plan in assumption of, or in substitution for, outstanding awards previously granted by an entity acquired by the Company or with which the Company combines ("Substitute Awards"). Except as may be required by reason of Section 422 of the Code, the number of Common Shares underlying any Substitute Awards shall not be counted against the aggregate number of Common Shares available for Awards under the Plan as contemplated by, as applicable, NYSE Listed Company Manual Section 303A.08 or other applicable stock exchange rules, and their respective successor rules and listing exchange promulgations. (g) Notwithstanding anything herein to the contrary, the maximum value of any Awards granted to a non-employee director of the Company in any one calendar year, taken together with any cash fees paid to such non-employee director during such calendar year in respect of the non-employee director's services as a member of the Board during such year, shall not exceed $750,000 (calculating the value of any such Awards based on the grant date fair value of such Awards for financial reporting purposes). 6. Eligibility. Participation shall be limited to Eligible Persons who have entered into an Award Agreement or who have received written notification from the Committee, or from a person designated by the Committee, that they have been selected to participate in the Plan. 7. Options. (a) Generally. Each Option granted under the Plan shall be evidenced by an Award Agreement. Each Option so granted shall be subject to the conditions set forth in this Section 7, and to such other conditions not inconsistent with the Plan as may be reflected in the applicable Award Agreement. All Options granted under the Plan shall be Nonqualified Stock Options unless the applicable Award Agreement expressly states that the Option is intended to be an Incentive Stock Option. Incentive Stock Options shall be granted only to Eligible Persons who are employees of the Company and its Affiliates, and no Incentive Stock Option shall be granted to any Eligible Person who is ineligible to receive an Incentive Stock Option under the Code. No Option shall be treated as an Incentive Stock Option unless the Plan has been approved by the stockholders of the Company in a manner intended to comply with the stockholder approval requirements of Section 422(b)(1) of the Code, provided that any Option intended to be an Incentive Stock Option shall not fail to be effective solely on account of a failure to obtain such approval, but rather such Option shall be treated as a Nonqualified Stock Option unless and until such approval is obtained. In the case of an Incentive Stock Option, the terms and conditions of such grant shall be subject to and comply with such rules as may be prescribed by Section 422 of the Code. If for any reason an Option intended to be an Incentive Stock Option (or any portion thereof) shall not qualify as an Incentive Stock Option, then, to the extent of such nonqualification, such Option or portion thereof shall be regarded as a Nonqualified Stock Option appropriately granted under the Plan.

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10 (b) Exercise Price. The exercise price ("Exercise Price") per Common Share for each Option shall not be less than one hundred percent (100%) of the Fair Market Value of such share determined as of the Date of Grant; provided, however, that, in the case of an Incentive Stock Option granted to an employee who, at the time of the grant of such Option, owns shares representing more than ten percent (10%) of the voting power of all classes of shares of the Company or any Affiliate, the Exercise Price per share shall not be less than one hundred ten percent (110%) of the Fair Market Value per share on the Date of Grant and provided further that, notwithstanding any provision herein to the contrary, the Exercise Price shall not be less than the par value per Common Share. (c) Vesting and Expiration. Options shall vest and become exercisable in such manner and on such date or dates determined by the Committee and set forth in an Award Agreement, and shall expire after such period, not to exceed ten (10) years, as may be determined by the Committee (the "Option Period"); provided, however, that the Option Period shall not exceed five (5) years from the Date of Grant in the case of an Incentive Stock Option granted to a Participant who on the Date of Grant owns shares representing more than ten percent (10%) of the voting power of all classes of shares of the Company or any Affiliate; provided, further, that, notwithstanding any vesting dates set by the Committee, the Committee may, in its sole discretion, accelerate the exercisability of any Option, which acceleration shall not affect the terms and conditions of such Option other than with respect to exercisability; but in no event shall an Option granted to an employee who is a non-exempt employee for purposes of overtime pay under the U.S. Fair Labor Standards Act of 1938 be exercisable earlier than six months after its date of grant. (d) Method of Exercise and Form of Payment. No Common Shares shall be delivered pursuant to any exercise of an Option until payment in full of the Exercise Price therefor is received by the Company and the Participant has paid to the Company an amount equal to any U.S. federal, state, local and non-U.S. income and employment taxes required to be withheld and has satisfied any other condition set forth in the applicable Award Agreement for exercise of such Option. Options that have become exercisable may be exercised by delivery of written or electronic notice of exercise to the Company in accordance with the terms of the Option accompanied by payment of the Exercise Price. The Exercise Price shall be payable (i) in cash or by check and; (ii) by such other method as the Committee may permit in accordance with applicable law, in its sole discretion, including without limitation: (A) in Common Shares or other property having a Fair Market Value on the date of exercise at least equal to the Exercise Price or (B) if there is a public market for the Common Shares at such time, by means of a broker-assisted "cashless exercise" pursuant to which the Company is delivered a copy of irrevocable instructions to a stockbroker to sell the Common Shares otherwise deliverable upon the exercise of the Option and to deliver promptly to the Company an amount equal to the Exercise Price or (C) by a "net exercise" method whereby the Company withholds from the delivery of the Common Shares for which the Option was exercised that number of Common Shares having a Fair Market Value equal to the aggregate Exercise Price for the Common Shares for which the Option was exercised. Any fractional Common Shares shall be settled in cash. (e) Notification upon Disqualifying Disposition of an Incentive Stock Option. Each Participant awarded an Incentive Stock Option under the Plan shall notify the Company in writing immediately after the date he or she makes a disqualifying disposition of any Common Shares acquired pursuant to the exercise of such Incentive Stock Option. A disqualifying disposition is

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11 any disposition (including, without limitation, any sale) of such Common Shares before the later of (i) two (2) years after the Date of Grant of the Incentive Stock Option or (ii) one (1) year after the date of exercise of the Incentive Stock Option. The Company may, if determined by the Committee and in accordance with procedures established by the Committee, retain possession of any Common Shares acquired pursuant to the exercise of an Incentive Stock Option as agent for the applicable Participant until the end of the period described in the preceding sentence. (f) Compliance With Laws, etc. Notwithstanding the foregoing, in no event shall a Participant be permitted to exercise an Option in a manner that the Committee determines would violate the Sarbanes-Oxley Act of 2002, if applicable, or any other applicable law or the applicable rules and regulations of the U.S. Securities and Exchange Commission, the Bermuda Monetary Authority or other similar regulatory authority or the applicable rules and regulations of any securities exchange or inter-dealer quotation system on which the securities of the Company are listed or traded. 8. Stock Appreciation Rights. (a) Generally. Each SAR granted under the Plan shall be evidenced by an Award Agreement. Each SAR so granted shall be subject to the conditions set forth in this Section 8, and to such other conditions not inconsistent with the Plan as may be reflected in the applicable Award Agreement. Any Option granted under the Plan may include tandem SARs. The Committee also may award SARs to Eligible Persons independent of any Option. (b) Strike Price. The Strike Price per Common Share for each SAR shall not be less than one hundred percent (100%) of the Fair Market Value of such share determined as of the Date of Grant; provided, however, that, notwithstanding any provision herein to the contrary, the Strike Price shall not be less than the par value per Common Share. (c) Vesting and Expiration. A SAR granted in connection with an Option shall become exercisable and shall expire according to the same vesting schedule and expiration provisions as the corresponding Option. A SAR granted independent of an Option shall vest and become exercisable and shall expire in such manner and on such date or dates determined by the Committee and shall expire after such period, not to exceed ten years, as may be determined by the Committee (the "SAR Period"); provided, however, that, notwithstanding any vesting dates set by the Committee, the Committee may, in its sole discretion, accelerate the exercisability of any SAR, which acceleration shall not affect the terms and conditions of such SAR other than with respect to exercisability. (d) Method of Exercise. SARs that have become exercisable may be exercised by delivery of written or electronic notice of exercise to the Company in accordance with the terms of the Award, specifying the number of SARs to be exercised and the date on which such SARs were awarded. (e) Payment. Upon the exercise of a SAR, the Company shall pay to the Participant an amount equal to the number of shares subject to the SAR that are being exercised multiplied by the excess, if any, of the Fair Market Value of one (1) Common Share on the exercise date over the Strike Price, less an amount equal to any U.S. federal, state, local and non-U.S. income and

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12 employment taxes to be withheld. The Company shall pay such amount in cash, in Common Shares valued at Fair Market Value, or any combination thereof, as determined by the Committee. Any fractional Common Share shall be settled in cash. 9. Restricted Stock and Restricted Stock Units. (a) Generally. Each grant of Restricted Stock and Restricted Stock Units shall be evidenced by an Award Agreement. Each such grant shall be subject to the conditions set forth in this Section 9, and to such other conditions not inconsistent with the Plan as may be reflected in the applicable Award Agreement. (b) Restricted Accounts; Escrow or Similar Arrangement. (i) Upon the grant of Restricted Stock, a book entry in a restricted account shall be established in the Participant's name and, if the Committee determines that the Restricted Stock shall be held by the Company or in escrow rather than held in such restricted account pending the release of the applicable restrictions, the Committee may require the Participant to additionally execute and deliver to the Company (A) an escrow agreement satisfactory to the Committee, if applicable, and (B) the appropriate share transfer form (endorsed in blank) with respect to the Restricted Stock covered by such agreement. If a Participant shall fail to execute an agreement evidencing an Award of Restricted Stock and, if applicable, an escrow agreement and transfer form (endorsed in blank) within the amount of time specified by the Committee, the Award shall be null and void. Subject to the restrictions set forth in this Section 9 and the applicable Award Agreement, the Participant generally shall have the right to receive dividends, if applicable; provided, that, unless otherwise set forth in an Award Agreement, dividends that are attributable to any particular share of Restricted Stock shall be withheld by the Committee and shall be distributed to the Participant upon the release of restrictions on such share and, if such share is forfeited, the Participant shall have no right to such dividends. To the extent shares of Restricted Stock are forfeited, any share certificates issued to the Participant evidencing such shares shall be returned to the Company, and all rights of the Participant to such shares and as a stockholder with respect thereto shall terminate without further obligation on the part of the Company. (ii) Upon the grant of Restricted Stock Units, a book entry in a separate ledger restricted unit account shall be established in the Participant's name. If a Participant shall fail to execute an agreement evidencing an Award of Restricted Stock Units within the amount of time specified by the Committee, the Award shall be null and void. Upon the settlement of the Restricted Stock Units pursuant to Section 9(d), such Restricted Stock Units shall no longer be credited to the restricted unit account. Unless otherwise set forth in an applicable Award Agreement, the Participant generally shall not have the right to receive dividends, if any, or dividend equivalents with respect to Restricted Stock Units prior to the settlement of the Restricted Stock Units; provided, that, if the grant of Restricted Stock Units includes a right to dividend equivalents and dividends are declared during the period that the Restricted Stock Units are outstanding, dividend equivalents that are attributable to any particular Restricted Stock Units shall be withheld by the Committee and shall be distributed to the Participant upon the release of the restrictions on such Restricted Stock Units and, if such Restricted Stock Units are forfeited, the Participant shall have no right to such dividend equivalents.

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13 (c) Vesting; Acceleration of Lapse of Restrictions. The vesting terms applicable to Awards granted under this Section 9 shall be set forth in an Award Agreement. (d) Delivery of Restricted Stock and Settlement of Restricted Stock Units. (i) Upon the expiration of the Restricted Period with respect to any shares of Restricted Stock, the restrictions set forth in the applicable Award Agreement shall be of no further force or effect with respect to such shares, except as set forth in the applicable Award Agreement. If an escrow arrangement is used, upon such expiration, the Company shall deliver to the Participant, or his or her beneficiary, without charge, the share certificate evidencing the shares of Restricted Stock that have not then been forfeited and with respect to which the Restricted Period has expired (rounded down to the nearest full share). Dividends, if any, that may have been withheld by the Committee and attributable to any particular share of Restricted Stock shall be distributed to the Participant in cash or, at the sole discretion of the Committee, in shares of Common Stock having a Fair Market Value equal to the amount of such dividends, upon the release of restrictions on such share and, if such share is forfeited, the Participant shall have no right to such dividends (except as otherwise set forth by the Committee in the applicable Award Agreement). (ii) Unless otherwise provided by the Committee in an Award Agreement, upon the expiration of the Restricted Period with respect to any outstanding Restricted Stock Units, the Company shall deliver to the Participant, or his or her beneficiary, without charge, one (1) Common Share for each such outstanding Restricted Stock Unit, save in the case of performance vesting Restricted Stock Units under which a Participant may be eligible to receive more than one (1) Common Share for each such outstanding performance vesting Restricted Stock Unit, depending on the level of performance attainment relative to objectives and targets established by the Committee; provided, however, that the Committee may, in its sole discretion, elect to (A) pay cash or part cash and part Common Shares in lieu of delivering only Common Shares in respect of such Restricted Stock Units or (B) defer the delivery of Common Shares (or cash or part Common Shares and part cash, as the case may be) beyond the expiration of the Restricted Period if such delivery would result in a violation of applicable law until such time as is no longer the case. If a cash payment is made in lieu of delivering Common Shares, the amount of such payment shall be equal to the Fair Market Value of the Common Shares as of the date on which the Restricted Period lapsed with respect to such Restricted Stock Units, less an amount equal to any U.S. federal, state, local and non-U.S. income and employment taxes required to be withheld. 10. Stock Bonus Awards. The Committee may issue unrestricted Common Shares, or other Awards denominated in Common Shares, under the Plan to Eligible Persons, either alone or in tandem with other awards, in such amounts as the Committee shall from time to time in its sole discretion determine. Each Stock Bonus Award granted under the Plan shall be evidenced by an Award Agreement. Each Stock Bonus Award so granted shall be subject to such conditions not inconsistent with the Plan as may be reflected in the applicable Award Agreement. 11. Changes in Capital Structure and Similar Events. Unless otherwise provided in an Award Agreement, in the event of (a) any extraordinary dividend or other distribution (whether in the form of cash, Common Shares, other securities or other property), recapitalization, stock split, reverse stock split, reorganization, merger, amalgamation, consolidation, split-up, split-off, combination, repurchase or exchange of Common Shares or other securities of the Company, issuance of warrants or other rights to acquire Common Shares or other securities of the Company,

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14 or other similar corporate transaction or event (including, without limitation, a Change in Control) that affects the Common Shares, or (b) unusual or nonrecurring events (including, without limitation, a Change in Control) affecting the Company, any Affiliate, or the financial statements of the Company or any Affiliate, or changes in applicable rules, rulings, regulations or other requirements of any governmental body or securities exchange or inter-dealer quotation system, accounting principles or law, such that in either case an adjustment is determined by the Committee in its sole discretion to be necessary or appropriate, then the Committee shall make any such adjustments in such manner as it may deem equitable, including without limitation any or all of the following: (i) adjusting any or all of (A) the number of Common Shares or other securities of the Company (or number and kind of other securities or other property, including cash) that may be delivered in respect of Awards or with respect to which Awards may be granted under the Plan and (B) the terms of any outstanding Award, including, without limitation, (1) the number of Common Shares or other securities of the Company (or number and kind of other securities or other property, including cash) subject to outstanding Awards or to which outstanding Awards relate, (2) the Exercise Price or Strike Price with respect to any Award or (3) any applicable performance measures; (ii) adjusting the performance criteria in respect of an Award; (iii) providing for a substitution or assumption of Awards, accelerating the exercisability of, lapse of restrictions on, or termination of, Awards or providing for a period of time for exercise prior to the occurrence of such event; and (iv) canceling any one or more outstanding Awards and causing to be paid to the holders thereof, in cash, Common Shares, other securities or other property, or any combination thereof, the value of such Awards, if any, as determined by the Committee (which if applicable may be based upon the price per Common Share received or to be received by other stockholders of the Company in such event), including without limitation, in the case of an outstanding Option or SAR, a cash payment in an amount equal to the excess, if any, of the Fair Market Value (as of a date specified by the Committee) of the Common Shares subject to such Option or SAR over the aggregate Exercise Price or Strike Price of such Option or SAR, respectively (it being understood that, in such event, Option or SAR having a per share Exercise Price or Strike Price equal to, or in excess of, the Fair Market Value of a Common Share subject thereto may be canceled and terminated without any consideration therefor); provided, however, that any adjustment in Incentive Stock Options under this Section 11 (other than any cancellation of Incentive Stock Options) shall be made only to the extent not constituting a "modification" within the meaning of Section 424(h)(3) of the Code, and any adjustments under this Section 11 shall be made in a manner that does not adversely affect the exemption provided pursuant to Rule 16b-3 under the Exchange Act, to the extent applicable. Any adjustment made by the Company hereunder shall be conclusive and binding for all purposes. 12. Effect of Change in Control. Unless otherwise determined by the Committee or evidenced in an Award Agreement, the provisions of this Section 12 shall apply, as applicable:

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15 (a) With respect to each outstanding Award that is assumed or substituted by the acquiring entity or ultimate parent in connection with a Change in Control and in the event of a termination of a Participant's employment or service, including termination with Good Reason, (in any case, other than for Cause) within a period of twelve months commencing on the date of the Change in Control, on the date of such termination (i) such Award shall become fully vested and, if applicable, immediately exercisable, (ii) the restrictions, payment conditions and forfeiture conditions applicable to any such Award granted shall lapse, and (iii) all incomplete performance periods in effect on the date of a Change in Control shall end on the date of such Change in Control with all applicable performance conditions being deemed to have been achieved based on the Participant's estimated performance but, in any event, not less than target performance (as reduced pro-rata to reflect the portion of the year worked by the Participant prior to termination of their employment). (b) In the event of a Change in Control, in connection with which the Awards are not assumed or substituted by the acquiring entity or ultimate parent, the Committee may provide, in its sole discretion, for the cancellation of any portion of the Awards that remain outstanding as of the date of the Change in Control in exchange for payment in cash or other property, and in the same form as the consideration paid in the transaction resulting in the Change in Control, equal to (i) the excess (if any) of the per share transaction consideration over the Exercise Price or Strike Price multiplied by the number of Common Shares underlying such Option or SAR, respectively, and (ii) with respect to an Award other than an Option or SAR, the per share transaction consideration, multiplied by the number of any Common Shares subject to such Award. (c) For purposes of this Section 12, an Award shall be considered assumed or substituted by the acquiring entity or ultimate parent if (i) the Award remains subject to substantially similar terms and conditions that were applicable to the Award immediately prior to the Change in Control except that the Award instead confers the right to receive common stock of the acquiring entity or in the case of an amalgamation, the amalgamated company or its parent and (ii) immediately following the Change in Control, the aggregate economic value of the Award is preserved. By way of example, without limitation, for this purpose the economic value shall mean (A) with respect to an Option, the excess (if any) of the per share transaction consideration over the Exercise Price multiplied by the number of Common Shares underlying such Option, and (B) with respect to a Restricted Stock Unit, the per share transaction consideration, multiplied by the number of any Common Shares subject to such Restricted Stock Unit. 13. Amendments and Termination. (a) Amendment and Termination of the Plan. The Board may amend, alter, suspend, discontinue, or terminate the Plan or any portion thereof at any time; provided, that no such amendment, alteration, suspension, discontinuation or termination shall be made without stockholder approval if such approval is necessary to comply with any tax or regulatory requirement applicable to the Plan (including, without limitation, as necessary to comply with any rules or requirements of any securities exchange or inter-dealer quotation system on which the Common Shares may be listed or quoted); provided, further, that any such amendment, alteration, suspension, discontinuance or termination that would materially and adversely affect the rights of any Participant or any holder or beneficiary of any Award theretofore granted shall not to that

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16 extent be effective without the consent of the affected Participant, holder or beneficiary, except as provided in Section 14(i). (b) Amendment of Award Agreements. The Committee may, to the extent consistent with the terms of any applicable Award Agreement, waive any conditions or rights under, amend any terms of, or alter, suspend, discontinue, cancel or terminate, any Award theretofore granted or the associated Award Agreement, prospectively or retroactively; provided that any such waiver, amendment, alteration, suspension, discontinuance, cancellation or termination that would materially and adversely affect the rights of any Participant with respect to any Award theretofore granted shall not to that extent be effective without the consent of the affected Participant; provided, further, that the Committee may not take any action without stockholder approval to the extent that stockholder is necessary to comply with any applicable tax or regulatory requirement. (c) No Repricing of Awards Without Stockholder Approval. Notwithstanding Sections 13(a) or 13(b) above, or any other provision of the Plan, the repricing of Awards shall not be permitted without stockholder approval. For this purpose, a "repricing" means any of the following (or any other action that has the same effect as any of the following): (i) changing the terms of an Award to lower its exercise or base price (other than on account of capital adjustments resulting from share splits, etc., as described in Section 11 hereof), (ii) any other action that is treated as a repricing under GAAP, and (iii) repurchasing for cash or canceling an Award in exchange for another Award at a time when its exercise or base price is greater than the Fair Market Value of the underlying Stock, unless the cancellation and exchange occurs in connection with an event set forth in Section 11 hereof. 14. General. (a) Award Agreements. Each Award under the Plan shall be evidenced by an Award Agreement, which shall be delivered to the Participant and shall specify the terms and conditions of the Award and any rules applicable thereto, including without limitation, the effect on such Award of the termination of the Participant's Continuous Service with the Company or its Affiliates, or of such other events as may be determined by the Committee. (b) Non-Transferability. Each Award shall be exercisable only by a Participant during the Participant's lifetime, or, if permissible under applicable law, by the Participant's legal guardian or representative. No Award may be assigned, alienated, pledged, attached, sold or otherwise transferred or encumbered by a Participant other than by will or by the laws of descent and distribution and any such purported assignment, alienation, pledge, attachment, sale, transfer or encumbrance shall be void and unenforceable against the Company or an Affiliate; provided that the designation of a beneficiary shall not constitute an assignment, alienation, pledge, attachment, sale, transfer or encumbrance. (c) Clawback/Recoupment Policy. Notwithstanding anything contained herein to the contrary, all Awards granted under the Plan shall be and remain subject to any incentive compensation clawback or recoupment policy currently in effect or as may be adopted by the Board (or a committee or subcommittee of the Board) and, in each case, as may be amended from time to time. No such policy adoption or amendment shall in any event require the prior consent of any Participant. No recovery of compensation under such a clawback policy will be an event

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17 giving rise to a right to resign for Good Reason or "constructive termination" (or similar term) under the Plan or any agreement with the Company or any of its Affiliates. In the event that an Award is subject to more than one such policy, the policy with the most restrictive clawback or recoupment provisions shall govern such Award, subject to applicable law. (d) Data Privacy. As a condition of receipt of any Award, each Participant explicitly and unambiguously consents to the collection, use, and transfer, in electronic or other form, of personal data as described in this Section 14(d) by and among, as applicable, the Company and its Affiliates for the exclusive purpose of implementing, administering, and managing the Plan and Awards and the Participant's participation in the Plan. In furtherance of such implementation, administration, and management, the Company and its Affiliates may hold certain personal information about a Participant, including, but not limited to, the Participant's name, home address, telephone number, date of birth, social security or insurance number or other identification number, salary, nationality, job title(s), information regarding any securities of the Company or any of its Affiliates, and details of all Awards (the "Data"). In addition to transferring the Data amongst themselves as necessary for the purpose of implementation, administration, and management of the Plan and Awards and the Participant's participation in the Plan, the Company and its Affiliates may each transfer the Data to any third parties assisting the Company in the implementation, administration, and management of the Plan and Awards and the Participant's participation in the Plan. Recipients of the Data may be located in the Participant's country or elsewhere, and the Participant's country and any given recipient's country may have different data privacy laws and protections. By accepting an Award, each Participant authorizes such recipients to receive, possess, use, retain, and transfer the Data, in electronic or other form, for the purposes of assisting the Company in the implementation, administration, and management of the Plan and Awards and the Participant's participation in the Plan, including any requisite transfer of such Data as may be required to a broker or other third party with whom the Company or the Participant may elect to deposit any Common Shares. The Data related to a Participant will be held only as long as is necessary to implement, administer, and manage the Plan and Awards and the Participant's participation in the Plan. A Participant may, at any time, view the Data held by the Company with respect to such Participant, request additional information about the storage and processing of the Data with respect to such Participant, recommend any necessary corrections to the Data with respect to the Participant, or refuse or withdraw the consents herein in writing, in any case without cost, by contacting his or her local human resources representative. The Company may cancel the Participant's eligibility to participate in the Plan, and in the Committee's discretion, the Participant may forfeit any outstanding Awards if the Participant refuses or withdraws the consents described herein. For more information on the consequences of refusal to consent or withdrawal of consent, Participants may contact their local human resources representative. (e) Tax Withholding. (i) A Participant shall be required to pay to the Company or any Affiliate, and the Company or any Affiliate shall have the right and is hereby authorized to withhold, from any cash, Common Shares, other securities or other property deliverable under any Award or from any compensation or other amounts owing to a Participant, the amount (in cash, Common Shares, other securities or other property) of any withholding taxes or other amounts in respect of an Award, its exercise, or any payment or transfer under an Award or under the Plan and to take such other action as may be necessary in the opinion of the Committee or the Company to satisfy all obligations for the payment of such withholding and taxes.

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18 (ii) Without limiting the generality of clause (i) above, the Committee may, in its sole discretion, permit a Participant to satisfy, in whole or in part, the foregoing withholding liability by (A) the delivery of Common Shares owned by the Participant having a Fair Market Value equal to such withholding liability or (B) having the Company withhold from the number of Common Shares otherwise issuable or deliverable pursuant to the exercise or settlement of the Award or to arrange a mandatory "sell to cover" on the Participant's behalf (without further authorization) a number of shares with a Fair Market Value equal to such withholding liability (but no more than the maximum required statutory withholding liability in the Participant's applicable jurisdictions), but in no event will the Company withhold Common Shares or "sell to cover" if such withholding would result in adverse accounting or compliance consequences to the Company. The maximum tax-related obligations are based on the applicable rates of the relevant tax authorities (for example, federal, state and local), including the Participant's share of payroll or similar taxes, as provided in the tax law, regulations or the authority's administrative practices, not to exceed the highest statutory rate in that jurisdiction. Any elections to have Common Shares withheld or sold for this purpose will be made in accordance with the requirements established by the Committee for such elections and be in writing in a form acceptable to the Committee. (f) No Claim to Awards; No Rights to Continued Employment; Waiver. No employee of the Company or an Affiliate, or other person, shall have any claim or right to be granted an Award under the Plan or, having been selected for the grant of an Award, to be selected for a grant of any other Award. There is no obligation for uniformity of treatment of Participants or holders or beneficiaries of Awards. The terms and conditions of Awards and the Committee's determinations and interpretations with respect thereto need not be the same with respect to each Participant and may be made selectively among Participants, whether or not such Participants are similarly situated. Neither the Plan nor any action taken hereunder shall be construed as giving any Participant any right to be retained in the Continuous Service of the Company or an Affiliate, nor shall it be construed as giving any Participant any rights to continued service on the Board. The Company or any of its Affiliates may at any time dismiss a Participant from employment or discontinue any consulting or other relationship, free from any liability or any claim under the Plan, unless otherwise expressly provided in the Plan or any Award Agreement. By accepting an Award under the Plan, a Participant shall thereby be deemed to have waived any claim to continued exercise or vesting of an Award or to damages or severance entitlement related to non-continuation of the Award beyond the period provided under the Plan or any Award Agreement, notwithstanding any provision to the contrary in any written employment contract or other agreement between the Company and its Affiliates and the Participant, whether any such agreement is executed before, on or after the Date of Grant. (g) International Participants. With respect to Participants who reside or work outside of Bermuda, the Committee may in its sole discretion amend the terms of the Plan or outstanding Awards with respect to such Participants (or adopt a sub-plan) in order to conform such terms with the requirements of local law or to obtain more favorable tax or other treatment for a Participant, the Company or its Affiliates. (h) Death, Designation and Change of Beneficiary. Upon a Participant's death, and as set forth in an Award Agreement, Awards (or any part thereof) granted to such Participant shall immediately become fully vested and exercisable as of the date of death. Each Participant may file with the Committee a written designation of one or more persons as the beneficiary(ies) who shall

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19 be entitled to receive the amounts payable with respect to an Award, if any, due under the Plan upon his or her death. A Participant may, from time to time, revoke or change his or her beneficiary designation without the consent of any prior beneficiary by filing a new designation with the Committee. The last such designation received by the Committee shall be controlling; provided, however, that no designation, or change or revocation thereof, shall be effective unless received by the Committee prior to the Participant's death, and in no event shall it be effective as of a date prior to such receipt. If no beneficiary designation is filed by a Participant, the beneficiary shall be deemed to be his or her spouse or, if the Participant is unmarried at the time of death, his or her estate. (i) Disability. Upon a Participant's Disability, and as set forth in an Award Agreement, Awards (or any part thereof) granted to such Participant shall immediately become fully vested and exercisable by the Participant (or their legal representative) as of the date of Disability. The Committee shall determine whether a Participant has incurred a Disability and the effective date thereof, and may require such medical or other evidence as it deems necessary or advisable to make such determination. (j) Termination of Employment/Service; Change in Time Commitment. Unless determined otherwise by the Committee at any point following such event: (i) neither a temporary absence from employment or service due to illness, vacation or leave of absence nor a transfer from employment or service with the Company to employment or service with an Affiliate (or vice-versa) shall be considered a termination of Continuous Service with the Company or an Affiliate; and (ii) if a Participant's employment with the Company and its Affiliates terminates, but such Participant continues to provide Continuous Service to the Company and its Affiliates in a non-employee capacity (or vice-versa), such change in status shall not be considered a cessation of Continuous Service with the Company or an Affiliate. In the event a Participant's regular level of time commitment in the performance of his or her services for the Company or any of its Affiliates is reduced (for example, and without limitation, if the Participant is an employee of the Company and the employee has a change in status from a full-time employee to a part-time employee) after the date of grant of any Award to the Participant, the Committee has the right in its sole discretion to (A) make a corresponding reduction in the number of Common Shares subject to any portion of such Award that is scheduled to vest or become payable after the date of such change in time commitment, and (B) in lieu of or in combination with such a reduction, extend the vesting or payment schedule applicable to such Award. In the event of any such reduction, the Participant will have no right with respect to any portion of the Award that is so reduced or extended. (k) Treatment of Awards Upon a Retirement. Upon a Participant's retirement, and as determined by the Committee and set forth in an Award Agreement, Awards (or any part thereof) granted to such Participant may accelerate, continue to vest, provide for an extended period of time in which to exercise an Award upon a Participant's termination of employment or service with the Company or an Affiliate or contain any other terms and conditions as the Committee deems appropriate; provided, however, that in no event shall a Participant be eligible for retirement benefits for purposes of any Award prior to the completion of at least five (5) complete years of Continuous Service.

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20 (l) No Rights as a Stockholder. Except as otherwise specifically provided in the Plan or any Award Agreement, no person shall be entitled to the privileges of ownership in respect of Common Shares that are subject to Awards hereunder until such shares have been issued or delivered to that person, such person's name is entered in the register of stockholders and such person satisfies all conditions hereunder, in the Bye-laws and in the Award Agreement. (m) Government and Other Regulations. The obligation of the Company to settle Awards in Common Shares or other consideration shall be subject to all applicable laws, rules, and regulations, and to such approvals by governmental agencies as may be required. The Committee shall have the authority to provide that all certificates for Common Shares or other securities of the Company or any Affiliate delivered under the Plan shall be subject to such stop transfer orders and other restrictions as the Committee may deem advisable under the Plan, the applicable Award Agreement, applicable securities laws, or the rules, regulations and requirements of the U.S. Securities and Exchange Commission or other similar regulatory authority, any securities exchange or inter-dealer quotation system upon which such shares or other securities are then listed or quoted and any other applicable U.S. federal, state, local or non-U.S. laws, and, without limiting the generality of Section 9 of the Plan, the Committee may cause a legend or legends to be put on any such certificates to make appropriate reference to such restrictions. Notwithstanding any provision in the Plan to the contrary, the Committee reserves the right to add any additional terms or provisions to any Award granted under the Plan that it in its sole discretion deems necessary or advisable in order that such Award complies with the legal requirements of any governmental entity to whose jurisdiction the Award is subject. (n) Payments to Persons Other Than Participants. If the Committee shall find that any person to whom any amount is payable under the Plan is unable to care for his or her affairs because of illness or accident, or is a minor, or has died, then any payment due to such person or his or her estate (unless a prior claim therefor has been made by a duly appointed legal representative) may, if the Committee so directs the Company, be paid to his or her spouse, child, relative, an institution maintaining or having custody of such person, or any other person deemed by the Committee to be a proper recipient on behalf of such person otherwise entitled to payment. Any such payment shall be a complete discharge of the liability of the Committee and the Company therefor. (o) Non-Exclusivity of the Plan. Neither the adoption of this Plan by the Board nor the submission of this Plan to the stockholders of the Company for approval, to the extent applicable, shall be construed as creating any limitations on the power of the Board to adopt such other incentive arrangements as it may deem desirable, including, without limitation, the granting of stock options or other equity-based awards otherwise than under this Plan, and such arrangements may be either applicable generally or only in specific cases. (p) No Trust or Fund Created. Neither the Plan nor any Award shall create or be construed to create a trust or separate fund of any kind or a fiduciary relationship between the Company or any Affiliate, on the one hand, and a Participant or other person or entity, on the other hand. No provision of the Plan or any Award shall require the Company, for the purpose of satisfying any obligations under the Plan, to purchase assets or place any assets in a trust or other entity to which contributions are made or otherwise to segregate any assets, nor shall the Company maintain separate bank accounts, books, records or other evidence of the existence of a segregated or separately maintained or administered fund for such purposes. Participants shall have no rights

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21 under the Plan other than as unsecured general creditors of the Company, except that insofar as they may have become entitled to payment of additional compensation by performance of Continuous Service, they shall have the same rights as other employees under general law. (q) No Liability of Committee Members. Neither any member of the Committee nor any of the Committee's permitted delegates shall be liable personally by reason of any contract or other instrument executed by such member or on his or her behalf in his or her capacity as a member of the Committee or for any mistake of judgment made in good faith, and the Company shall indemnify and hold harmless each member of the Committee and each other employee, officer, or director of the Company to whom any duty or power relating to the administration or interpretation of the Plan may be allocated or delegated, against all costs and expenses (including counsel fees) and liabilities (including sums paid in settlement of a claim) arising out of any act or omission to act in connection with the Plan, unless arising out of such Person's own fraud or willful misconduct; provided, however, that approval of the Board shall be required for the payment of any amount in settlement of a claim against any such Person. The foregoing right of indemnification shall not be exclusive of any other rights of indemnification to which such Persons may be entitled under the Company's certificate or articles of incorporation or Bye-laws, each as may be amended from time to time, as a matter of law, or otherwise, or any power that the Company may have to indemnify them or hold them harmless. (r) Reliance on Reports. Each member of the Committee and each member of the Board shall be fully justified in acting or failing to act, as the case may be, and shall not be liable for having so acted or failed to act in good faith, in reliance upon any report made by the independent public accountant of the Company and its Affiliates and/or any other information furnished in connection with the Plan by any agent of the Company or the Committee or the Board, other than himself. (s) Relationship to Other Benefits. No payment under the Plan shall be taken into account in determining any benefits under any pension, retirement, profit sharing, group insurance or other benefit plan of the Company, including as it may relate to death of a Participant, except as otherwise specifically provided in such other plan. (t) Governing Law. The Plan, each Award Agreement hereunder and each related agreement shall be governed by and construed in accordance with the laws of Bermuda without reference to the principles of conflict of law thereof and the Company and any Participant accepting an Award hereunder irrevocably agree that any dispute or claim which may arise out of or in connection with the Plan, or Award Agreement, shall be referred to and determined by arbitration in Bermuda by sole arbitrator appointed by agreement between the parties and in default of agreement, then the arbitrator is to be appointed by the Appointments' Committee of the Chartered Institute of Arbitrators Bermuda Branch. The courts of Bermuda shall have exclusive jurisdiction to hear and determine any application for relief in aid of an arbitration commenced pursuant to this Section 14(s) (including any application for interim or conservatory measures prior to the appointment of an arbitrator) except that the Company and any Participant may bring proceedings before any court or other judicial authority for the purposes of enforcing any award rendered by the arbitrator hereunder.

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22 (u) Severability. If any provision of the Plan or any Award or Award Agreement is or becomes or is deemed to be invalid, illegal, or unenforceable in any jurisdiction or as to any person or entity or Award, or would disqualify the Plan or any Award under any law deemed applicable by the Committee, such provision shall be construed or deemed amended to conform to the applicable laws, or if it cannot be construed or deemed amended without, in the determination of the Committee, materially altering the intent of the Plan or the Award, such provision shall be construed or deemed stricken as to such jurisdiction, person or entity or Award and the remainder of the Plan and any such Award shall remain in full force and effect. (v) Obligations Binding on Successors. The obligations of the Company under the Plan shall be binding upon any successor corporation or organization resulting from the merger, amalgamation, consolidation or other reorganization of the Company, or upon any successor corporation or organization succeeding to substantially all of the assets and business of the Company. (w) Expenses; Gender; Titles and Headings. The expenses of administering the Plan shall be borne by the Company and its Affiliates. Masculine pronouns and other words of masculine gender shall refer to both men and women. The titles and headings of the sections in the Plan are for convenience of reference only, and in the event of any conflict, the text of the Plan, rather than such titles or headings shall control. (x) Other Agreements. Notwithstanding the above, the Committee may require, as a condition to the grant of and/or the receipt of Common Shares under an Award, that the Participant execute lock-up, shareholder or other agreements, as it may reasonably determine in its sole and absolute discretion. (y) Payments. Participants shall be required to pay, to the extent required by applicable law, any amounts required to receive Common Shares under any Award made under the Plan. (z) Section 409A/457A. The intent of the Company is that payments and benefits under the Plan comply with Section 409A and 457A of the Code to the extent subject thereto, and, accordingly, to the maximum extent permitted, the Plan shall be interpreted and be administered to be in compliance therewith. Any payments described in the Plan that are due within the "short- term deferral period" as defined in Section 409A of the Code shall not be treated as deferred compensation unless applicable law requires otherwise. Notwithstanding anything to the contrary in the Plan, no payment or distribution under this Plan that constitutes an item of deferred compensation under Section 409A of the Code and becomes payable by reason of a Participant's termination of employment or service with the Company will be made to such Participant until such Participant's termination of employment or service constitutes a "separation from service" (as defined in Section 409A of the Code). Notwithstanding anything to the contrary in the Plan, to the extent required in order to avoid accelerated taxation and/or tax penalties under Section 409A of the Code, amounts that would otherwise be payable and benefits that would otherwise be provided during the six (6) month period immediately following the Participant's termination of employment shall instead be paid on the first business day after the date that is six (6) months following the Participant's separation from service (or upon the Participant's death, if earlier). In addition, for purposes of the Plan, each amount to be paid or benefit to be provided to the Participant pursuant to the Plan that constitutes deferred compensation subject to Section 409A of

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23 the Code, shall be construed as a separate identified payment for purposes of Section 409A of the Code. The Company makes no representation that any or all of the payments or benefits described in this Plan will be exempt from or comply with Section 409A or 457A of the Code and makes no undertaking to preclude Section 409A or 457A of the Code from applying to any such payment. The Participant shall be solely responsible for the payment of any taxes and penalties incurred under Section 409A and 457A. \* \* \*

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## Exhibit 10.3

![](hgformrsu26001.jpg)

Exhibit 10.3.1 HAMILTON INSURANCE GROUP, LTD. 2023 EQUITY INCENTIVE PLAN RESTRICTED STOCK UNIT AWARD AGREEMENT This Restricted Stock Unit Award Agreement (this "Agreement"), made as of this [__] day of [__] 202_ (the "Date of Grant"), by and between Hamilton Insurance Group, Ltd. (the "Company") and [_____] (the "Participant") pursuant to the Hamilton Insurance Group, Ltd. 2023 Equity Incentive Plan, as may be amended from time to time (the "Plan"). Capitalized terms not otherwise defined herein shall have the meanings set forth in the Plan. RECITALS: WHEREAS, the Company has adopted the Plan, pursuant to which awards of restricted stock units ("RSUs") with respect to Class B common shares, par value $0.01 ("Common Shares"), may be granted; and WHEREAS, the Committee has determined that it is in the best interests of the Company to grant the award of RSUs provided for herein to the Participant in recognition of the Participant's services to the Company, such grant to be subject to the terms set forth herein. NOW, THEREFORE, in consideration of the mutual covenants and agreements herein contained, the parties hereto hereby agree as follows: 1. Grant of Restricted Stock Unit Award. Pursuant to the Plan, the Company hereby issues to the Participant on the Date of Grant a Restricted Stock Unit Award consisting of, in the aggregate, [__] RSUs (the "RSU Award"). Each RSU represents an unsecured promise of the Company to deliver to the Participant one Common Share on the Settlement Date (as defined below), subject to the terms and conditions hereof. The RSU Award shall vest and be settled in accordance with Section 3 hereof. 2. Incorporation by Reference; Interpretation. The provisions of the Plan are hereby incorporated herein by reference. Except as otherwise expressly set forth herein, this Agreement shall be construed in accordance with the provisions of the Plan. By signing this Agreement, the Participant acknowledges that the Participant has received a copy of the Plan and the Plan prospectus and has had an opportunity to review the Plan and prospectus and agrees to be bound by all of the terms and provisions of the Plan. In the event of a conflict or inconsistency between the terms and provisions of the Plan and the provisions of this Agreement, this Agreement shall govern and control. All determinations, interpretations, and other decisions under or with respect to this Agreement shall be within the sole discretion of the Committee, may be made at any time and shall be final, conclusive and binding upon all persons or entities, including, without limitation, the Company, any Affiliate, any Participant, any holder or beneficiary of any Award, and any shareholder of the Company. 3. Vesting and Settlement.

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(a) Vesting. The RSU Award shall vest [__] (each, a "Vesting Date"), subject to the Participant's Continuous Service with the Company through the applicable Vesting Date, except as otherwise provided herein. (b) Retirement. In the event that the Participant's Continuous Service with the Company and its Affiliates is terminated due to retirement and the Participant timely executes and complies with the terms of a restrictive covenant agreement in a form satisfactory to the Company, the RSUs shall continue to vest in accordance with the vesting schedule set forth in Section 3(a) above. For this purposes (i) "retirement" means the Participant's voluntary termination of employment on or after the date that the Participant has completed five (5) years of service and (ii) "years of service" means years of Continuous Service with the Company or its Affiliates., (c) Termination of Employment without Cause or for Good Reason on or after a Change in Control. In the event that (i) the Participant's employment is terminated by the Company or its successor without Cause (as defined in the Participant's employment agreement with the Company (the "Employment Agreement")) or (ii) by the Participant with Good Reason (as defined in the Employment Agreement), in each case within a period of twelve (12) months commencing on the date of a Change in Control (the date of such termination, the "Termination Date"), any RSUs that remain unvested as of the Termination Date shall become fully vested. (d) Settlement. The Company shall issue to the Participant one Common Share for each vested RSU (the "RSU Shares") as soon as practicable following the Vesting Date or, if applicable, the Termination Date (the "Settlement Date"). The Common Shares issued in respect of the vested RSUs may be evidenced in such manner as the Committee shall determine. Notwithstanding the foregoing, if the Settlement Date does not occur (i) during an "open window period" applicable to the Participant, (ii) on a date when the Participant is permitted to sell Common Shares pursuant to a written plan that meets the requirements of Rule 10b5-1 under the Exchange Act, as determined by the Company in accordance with the Company's theneffective policy on trading in Company securities (the "Policy"), or (iii) on a date when the Participant is otherwise permitted to sell Common Shares on an established stock exchange or stock market, then such Common Shares will not be delivered on such Settlement Date and will instead be delivered on the first business day of the next occurring "open window" period applicable to the Participant pursuant to such Policy (regardless of whether the Participant's Continuous Service has terminated for any reason at such time) or the next business day when the Participant is not prohibited from selling Common Shares on the open market, but in no event later than the later of (x) December 31st of the calendar year in which the Settlement Date occurs (that is, the last day of the Participant's taxable year in which the Settlement Date occurs), or (y) to the extent permitted by Treasury Regulations Section 1.409A-1(b)(4) without penalty, the fifteenth (15th) day of the third calendar month of the calendar year following the calendar year in which the Settlement Date occurs. For the avoidance of doubt, notwithstanding anything in the Plan to the contrary, each vested RSU shall be settled only in Common Shares, not cash. (e) Forfeiture. Except as provided in this Agreement or the Plan, any unvested RSUs shall be forfeited without consideration upon the termination of the Participant's Continuous Service for any reason prior to the applicable Vesting Date.

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4. Tax Withholding. In the event that the Company determines that tax withholding is required with respect to the Participant, the Participant shall be required to pay to the Company, and the Company shall have the right to deduct from any compensation paid to the Participant pursuant to the Plan, the amount of any required withholding taxes in respect of the RSU Award and to take such other action as the Committee deems necessary to satisfy all obligations for the payment of such withholding and taxes. For the avoidance of doubt, no RSU Shares shall be issued if the Participant has not fully satisfied any withholding obligations. The Committee may permit the Participant to satisfy the withholding liability in its discretion: (i) in cash, (ii) by having the Company withhold from the number of Common Shares otherwise issuable or deliverable pursuant to the settlement of the RSU Award a number of Common Shares with a Fair Market Value equal to the minimum withholding obligation, (iii) by delivering shares of Common Shares owned by the Participant unless such delivery would result in adverse accounting consequences for the Company, or (iv) by a combination of any such methods. For purposes hereof, Common Shares shall be valued at Fair Market Value. 5. Rights as a Shareholder. The Participant acknowledges and agrees that, with respect to each RSU, the Participant has no voting or other rights with respect to the underlying Common Shares unless and until such RSU is settled in Common Shares pursuant to Section 3 hereof. 6. Dividend Equivalents. If the Company pays a cash dividend on its outstanding Common Shares for which the Record Date (for purposes of this Agreement, the "Record Date" is the date on which shareholders of record are determined for purposes of paying the cash dividend on Common Shares) occurs after the Date of Grant but prior to the Settlement Date, the Participant shall receive a lump sum cash payment equal to the aggregate amount of the cash dividends paid by the Company on a single Common Share multiplied by the number of RSUs remaining unvested under this Agreement as of the Record Date (the "Dividend Equivalents"); provided, that, the Dividend Equivalents shall not be paid at the time dividends are paid to the Company's shareholders but rather shall be accumulated and paid on the applicable Settlement Date, if any, with respect to any RSU Shares that are issued on such Settlement Date; provided, further, that no Dividend Equivalents shall be payable with respect to any RSUs that do not vest or are not settled and are forfeited pursuant to the terms of this Agreement and any Dividend Equivalents that have accumulated prior to forfeiture shall be forfeited upon the forfeiture of the RSUs to which such Dividend Equivalents relate. 7. Compliance with Laws and Regulations. The issuance and transfer of Common Shares shall not be permitted if the Committee determines that such issuance or transfer would violate (i) applicable law, (ii) the applicable rules and regulations of the U.S. Securities and Exchange Commission, the Bermuda Monetary Authority, or similar regulatory authority or (iii) the applicable rules and regulations of any securities exchange or inter dealer quotation system on which the securities of the Company or any Affiliates are listed or traded. To the extent issued, any Common Shares (or certificates therefor) shall contain a legend, in the form as the Committee determines in its sole and absolute discretion, which describes the restrictions set forth herein. 8. Clawback Policy; Share Ownership Guidelines, Etc. The RSUs (and any compensation paid or Common Shares issued in respect of the RSUs) are subject to (i) any share ownership guidelines to which the Participant may be subject, (ii) any insider trading policy

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adopted by the Company and any applicable law regulating trading by employees, and (iii) recoupment in accordance with the Company's clawback policy, if applicable, the Dodd-Frank Wall Street Reform and Consumer Protection Act and any implementing regulations thereunder, any other clawback policy adopted by the Company and any compensation recovery policy otherwise required by applicable law. 9. Binding Effect. Subject to Section 19 hereof, this Agreement shall be binding upon the heirs, executors, administrators and successors of the parties hereto 10. No Right to Continued Service. Nothing in this Agreement shall be deemed by implication or otherwise to impose any limitation on any right of the Company or its Affiliates to terminate the Participant's Continuous Service at any time. 11. Notice. All notices and other communications hereunder must be in writing and shall be deemed to have been duly given if delivered by hand delivery, facsimile (with confirmation of transmission), or overnight courier, in each case addressed as follows: If to the Company: Hamilton Insurance Group, Ltd. Wellesley House North, First Floor 90 Pitts Bay Road Pembroke HM 08Bermuda Attention: General Counsel If to the Participant: To the Participant's principal address as reflected in the Company's records or to such other address as either party shall have furnished to the other in writing in accordance herewith. Any such notice or communication shall be deemed to have been delivered (i) on the date of delivery if delivered by hand, (ii) on the date of transmission if delivered by facsimile (with confirmation of transmission delivered by the recipient to the sender), or (iii) on the date of confirmed delivery if delivered by overnight courier. 12. Beneficiary. The Participant may file with the Committee a written designation of a beneficiary on such form as may be prescribed by the Committee and may, from time to time, amend or revoke such designation. If no designated beneficiary survives the Participant, the executor or administrator of the Participant's estate shall be deemed to be the Participant's beneficiary. 13. Successors. Subject to Section 19 hereof, the terms of this Agreement shall be binding upon and inure to the benefit of the Company, its successors and assigns, and on the Participant and the beneficiaries, executors and administrators, heirs and successors of the Participant.

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14. Governing Law. This Agreement shall be construed and interpreted in accordance with the laws of Bermuda without regard to its conflict of law principles. The parties to this Agreement hereby irrevocably agree that any dispute or claim which may arise out of or in connection with this Agreement shall be referred to and determined by arbitration in Bermuda by the sole arbitrator appointed by agreement between the parties and in default of agreement, then the arbitrator is to be appointed by the Appointments' Committee of the Chartered Institute of Arbitrators Bermuda Branch. The courts of Bermuda shall have exclusive jurisdiction to hear and determine any application for relief in aid of an arbitration commenced pursuant to this Section 14 (including any application for interim or conservatory measures prior to the appointment of an arbitrator) except that either party may bring proceedings before any court or other judicial authority for the purposes of enforcing any award rendered by the arbitrator hereunder. 15. Severability. Every provision of this Agreement is intended to be severable and any illegal or invalid term shall not affect the validity or legality of the remaining terms. 16. Headings. The headings of the Sections hereof are provided for convenience only and are not to serve as a basis for interpretation of construction and shall not constitute a part of this Agreement. 17. Signature in Counterparts. This Agreement may be signed in counterparts, each of which shall be deemed an original, with the same effect as if the signatures thereto and hereto were upon the same instrument. 18. Other Agreements. As a condition to the grant and vesting of the RSU Award hereunder, the Participant agrees to execute such other agreements as the Committee may require in its reasonable discretion. 19. Non-Transferability. Except as provided by the Plan or by the Committee, this Award is not transferable by the Participant otherwise than to a designated beneficiary upon death or by will or the laws of descent and distribution. No purported assignment or transfer of this Award, or of the rights represented thereby, whether voluntary or involuntary, by operation of law or otherwise (except to a designated beneficiary, upon death, by will or the laws of descent and distribution as set forth above), shall vest in the purported assignee or transferee any interest or right herein or otherwise with respect to the RSU Award whatsoever, but immediately upon such assignment or transfer this Award shall terminate and become of no further effect. 20. Entire Agreement. This Agreement (together with the Plan) represents the entire agreement of the parties with regard to the subject matter hereof and supersedes all prior understandings of the parties, whether written or oral. The Participant acknowledges and agrees that the Award is subject to the Company's Bye-Laws. 21. Section 409A/457A. Notwithstanding anything herein to the contrary, this Agreement is intended to be interpreted and applied so that the payments and benefits set forth herein either shall either be exempt from the requirements of Code Sections 409A and 457A, or shall comply with the requirements of Code Sections 409A and 457A, and, accordingly, to the maximum extent permitted, this Agreement shall be interpreted to be exempt from or in compliance with Code Sections 409A and 457A. Notwithstanding any provision in this Agreement

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or elsewhere to the contrary, if the Participant is a "specified employee" within the meaning of Code Section 409A, any payments or benefits due upon a termination of the Participant's employment under any arrangement that constitutes a "deferral of compensation" within the meaning of Code Section 409A and which do not otherwise qualify under the exemptions under Treas. Regs. Section 1.409A-1, shall be delayed and paid or provided on the earlier of (i) the date which is six (6) months after the Participant's separation from service (as such term is defined in Code Section 409A and the regulations and other published guidance thereunder) for any reason other than death, and (ii) the date of the Participant's death. None of the Company, its Affiliates, officers, directors, employees, or agents guarantees that this Agreement complies with, or is exempt from, the requirements of Code Section 409A or 457A and none of the foregoing shall have any liability for the failure of this Agreement to comply with, or be exempt from, such requirements. 22. Taxes. The tax consequences of participation in the Plan are uncertain, and the Participant could be subject to income or other taxes. Participants in the Plan are urged to consult with their own tax advisors regarding the income and other tax consequences associated with their participation in the Plan, and nothing herein or in the Plan shall constitute tax advice for any purpose. The Company makes no warranties or representations whatsoever to the Participant regarding the tax consequences of the RSU Award or the receipt of RSU Shares with respect thereto. The Participant shall be solely responsible for any taxes in respect of the RSU Award. [signature page follows]

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![](hgformrsu26007.jpg)

IN WITNESS WHEREOF, the parties hereto have signed this Agreement as of the date first set forth above. HAMILTON INSURANCE GROUP, LTD. By: ______________________________________ \ PARTICIPANT By: ____________________________________

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## Exhibit 10.3

![](hgformpsu26001.jpg)

Exhibit 10.3.2 HAMILTON INSURANCE GROUP, LTD. 2023 EQUITY INCENTIVE PLAN RESTRICTED STOCK UNIT AWARD AGREEMENT (PERFORMANCE VESTING) This Restricted Stock Unit Award Agreement (the "Agreement"), made as of this [__] day of [__] 202__ (the "Date of Grant"), by and between Hamilton Insurance Group, Ltd. (the "Company") and [_____] (the "Participant") pursuant to the Hamilton Insurance Group, Ltd. 2023 Equity Incentive Plan, as may be amended from time to time (the "Plan"). Capitalized terms not otherwise defined herein shall have the meanings set forth in the Plan. RECITALS: WHEREAS, the Company has adopted the Plan, pursuant to which awards of restricted stock units ("RSUs") with respect to Class B common shares, par value $0.01 ("Common Shares"), may be granted; and WHEREAS, the Committee has determined that it is in the best interests of the Company to grant the award of RSUs provided for herein to the Participant in recognition of the Participant's services to the Company, such grant to be subject to the terms set forth herein. NOW, THEREFORE, in consideration of the mutual covenants and agreements herein contained, the parties hereto hereby agree as follows: 1. Grant of Restricted Stock Unit Award. Pursuant to the Plan, the Company hereby issues to the Participant on the Date of Grant a Restricted Stock Unit Award for a target number of [__] RSUs (the "RSU Award"). Each RSU represents an unsecured promise of the Company to deliver to the Participant one Common Share on the Settlement Date (as defined below), subject to the terms and conditions hereof. The RSU Award shall vest and be settled in accordance with Section 3 hereof. 2. Incorporation by Reference; Interpretation. The provisions of the Plan are hereby incorporated herein by reference. Except as otherwise expressly set forth herein, this Agreement shall be construed in accordance with the provisions of the Plan. By signing this Agreement, the Participant acknowledges that the Participant has received a copy of the Plan and the Plan prospectus and has had an opportunity to review the Plan and prospectus and agrees to be bound by all of the terms and provisions of the Plan. In the event of a conflict or inconsistency between the terms and provisions of the Plan and the provisions of this Agreement, this Agreement shall govern and control. All determinations, interpretations, and other decisions under or with respect to this Agreement shall be within the sole discretion of the Committee, may be made at any time and shall be final, conclusive and binding upon all persons or entities, including, without limitation, the Company, any Affiliate, any Participant, any holder or beneficiary of any Award, and any shareholder of the Company. 3. Vesting and Settlement.

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2 (a) Vesting Eligibility. The RSU Award shall vest subject to satisfaction of the performance conditions set forth on Schedule A hereto and, except as otherwise provided herein or the Plan, subject to the Participant's Continuous Service through the Certification Date (as defined below), except as otherwise provided herein. (b) Vesting and Settlement. The RSU Award shall vest and settle as follows: (i) The Company shall prepare a calculation of the number of vested RSUs based on achievement of the performance conditions as set forth on Schedule A (the "Vested RSUs") following the completion of the Company's annual audit of its financial statements for the year ended on the last day of the Performance Period (but in no event later than the date the Company files its annual report on Form 10-K for the year ended on the last day of the Performance Period), the Committee shall certify such calculations as soon as practicable following the date the Company prepares such calculation and in no event later than March 15 of the year following the year in which the Performance Period ends (such date of certification, the "Certification Date") and the Company shall issue to the Participant a number of Common Shares equal to the Vested RSUs as soon as practicable following the Certification Date (the "Settlement Date"). The Common Shares issued in respect of the Vested RSUs may be evidenced in such manner as the Committee shall determine. Notwithstanding the foregoing, if the Settlement Date does not occur (i) during an "open window period" applicable to the Participant, (ii) on a date when the Participant is permitted to sell Common Shares pursuant to a written plan that meets the requirements of Rule 10b5-1 under the Exchange Act, as determined by the Company in accordance with the Company's theneffective policy on trading in Company securities (the "Policy"), or (iii) on a date when the Participant is otherwise permitted to sell Common Shares on an established stock exchange or stock market, then such Common Shares will not be delivered on such Settlement Date and will instead be delivered on the first business day of the next occurring "open window" period applicable to the Participant pursuant to such Policy (regardless of whether the Participant's Continuous Service has terminated for any reason at such time) or the next business day when the Participant is not prohibited from selling Common Shares on the open market, but in no event later than the later of (x) December 31st of the calendar year in which the Settlement Date occurs (that is, the last day of the Participant's taxable year in which the Settlement Date occurs), or (y) to the extent permitted by Treasury Regulations Section 1.409A- 1(b)(4) without penalty, the fifteenth (15th) day of the third calendar month of the calendar year following the calendar year in which the Settlement Date occurs. (ii) For avoidance of doubt:

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3 (1) The Participant shall be entitled to vesting and settlement of the Vested RSUs pursuant to clause (i) of Section 3(b), as provided in such clause. (2) The achievement of the performance conditions set forth on Schedule A, and the related calculations described above, shall be determined in the sole discretion of the Committee and shall be final, conclusive and binding upon all persons or entities, including, without limitation, the Company, any Affiliate, the Participant, any holder or beneficiary of any Award, and any shareholder of the Company. (3) Notwithstanding anything in the Plan to the contrary, each Vested RSU shall be settled only in Common Shares, not cash. (c) Forfeiture. Any portion of the RSU Award that fails to vest as a result of actual performance relative to the performance conditions set forth on Schedule A as of the Certification Date shall be immediately forfeited as of the Settlement Date for no consideration. Further, except as provided in this Agreement or the Plan, any unvested RSUs shall be forfeited without consideration upon the termination of the Participant's Continuous Service for any reason prior to the Certification Date. (d) Retirement. In the event that the Participant's Continuous Service with the Company and its Affiliates is terminated prior to the end of the Performance Period due to retirement and the Participant timely executes and complies with the terms of a restrictive covenant agreement in a form satisfactory to the Company, the RSU Award shall continue to vest as if the Participant had remained in Continuous Service subject to satisfaction of the performance conditions set forth on Schedule A hereto. For this purposes (i) "retirement" means the Participant's voluntary termination of employment on or after the date that the Participant has completed five (5) years of service and (ii) "years of service" means years of Continuous Service with the Company or its Affiliates. (e) Termination of Employment without Cause or for Good Reason on or after a Change in Control. In the event that (i) the Participant's employment is terminated by the Company or its successor without Cause or (ii) by the Participant with Good Reason, in each case within a period of twelve months commencing on the date of a Change in Control, the RSU Award shall fully vest as of the date of termination of employment based on estimated performance (but not less than target performance) measured as of the date of termination, rather than on the original measurement date provided by Schedule A, and the Company shall issue to the Participant a number of Common Shares equal to the Vested RSUs as soon as practicable following, subject to the last sentence of Section 3(b)(i). 4. Tax Withholding. In the event that the Company determines that tax withholding is required with respect to the Participant, the Participant shall be required to pay to the Company, and the Company shall have the right to deduct from any compensation paid to the Participant pursuant to the Plan, the amount of any required withholding taxes in respect of the RSU Award and to take such other action as the Committee deems necessary to satisfy all

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4 obligations for the payment of such withholding and taxes. For the avoidance of doubt, no RSU Shares shall be issued if the Participant has not fully satisfied any withholding obligations. The Committee may permit the Participant to satisfy the withholding liability in its discretion: (i) in cash, (ii) by having the Company withhold from the number of Common Shares otherwise issuable or deliverable pursuant to the settlement of the RSU Award a number of Common Shares with a Fair Market Value equal to the minimum withholding obligation, (iii) by delivering shares of Common Shares owned by the Participant unless such delivery would result in adverse accounting consequences for the Company, or (iv) by a combination of any such methods. For purposes hereof, Common Shares shall be valued at Fair Market Value on the Certification Date. 5. Rights as a Shareholder. The Participant acknowledges and agrees that, with respect to each RSU, the Participant has no voting or other rights with respect to the underlying Common Shares unless and until such RSU is settled in Common Shares pursuant to Section 3 hereof. 6. Dividend Equivalents. If the Company pays a cash dividend on its outstanding Common Shares for which the Record Date (for purposes of this Agreement, the "Record Date" is the date on which shareholders of record are determined for purposes of paying the cash dividend on Common Shares) occurs after the Date of Grant but prior to the Settlement Date, the Participant shall receive a lump sum cash payment equal to the aggregate amount of the cash dividends paid by the Company on a single Common Share multiplied by the number of Vested RSUs that have not yet been settled under this Agreement as of the Record Date (the "Dividend Equivalents"); provided, that, the Dividend Equivalents shall not be paid at the time dividends are paid to the Company's shareholders but rather shall be accumulated and paid on the Settlement Date, if any, with respect to any RSU Shares that are issued on such Settlement Date; provided, further, that no Dividend Equivalents shall be payable with respect to any RSUs that do not vest or are not settled and are forfeited pursuant to the terms of this Agreement and any Dividend Equivalents that have accumulated prior to forfeiture shall be forfeited upon the forfeiture of the RSUs to which such Dividend Equivalents relate. 7. Compliance with Laws and Regulations. The issuance and transfer of Common Shares shall not be permitted if the Committee determines that such issuance or transfer would violate (i) applicable law, (ii) the applicable rules and regulations of the U.S. Securities and Exchange Commission, the Bermuda Monetary Authority, or similar regulatory authority or (iii) the applicable rules and regulations of any securities exchange or inter dealer quotation system on which the securities of the Company or any Affiliates are listed or traded. To the extent issued, any Common Shares (or certificates therefor) shall contain a legend, in the form as the Committee determines in its sole and absolute discretion, which describes the restrictions set forth herein. 8. Clawback Policy; Share Ownership Guidelines, Etc. The RSUs (and any compensation paid or Common Shares issued in respect of the RSUs) are subject to (i) any share ownership guidelines to which the Participant may be subject, (ii) any insider trading policy adopted by the Company and any applicable law regulating trading by employees, and (iii) recoupment in accordance with the Company's clawback policy, if applicable, the Dodd-Frank Wall Street Reform and Consumer Protection Act and any implementing regulations thereunder, any other clawback policy adopted by the Company and any compensation recovery policy otherwise required by applicable law.

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5 9. Binding Effect. Subject to Section 19 hereof, this Agreement shall be binding upon the heirs, executors, administrators and successors of the parties hereto 10. No Right to Continued Service. Nothing in this Agreement shall be deemed by implication or otherwise to impose any limitation on any right of the Company or its Affiliates to terminate the Participant's Continuous Service at any time. 11. Notice. All notices and other communications hereunder must be in writing and shall be deemed to have been duly given if delivered by hand delivery, facsimile (with confirmation of transmission), or overnight courier, in each case addressed as follows: If to the Company: Hamilton Insurance Group, Ltd. Wellesley House North, First Floor 90 Pitts Bay Road Pembroke HM 08Bermuda Attention: General Counsel If to the Participant: To the Participant's principal address as reflected in the Company's records or to such other address as either party shall have furnished to the other in writing in accordance herewith. Any such notice or communication shall be deemed to have been delivered (i) on the date of delivery if delivered by hand, (ii) on the date of transmission if delivered by facsimile (with confirmation of transmission delivered by the recipient to the sender), or (iii) on the date of confirmed delivery if delivered by overnight courier. 12. Beneficiary. The Participant may file with the Committee a written designation of a beneficiary on such form as may be prescribed by the Committee and may, from time to time, amend or revoke such designation. If no designated beneficiary survives the Participant, the executor or administrator of the Participant's estate shall be deemed to be the Participant's beneficiary. 13. Successors. Subject to Section 19 hereof, the terms of this Agreement shall be binding upon and inure to the benefit of the Company, its successors and assigns, and on the Participant and the beneficiaries, executors and administrators, heirs and successors of the Participant. 14. Governing Law. This Agreement shall be construed and interpreted in accordance with the laws of Bermuda without regard to its conflict of law principles. The parties to this Agreement hereby irrevocably agree that any dispute or claim which may arise out of or in connection with this Agreement shall be referred to and determined by arbitration in Bermuda by the sole arbitrator appointed by agreement between the parties and in default of agreement, then the arbitrator is to be appointed by the Appointments' Committee of the Chartered Institute of Arbitrators Bermuda Branch. The courts of Bermuda shall have exclusive jurisdiction to hear and

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6 determine any application for relief in aid of an arbitration commenced pursuant to this Section 14 (including any application for interim or conservatory measures prior to the appointment of an arbitrator) except that either party may bring proceedings before any court or other judicial authority for the purposes of enforcing any award rendered by the arbitrator hereunder. 15. Severability. Every provision of this Agreement is intended to be severable and any illegal or invalid term shall not affect the validity or legality of the remaining terms. 16. Headings. The headings of the Sections hereof are provided for convenience only and are not to serve as a basis for interpretation of construction and shall not constitute a part of this Agreement. 17. Signature in Counterparts. This Agreement may be signed in counterparts, each of which shall be deemed an original, with the same effect as if the signatures thereto and hereto were upon the same instrument. 18. Other Agreements. As a condition to the grant and vesting of the RSU Award hereunder, the Participant agrees to execute such other agreements as the Committee may require in its reasonable discretion. 19. Non-Transferability. Except as provided by the Plan or by the Committee, this Award is not transferable by the Participant otherwise than to a designated beneficiary upon death or by will or the laws of descent and distribution. No purported assignment or transfer of this Award, or of the rights represented thereby, whether voluntary or involuntary, by operation of law or otherwise (except to a designated beneficiary, upon death, by will or the laws of descent and distribution as set forth above), shall vest in the purported assignee or transferee any interest or right herein or otherwise with respect to the RSU Award whatsoever, but immediately upon such assignment or transfer this Award shall terminate and become of no further effect. 20. Entire Agreement. This Agreement (together with the Plan) represents the entire agreement of the parties with regard to the subject matter hereof and supersedes all prior understandings of the parties, whether written or oral. The Participant acknowledges and agrees that the Award is subject to the Company's Bye-Laws. 21. Section 409A/457A. Notwithstanding anything herein to the contrary, this Agreement is intended to be interpreted and applied so that the payments and benefits set forth herein either shall either be exempt from the requirements of Code Sections 409A and 457A, or shall comply with the requirements of Code Sections 409A and 457A, and, accordingly, to the maximum extent permitted, this Agreement shall be interpreted to be exempt from or in compliance with Code Sections 409A and 457A. Notwithstanding any provision in this Agreement or elsewhere to the contrary, if the Participant is a "specified employee" within the meaning of Code Section 409A, any payments or benefits due upon a termination of the Participant's employment under any arrangement that constitutes a "deferral of compensation" within the meaning of Code Section 409A and which do not otherwise qualify under the exemptions under Treas. Regs. Section 1.409A-1, shall be delayed and paid or provided on the earlier of (i) the date which is six (6) months after the Participant's separation from service (as such term is defined in Code Section 409A and the regulations and other published guidance thereunder) for any reason

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7 other than death, and (ii) the date of the Participant's death. None of the Company, its Affiliates, officers, directors, employees, or agents guarantees that this Agreement complies with, or is exempt from, the requirements of Code Section 409A or 457A and none of the foregoing shall have any liability for the failure of this Agreement to comply with, or be exempt from, such requirements. 22. Taxes. The tax consequences of participation in the Plan are uncertain, and the Participant could be subject to income or other taxes. Participants in the Plan are urged to consult with their own tax advisors regarding the income and other tax consequences associated with their participation in the Plan, and nothing herein or in the Plan shall constitute tax advice for any purpose. The Company makes no warranties or representations whatsoever to the Participant regarding the tax consequences of the RSU Award or the receipt of RSU Shares with respect thereto. The Participant shall be solely responsible for any taxes in respect of the RSU Award. [signature page follows]

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8 IN WITNESS WHEREOF, the parties hereto have signed this Agreement as of the date first set forth above. HAMILTON INSURANCE GROUP, LTD. By: _____________________________________ PARTICIPANT By: _____________________________________

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9 Schedule A

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## Exhibit 10.8

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AMENDED AND RESTATED EMPLOYMENT AGREEMENT This AMENDED AND RESTATED EMPLOYMENT AGREEMENT (this "Agreement") is dated 13 June 2025, by and between Adrian Daws ("Executive") and Hamilton BDA Services Limited (the "Company"), a wholly owned subsidiary of Hamilton Insurance Group, Ltd. (the "Parent"). W I T N E S E T H: WHEREAS, the Parties acknowledge that the Executive has been continuously employed by the Company or one of its subsidiaries or affiliates since December 14, 2015 (the "Effective Date"). NOW, THEREFORE, in consideration of the premises and the mutual covenants and agreements herein contained, and for other good and valuable consideration, the receipt and sufficiency of which are hereby acknowledged, the parties hereby agree as follows: 1. Employment. Executive shall be employed as CEO, Hamilton Re, subject to the terms and conditions set forth herein. Executive represents and warrants that (i) Executive is not subject to any impediment, restriction or restraint that would in any way prohibit, hinder or impair Executive's employment with the Company or Executive's performance under this Agreement; and (ii) Executive's employment hereunder and Executive's performance as contemplated hereby, at all times, do not and would not in any way conflict with or breach any confidentiality, noncompetition, non-solicitation or other agreement to which Executive is a party or to which Executive may be subject. 2. Employment Term. The Parties agree that the Employment Term shall commence on 1 September 2025 and shall continue through termination in accordance with Section 7 below. Notwithstanding anything herein to the contrary, if such work permits and authorizations are not obtained, this Agreement shall be void ab initio without any consideration being due hereunder. For the avoidance of doubt, the Executive shall be deemed to have had continuous service with the Company from the Effective Date to the Date of Termination (such period of employment, the "Employment Term"). 3. Duties. During the Employment Term, Executive shall (i) report to the Chief Executive Officer of the Parent ("CEO") and shall perform such duties and exercise such powers in relation to the business of the Company, or Group Companies (as defined below) as may from time to time be assigned to or vested in Executive by the CEO, (ii) use Executive's best efforts to faithfully and diligently serve the business and affairs of the Group Companies and to establish, promote, develop and extend their business, giving the full benefit of Executive's knowledge, expertise, technical skill and ingenuity, (iii) devote all of Executive's business time, energy and skill exclusively to the business of the Group Companies, and will not, directly or indirectly, engage in any other business or occupation, whether or not pursued for gain, profit or other pecuniary advantage or otherwise that would conflict or materially interfere with the rendition of such services, either directly or indirectly and (iv) comply with all policies and procedures of the Group Companies (including without limitation those in any employee manual and those regarding conducting the business affairs of the Group Companies), as may be in effect from time to time. (a) For purposes of this Agreement: (i) "Agreed Benefits" means the provision of medical health insurance coverage in line with the Company's current medical health insurance policy (the "Policy"), subject to the rules of the Policy, for a maximum of twelve months following the end of the Employment Term or, if sooner, the date on which the Executive obtains substantially comparable medical health insurance under any other contract; Exhibit 10.8.2

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&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;2 (ii) "Agreed Sum" means an amount equivalent to the gross value of one year's Base Salary as specified in Section 4(a) plus an amount equivalent to one year's Cash Incentive Award (calculated at target) as specified in Section 4(b) (less any sums paid to the Executive by way of notice or payment in lieu of notice), save that, solely during the period of 1 September 2025 through 1 September 2028, this definition shall be amended to reflect an amount equivalent to the gross value of two year's Base Salary as specified in Section 4(a) plus an amount equivalent to one year's Cash Incentive Award (calculated at target) as specified in Section 4(b) (less any sums paid to the Executive by way of notice or payment in lieu of notice); (iii) "Change in Control" has the meaning defined in the Parent's 2023 Equity Incentive Plan (as amended from time to time); (iv) "Good Reason" has the meaning defined in the Parent's 2023 Equity Incentive Plan (as amended from time to time); (v) "Group Company" or "Group Companies" means the Parent and any company that is from time to time a parent or holding company of the Company, a direct or indirect subsidiary company of the Company, a direct or indirect subsidiary company of a holding company of the Company or a company in which the Company owns, directly or indirectly, at least fifty percent (50%) of the issued share capital, or any individual member of such group (excluding the Company) as the context requires; (vi) "holding company" and "subsidiary company" have the respective meaning assigned thereto by Section 86 of The Companies Act 1981 (the "Companies Act"), but irrespective of whether it is a company based in, or organized under the laws of, Bermuda or an overseas company; and (vii) "Business" means (i) the insurance or reinsurance business, (ii) the contemplation, creation and/or execution of the insurance or reinsurance business, including all aspects of the planning and "start up" of such activities and (iii) any other business in which the Group Companies are engaged on the last day of Executive's employment with the Company and with which Executive was materially involved in the twelve months prior to the Date of Termination. (b) No Performance Duties. Without affecting the general right of the Company to terminate Executive's employment hereunder for Cause (as defined in Section 7(b)), the Company reserves the right to require Executive not to attend work and/or not to undertake all or any of Executive's duties hereunder during the Employment Term, limited to the duration of the notice period set forth in Section 7(d). (c) Service as Officer or Board Member of Other Group Company. If requested by the Board of Directors of the Parent (the 'Parent Board'), Executive will serve as an employee, officer and/or a member of the board of directors of any Group Company for no additional compensation. (d) Location of Services. Executive's services hereunder generally shall be performed at the Company's principal offices in Bermuda. Executive acknowledges that he may be required to travel to other locations from time to time in connection with his duties with the applicable Group Companies. 4. Compensation and Related Matters. As full compensation for Executive's performance of Executive's duties and responsibilities hereunder during the Employment Term, the Company shall pay Executive the compensation and provide the benefits set forth below and in Section 5: (a) Base Salary. During the Employment Term, the Company shall pay Executive an annual base salary at a rate of $660,000 per annum (the "Base Salary") in accordance with the Company's customary payroll practices. Executive's Base Salary will be subject to annual review and increase

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&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;3 as determined by the Parent Board in its sole and absolute discretion, and any increased Base Salary will be deemed to then constitute "Base Salary" for all purposes of this Agreement. (b) Cash Incentive Program. During the Employment Term, Executive shall have the opportunity to earn a target cash incentive award of up to 140% of Base Salary for each fiscal year of the Company, based on actual performance (the "Cash Incentive Award"). The Cash Incentive Award, if any, shall be determined by, and in the sole and absolute discretion of, the Compensation Committee of the Parent Board (or if no such committee is in place, the Parent Board) in consultation with the CEO. The Compensation Committee of the Parent Board (or if no such committee, the Parent Board) in consultation with the CEO, shall determine the amount (if any) and terms of any Cash Incentive Award (including any applicable performance criteria and/or deferral component). The determinations of the Compensation Committee of the Parent Board (or if no such committee, the Parent Board) in respect of the cash incentive program shall be final and binding on all parties. (c) Long Term Incentives. During the Employment Term, for any completed fiscal year of the Company, Executive may be eligible to earn an equity incentive award. Equity incentive awards, if any, shall be made under, and subject to the terms of, the Hamilton Insurance Group, Ltd. 2023 Long Term Incentive Plan, as it may be amended from time to time (the "Equity Plan") and any related written award agreement. Any awards granted to Executive under the Equity Plan shall be communicated by, and be subject to the terms and conditions of, a written award agreement between the Parent and Executive. Notwithstanding the generality of the foregoing, Executive shall be considered annually for eligibility to receive a grant of restricted and/or preferred stock units under the Equity Plan in the discretion of the Parent Board. Any such grant shall vest subject to Executive's continued employment with the Company through the applicable vesting date(s) and subject to achievement of target performance metrics to be determined by the Compensation Committee of the Parent Board (or if no such committee, the Parent Board) in its sole discretion. Executive's target annual equity incentive award shall be calibrated at 170% of Base Salary. However, the Parent shall not have any obligation to grant such awards. Executive acknowledges that Executive may be required to execute additional documents in connection with the grant of any equity incentive award or the exercise or settlement of such awards. (d) Relocation Costs. The Company agrees to reimburse the Executive all reasonable expenses in connection with the relocation of the Executive from London to Bermuda and back again, as applicable. (e) Benefits. (i) During the Employment Term, the Company shall pay 100% of the costs (determined as of the Effective Date) of health insurance coverage for Executive and Executive's eligible dependents, provided, that, if the costs of health insurance coverage increase in the future beyond the costs determined as of the Effective Date, then the Company may, but is not obligated to, pay for any such additional costs. During the Employment Term and subject to satisfaction of applicable eligibility criteria, Executive shall be entitled to participate in the employee benefit plans and insurance programs of the Company that it sponsors from time to time for its employees generally. Nothing herein shall be deemed to prohibit the Company from amending or terminating any such plan or program in its sole and absolute discretion. (ii) During the Employment Term, the Company shall contribute an amount equal to ten percent (10%) of Executive's pensionable earnings to a pension plan for the benefit of Executive, in accordance with the terms of such pension plan. (f) Vacation. During the Employment Term, Executive shall be entitled to twenty-five (25) paid business days as vacation, to be accrued, used, paid and forfeited in accordance with the Company's policies as in effect from time to time.

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&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;4 (g) Currency. All amounts (if any) paid or payable by the Company to Executive hereunder shall be denominated in U.S. dollars. (h) Applicable Withholding/Payroll Taxes. All payments under this Agreement shall be subject to all applicable foreign, federal, state and local withholdings, as well as all authorized or required deductions. The Company shall pay the Bermuda payroll tax (employer and employee portions), except for 1.7% allocated to the Executive in respect of the employee portion. However, the Company reserves the right to review, amend and terminate this benefit at any time. Executive shall be responsible for amounts not paid by the Company, which amounts may be withheld by the Company from Executive's compensation. The Company agrees to reimburse the Executive for such reasonable expenses incurred in obtaining external UK tax advice in connection with the taxable years 2025 and 2026, as applicable. (i) Reimbursement. During the Employment Term and subject to any policies from time to time adopted by the Parent Board, Executive shall be reimbursed for business-related expenses reasonably incurred by Executive in the course of Executive's duties hereunder. All amounts payable under this Section 4 shall be subject to Executive's presentment to the Company of appropriate documentation. 5. Confidentiality; Disclosure. (a) Executive shall not, either during Executive's employment hereunder (other than in the proper good faith performance of Executive's duties hereunder) or at any time after the termination thereof for any or no reason, divulge to any person, and shall use Executive's reasonable endeavors to prevent the publication or disclosure of, any trade secret or other confidential information concerning the business, finances, investments, accounts, dealings, transactions, shareholders (other than Executive), persons or entities associated with such shareholders (other than Executive) or affairs of the Group Companies or of any of their respective clients entrusted to Executive or arising or coming to Executive's knowledge during the course of Executive's employment hereunder or otherwise; provided that the foregoing shall not prevent or limit Executive from complying with any applicable law or with the directive of any court or administrative body or agency having the legal authority to compel testimony from or the production of documents by Executive; provided, further, that Executive shall (i) promptly notify the Parent Board of any such intended disclosure prior to such disclosure, (ii) at the written request of the Company, diligently contest such disclosure at the expense of the Company, and (iii) at the written request of the Company, seek to obtain, at the expense of the Company, such confidential treatment as may be available under applicable laws for any information so disclosed. The provisions of this Section 6(a) shall not apply to any information that is or becomes publicly known other than as a result of Executive's wrongful actions. (b) Executive shall, upon the termination of Executive's employment hereunder or earlier at the request of the Company, immediately deliver to the Company all documents, schedules, lists, charts, correspondence and other data, information and other property belonging to any of the Group Companies or related to any of the matters referred to in Section 6(a) that may have been prepared by Executive or have come into Executive's possession and shall not retain any copies thereof. Executive shall not at any time after the termination of Executive's employment hereunder wrongfully represent herself as being employed by or connected with the Group Companies. 6. Termination. Executive's employment shall terminate upon the first to occur of: (a) Executive's death; (b) the termination of Executive's employment by the Company for Cause without notice, where "Cause" means any of the following acts or occurrences as determined by the Company: (i) Executive's indictment of or charge with respect to, conviction of, or pleading guilty or nolo contendere to a felony or equivalent offense or crime (other than a minor road traffic offense or other non-material offense

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&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;5 not subject to a custodial sentence), in any case whether occurring before or after the date of this Agreement, (ii) Executive's gross negligence or willful misconduct in connection with Executive's employment that causes or is likely to cause significant loss or damage to any of the Group Companies, (iii) Executive's conduct that constitutes fraud, material misrepresentation or embezzlement, (iv) Executive's material breach of this Agreement or any other agreement with any of the Group Companies, or breach of any policy or procedure of the Group Companies, which, in the case of a non-recurring breach capable of being cured, remains uncured after fourteen (14) days following notice by the Parent Board or the CEO of such breach, (v) Executive's habitual use of alcohol or illegal use of drugs (including narcotics) that materially impairs or is reasonably likely to materially impair Executive's ability to perform Executive's duties and responsibilities for the Group Companies, (vi) Executive's continued failure to substantially and/or satisfactorily perform Executive's duties and responsibilities hereunder, which failure remains uncured after fourteen (14) days following notice by the Parent Board of such failure, (vii) Executive being the subject of a complaint or charge by a governmental agency, rating agency or self-regulatory organization for an alleged violation (whether occurring before or after the date of this Agreement) of any statute or regulation which has or is reasonably likely to have an adverse impact on the reputation and standing in the community of any of the Group Companies, (viii) Executive failing to maintain any licenses necessary to perform the essential functions of Executive's duties hereunder which remains uncured after thirty (30) days following notice by the Company of such failure and/or (ix) repeated misconduct, repeated unsatisfactory performance or being guilty of serious misconduct; (c) the resignation by Executive upon one hundred and eighty (180) days' prior written notice to the Company or, if resignation by Executive is on account of Good Reason, such earlier date specified in the Notice of Termination provided to the Company but no earlier than the date on which any applicable cure periods applicable to Good Reason events have expired; and (d) the termination of Executive's employment by the Company without Cause upon at least one hundred eighty (180) days' prior written notice to Executive. 7. Termination Procedure. (a) Notice of Termination. Any termination of Executive's employment by the Company or by Executive (other than by reason of Executive's death) shall be communicated by a written Notice of Termination to the other party hereto in accordance with Section 6 of this Agreement. For purposes of this Agreement, a "Notice of Termination" means a notice that indicates the specific termination provision in this Agreement relied upon and, in circumstances in which the Company is terminating Executive's employment for Cause or Executive is terminating for Good Reason, sets forth in reasonable detail the facts and circumstances claimed to provide a basis for termination of Executive's employment for Cause or Good Reason, as applicable, and specifies the Date of Termination consistent with the provisions of Section 8(b). (b) Date of Termination. For purposes of this Agreement, "Date of Termination" means (i) if Executive's employment is terminated pursuant to Section 7(a), the date of Executive's death, (ii) if Executive's employment is terminated pursuant to Section 7(b), the date set forth in the Notice of Termination; provided, that, if applicable, the Notice of Termination shall not be effective until any applicable cure period has expired without the event or events leading to such termination having been cured, (iv) if Executive's employment is terminated pursuant to Section 7(c), the date that is one hundred eighty (180) days after delivery of such notice; provided, that the Company may elect to terminate Executive's employment earlier and either pay Executive a cash lump sum in lieu of any Base Salary that would have been paid during the remaining notice period or continue to provide the compensation and benefits set forth in Section 4(d) until such one hundred and eightieth (180th) day (following which termination the Company will have no further obligation to provide compensation or benefits of any kind to or on behalf of Executive), (v) if Executive's employment is terminated pursuant to Section 7(d), the

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&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;6 date set forth in the Notice of Termination, which date must be at least one hundred and eighty (180) days after delivery of the Notice of Termination (or if no date or an earlier date is set forth therein, then on the one hundred eightieth (180th) day after delivery of the Notice of Termination); provided, that the Company may elect to terminate Executive's employment earlier and either pay Executive a cash lump sum in lieu of any Base Salary that would have been paid during the remaining notice period or continue to provide the compensation and benefits set forth in Section 4(d) until such one hundred and eightieth (180th) day (following which termination the Company will have no further obligation to provide compensation or benefits of any kind to or on behalf of Executive). (c) Severance Benefits; Notice Periods. (i) Except as otherwise expressly provided in Section 8(b) or Section 8(c)(ii), upon any termination of Executive's employment hereunder, Executive shall not be entitled to any termination payments or other further compensation or benefits, unless such amounts are required by applicable law or are otherwise agreed in a separate agreement with the Executive. (ii) Upon termination of Executive's employment due to Executive's death or Disability, Executive (or Executive's beneficiary or estate, as applicable) shall be entitled to receive a payment equal to Executive's target cash incentive award for the fiscal year in which such termination of employment occurred, prorated based on the number of days during such fiscal year on which Executive was employed, to be paid by the Company in a single lump sum within 60 days following the Date of Termination. (iii) For the avoidance of doubt, any unreimbursed expenses incurred pursuant to Section 5 hereof prior to the termination of Executive's employment hereunder shall be reimbursed in accordance with the Company's policy with respect to expense reimbursement. 8. Restrictive Covenants. (a) Acknowledgment. Executive acknowledges and agrees that (i) the business of the Group Companies is highly competitive; (ii) the skills and knowledge of the Group Companies' workforce constitute trade secrets and confidential information; (iii) she will be exposed to, will have access to, and will develop on behalf of the Group Companies, trade secrets and confidential information during her employment; (iv) such trade secrets and confidential information are of vital importance to the success of the Group Companies; (v) the disclosure or improper use of any such information would place the Group Companies at a serious competitive disadvantage and could do serious damage, financial and otherwise, to the Group Companies; (vi) Executive will develop relationships with customers, clients or prospective customers or clients of the Group Companies at the time and expense of the Group Companies; (vii) by Executive's training, experience and expertise, Executive's services to the Group Companies will be extraordinary, special and unique; (viii) Executive's experience and capabilities are such that the provisions contained in this Agreement will not prevent Executive from earning a livelihood; (ix) the Group Companies would be seriously and irreparably injured if Executive were to engage in any actions in violation of Section 9 of this Agreement, and that, in the event of such breach or threatened breach, no adequate remedy at law would exist and damages would be difficult to determine; (x) the provisions contained in Section 9 of this Agreement are justified by, and reasonably necessary to, protect the legitimate business interests of the Group Companies, including the trade secret, confidential information and goodwill of the Group Companies; (xi) Executive is a sophisticated business person and has had an opportunity to consult with an attorney prior to entering into this Agreement; (xii) the Company is entering into this Agreement only because Executive is willing to comply with Section 9 of this Agreement; (xiii) the provisions in this Agreement are fair and reasonable in scope, duration and geographical limitations; and (xiv) if Executive were to act in concert with one or more current or former employees of the Group

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&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;7 Companies to violate any confidentiality or restrictive covenants, the harm to the Group Companies would be significantly greater than the harm that would have resulted if the individuals had acted separately. (b) Non-Competition; Non-Solicitation. Executive hereby agrees that he shall not in any jurisdiction in the world (the "Geographic Area"), either on Executive's own account or on behalf of any other person, firm or company, directly or indirectly: (i) during the Employment Term be engaged, interested or concerned with, in or by any business or undertaking that is engaged in or carries on any aspect of the Business (it being agreed that this Section (i) does not prohibit passive ownership by Executive of up to 1% of the issued and outstanding common shares of a company when such class of shares trades publicly on a recognized securities exchange); (ii) during the Employment Term and for a period of six (6) months following the Date of Termination (such period to be read as twelve (12) months following the Date of Termination in respect of a termination of employment directly or indirectly in connection with a Change of Control (in accordance with Section 14)), solicit, interfere with, endeavor to entice away from the Group Companies or encourage to reduce the level or change the terms of business conducted with, or ownership by, any person, firm or company who or which as of the Date of Termination or in the period of twelve (12) months immediately prior to such date was a shareholder, customer or client of or regularly dealt with any of the Group Companies, or who at such date was to Executive's knowledge negotiating with any of the Group Companies in relation to all or part of its business or its ownership, or which or whom Executive learned confidential information, other than any person, firm or company with which or with whom Executive conducted business prior to commencement of the Employment Term; and (iii) during the Employment Term and for a period of six (6) months following the end of the Date of Termination (such period to be read as twelve (12) months following the Date of Termination in respect of a termination of employment directly or indirectly in connection with a Change of Control (in accordance with Section 14)), solicit the services of or endeavor to entice away from the Group Companies any director, employee or consultant of a Group Company (whether or not such person would commit any breach of such person's contract of employment or engagement by reason of leaving the service of such company), or employ or engage, or knowingly aid or assist any other person in procuring the employment or engagement of, any such person. (c) Extension/Termination of Post-Employment Period of Time. (A) Any post-employment period of time described in Section 9(b) above shall be extended one (1) day for each day that Executive is not in compliance with the provisions of this Section 9, and (B) the Parent Board, in its discretion, may by written notice to Executive terminate any post-employment period of time described in Section 9(b) above earlier than its scheduled termination. (d) Severability. It is expressly understood and agreed that, although Executive and the Company consider the restrictions contained in this Section 9 to be reasonable, if a determination is made by an arbitrator, arbitration panel or a court of competent jurisdiction that the time or territory or any other restriction contained in this Section 9 is an unenforceable restriction against Executive, then the applicable provision shall not be rendered void, but shall be deemed amended to apply as to the maximum time and territory and to the maximum extent as such court may judicially determine or indicate to be enforceable. If, however, any such arbitrator, arbitration panel or court determines that any such restriction is unenforceable and cannot be amended so as to make it enforceable, then the provision may be severed and the finding shall not affect the enforceability of any of the other restrictions contained herein. (e) Injunction. Executive acknowledges and agrees that the Company's remedies at law for a breach or threatened breach of any of Executive's obligations under this Section 9 would be inadequate

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&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;8 and, in recognition of this fact, Executive agrees that, in the event of such a breach or threatened breach, in addition to any other remedies available at law or in equity, the Company shall be entitled to an injunction in aid of arbitration without the requirement to post security or a bond. (f) Restrictions Reasonable. Executive understands that the provisions of this Section 9 may limit Executive's ability to earn a livelihood in a business similar to the business of the Company but Executive nevertheless agrees and hereby acknowledges that (i) such provisions do not impose a greater restraint than is necessary to protect the goodwill or other business interests of the Company, (ii) such provisions contain reasonable limitations as to time, geography and scope of activity to be restrained, (iii) such provisions are not harmful to the general public, (iv) such provisions are not unduly burdensome to Executive, (v) the consideration provided hereunder is sufficient to compensate Executive for the restrictions contained in this Section 9, and (vi) the potential harm to the Company of non-enforcement of this Section 9 outweighs any potential harm to Executive of enforcement. In consideration of the foregoing and in light of Executive's education, skills and abilities, Executive agrees that Executive will not assert that, and it should not be considered that, any provisions of this Section 9 otherwise are void, voidable or unenforceable or should be voided or held unenforceable. The provisions of this Section 9 are an integral part of this Agreement. (g) Non-Disparagement. Executive shall not at any time (during or after Executive's employment with the Company) directly or indirectly disparage the reputation of any of the Group Companies or their shareholders, persons or entities associated with such shareholders, officers, directors, agents or employees. The Company agrees that neither it nor any of its officers or members of its board of directors shall, at any time (during or after Executive's employment with the Company) directly or indirectly disparage the reputation of the Executive). (h) Developments. All documents, schedules, lists, charts, correspondence and other data, information and property (and all copies thereof), written or electronic, received, accessed, developed, made or compiled by or on behalf of Executive at any time during Executive's employment, relating to any of the Group Companies or their business activities, but excluding Executive's personal effects and similar items, are and will be the property of the Group Companies, and must, except as otherwise agreed by the Parent Board in writing, be delivered to the Company promptly upon the termination of Executive's employment with the Company for any or no reason or at any other time upon request. All discoveries, inventions, ideas, technology, formulas, designs, software, programs, algorithms, products, systems, applications, processes, procedures, methods, improvements and enhancements conceived, developed or otherwise made, created or produced by Executive alone or with others, at any time during Executive's employment, in any way relating to the business activities, products or services that are the same as or substantially similar to those utilized or contemplated by any of the Group Companies, whether or not subject to patent, copyright or other protection and whether or not reduced to tangible form ("Developments"), are and will be the sole and exclusive property of the Company. Executive agrees to, and hereby does, assign to the Company, without any further consideration, all of Executive's right, title and interest throughout the world in and to all Developments. Executive agrees that all Developments that are copyrightable may constitute works made for hire under the copyright laws of the United States or works which are made during and in the course of employment under section 20(2) of the Copyright and Designs Act 2004 of Bermuda and, as such, acknowledges that the Company is the author of such Developments and owns all of the rights comprised in the copyright of such Developments and Executive hereby assigns to the Company without any further consideration all of the rights comprised in the copyright and other proprietary rights Executive may have in any such Development to the extent that it might not be considered a work made for hire. Executive shall make and maintain adequate and current written records of all Developments and shall disclose all Developments promptly, fully and in writing to the Parent Board promptly after development of the same, and at any time upon request.

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&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;9 9. Cooperation. Following the end of Executive's employment with the Company, Executive agrees to cooperate fully with the Company in (a) any litigation, administrative proceeding or inquiry that involves the Group Companies or any of their then-current or former shareholders, officers, directors, employees or agents, and/or (b) any investigation or inquiry conducted by or on behalf of the Company or any governmental or regulatory authority, in each case, about which Executive may have knowledge or information. The Company shall reimburse Executive for reasonable expenses incurred in connection with such cooperation. If Executive is participating at the Company's request and legal counsel is required, the Company shall provide such legal counsel only to the extent permissible by law. 10. No Cooperation with Third Parties. Executive shall not – at any time – counsel or assist any attorneys or their clients in the presentation or prosecution of any disputes, differences, grievances, claims, charges, or complaints known or unknown on behalf of any private third party against the Group Companies or any of their officers, directors, employees, agents, representatives, shareholders or attorneys, unless under a subpoena or other court order to do so. 11. Successors. Executive's performance hereunder is personal to Executive and is not assignable by Executive. The Company may at any time and from time to time delegate its power and authority under this Agreement to any of the Group Companies and such delegation (or the revocation thereof) shall be effective upon the Company's giving written notice of the same to Executive. The Company may assign this Agreement to any of the Group Companies or to any successor to all or substantially all of the business and/or assets of the Company, whether directly or indirectly, by purchase, merger, amalgamation, consolidation, acquisition of shares, or otherwise. This Agreement shall inure to the benefit of and be binding upon the Company and its successors and assigns. Prior to any assignment of this Agreement by the Company, all references to the "Company" in this Agreement shall be deemed to refer to Hamilton Insurance Group, Ltd. and from and after any such assignment, all references to the "Company" shall be deemed to refer to such assignee. 12. Survival. Sections 6, 8, 9, 10, 11, 12, 13, 14 and 15 will survive the expiration or termination of this Agreement in accordance with the terms and conditions thereof. 13. Change of Control (a) If there is a Change of Control of the Company and, within twelve (12) months following the Change of Control: (i) The Company terminates the Executive's employment (other than for Cause pursuant to Section 7(b)); or (ii) The Executive serves notice to terminate his employment in accordance with Section 7(c) with Good Reason, the Company shall, subject to Section 14 (b) below, pay the Agreed Sum to the Executive within one month following the end of the Employment Term and the Agreed Benefits will commence on the Date of Termination. The Agreed Sum shall be payable less any tax or other statutory deductions which the Company is obligated to deduct in line with normal payroll practices and applicable law. (b) The payment of the Agreed Sum and provision of the Agreed Benefits shall be conditional on and in consideration of: (i) The Executive complying with and continuing to comply with his obligations relating to confidentiality, intellectual property and restrictive covenants as set out in Sections 6 and 9 respectively; and

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&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;10 (ii) The Executive executing such documents in a form reasonably acceptable to the Company as it may require. (c) For the avoidance of doubt, the payment of the Agreed Sum and the provision of the Agreed Benefits shall not affect the Executive's entitlement to any of the following (in each case for the period prior to the Date of Termination): (i) Any accrued but unpaid salary; (ii) Any payment in lieu of accrued but unused holiday; or (iii) The reimbursement of expenses, provided that all claims for reimbursement are submitted within four (4) weeks after the Date of Termination. (d) To the extent that the Agreed Sum is damages (which is not admitted), the Parties agree that the terms of the Section 14 represent a genuine pre-estimate of the loss to the Executive that would arise on termination of the employment in the circumstances described and does not constitute a penalty. The Executive shall, subject to Section 14(c), accept the Agreed Sum in full and final settlement of all and any claims that he may have arising out of the employment or its termination. 14. Miscellaneous. (a) Waiver; Amendment. The waiver of or failure of a party to enforce any term, provision or condition of this Agreement at any time or times shall not be deemed a waiver of that term, provision or condition for the future or a waiver of any other term, provision or condition at any time. This Agreement may be amended or modified only by a writing signed by both parties hereto. (b) Governing Law; Arbitration. This Agreement will be governed by and construed in accordance with the laws of Bermuda. In the event of any dispute, controversy or claim arising out of or in relation to this Agreement, or the breach, termination or alleged invalidity hereof, then except as contemplated by Section 9(e), the parties shall proceed to arbitration. There shall be one arbitrator, to be appointed in the absence of the parties' agreement by the Appointments Committee of the Chartered Institute of Arbitrators (Bermuda Branch). The procedure to be followed shall be that as laid down in the UNCITRAL Model Law in accordance with the Bermuda International Conciliation and Arbitration Act 1993 (as amended from time to time) and the UNCITRAL Arbitration Rules presently in force. The place of Arbitration shall be Bermuda and the language shall be English. The decision and award of the arbitral tribunal shall be final and binding on the parties, and any court of competent jurisdiction may enter judgment upon the award. (c) Section Captions. Section and other captions contained in this Agreement are for reference purposes only and are in no way intended to describe, interpret, define or limit the scope, extent or intent of this Agreement or any provision hereof. (d) Severability. Each provision of this Agreement is intended to be severable. If any term or provision hereof is illegal or invalid for any reason whatsoever, such illegality or invalidity shall not affect the validity of the remainder of this Agreement. (e) Interpretation; Counterparts. No provision of this Agreement is to be interpreted for or against any party because that party drafted or did not draft such provision. The words "hereof", "herein", "hereunder" and words of similar import refer to this Agreement in its entirety and not to any particular section or paragraph. Except as expressly stated otherwise, references herein to sections or paragraphs refer to the sections or paragraphs of this Agreement. The words "including", "include" and words of similar

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&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;11 import shall be deemed to be followed by "without limitation." References to statutory provisions shall be construed as references to those provisions as amended or re-enacted or as their application is modified by other provisions from time to time and shall include references to any provisions of which they are re- enactments (whether with or without modification). References to the singular include the plural and vice versa and references to the masculine include the feminine and/or neuter and vice versa. References to persons include natural persons, companies, partnerships, corporations, associations and bodies of persons, whether incorporated or unincorporated. This Agreement may be executed in any number of counterparts, each of which shall be deemed an original, and all of which shall constitute one and the same instrument. Delivery of an executed signature page of this Agreement by facsimile or other electronic means shall be effective as delivery of a manually executed counterpart hereof. (f) Construction. This Agreement is to be fairly interpreted in accordance with its terms and without any strict construction in favor of or against either of the parties. Each of the parties acknowledges that this Agreement was jointly negotiated, reviewed and approved by them and their respective counsel. In the event an ambiguity or question of intent or interpretation arises, this Agreement shall be construed as having been drafted jointly by the parties and no presumption or burden of proof shall arise favoring or disfavoring any party by virtue of the authorship of any provision of this Agreement. (g) U.S. Internal Revenue Code. Notwithstanding anything herein to the contrary, this Agreement is intended to be interpreted and applied so that the payment of the benefits set forth herein either shall either be exempt from the requirements of Sections 409A and 457A of the U.S. Internal Revenue Code of 1986, as amended (the "Code") and applicable published guidance thereunder, or shall comply with the requirements of such provisions. Notwithstanding any provision in this Agreement or elsewhere to the contrary, if Executive is a "specified employee" within the meaning of Section 409A of the Code, any payments or benefits due upon a termination of Executive's employment under any arrangement that constitutes a "deferral of compensation" within the meaning of Section 409A of the Code and which do not otherwise qualify under the exemptions under Treas. Regs. Section 1.409A-1 (including without limitation, the short-term deferral exemption and the permitted payments under Treas. Regs. Section 1.409A-1(b) (9) (iii) (A)), shall be delayed and paid or provided on the earlier of (i) the date which is six (6) months after Executive's separation from service (as such term is defined in Section 409A of the Code and the regulations and other published guidance thereunder) for any reason other than death, and (ii) the date of Executive's death. Notwithstanding anything in this Agreement or elsewhere to the contrary, distributions upon termination of Executive's employment may only be made upon a "separation from service" as determined under Section 409A of the Code and such date shall be the Date of Termination for purposes of this Agreement. Each payment under this Agreement or otherwise shall be treated as a separate payment for purposes of Section 409A of the Code. In no event may Executive, directly or indirectly, designate the calendar year of any payment to be made under this Agreement or otherwise which constitutes a "deferral of compensation" within the meaning of Section 409A of the Code. All reimbursements and in-kind benefits provided under this Agreement shall be made or provided in accordance with the requirements of Section 409A of the Code. To the extent that any reimbursements pursuant to this Agreement or otherwise are taxable to Executive, any reimbursement payment due to Executive shall be paid to Executive on or before the last day of Executive's taxable year following the taxable year in which the related expense was incurred; provided, that, Executive has provided the Company written documentation of such expenses in a timely fashion and such expenses otherwise satisfy the Company's expense reimbursement policies. Reimbursements pursuant to this Agreement or otherwise are not subject to liquidation or exchange for another benefit and the amount of such reimbursements that Executive receives in one taxable year shall not affect the amount of such reimbursements that Executive receives in any other taxable year. Notwithstanding any of the foregoing to the contrary, the Company and their respective officers, directors, employees, or agents make no guarantee that the terms of this Agreement as written comply with, or are exempt from, the provisions of Code Sections 409A and 457A, and none of the foregoing shall have any

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&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;12 liability for the failure of the terms of this Agreement as written to comply with, or be exempt from, the provisions of Code Sections 409A or 457A. (h) Liability for Taxes. The issuance of any equity incentive awards described in Section 4 involve complex and substantial tax considerations. Executive should consult with his own tax advisors with respect to any equity incentive awards. The Company makes no warranties or representations whatsoever to Executive regarding the tax consequences of any equity incentive awards or the receipt of shares with respect thereto. Executive shall be solely responsible for any taxes in respect of any equity incentive awards and other payments and benefits under this Agreement. (i) Notices. All notices and other communications hereunder must be in writing and shall be deemed to have been duly given if delivered by hand delivery, facsimile (with confirmation of transmission), or overnight courier, in each case addressed as follows: If to the Company: Hamilton BDA Services Limited Wellesley House North, 1st Floor 90 Pitts Bay Road Pembroke HM 08 Bermuda Attention: General Counsel If to Executive: To Executive's principal address as reflected in the Company's records Or to such other address as either party shall have furnished to the other in writing in accordance herewith. Any such notice or communication shall be deemed to have been delivered on the date of delivery if delivered by hand, on the date of transmission if delivered by facsimile (with confirmation of transmission), on the date of confirmed delivery if delivered by overnight courier. (j) Entire Agreement. This Agreement (including the schedules attached hereto) sets forth the entire agreement of the parties hereto in respect of the subject matter contained herein and supersede all prior agreements, negotiations, promises, covenants, arrangements, communications, representations or warranties, whether oral or written, by any officer, director, employee or representative of any party hereto in respect of such subject matter (other than agreements evidencing awards or payments required hereunder, such as equity grant agreements). Executive and the Company represent that, in executing this Agreement, each party has not relied upon any representation or statement made by the other party, other than those set forth herein, with regard to the subject matter, basis or effect of this Agreement. This Agreement represents the complete understanding of the parties with respect to the subject matter hereof, and, as of the Effective Date, supersedes and terminates all prior agreements between the Company and Executive. [Remainder of page left intentionally blank]

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## Exhibit 10.9

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CONTRACT OF EMPLOYMENT This Agreement is made on 9 December 2022 and deemed to take ef fect as of 1 January 2023 Between: (1) Hamilton UK Services Limited, a company inco rporated in England and Wales (registered number 11381012) whose registered off ice is at 8 Fenchurch Place, London EC3M 4AJ, England (the "Company") and (2) Alex Baker of [\*\*\*\*\*\*\*\*\*\*\*\*\*\*] (the"Executive" or "you") WHEREAS, the Parties acknowledge that the Executive has been continuously employed by the Company or one of its subsidiaries or af f iliates since 21 March, 2016 (the "Effective Date"); and WHEREAS, in consideration of the premises and the mutual covenants and agreements herein contained, and for other good and valuable consideration, the receipt and suff iciency of which are hereby acknowledged, the Parties hereby agree as follows: It Is Agreed: This Amended and Restated Agreement contains the terms and conditions of your employment. It includes the statement required to be given to you under Section 1 Employment Rights Act 1996. There are certain conditions that must be satisf ied by you in order for your employment to continue. These are: • that you sign and return all documentation required by the Company; • that you are entitled to work in the United Kingdom; and • that you are capable of performing your duties; 1) INTERPRETATION 1.1 In this Agreement: "Agreed Benefi ts" means the p rovision of medical health insurance coverage in line with the Company's current medical health insurance policy (the "Policy"), subject to the rules of the Policy, for a maximum of twelve months following the end of the Employment Term or, if sooner, the date on which the Executive obtains substantially comparable medical health insurance under any other contract; "Agreed Sum" means an amount equivalent to the gross value of one year's Annual Salary plus an amount equivalent to one year's Cash Incentive Award (calculated at target) (less any sums paid to the Executive by way of notice or payment in lieu of notice); "Annual Salary" means the annual base salary at the rate of £300,000 per annum (which shall be deemed to accrue f rom day to day) payable in arrears by equal monthly instalments in a manner consistent with current Company practice; "Bonus Scheme" means the Hamilton Insurance Group cash incentive plan as amended from time to time; "Business Day" means a day (other than a Saturday or a Sunday) on which banks are open for business in London; "Change in Control" has the meaning def ined in the Hamilton Insurance Group 2013 Equity Incentive Plan (as amended f rom time to time); Exhibit 10.9

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"Employment Term" means the period commencing on the Effective Date through termination in accordance with the terms of this Agreement; "Financial Year" means the f inancial year used for the purposes of the Bonus Scheme as f rom time to time adjusted; "Good Reason" has the meaning def ined in the Hamilton Insurance Group 2013 Equity Incentive Plan (as amended f rom time to time); "Group Board" the board of directors of Hamilton Insurance Group; "Group CEO" means the Chief Executive Of f icer of Hamilton Insurance Group; "Group Company" means the Company and any company that is f rom time to time a parent or holding company of the Company, a direct or indirect subsidiary company of the Company, a direct or indirect subsidiary company of a holding company of the Company or a company in which the Company owns, directly or indirectly, at least f if ty percent (50%} of the issued share capital, or any individual member of such group (excluding the Company) as the context requires; "Hamilton Insurance Group" or "Parent" means Hamilton Insurance Group, Ltd., a Bermuda company; "Restricted Business" means (i) the insurance or reinsurance business; (ii) the contemplation, c reation and/or execution of insurance or reinsurance business, inc luding all aspects of the planning and "start up" of such activities and (iii) any other business in which the Group Companies are engaged on the last day of Executive's employment with the Company and with which Executive was materially involved in the twelve months prio r to the Date of Termination; and "Termination Date" means the date on which the employment of the Executive under this Agreement shall terminate. 1.2 In this Agreement, unless the context otherwise requires: (a) references to clauses, sub-clauses and schedules are, unless otherwise stated, to clauses, sub-clauses of and schedules to this Agreement; and (b} the headings to the clauses are for convenience only and shall not af fect the construction or interpretation of this Agreement. 2. EFFECTIVE DATE 2.1 Pursuant to the terms of this Amended and Restated Agreement, the Effective Date of and your employment will remain 21 March, 2016. No employment with any previous employer counts as part of your period of continuous employment. 3. Joe TITLE AND DUTIES 3.1 You are employed as Group Chief Risk Of f icer and shall report to the Group CEO o r her delegate, as applicable. 3.2 In addition to the duties which this job no rmally involves, you agree to perform any other duties that may reasonably be assigned or vested in you by the Group CEO in relation to the Company and any Group Company. 3.3 You further agree to comply with all reasonable requests and/or instructions given or made by the Group CEO and to keep her regularly informed and promptly provide such explanations, information and ass istance as to your activities or the business of the Company or any Group Company as the Group CEO may require.

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3.4 You agree that the Company may assign this contract to another Group Company. You will be given one month's written notice of any such assignment. 4 PLACE OF WORK 4.1 Your normal place of work is the Company's premises at 8 Fenchurch Place, London EC3M 4AJ, United Kingdom. The Company shall be entitled to require you to work at other locations or off ices within the United Kingdom or overseas on a temporary basis in line with the requirements of the Company. You may be required to work outside the United Kingdom for a period of more than one month. Details of the terms applying to such periods will be provided to you, should this become relevant. 4.2 You may be required to t ravel anywhere within the United Kingdom o r overseas as is necessary for the proper performance of your duties. 5 REMUNERATION Annual Salary 5.1 As remuneration for the services under this Agreement, the Company shall pay the Executive his Annual Salary. Your Annual Salary will be reviewed annually and may be increased f rom time to time at the Company's discretion without af fecting the other terms of your employment. There is no obligation to award an increase. There wil l be no rev iew of the salary af ter notice has been given by either party to terminate your employment. 5.2 You will not be entitled to additional pay for any overtime worked. Cash Incentive Program 5.3 During the Employment Term, Executive shall have the opportunity to earn a target cash incentive award of 80% of Annual Salary for each f iscal year of the Company (the "Cash Incentive Award"). The cash incentive award, if any, shall be pro rated for any partial year of Executive's employment with the Company, based on actual performance. The Cash Incentive Award, if any, shall be determined by, and in the sole and absolute discretion of , the Compensation Committee of the Parent Board (o r if no such committee is in place, the Parent Board) in consultation with the Group CEO. The Compensation Committee of the Parent Board (or if no such committee, the Parent Board) in consultation with the Group CEO, shall determine the amount (if any) and terms of any cash incentive award (including any applicable performance criteria and/or deferral component). The determinations of the Compensation Committee of the Parent Board (o r if no such committee, the Parent Board) in respect of the cash incentive program shall be f inal and binding on all parties. The terms of any cash incentive program shall be communicated to Executive under separate cover. 5.4 No payment under the Cash Incentive Award shall be paid if before the date on which the Company usually pays such bonuses: (a) Notice of termination has been given by either party to the other; and/or (b) The Company has instituted disciplinary proceedings against the Executive or the Executive is subject to an unexpired disciplinary warning. Long Term Incentive Award 5.5 For any completed f iscal year of employment with the Company, Executive may be eligible to earn an equity incentive award f rom the Parent. Equity incentive awards, if any, shall be made under, and subject to the terms of , the Hamilton Insurance Group, Ltd. 2013 Long Term Incentive Plan, as amended f rom time to time (the "Equity Plan") and any related written award agreement. Any awards granted to Executive under the Equity Plan shall be communicated by, and be subject to the terms and conditions of , a written award agreement

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between the Parent and Executive. Notwithstanding the generality of the foregoing, Executive shall be considered annually for eligibility to receive a g rant of restricted stock units ("RSUs"}under the Equity Plan and performance stock units ("PSUs") in the discretion of the Parent Board. Any such grant shall vest subject to Executive's continued employment with the Company through the applicable vesting date(s} and subject to achievement of target performance metrics to be determined by the Compensation Committee of the Parent Board (o r if no such committee, the Parent Board } in its sole discretion. Executive's target annual equity incentive award shall be calibrated at 100% of Annual Salary. However, neither the Parent no r the Company shall have any obligation to grant such awards. Executive acknowledges that Executive may be required to execute additional documents in connection with the g rant of any equity incentive award o r the exercise or settlement of such awards. 5.6 For the purposes of the Employment Rights Act 1996 or otherwise, you consent to the deduction of any sums due f rom you to the Company (including without limitation any overpayments, loans or advances made to you by the Company, any excess holiday taken by you and/or the cost of repairing any damage or loss to the Company's property caused by you} at any time f rom your salary or any other payment due f rom the Company to you. You also ag ree to make payment to the Company of any sums due f rom you to the Company upon demand by the Company at any time. Value Appreciation Pool (VAP) 5.7 Executive shall be eligible for and granted an additional one-time award of 150,000 (One Hundred and Fif ty Thousand } Units of the Parent's Value Appreciation Pool ("VAP"}. The VAP award shall be subject to and governed by the VAP Rules, adopted 18 September 2020 (as may be amended f rom time to time), and the terms and conditions of a written award ag reement between the Parent and Executive. Executive acknowledges that Executive may be required to execute additional documents in connection with the grant of the VAP award or the exercise or settlement of such award. 6 OTHER BENEFITS 6.1 You are eligible to participate in the Company's pension scheme (the "Pension Scheme") f rom the f irst day of your employment, subject to any requirements of the pension provider, particulars of which may be obtained f rom the Company subject to the terms of the Pension Scheme in force f rom time to time. The Company reserves the right to amend or terminate the Pension Scheme in its absolute discretion at any time provided that if the Pension Scheme is terminated it will be replaced with a new scheme. The Executive consents to the deduction of any contributions due to the Pension Scheme f rom his salary. 6.2 You shall also be entitled to participate in other benef it schemes f rom the f irst day of your employment, subject to any requirements of the benef it provider, including but not limited to Private Health Insurance, Life Assurance and Permanent Health insurance. Particulars of these schemes may be obtained f rom the Company. The Company shall have the right to change its arrangements for or withdraw the provision of such benef its as it sees f it. 6.3 Nothing in this clause: (a} Gives rise to any express or implied limitations on the ability of the Company to terminate this Agreement at any time in accordance with its terms or otherwise; or (b} Gives the Executive any rights to the continuation of existing benef its and/or any rights to prospective benef its following termination of his employment.

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7 EXPENSES The Company shall reimburse you for all reasonable expenses properly incurred by you in the performance of your duties. Reimbursement will be in acco rdance with any Company policy on expenses which is in force at the time. 8 HOURS OF WORK 8.1 Your no rmal wo rking hours are f rom 9:00 am to 5:30 pm Monday to Friday inclusive with an unpaid lunch break of one hour. However, due to the nature of your employment, including your seniority and the scope of your responsibilities, you may be required to work additional hours without additional remuneration if that is reasonably necessary (in the Company's view) for the proper performance of your duties. 8.2 You agree to work hours which exceed the maximum average weekly working time limit of 48 hours imposed by the Work ing Time Regulations 1998. You may withd raw your agreement at any time on giving the Company 6 months' prior written notice. 9 HOLIDAYS 9.1 In addition to normal English Bank and Public holidays, you are entitled to 25 working days' paid holiday during each holiday year. The Company's holiday year runs f rom 1 January to 31 December. Holidays must be taken at times convenient to the Company and you must give reasonable notice of proposed holiday dates which must be ag reed in advance with your supervisor. Not more than two consecutive weeks of holiday may be taken at any one time without the approval of the Company. 9.2 For the holiday year during which your employment begins or ends, you will be entitled to such proportion of your annual holiday entitlement as the period of your employment in that holiday year bears to a full holiday year. The Company may require you to take some, all or none of any outstanding holiday entitlement during your notice period. Upon the termination of your employment for whatever reason you will, as approp riate, either be entitled to salary in lieu of any untaken accrued holiday entitlement or be required to repay to the Company any salary received in respect of holiday taken in excess of your proportionate holiday entitlement. For the purposes of calculating such payment in l ieu o r such repayment, a day's paid holiday shall be taken to be your annual basic salary divided by 260. 10 SICKNESS 10.1 If you are absent f rom wo rk due to sickness, accident o r other incapacity, you must inform the Company as soon as possible and in any event by 9 am on your f irst day of absence. You must keep the Company regularly informed of the reasons for and expected duration of your absence. Entitlement to sick pay may be af fected by late notif ication. 10.2 When any period of absence continues beyond seven calendar days you must obtain and immediately forward to the Company a medical certif icate signed by a doctor. If absence continues af ter the expiry of the f irst certif icate, further certif icates must be obtained as necessary to cover the whole period of absence and forwarded to the Company immediately on each occasion. The Company may require you to be examined at any time by a doctor of its choice. 10.3 Immediately following your return to wo rk af ter any period of absence for any reason you must complete a self -certif ication form, copies of which are available f rom the Company. 10.4 Subject to compliance with the above notif ication and certif ication requirements you will be entitled to statutory sick pay and may receive further payments up to the equivalent of your full salary at the Company's discretion. For the avoidance of doubt, in the event that you

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receive any additional sums paid either by the Company or by virtue of your entitlement to a payment under a relevant insurance scheme, this additional payment will be deemed to include your entitlement to statutory sick pay. 11 OTHER WORK 11.1 During your employment with the Company you must not be involved either directly or indirectly in any other wo rk without prio r written approval, with such approval not being unreasonably withheld. 11.2 You agree that you will not accept any appointments (whether paid or unpaid) as a director or otherwise with any company other than the Company without the Company's prior written consent. 12 CONFIDENTIALITY AND COMPANY PROPERTY 12.1 You agree both during and af ter the termination of your employment not to use or disclose to any person any conf idential information: (a) concerning the business of the Company o r any Group Company and which comes to your knowledge, directly o r indirectly, during the course of or in connection with your employment; or (b) concerning the business of any cl ient, customer, agent, supplier or distributor having dealings with the Company or any Group Company and which is obtained either directly or indirectly in circumstances subject to a duty of conf identiality. 12.2 This clause shall not apply to information which is: (a) used or disclosed in the p roper performance of your duties or with the consent of the Company or respective Group Company; (b) disclosed as a protected disclosure within the meaning of section 43A Employment Rights Act 1996; (c) ordered to be disclosed by a court of competent jurisdiction o r otherwise required to be disclosed by law; or (d) comes into the public domain (otherwise than due to a default by you). 12.3 All documents, manuals, hardware and sof tware provided for your use by the Company or any Group Company, and any data or documents p roduced, maintained or sto red on the Company's computer systems or other elect ronic equipment remain the property of the Company o r such respective Group Company and upon demand by the Company or such respective Group Company and in any event upon the termination of your employment with the Company for whatever reason you shall immediately return them together with al l equipment, notes and memoranda, documents, sof tware, records, codes, keys and passwords, des igns, drawings or other property in any medium whatsoever belonging to the Company or such respective Group Company (together with any copies of the same) which is in your possession or under your control. You agree to abide with any obligations of the Company as a licensee of software, including any obligations not to use, disclose o r reverse engineer such sof tware. 13 INTELLECTUAL PROPERTY 13.1 You shall give the Company full written details of all Inventions (meaning inventions, ideas and improvements, whether or not patentable, and whether or not recorded in any medium) and of all works embodying Intellectual Property Rights made wholly or partially by you at any time during the course of your employment which relate to, or are reasonably capable

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of being used in, the business of the Company or any Group Company. You acknowledge that all Intellectual Property Rights subsisting (or which may in the future subsist) in all such Inventions and works shall automatically, on creation, vest in the Company absolutely. To the extent that they do not vest automatically, you hold them on trust for the Company. You agree promptly to execute all documents and do all acts as may, in the opinion of the Company, be necessary to give ef fect to this clause. 13.2 For the purposes of clause 13.1, " Intellectual Property Rights" consist of patents, rights to Inventions (as def ined in clause 13.1 above), copyright and related rights, trade marks, trade names and domain names, rights in get-up, rights in goodwill o r to sue for passing off, rights in designs, rights in computer sof tware, database rights, rights in conf idential information (including know-how and t rade secrets) and any other intellectual property rights, in each case whether registered or unregistered and including all applications (or rights to apply) for, and renewals or extensions of , such rights and all similar or equivalent rights or forms of protection which may now or in the future subsist in any part of the world. 14 Termination of employment Executive's employment shall terminate upon the f irst to occur of : 14.1 Executive's death; 14.2 the termination of Executive's employment by the Company for Cause without notice, where "Cause" means any of the following acts or occurrences as determined by the Company: (i) Executive's indictment of or charge with respect to, conviction of, or pleading guilty or nolo contendere to a felony or equivalent offense or crime (other than a minor road traf f ic offense or other non-material offense not subject to a custodial sentence), in any case whether occurring before or af ter the date of this Ag reement, (ii) Executive's gross negligence or willful misconduct in connection with Executive's employment that causes or is likely to cause signif icant loss or damage to any of the Group Companies, (iii) Executive's conduct that constitutes f raud, material misrep resentation or embezzlement, (iv) Executive's material breach of this Agreement o r any other ag reement with any of the Group Companies, or breach of any policy or procedure of the Group Companies, which, in the case of a non-recurring breach capable of being cured, remains uncured af ter fourteen (14) days following notice by the Company o r the Group CEO of such breach, (v) Executive's habitual use of alcohol or il legal use of drugs (inc luding narcotics) that materially impairs or is reasonably likely to materially impair Executive's ability to perform Executive's duties and responsibilities for the Group Companies, (vi) Executive's continued failure to substantially and/or satisfactorily perform Executive's duties and responsibilities hereunder, which failure remains uncured af ter fourteen (14) days following notice by the Company or Group CEO of such failure, (v ii) Executive being the subject of a complaint or charge by a governmental agency, rating agency o r self -regulato ry organization for an alleged v iolation (whether occurring before or af ter the date of this Ag reement) of any statute o r regulation which has or is reasonably likely to have an adverse impact on the reputation and standing in the community of any of the Group Companies, (viii) Executive failing to maintain any licenses necessary to perform the essential functions of Executive's duties hereunder which remains uncured af ter thirty (30) days following notice by the Company of such failure, and/or (ix) repeated misconduct, repeated unsatisfactory performance or being guilty of serious misconduct. 14.3 the resignation by Executive upon one hundred and eighty (180) days' p rior written notice to the Company or, if resignation by Executive is on account of Good Reason, such earlier date specif ied in the Notice of Termination provided to the Company but no earlier than the date on which any applicable cure periods applicable to Good Reason events have expired. 14.4 the termination of Executive's employment by the Company without Cause upon at least one hundred eighty (180) days' prior written notice to Executive.

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14.5 The Company reserves the right in its absolute discretion to terminate your employment with immediate ef fect by paying you a sum equal to your Annual Salary for all o r any remaining part of your notice period irrespective of who gives notice. In the event of gross misconduct on your part, the Company reserves the right to terminate your employment immediately without notice or payment in lieu of notice. 14.6 During any period of notice or any part thereof , (whether given by you o r the Company), the Company shall be under no obligation to assign any duties to you. The Company shall be ent itled to exclude you f rom its premises. The Company may also require you not to have any contact or communication with any employees, suppliers o r customers of the Company during any such period. Your right to receive your normal salary and other contractual benef its during your notice period will not be af fected by the provisions of this clause 14. 15 TERMINATION PROCEDURE 15.1 Notice of Termination. Any termination of Executive's employment by the Company o r by Executive (other than by reason of Executive's death) shall be communicated by a written Notice of Termination to the other party hereto. For purposes of this Agreement, a "Notice of Termination" means a notice that indicates the specif ic termination provision in this Agreement relied upon and, in circumstances in which the Company is terminating Executive's employment for Cause or Executive is terminating for Good Reason, sets forth in reasonable detail the facts and circumstances claimed to provide a basis for termination of Executive's employment for Cause or Good Reason, as applicable, and specif ies the Date of Termination consistent with the provisions of clause 14.2. 15.2 Date of Termination. For purposes of this Agreement, "Date of Termination" means (i) if Executive's employment is terminated pursuant to clause 14.1, the date of Executive's death, (ii) if Executive's employment is terminated pursuant to clause 14.2, the date set forth in the Notice of Termination; provided, that, if applicable, the Notice of Termination shall not be ef fective until any applicable cure period has expired without the event or events leading to such termination having been cured, (Iii) if Executive's employment is terminated pursuant to clause 14.3, the date that is one hundred eighty (180) days af ter delivery of such notice; provided, that the Company may elect to terminate Executive's employment earlier and continue to provide the compensation and benef its until such one hundred eightieth (180th) day (following which termination the Company will have no further obligation to provide compensation or benef its of any kind to or on behalf of Executive), (iv) if Executive's employment is terminated pursuant to clause 14.4, the date set forth in the Notice of Termination, which date must be at least one hund red eighty (180) days af ter delivery of the Notice of Termination (or if no date or an earlier date is set forth therein, then on the one hund red eightieth (180t h) day af ter delivery of the Notice of Termination); provided, that the Company may elect to terminate Executive's employment earlier and continue to provide the compensation and benef its until such one hundred eightieth (180th) day (following which termination the Company will have no further obligation to provide compensation or benef its of any kind to or on behalf of Executive). 15.3 Severance Benef its; Notice Periods. 15.3.1 Except as otherwise expressly provided in clause 15.2 o r clause 15.3.2, upon any termination of Executive's employment hereunder, Executive shall not be entitled to any termination payments or other further compensation or benef its, unless such amounts are required by applicable law. 15.3.2 Upon termination of Executive's employment due to Executive's death, Executive's benef iciary or estate, as applicable, shall be entitled to receive a payment equal to Executive's Cash Incentive Award that would have been payable to Executive for any f iscal year ending prior to Executive's death (if not already paid) , prorated

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based on the number of days during such f iscal year on which Executive was employed, to be paid by the Company in a single lump sum within 60 days following the Date of Termination. 16 RESTRICTIVE COVENANTS You agree to abide by the provisions set out in the Schedule to this Agreement. 17 DISCIPLINARY AND GRIEVANCE PROCEDURES 17.1 Any disciplinary or dismissal matters affecting the Executive will be dealt with by the Group CEO or her nominee. Should the Executive wish to appeal against any disciplinary or dismissal decision he should submit his appeal in writing to the Group Board whose decision on such appeal shall be f inal. The Company reserves the right to suspend you with pay pending the outcome of any disciplinary proceedings. 17.2 If the Executive wishes to seek redress for any grievance relating to his employment he should f irst discuss the matter with the Group CEO. If the matter is not then settled, he should submit his grievance to the Group Board in writing whose decision on such grievance shall be f inal. 18 COLLECTIVE AGREEMENTS There are no collective ag reements applicable to you or which af fect your terms of employment. 19 DATA PROTECTION AND PRIVACY 19.1 The Company and the Group Companies may collect and process information relating to you (and where necessary family members/dependents) in acco rdance with the Privacy Notice. The Privacy Notice sets out how the Company and/or Group Companies collect and use personal information about you during and af ter your wo rking relationship with the Company, in accordance with the p rinciples of the General Data Protection Regulations. You are required to sign and date the Privacy Notice, and return the s igned version to the Company. 19.2 You shall agree to comply with all applicable policies, p rocedures and t raining p rovided to you regarding data p rotection and the use of equipment p rovided to you (including but not limited to mobile phones, computes and i-pads) when handling personal data in the course of your employment. The personal data in question may relate to any employee, wo rker, contractor, customer, client, supplier or agent of the Company or Group Company. 19.3 Failure to comply with such policies and procedures may be dealt with under the Company's disciplinary procedure. 20 Changes to Terms and Conditions of Employment The Company reserves the right to make reasonable changes to any of your terms of employment p rovided this is agreed in writing by both parties at the time, such consent not to be unreasonable withheld by you. 21 CHANGE IN CONTROL 21.1 Inhere is a Change of Control of the Company and, within twelve (12) months following the Change of Control: (a) the Company terminates the Executive's employment (other than for Cause pursuant to clause 14.2); or

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(b} the Executive serves notice to terminate his employment in accordance with clause 14.3 with Good Reason, the Company shall, subject to clause 21.2 below, pay the Agreed Sum to the Executive within one month following the end of the Employment Term and the Agreed Benefits will commence on the Date of Termination. The Agreed Sum shall be payable less any tax or other statutory deductions which the Company is obliged to deduct in line with normal payroll practices and applicable law. 21.2 The payment of the Agreed Sum and provision of the Agreed Benefits shall be conditional on and in consideration of: (a) the Executive complying with and continuing to comply with his obligations relating to confidentiality, intellectual property and restrictive covenants as set out in the attached Schedule; and (b) the Executive executing such documents in a form reasonably acceptable to the Company as it may require. 21.3 For the avoidance of doubt, the payment of the Agreed Sum and provision of the Agreed Benefits shall not affect the Executive's entitlement to any of the following (in each case for the period prior to the Date of Termination): (a) any accrued but unpaid salary; (b) any payment in lieu of accrued but unused holiday; or (c) the reimbursement of expenses, provided that all claims for reimbursement are submitted within four (4) weeks after the Date of Termination, 21.4 To the extent that the Agreed Sum is damages (which is not admitted), the parties agree that the terms of this clause 21 represent a genuine pre-estimate of the loss to the Executive that would arise on termination of the employment in the circumstances described and does not constitute a penalty. The Executive shall, subject to clause 21.3, accept the Agreed Sum in full and final settlement of all and any claims that he may have arising out of the employment or its termination 22 ENTIRE AGREEMENT 22.1 This Agreement and any documents referred to in it constitute the entire agreement and understanding between the parties and supersedes and extinguishes all previous agreements, promises, assurances, warranties, representations and understandings between them, whether written or oral, relating to its subject matter. 22.2 Each party acknowledges that in entering into this Agreement it does not rely on, and shall have no remedies in respect of, any statement, representation, assurance or warranty (whether made innocently or negligently) that is not set out in this agreement. 22.3 Each party agrees that it shall have no claim for innocent or negligent misrepresentation or negligent misstatement based on any statement in this agreement. 22.4 Nothing in this clause shall limit or exclude any liability for fraud. 23 GENERAL 23.1 These terms and conditions of employment must be read in conjunction with the Staff Handbook which you acknowledge you have received. If any of the terms and conditions in this Agreement conflict with the Staff Handbook or any offer letter, the terms and conditions of this Agreement will prevail.

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23.2 Without prejudice to any other rights or remedies that the Company may have, you acknowledge and agree that damages alone would not be an adequate remedy for any breach by you of the terms of clauses 12, 13 and 16. Accordingly, the Employer shall be entitled to the remedies of injunction, specif ic performance or other equitable relief for any threatened or actual breach by you of the terms of clauses 12, 13 and 16 of this Agreement. 23.3 A person, f irm o r company which is not a party to this Ag reement shall have no right under the Contracts (Rights of Third Parties) Act 1999 to enforce any of its terms. 23.4 English law shall apply to this Ag reement and both you and the Company submit to the jurisdiction of the English courts. In witness whereof, this agreement has been duly executed and delivered the day and year f irst written. Signed by Daniel Fisher, Director, for and on behalf of the Company Acknowledged and Agreed by Alex Baker 9 December 2022

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SCHEDULE Post-Termination Restrictions Since you will in the course of your employment hereunder have dealings with customers and obtain knowledge of the trade secrets and other conf idential information in regard to the business of the Company and such Group Companies, you hereby agree with the Company for itself and as trustee for the Group Companies that you shall not without the p rior written consent of the Group Board (such consent to be withheld only so far as may be reasonably necessary to protect the legitimate interests of the Company or any Group Company), either on your own account o r on behalf of any other person, f irm or company, directly or indirectly: A) Non-Competition; Non-Solicitation: (a) during the Employment Term and prior to the Date of Termination, be engaged, interested or concerned with, in or by any business or undertaking that is engaged in or carries on any aspect of the Restricted Business (it being ag reed that this clause (i) does not prohibit passive ownership by Executive of up to 1% of the issued and outstanding common shares of a company when such class of shares trades public ly on a recognized securities exchange); (b) during the Employment Term and for a period of six (6) months following the Date of Termination (such period to be read as twelve (12) months following the Date of Termination in in respect of a termination of employment directly or indirectly in connection with a Change in Control (in accordance with clause 21)) , solicit, interfere with, endeavor to entice away f rom the Group Companies o r encourage to reduce the level o r change the terms of business conducted with, or ownership by, any person, f irm o r company who or which as of the Date of Termination or in the period of twelve (12) months immediately prior to such date was a shareholder, customer or client of or regularly dealt with any of the Group Companies, or who at such date was to Executive's knowledge negotiating with any of the Group Companies in relation to all o r part of its business or its ownership, or which or whom Executive learned conf idential information, other than any person, f irm or company with which or with whom Executive conducted business prior to commencement of the Employment Term; and/or (c) during the Employment Term and for a period of six (6) months following the Date of Termination (such period to be read as twelve (12) months following the Date of Termination in in respect of a termination of employment directly or indirectly in connection with a Change in Control (in accordance with clause 21)), solicit the services of or endeavor to entice away f rom the Group Companies any director, employee or consultant of a Group Company (whether or not such person would commit any breach of such person's contract of employment or engagement by reason of leaving the service of such company), or employ or engage, or knowingly aid or assist any other person in procuring the employment or engagement of , any such person. B) Extension/Termination of Post-Employment Period of Time. (i) Any post-employment period of time described above shall be extended one (1) day for each day that Executive is not in compliance with the provisions of this Schedule, and (ii) the Board, in its discretion, may by written notice to Executive terminate any post-employment period of time described above earlier than its scheduled termination. C) Severabil ity. It is expressly understood and agreed that, although Executive and the Company consider the restrictions contained in this Schedule to be reasonable, if a determination is made by an arbit rator, arbitration panel o r a court of competent jurisdiction that the time or territory or any other rest riction contained in this Schedule is an unenforceable restriction against Executive, then the applicable provision shall not be rendered void, but shall be deemed amended to apply as to the maximum time and territory and to the maximum extent as such court may judicially determine or indicate

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to be enforceable. If , however, any such arbitrator, arbitration panel or court determines that any such restriction is unenforceable and cannot be amended so as to make it enforceable, then the provision may be severed and the f inding shall not af fect the enforceability of any of the other restrictions contained herein. D) Injunction. Executive acknowledges and agrees that the Company's remedies at law for a breach or threatened breach of any of Executive's obligations under this Schedule would be inadequate and, in recognition of this fact, Executive agrees that, in the event of such a b reach or threatened breach, in addition to any other remedies available at law o r in equity, the Company shall be entitled to an injunction in aid of arbit ration without the requirement to post security or a bond. E) Restrictions Reasonable. Executive understands that the provisions of this Schedule may limit Executive's ability to earn a livelihood in a business s imilar to the business of the Company but Executive nevertheless agrees and hereby acknowledges that (i) such provisions do not impose a greater rest raint than is necessary to protect the goodwill or other business interests of the Company, (i i) such provisions contain reasonable limitations as to time, geography and scope of activity to be restrained, (i ii) such provisions are not harmful to the general public, (iv) such provisions are not unduly burdensome to Executive, (v) the consideration provided hereunder is suf f icient to compensate Executive for the restrictions contained in this Schedule, and (vi) the potential harm to the Company of non-enforcement of this Schedule outweighs any potential harm to Executive of enforcement. In consideration of the foregoing and in light of Executive's education, skills and abilities, Executive ag rees that Executive will not assert that, and it should not be considered that, any provisions of this Schedule otherwise are void, voidable or unenforceable or should be voided or held unenforceable. The provisions of this Schedule are an integral part of this Agreement. F) Non-D isparagement. Executive shall not at any time (during or af ter Executive's employment with the Company) directly or indirectly disparage the reputation of any of the Group Companies o r their shareholders, persons or entities associated with such shareholders, off icers, directors, agents or employees. The Company agrees that neither it nor any of its off icers or members of its board of directors shall, at any time (during or af ter Executive's employment with the Company) directly o r indirectly disparage the reputation of the Executive. G) Developments. All documents, schedules, lists, charts, correspondence and other data, information and property (and all copies thereof), written or electronic, received, accessed, developed, made or compiled by or on behalf of Executive at any time during or prior to Executive's employment, relating to any of the Group Companies or their business activities, but excluding Executive's personal effects and similar items, are and will be the property of the Group Companies, and must, except as otherwise agreed by the Board in writing, be delivered to the Company promptly upon the termination of Executive's employment with the Company for any or no reason or at any other time upon request. All discoveries, inventions, ideas, technology, formulas, designs, sof tware, programs, algorithms, products, systems, applications, processes, procedures, methods, improvements and enhancements conceived, developed or otherwise made, created or produced by Executive alone or with others, at any time during or prior to Executive's employment, in any way relating to the business activities, products or services that are the same as or substantially similar to those utilized or contemplated by any of the Group Companies, whether or not subject to patent, copyright or other protection and whether or not reduc;ed to tangible form ("Developments"), are and will be the sole and exclusive property of the Company. Executive agrees to, and hereby does, assign to the Company, without any further consideration, all of Executive's right, title and interest throughout the world in and to all Developments. Executive agrees that all Developments that are copyrightable may constitute works made for hire under applicable copyright laws or works which are made during and in the course of employment and, as such, acknowledges that the Company is the author of such Developments and owns all of the rights comprised in the copyright of such Developments and Executive hereby assigns to the Company without any further consideration all of the rights comprised in the copyright and other proprietary rights Executive may have in any such Development to the extent that it might not be

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considered a work made for hire. Executive shall make and maintain adequate and current written records of all Developments and shall disclose all Developments promptly, fully and in writing to the Board promptly af ter development of the same, and at any time upon request.

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## Exhibit 10.9

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Exhibit 10.9.1

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## Exhibit 10.18

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EXECUTION VERSION FOURTEENTH AMENDMENT AGREEMENT This FOURTEENTH AMENDMENT TO THIRD AMENDED AND RESTATED REIMBURSEMENT AGREEMENT dated as of March _5_, 2025 (this "Amendment") by and between HAMILTON RE, LTD., a Bermuda insurance and reinsurance company (the "Borrower") and UBS AG, STAMFORD BRANCH (the "Issuing Lender") amends the THIRD AMENDED AND RESTATED REIMBURSEMENT AGREEMENT dated as of August 30, 2017 as amended on October 27, 2017, October 30, 2018, May 7, 2019, October 16, 2019, October 30, 2019, October 29, 2020, October 28, 2021, October 27, 2022, July 5, 2023, October 26, 2023, November 24, 2023, January 30, 2024 and October 10, 2024 (the "Reimbursement Agreement"), as in effect on the date hereof. WITNESSETH: WHEREAS, pursuant to the Reimbursement Agreement, the Issuing Lender agreed to issue Letters of Credit for the account of the Borrower and for the benefit of the Account Beneficiaries from time to time designated by the Borrower on the terms and conditions set forth therein; WHEREAS, pursuant to the Reimbursement Agreement, the Borrower agreed to reimburse the Issuing Lender for any advances in respect of such Letters of Credit; and WHEREAS, the Borrower and Issuing Lender wish to amend certain provisions of the Reimbursement Agreement; NOW, THEREFORE, in consideration of the foregoing and the mutual covenants contained herein, the parties hereto agree as follows: § 1 Definitions. Capitalized terms which are used herein without definition and which are defined in the Reimbursement Agreement shall have the same meanings herein as in the Reimbursement Agreement. § 2 Amendments. (a) Section 1.01 (Defined Terms) of the Reimbursement Agreement is hereby amended by adding the following definitions (in alphabetical order) therein: ""ATV GMV" means the sum of (i) ATV Long Market Value plus (ii) the absolute value of ATV Short Market Value. "ATV Long Market Value" means, with respect to ATV, the aggregate market value of long positions (exclusive of Excluded Positions) traded by ATV corresponding to the Collateral Fund's direct and indirect investments in ATV, which shall be computed using the then-current market value of such positions as determined by the Calculation Agent in good faith and in a commercially reasonable manner. "ATV Short Market Value" means, with respect to ATV, the aggregate market value of short positions (exclusive of Excluded Positions) traded by ATV corresponding to the Collateral Fund's direct and indirect investments in ATV, which shall be computed using the then-current market value of such positions as determined by the Calculation Agent in good faith and in a commercially reasonable manner. "ATV Strategy Allocation" means that share of the Collateral Fund's capital invested directly or indirectly in ATV plus that portion of cash and Cash Equivalents held at the Collateral Fund allocated to ATV." Exhibit 10.18.14

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2 ""HTV Strategy Allocation" means that share of the Collateral Fund's capital invested directly or indirectly in HTV plus that portion of cash and Cash Equivalents held at the Collateral Fund allocated to HTV." ""KTV Strategy Allocation" means that share of the Collateral Fund's capital invested directly or indirectly in KTV plus that portion of cash and Cash Equivalents held at the Collateral Fund allocated to KTV." ""NTV Strategy Allocation" means that share of the Collateral Fund's capital invested directly or indirectly in NTV plus that portion of cash and Cash Equivalents held at the Collateral Fund allocated to NTV." (b) The definition of "Early Prepayment Event" in Section 1.01 (Defined Terms) of the Reimbursement Agreement is hereby amended by: (i) deleting subparagraph (ii) thereof in its entirety and replacing it with the following: "(ii) as of the end of any Business Day, either: (A) the ratio of STV GMV to the STV Strategy Allocation is greater than 13.00:1.00; (B) the ratio of ESTV GMV to the ESTV Strategy Allocation is greater than 13.00:1.00; (C) the FTV Margin-to-Equity Ratio is greater than 75%; or (D) the ratio of ATV GMV to the ATV Strategy Allocation is greater than 8.00:1.00;" (ii) deleting subparagraph (iii) thereof in its entirety and replacing it with the following: "(iii) the Collateral Fund's (A) sum of (x) STV Strategy Allocation plus (y) ESTV Strategy Allocation plus (z) ATV Strategy Allocation, is less than 65% or greater than 75%; and/or (B) sum of (w) FTV Strategy Allocation plus (x) HTV Strategy Allocation plus (y) KTV Strategy Allocation plus (z) NTV Strategy Allocation, is less than 25% or greater than 35%; and/or (C) ATV Strategy Allocation is greater than 20%; in each case as of any date of measurement by the Administrator, and is not cured by the scheduled date of delivery of the Administrator's report under Section 5.01(a)(v);" (c) The definition of "Strategy Fund" in Section 1.01 (Defined Terms) of the Reimbursement Agreement is hereby deleted in its entirety and replaced with the following: ""Strategy Fund" means each of Two Sigma Spectrum Portfolio, LLC ("STV"), Two Sigma Futures Portfolio, LLC ("FTV"), Two Sigma Equity Spectrum Portfolio, LLC ("ESTV"), Two Sigma Horizon Portfolio, LLC ("HTV"), Two Sigma Navigator Portfolio, LLC ("NTV"), Two Sigma Absolute Return Portfolio, LLC ("ATV") and Two Sigma Kuiper Portfolio, LLC ("KTV")." (d) The definition of "ESTV Strategy Allocation" in Section 1.01 (Defined Terms) of the Reimbursement Agreement is hereby deleted in its entirety and replaced with the following: ""ESTV Strategy Allocation" means that share of the Collateral Fund's capital invested directly or indirectly in ESTV plus that portion of cash and Cash Equivalents held at the Collateral Fund allocated to ESTV." (e) Annex A (Investment Guidelines) of the Reimbursement Agreement is hereby deleted in its entirety and replaced with the form attached as Exhibit A hereto.

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3 § 3 Conditions to Effectiveness of this Amendment. The effectiveness of this Amendment is conditioned upon satisfaction of the following requirements: (a) Executed Documents – The Borrower shall have delivered to the Issuing Lender a copy of this Amendment duly signed on behalf of each party hereto. (b) Officer's Certificate – The Issuing Lender shall have received a certificate dated as of the date of this Amendment and signed by a Responsible Officer of the Borrower confirming that (a) at the time of and immediately after giving effect to this Amendment the representations and warranties of the Issuer made pursuant to Article III (Representations and Warranties) of the Reimbursement Agreement are, in each case, true and correct in all material respects unless any such representations or warranties are specifically made as of any earlier date, in which case they shall only be made as of such earlier date; provided, that, in each case such materiality qualifier shall not be applicable to any representations or warranties that are already qualified or modified by materiality in the text thereof, (b) there have been no material changes to the documents attached to the officer's certificate of the secretary of the Borrower dated January 2, 2014 (other than the Second Amendment and Restatement to the Bye-Laws of the Borrower dated November 4, 2014), and (c) at the time of and immediately after giving effect to this Amendment, no event that constitutes an Early Prepayment Event, a Default or an Event of Default has occurred and is continuing or will result from the execution of this Amendment. § 4 Agreement Otherwise Unchanged. Except as herein provided, the Transaction Documents shall remain unchanged and in full force and effect, and each reference to the Reimbursement Agreement (and words of similar import) in the Transaction Documents, shall be a reference to the Reimbursement Agreement as amended hereby, and as the same may be further amended, supplemented and otherwise modified and in effect from time to time. § 5 Effective Date. This Amendment shall become effective as of March _5_, 2025 (the "Effective Date"), subject to satisfaction of the conditions set forth in §3 (Conditions to Effectiveness of this Amendment) of this Amendment. § 6 Representations and Warranties. At the time of and immediately after giving effect to this Amendment, all of the representations and warranties of the Borrower made pursuant to Article III (Representations and Warranties) of the Reimbursement Agreement are, in each case, true and correct in all material respects unless any such representations or warranties are specifically made as of any earlier date, in which case they shall only be made as of such earlier date; provided, that, in each case, such materiality qualifier shall not be applicable to any representations or warranties that are already qualified or modified by materiality in the text thereof. § 7 No Default, Event of Default or Early Prepayment Event. At the time of and immediately after giving effect to this Amendment, no event that constitutes an Early Prepayment Event, a Default or an Event of Default has occurred and is continuing or will result from the execution of this Amendment. § 8 Governing Law, Submission to Jurisdiction, Consent to Service of Process and Waivers. The provisions contained in the Reimbursement Agreement, insofar as they relate to governing law, the submission to the courts specified therein, the consent to service of process and waivers shall apply to this Amendment mutatis mutandis as if they were incorporated herein. § 9 Counterparts. This Amendment may be executed in counterparts (and by different parties hereto on different counterparts), each of which shall constitute an original, but all of which when taken together shall constitute a single contract. Delivery of an executed counterpart of a signature page of this Amendment by telecopy or electronic mail with PDF attachment shall be effective as delivery of a manually executed counterpart of this Amendment. [Signature Page Follows]

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[Signature Page of Fourteenth Amendment to Third Amended and Restated Reimbursement Agreement] IN WITNESS WHEREOF, the parties hereto have caused this Amendment to be duly executed by their respective authorized officers as of the day and year first above written. HAMILTON RE, LTD., as Borrower By: Name: Title: Athena Tolosa Chief Financial Officer, Hamilton Re

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&nbsp;&nbsp;&nbsp;&nbsp;[Signature Page of Fourteenth Amendment to Third Amended and Restated Reimbursement Agreement] UBS AG, STAMFORD BRANCH, as Issuing Lender By: Name: Title: By: Name: Title: Muhammad Afzal, Director

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&nbsp;&nbsp;&nbsp;&nbsp;[Signature Page of Fourteenth Amendment to Third Amended and Restated Reimbursement Agreement] ANNEX A INVESTMENT GUIDELINES The value of Collateral Fund Interest shall be reduced by an amount determined by application of the haircuts set forth below. The resulting value, after application of the relevant haircut, will be the Adjusted Market Value of the Collateral Fund Interest. All determinations in respect of haircuts shall be made by the Calculation Agent. Subject to agreement by Issuing Lender, which is not to be unreasonably withheld, and subject to a limit of one (1) time per calendar quarter, no haircut shall apply in respect of a cured condition if Borrower can demonstrate to Issuing Lender that the condition on the reporting date leading to a haircut no longer exists at the time of delivery of the report. Volatility If the Collateral Fund has a Volatility Percentage greater than or equal to 17%, the Adjusted Market Value (before any such adjustment) shall be multiplied by a factor equal to (i) 17% divided by (ii) the Volatility Percentage, to give a new Adjusted Market Value. "Volatility Percentage" means the annualized standard deviation of the Collateral Fund calculated using the 12 most recent monthly returns. Liquidity Applying a Liquidation Period of one (1) day, if the Collateral Fund has Liquidity less than or equal to 50%, the Adjusted Market Value (before any such adjustment) shall be multiplied by a factor equal to (i) Liquidity divided by (ii) 50%, to give a new Adjusted Market Value. Subject to agreement by Issuing Lender, which is not to be unreasonably withheld, no haircut shall apply if Borrower can demonstrate to Issuing Lender that a market holiday causes the measurement of Liquidity to be in error and subsequent measurements of Liquidity unaffected by market holidays would not lead to such an error. Applying a Liquidation Period of three (3) days, if the Collateral Fund has Liquidity less than or equal to 80%, the Adjusted Market Value (before any such adjustment) shall be multiplied by a factor equal to (i) Liquidity divided by (ii) 80%, to give a new Adjusted Market Value. Subject to agreement by Issuing Lender, which is not to be unreasonably withheld, no haircut shall apply if Borrower can demonstrate to Issuing Lender that a market holiday causes the measurement of Liquidity to be in error and subsequent measurements of Liquidity unaffected by market holidays would not lead to such an error. "Liquidity" means the percentage of assets of the Collateral Fund (determined on a look-through basis to the Strategy Funds) that can be liquidated within a specified number of days (the "Liquidation Period"), which is calculated as the estimated reduction in the Collateral Fund's gross market value (for this purpose, calculated as the sum of (x) the market value of all long positions and (y) the absolute value of the sum of the market value of all short positions, in each case, held directly or indirectly by the Collateral Fund (the "Liquidity GMV")) over that number of days divided by the Liquidity GMV as of the reporting date. The Liquidity GMV takes into account all positions in the relevant portfolio with the exception of a small number of out of universe positions that may exist, which positions generally consist of equities or related derivatives that arise from corporate actions, manual FX or equity hedge positions, or miscellaneous positions such as bonds posted to counterparties as margin (the "Out of Universe Positions"). The estimated reduction in Liquidity GMV is calculated by assuming that, for each day in the Liquidation Period, up to 15% of the average daily volume over the past 20 days of a particular position can be traded. There is no observable market volume for FX, FX Options, and other OTC derivatives; therefore internally estimated daily volumes provided by the Borrower (acting in good faith) shall be used to compute the average daily volume over the prior 20 days. Cash equivalents held at Two Sigma Hamilton Fund, LLC shall be excluded from the liquidation calculation. Leverage

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&nbsp;&nbsp;&nbsp;&nbsp;[Signature Page of Fourteenth Amendment to Third Amended and Restated Reimbursement Agreement] In the event the STV GMV-to-Capital Ratio is greater than 11, the Adjusted Market Value (before any such adjustment) of the STV Strategy Allocation shall be multiplied by a factor equal to (i) 11 divided by (ii) the STV GMV-to-Capital Ratio, in determining the Adjusted Market Value. "STV GMV-to-Capital Ratio" means the STV GMV divided by the STV Strategy Allocation. In the event the ESTV GMV-to-Capital Ratio is greater than 11, the Adjusted Market Value (before any such adjustment) of the ESTV Strategy Allocation shall be multiplied by a factor equal to (i) 11 divided by (ii) the ESTV GMV-to-Capital Ratio, in determining the Adjusted Market Value. "ESTV GMV-to-Capital Ratio" means the ESTV GMV divided by the ESTV Strategy Allocation. In the event the ATV GMV-to-Capital Ratio is greater than 7 and less than or equal to 8, the Adjusted Market Value (before any such adjustment) of the ATV Strategy Allocation shall be multiplied by a factor equal to (i) 7, divided by (ii) the ATV GMV-to-Capital Ratio, in determining the Adjusted Market Value. "ATV GMV-to-Capital Ratio" means the ATV GMV divided by the ATV Strategy Allocation. In the event the STV Strategy Allocation has a NMV-to-Capital Ratio of more than 75%, the Adjusted Market Value (before such adjustment) of the STV Strategy Allocation shall be multiplied by a factor equal to (i) 75% divided by (ii) the NMV-to-Capital Ratio, to give a new Adjusted Market Value. In the event the ESTV Strategy Allocation has a NMV-to-Capital Ratio of more than 75%, the Adjusted Market Value (before such adjustment) of the ESTV Strategy Allocation shall be multiplied by a factor equal to (i) 75% divided by (ii) the NMV-to-Capital Ratio, to give a new Adjusted Market Value. "FTV Margin-to-Equity Ratio" means (i) that portion of margin required to be posted by FTV allocated to the FTV Strategy Allocation divided by (ii) the FTV Strategy Allocation. "NMV-to-Capital Ratio" means the NMV of the Collateral Fund's allocation to STV or ESTV, as applicable, divided by the capital allocated to the STV Strategy Allocation or the ESTV Strategy Allocation, as applicable. "Net Market Value" or "NMV" means the dollar delta of the long positions minus the absolute dollar delta of the short positions. Unencumbered Cash In the event the Collateral Fund has Unencumbered Cash of less than 15% of the Collateral Fund's net asset value, the Adjusted Market Value (before any such adjustment) shall be multiplied by a factor equal to (i) the percentage of Unencumbered Cash held by the Collateral Fund divided by (ii) 15%, to give a new Adjusted Market Value. "Unencumbered Cash" means cash held by the Collateral Fund that is free and clear of any encumbrances such as creditor claims or Liens, other than Liens in favor of the custodian or bank that maintains the account in which such assets are held, such Liens to be only in respect of costs, fees, intraday advances to facilitate the settlement of cash equivalent securities and indemnities, in each case related to the maintenance of such account and the assets held therein. For the avoidance of doubt, Unencumbered Cash shall not include cash or Cash Equivalents that are subject to a Lien or creditor claim with respect to extensions of credit by such bank or custodian, its affiliate or other Person (other than intraday advances by the Custodian or any successor or additional cash management custodian to facilitate the settlement of cash equivalent securities) or with respect to costs, fees, indemnities or other liabilities related to any other account or asset of such Person. Allocation Limits If the Collateral Fund's HTV Strategy Allocation is greater than 15%, the Adjusted Market Value (before any such adjustment) of the HTV Strategy Allocation shall be multiplied by a factor equal to (i) 15% divided by (ii) the HTV Strategy Allocation, to give a new Adjusted Market Value.

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&nbsp;&nbsp;&nbsp;&nbsp;[Signature Page of Fourteenth Amendment to Third Amended and Restated Reimbursement Agreement] If the Collateral Fund's KTV Strategy Allocation is greater than 5%, the Adjusted Market Value (before any such adjustment) of the KTV Strategy Allocation shall be multiplied by a factor equal to (i) 5% divided by (ii) the KTV Strategy Allocation, to give a new Adjusted Market Value. If the Collateral Fund's NTV Strategy Allocation is greater than 10%, the Adjusted Market Value (before any such adjustment) of the NTV Strategy Allocation shall be multiplied by a factor equal to (i) 10% divided by (ii) the NTV Strategy Allocation, to give a new Adjusted Market Value.

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## Exhibit 10.19

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MASTER AGREEMENT FOR ISSUANCE OF PAYMENT INSTRUMENTS This Master Agreement is dated 5th December 2018. Between: (1) Hamilton Re, Ltd., a company incorporated in Bermuda (with company registration number 46635) whose registered office is at Wellesley House North, 1'1 Floor, 90 Pitts Bay Road, Pembroke HM08, Bermuda (the "Company"); and (2) Citibank Europe Pie, a company incorporated in Ireland (with company registration number 132781) whose r egistered office is at 1 North Wall Quay, Dublin 1, Republic of Ireland (the "Bank"). It is agreed as follows: 1. GENERAL 1.1 Facility uncommitted: Save as otherwise expressly stated in any Facility Document, the Bank shall at no point (including after initially accepting or otherwise partially acting on an Application) be under any obligation to comply with any Application or otherwise issue a Payment Instrument 1.2 Purpose: The Facility shall only be used by the Company and the Principals (for the account of the Company) to request the issuance of Payment Instruments. 2. UTILISING THE FACILITY 2.1 Delivery of Applications: The Company and any Principal may at any time deliver an Application to the Bank. 2.2 Conditions precedent to first utilisation: No Application may be delivered unless the Bank has received all of the documents and evidence specified in the Facility Letter, in a form and substance mutually agreed between the Parties. 2.3 Conditions for each utilisation: Each Application, which shall include those in respect of amendments or renewals, must be accompanied by (a) the form of the proposed Payment Instrument, (b) evidence that the Application has been signed and/or delivered to the Bank on behalf of the Company or the relevant Principal and (c) any other document, information or evidence that the Bank may require, acting reasonably, to allow the Bank to prepare, amend, renew, extend or increase, as the case may be, a Payment Instrument. Each Payment Instrument must be in a form and substance satisfactory to the Bank, acting reasonably, and in an Approved Currency. No Payment Instrument will have an expiry date after the Facility Expiry Date. The terms of each amended or renewed Payment Instrument shall be the same as those of such Payment Instrument immediately prior to its amendment or renewal, except as may be specified in the applicable Application. 2.4 Bank may Issue a Payment Instrument: If the conditions in the Facility Agreement have been met, the Bank may issue the Payment Instrument requested in an Application. Notwithstanding that a Payment Instrument issued or outstanding under the Facility Documents is in support of any obligations of, a Principal, the Company shall have direct liability for and shall be obligated to reimburse the Bank for any and all drawings under such Payment Instrument. 2.5 Correspondents: Instead of issuing a Payment Instrument itself, the Bank may arrange to have the Payment Instrument issued by a third party correspondent (including any Bank Group Member) and the Company acknowledges that the Bank will enter into a binding reimbursement, indemnity or similar obligation in favour of that correspondent which corresponds to the reimbursement obligation referred to in clause 3.3 (Reimbursement). 2.6 Facility Limit: (a) The Bank may opt not to issue a Payment Instrument if Total Outstandings (calculated as if that Payment Instrument had been issued) would exceed the Facility Limit on the proposed Issue Date. (b) If at any time the Bank determines that Total Outstandings exceed the Facility Limit, the Company shall within five Business Days after being given notice by the Bank Prepay one or more Payment Instruments (or part thereof) so that such excess is eliminated. (c) For the purpose of this clause 2.6 only the amount of Total Outstandings shall be reduced by any Cash Cover provided as part of a Prepayment referred to in paragraph (b) above. 2.7 Evergreen Payment Instruments (a) In relation to an Evergreen Payment Instrument, the Issuing Bank is not obliged to issue a non-renewal notice to any beneficiary unless, by close of business on the date falling 60 days before the last day on which such a non-renewal notice is permitted to be delivered under the terms of that Evergreen Payment Instrument. a non-renewal request is received by the Bank in writing from the Company. (b) Notwithstanding any provision of this clause 2.7. the Bank may procure that a non-renewal notice is given by the relevant Issuing Bank in relation to any Evergreen Payment Instrument. The Bank shall notify the Company as soon as reasonably practicable following the giving of such a non-renewal notice. 2.8 Additional Companies: If the Company wishes that this Facility be extended to cover further companies (each an "Additional Company"), it may by delivering a memorandum in the form set out in Schedule 3 hereunder (" Additional Principal Memorandum") request that such Additional Company become a "Principal" hereunder. Upon written acceptance by the Bank of an Additional Principal Memorandum and with effect as of the date indicated in such Additional Principal Memorandum: (a) such Additional Company shall become a Principal hereunder; Exhibit 10.19

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. 2. {b) all references to the "Principal' hereunder shall be deemed to include such Additional Company; and (c) Schedule 2 hereunder shall be deemed to have been amended to include such Additional Company accordingly. 3. PAYMENTS BY THE COMPANY 3.1 Claims (a) In relation to each Payment Instrument, the Company irrevocably and unconditionally authorises the Issuing Bank to pay any Claim made (or purported or appearing to be made) under that Payment Instrument. (b) In relation to each Payment Instrument which is not issued by the Bank, the Company irrevocably and unconditionally authorises the Bank to pay the relevant Issuing Bank a sum equal to any payment made by that Issuing Bank under paragraph (a) above. {c) The Company irrevocably and unconditionally agrees that: (i) any payment which the Issuing Bank makes in accordance with or apparently or purporting to be in accordance with any Claim, Payment Instrument or related document shall be binding on and accepted by the Company. and shall be conclusive evidence that the Issuing Bank was liable to make that payment. save in respect of the negligence. wilful misconduct or fraud of the Bank or Issuing Bank; (ii) it shall not be a defence to a claim by the Bank against the Company under clause 3.3 (Reimbursement) that the Issuing Bank could or should have resisted or disputed any Claim; and (iii) without prejudice to any other provision of the Facility Agreement: (iv) any Claim shall be deemed valid for the purposes of the Facility Agreement even if the person making that Claim does not have the requisite authority; (v) any Claim shall be deemed valid for the purposes of the Facility Agreement which appears on its face to be compliant or otherwise in order; and (vi) if a Payment Instrument specifies that a Claim must be accompanied by any document or documents then that document shall be deemed for the purposes of the Facility Agreement to be authentic and in compliance with the terms of the that Payment Instrument and that Claim, which appears on its f.ice to be compliant or otherwise in order. 3.2 Set-off: Clauses 3.1 (Claims} and 3.3 (Reimbursement) shall apply notwithstanding that the Issuing Bank may decide to make the relevant payment by exercising a set-off or other similar right that it may have against any beneficiary or other person. 3.3 Reimbursement: (a) The Company shall reimburse the Bank promptly in full any amount paid by the Bank in any of the circumstances contemplated by clause 3.1 (Claims). This reimbursement obligation shall arise promptly upon any Issuing Bank making the payment. The Bank will notify the Company as soon as reasonably practicable that a Claim has been disbursed. (b) The reimbursement obligation of the Company set out in paragraph (a) above shall be an overriding and unconditional one. and shall not be affected by any other matter, including the existence of any dispute, claim or set-off right existing between the Company and any other person. For the avoidance of doubt. the Company shall not have a reimbursement obligation under this Agreement or any Facility Document to any entity other than the Bank. 3.4 No investigation by the Bank: The Company acknowledges that the Issuing Bank: (a) is not obliged to carry out any investigation or seek any confirmation from any other person before paying a Claim; (b) deals in documents and/or demands only and will not be concerned with the legality of a Claim or any underlying transaction or any available set-off, counterclaim or other defence of any person; (c) may make a payment as contemplated by clause 3.1(a) (Claims) (and that the Bank may make a payment as contemplated by clause 3.1(b} (Claims)) without: (i) any reference to or further authority. confirmation or verification from the Company or any other person; (ii} enquiry as to the justification, validity, completeness. authenticity or accuracy of the relevant Claim or any accompanying or related document: or (iii) requiring proof that any amount or compliance the subject of that Claim is or was due. even if the Company or any other person may dispute the validity of that Claim or the making of that payment or (if required or permitted under applicable law and/or governing rules) that Claim is made after the stated expiry date (if any) of the relevant Payment Instrument or any related document. - 2 -

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- 3 - F~r the avoidance of doubt, the foregoing shall not obviate the need for the Bank and any Issuing Bank to act without negligence, wilful misconduct or fraud. 3.5 Obligations of the Company unaffected: The obligations of the Company under this clause 3 will not be affected by: (a) the sufficiency, accuracy or genuineness of any Claim or any other document; or (b) any incapacity of, or limitation on the powers of, any person signing a Claim or other document. 3.6 UCP or ISP: In relation to each Payment Instrument which specifies Market Standard Rules, the provisions of the relevant Market Standard Rules shall apply as between the Parties, save to the extent there is any inconsistency between the Facility Agreement and those Market Standard Rules, as between the Parties the Facility Agreement shall take precedent. 3.7 Indemnity: The Company shall on demand at any time indemnify, and hold harmless, the Bank, each Correspondent and each officer, employee, representative and agent of the Bank or such Correspondent (each an "Indemnified Person") against any and all Losses whatsoever suffered or incurred by that Indemnified Person howsoever arising (otherwise than by reason of the Indemnified Person's negligence, fraud or wilful misconduct) out of, or in relation to: (a) any Payment Instrument; (b) the Facility Agreement; and/or (c) the provision of the Facility, including as a result of any introduction of or any change in (or the interpretation, administration or application of) law or regulation which leads to a redenomination or other change in the currency, value of the currency, timing, place or manner of payment of the Issuing Bank's payment obligations under a Payment Instrument 3.8 Fees: In relation to each Payment Instrument, the Company shall pay the Bank each Fee in the amount at the times agreed in the Fee Letter. 3.9 Default interest: (a) If the Company does not pay any amount payable by it under a Facility Document on its due date, interest shall accrue on a daily basis on the overdue amount from the due date up to the date of actual payment (both before and after judgment) at a rate which is the Default Interest Rate. save that any default interest (if unpaid) arising on an overdue amount will be compounded with the overdue amount at the times and in the manner as may be determined by the Bank but will remain immediately due and payable. (b) Any interest accruing under this clause 3.9 shall be immediately payable by the Company on demand by the Bank. 4. PREPAYMENTS 4 .1 Illegality: If it becomes unlawful in any applicable jurisdiction for the Bank to perform any of its obligations as contemplated by the Facility Agreement (a) the Bank may notify the Company, and upon such notification, the Company shall Prepay all Payment Instruments and pay and repay all other sums due under the Facility Documents within three Business Days or on such later date the Bank may specify, 4.2 Illegality in relation to a Payment Instrument: If it becomes unlawful for the Bank to issue or maintain a Payment Instrument, then (a) the Bank may notify the Company (b) upon such notification the Company shall use its best endeavours to procure the prompt release of the relevant Payment Instrument and (c) (without prejudice to paragraph (b) above) Prepay that Payment Instrument. 4.3 Change of Control: If there is a Change of Control, the Company shall promptly notify the Bank upon becoming aware of that event and, if the Bank so notifies the Company, the Company shall Prepay all Payment Instruments and pay and repay all other sums due under the Facility Documents within five Business Days or on such later date the Bank may specify. 4.4 Time and manner of Prepayments: No Prepayment of all or any part of a Payment Instrument may be made except at the times and in the manner expressly provided for in the Facility Agreement. 5. COSTS AND EXPENSES; CURRENCY INDEMNITY 5.1 Transaction expenses: The Company shall, within five Business Days of demand, pay to the Bank an amount equal to any costs or expenses (including legal fees) reasonably incurred by the Bank in connection with the negotiation, preparation, printing, execution, registration and perfection of (a) the Facility Agreement, any document referred to in the Facility Agreement and the Facility Security and (b) any other Facility Documents executed after the date of this Master Agreement. 5.2 Amendment costs: If the Company requests an amendment, waiver or consent, the Company shall, within five Business Days of demand, pay to the Bank an amount equal to any costs or expenses (including legal fees) reasonably incurred by the Bank in responding to, evaluating, negotiating or complying with that request or requirement. 5.3 Enforcement and preservation costs: The Company shall, within five Business Days of demand, pay to the Bank an amount equal to any costs or expenses (including legal fees) incurred by it in connection with the enforcement of or the preservation of any rights under any Facility Document and the Facility Security and any proceedings instituted by or against the Bank as a consequence of taking or holding the Facility Security or enforcing these rights. . 3.

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• 4 - 5.4 Currency Indemnity: (a) If any sum due from the Company under the Facility Documents (a "Sum"). or any order, judgment or award given or made in relation to a Sum, has to be converted from the currency (the "First Currency") in which that Sum is payable into another currency (the "Second Currency") for the purpose of: (i) making or filing a claim or proof against the Company; or (ii) obtaining or enforcing an order, judgment or award in relation to any litigation or arbitration proceedings, the Company shall as an independent obligation. within five Business Days of demand. indemnify the Bank against any cost, loss or liability arising out of or as a result of the conversion including any discrepancy between the rate of exchange used to convert that Sum from the First Currency into the Second Currency and the rate or rates of exchange available to that person at the time of its receipt of that Sum. (b) The Company waives any right it may have in any jurisdiction to pay any amount under the Facility Documents in a currency or currency unit other than that in which it is expressed to be payable. 6. TAX; INCREASED COSTS 6.1 Tax gross-up: (a) The Company shall make all payments to be made by it without any Tax Deduction, unless a Tax Deduction is required by law. (b) The Company shall promptly upon becoming aware it must make a Tax Deduction (or that there is any change in the rate or the basis of a Tax Deduction) notify the Bank accordingly, and, similarly, the Bank shall notify the Company if the Bank receives a notification from a government body that a withholding tax arises on a payment made to the Bank. (c) If a Tax Deduction is required by law to be made by the Company, the amount of the payment due from the Company shall be increased to an amount which (after making any Tax Deduction) leaves an amount equal to the payment which would have been due if no Tax Deduction had been required. (d) If the Company is required to make a Tax Deduction, the Company shall make that Tax Deduction and any payment required in connection with that Tax Deduction within the time allowed and in the minimum amount required by law. (e) Within 30 days of making either a Tax Deduction or any payment required in connection with that Tax Deduction. the Company shall deliver to the Bank evidence reasonably satisfactory to the Bank that the Tax Deduction has been made or (as applicable) any appropriate payment paid to the relevant taxing authority. 6.2 Tax indemnity (a) The Company shall (within five Business Days of demand by the Bank) pay to the Bank an amount equal to any loss. liability or cost which the Bank determines will be or has been (direcUy or indirectly) suffered for or on account of Tax by the Bank in respect of a Facility Document. (b) Paragraph (a) above shall not apply: (i) with respect to any Tax assessed on the Bank: (1) under the law of the jurisdiction in which the Bank is incorporated or. if different, the jurisdiction (or jurisdictions) in which the Bank is treated as resident for tax purposes: or (2) under the law of the jurisdiction in which the Bank's facility office is located in respect of amounts received or receivable in that jurisdiction, if that Tax is imposed on or calculated by reference to the net income received or receivable (but not any sum deemed to be received or receivable) by the Bank: (ii) to the extent a loss, liability or cost is compensated for by an increased payment under clause 6.1 (Ta,c gross-up).: or (iii) relates to a FATCA Deduction required to be made by a Party. 6.3 FATCA Information (a) Subject to paragraph (c) below, each Party shall, within ten Business Days of a reasonable request by another Party: (i) confirm to that other Party whether ii is: (A) a FATCA Exempt Party; or (B) not a FATCA Exempt Party; (ii) supply to that other Party such forms. documentation and other information relating to its status under FATCA as that other Party reasonably requests for the purposes of that other Party's compliance with FATCA; and . 4.

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- 5 - (iii) supply to that other Party such forms, documentation and other information relating to its status as that other Party reasonably requests for the purposes of that other Party's compliance with any other law, regulation, or exchange of information regime. (b) If a Party confirms to another Party pursuant to paragraph (a)(i) above that it is a FATCA Exempt Party and it subsequently becomes aware that it is not or has ceased to be a FATCA Exempt Party, that Party shall notify that other Party reasonably promptly. (c) Paragraph (a) above shall not oblige the Bank to do anything, and paragraph (a)(iii) above shall not oblige any other Party to do anything, which would or might in its reasonable opinion constitute a breach of: (i) any law or regulation; (ii) any fiduciary duty; or (iii) any duty of confidentiality. (d) If a Party fails to confirm whether or not it is a FATCA Exempt Party or to supply forms, documentation or other information requested in accordance with paragraph (a)(i) or (ii) above (including, for the avoidance of doubt, where paragraph (c) above applies), then such Party shall be treated for the purposes of the Facility Agreement (and payments under it) as if it is not a FATCA Exempt Party until such time as the Party in question provides the requested confirmation, forms, documentation or other information. {e) If the Company is resident for tax purposes in the US or some or all of whose payments under the Facility Agreement are from sources within the US for US federal income tax purposes, or the Bank reasonably believes that its obligations under FATCA or any other applicable law or regulation require it, the Bank shall, within ten Business Days of the date of this Agreement supply to the Company: (i) a withholding certificate on Form W-8, Form W-9 or any other relevant form; or (ii) any withholding statement or other document, authorisation or waiver as the Borrower may require to certify or establish the status of the Bank under FATCA or that other law or regulation. (g) If any withholding certificate, withholding statement, document, authorisation or waiver provided to the Company by the B;,;ink pursuant to paragraph (e) above is or becomes materially inaccurate or incomplete, the Bank shall promptly update it and provide such updated withholding certificate, withholding statement, document, authorisation or waiver to the Company unless ii is unlawful for the Bank to do so (in which case the Bank shall promptly notify the Company). 6.4 FATCA Deduction (a) Each Party may make any FATCA Deduction it is required to make by FATCA, and any payment required in connection with that FATCA Deduction, and no Party shall be required to increase any payment in respect of which it makes such a FATCA Deduction or otherwise compensate the recipient of the payment for that FATCA Deduction. (b) Each Party shall promptly, upon becoming aware that it must make a FATCA Deduction (or that there is any change in the rate or the basis of such FATCA Deduction), notify the Party to whom it is making the payment. 6.5 Stamp taxes: The Company shall (within five Business Days of demand by the Bank) pay to the Bank an amount equal to any cost, loss or liability the Bank incurs in relation to all stamp duty, registration and other similar Taxes payable in respect of any Facility Document except to the extent the cost, liability or loss relates to a transfer, or assignment by the Bank of any of its rights under the Facility Agreement. 6.6 VAT: All amounts expressed to be payable by the Company under any Facility Document shall be deemed to be exclusive of any value added tax, goods and services tax or similar tax, and if any such tax is or becomes chargeable on any supply made by to the Company under any Facility Document, the Company shall pay to the Bank (in addition to the consideration for such supply) an amount equal to the amount of such tax. 6.7 Increased costs: Subject to clause 6.6 (Exceptions) the Company shall, within five Business Days of a demand by the Bank, pay the Bank the amount of any Increased Costs incurred by the Bank or any of its Affiliates as a result of: (a) the introduction of or any change in (or in the interpretation, administration or application of) any law or regulation; or (b) compliance with any law or regulation, made after the date of this Agreement and is attributable to the Bank having entered into any Facility Document or funding or performing its obligations under any Payment Instrument. • 5 -

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6.8 6.9 7. 7.1 7.2 7.3 7.4 7.5 7.6 7.7 7.8 7.9 7.10 7.11 7.12 7.13 7.14 - 6 - 1 n the event the Bank wishes to make a claim under clause 6. 7, it shall promptly notify the Company of the event giving rise to the claim and, promptly after a demand by the Company, provide confirmation of the amount of Increased Costs. Exceptions: Clause 6.5 (Increased costs) does not apply to the extent any Increased Cost is (a) attributable to a Tax Deduction required by law to be made by the Company, (b) compensated for by clause 6.2 (Tax indemnity) (?r w~uld have been compe~sated ~or under clause 6.2 (Tax indemnity) but was not so compensated solely because any of the exclus,o~s in cl_ause 6.2(b) (Tax indemn!ty) applied), (c) incurred by the Bank or any of its Affiliates as a result of th_e wilful ~reach of, or fraud in relation to, any law or regulation by the Bank or any of its Affiliates or (d) attributable to a FATCA Deduction required to be made by a Party. REPRESENTATIONS General: (a) The Company makes the representations and warranties set out in this clause 7 to the Bank. (b) The Com.pany ma~es the representations and warranties set out in clauses 7.2 ((Status), 7.7 (Insolvency), 7.10(b)(No Default), 7.11 (No proceedings pending or threatened) and 7.12 (No breach of laws) to the Bank in relation to each Principal, as if references in such representations and warranties to "Company" refer to each Principal.] Status: (a) The Company is a Bermuda exempted company with limited liability. duly incorporated and validly existing under the law of its jurisdiction of incorporation and it has the power to own its assets and carry on its business as it is being conducted. (b) Each Principal is and will be a Group Member. Binding obligations: The obligations expressed to be assumed by the Company in each Facility Document are legal, valid, binding and enforceable obligations and (without limiting the generality of this clause 7.3). each Security Document to which the Company is a party creates the security interests which that Security Document purports to create and those security interests are valid and effective. Non-conflict with other obligations: The entry into and performance by the Company of. and the transactions contemplated by, the Facility Documents and the granting of the Facility Security do not and will not conflict with (a) any law or regulation applicable to it (b) its constitutional documents or (c) any agreement or instrument binding upon it or any of its assets. Power and authority: The Company has the power to enter into. perform and deliver, and has taken all necessary action to authorise its entry into, performance and delivery of, each Facility Document to which it is or will be a party and the transactions contemplated by that Facility Document. Authorisations: the Company is in compliance with its obligations under clause 9.1 (Authorisations). Insolvency: No corporate action, legal proceeding or other procedure or step described in clause 10.3(f) (Insolvency proceedings) has been taken or, to the knowledge of the Company, threatened in relation to the Company, and none of the circumstances described in clause 10.3(e) (Insolvency) applies to the Company. No filing or stamp taxes: Under the laws of the Company's jurisdiction of incorporation or any other relevant jurisdictions, it is not necessary that any Facility Document be filed, recorded or enrolled with any court or other authority in that jurisdiction or that any stamp, registration, notarial or similar taxes or fees be paid on or in relation to any Facility Document or the transactions contemplated by the Facility Documents save as may have been disclosed in writing by the Company to the Bank prior to the date of the Facility Letter. Deduction of tax: Save as may have been disclosed in writing by the Company to the Bank prior to the date of the Facility Letter, the Company is not required to make any deduction for or on account of tax from any payment it may make under any Facility Document to the Bank. No default: (a) No Event of Default is continuing or might reasonably be expected to result from the issue of any Payment Instrument. (b) No other event or circumstance is outstanding which constitutes (or, with the expiry of a grace period, the giving of notice. the making of any determination or any combination of any of the foregoing, would constitute) a default or termination event (however described) under any other agreement or instrument which is binding on the Company or to which its assets are subject which has or is reasonably likely to have a Material Adverse Effect. No proceedings pending or threatened: (a) No non-frivolous litigation, arbitration or administrative proceedings or investigations of, or before, any court, arbitral body or agency which, if adversely determined, are reasonably likely to have a Material Adverse Effect have (to the Company's reasonable knowledge and belief) been started or threatened against the Company. (b) The Company does not have any knowledge of any pending or threatened injunction or other interlocutory proceeding affecting any Facility Document. No breach of laws: The Company has not breached any law or regulation which breach has or is reasonably likely to have a Material Adverse Effect. Security: No Security Interest exists over all or any Facility Document or any Secured Asset save for any interest created under any Facility Document. The Company is the legal and beneficial owner of each Secured Asset and that it has the unrestricted right to grant a first ranking Security Interest to the Bank over any such Secured Asset (and where consent of any person is required such consent has been obtained). Times when representations made: (a) All the representations and warranties in this clause 7 are made by the Company on the date of this Master Agreement and on the date which the Company counter-signs the Facility Letter. (b) The Repeating Representations are deeme~ to be made by the Company on the date each Application is delivered to the Bank and on each Issue Date. (c) Each representation _or warranty dee~ed to be made after the date of this Master Agreement shall be deemed to be made by reference to the facts and circumstances ex1st1ng at the date the representation or warranty is deemed to be made . . 6 .

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- 7 - 8. INFORMATION UNDERTAKINGS The undertakings in this clause 8 remain in force from the date of this Master Agreement for so long as any Payment Instrument is outstanding or the Facility remains in place. 8.1 Financial statements: {a) The Company shall deliver to the Bank as soon as they are available but in any event (i) within 180 days of the end of each of its financial years the audited consolidated financial statements for the Group for that financial year and (iii) within 90 days of the end of each of its first three financial quarters the unaudited consolidated management accounts for the Group for that financial quarter(b) Each audited financial statements delivered under this clause 8.1 shall be certified by the auditors. (c) The Company shall ensure that any financial statements delivered to the Bank shall be prepared in accordance with GAAP. 8.2 Information: miscellaneous: The Company shall supply to the Bank (a) promptly upon becoming aware of them, the reasonable details of any non-frivolous litigation, arbitration or administrative proceedings which are current, threatened or pending against any Group Member and which, if adversely determined, are reasonably likely to have a Material Adverse Effect and (b) promptly upon request such information as the Bank may reasonably request regarding (i) the financial condition, assets and operations of the Company and (ii) any Secured Asset, for the purposes of providing the services contemplated under the Facility Documents. 8.3 Notification of default: (a) The Company shall notify the Bank of any Default (and the steps, if any, being taken to remedy it) promptly upon becoming aware of its occurrence. (b) Promptly upon a request by the Bank, the Company shall supply to the Bank a certificate signed by two of its directors or senior officers on its behalf certifying that no Default is continuir,g (or if a Default is continuing, specifying the Default and the steps, if any, being taken to remedy it). 8.4 "Know your customer" checks: The Company shall promptly provide the Bank with any information reasonably requested from time to time by the Bank for the carrying out of any necessary "know your customer'' or similar checks arising under all applicable laws and regulations pursuant to the transactions contemplated by the Facility Documents. 9. GENERAL UNDERTAKINGS (a) The undertakings in this clause 9 remain in force from the date of this Master Agreement for so long as any Payment Instrument is outstanding or the Facility remains in place. (b) The Company shall ensure that each Principal complies with the following clauses as i f references to "Company" were to that Group Member: clause 9.1 (Authorisations) and 9.2 (Compliance with laws). 9.1 Authorisations: The Company shall promptly: (a) obtain, comply with and do all that is necessary to maintain in full force and effect; and (b) supply certified copies to the Bank of, any Authorisation required under any law or regulation of its jurisdiction of incorporation to (i) enable it to perform its obligations under the Facility Documents (ii) ensure the legality, validity, enforceability or admissibility in evidence of any Facility Document and (iii) carry on its business where failure to do so has or is reasonably likely to have a Material Adverse Effect. 9.2 Compliance with laws: The Company shall comply in all respects with all (a) laws to which it may be subject, if failure so to comply has or is reasonably likely to have a Material Adverse Effect and (b) foreign exchange control, asset control or other trade related laws or regulations applicable to any aspect of the Facility. 9.3 Merger: The Company shall not enter into any amalgamation, demerger, merger, consolidation or corporate reconstruction, to the extent such circumstance could reasonably be expected to have a Material Adverse Effect. 9.4 Change of business: The Company shall procure that no substantial change is made to the general nature of its business from that carried on by the Company pursuant to its constitutional documents, provided that the foregoing shall not prevent it from engaging in any business that is reasonably related, similar or ancillary to its business. 9.5 Pari passu ranking: The Company shall ensure that at all times any unsecured and unsubordinated claims of the Bank against it under the Facility Documents rank at least pari passu with the claims of all its other unsecured and unsubordinated creditors except those creditors whose claims are mandatorily preferred by laws of general application to companies. 10. ACCELERATION 10. 1 Acceleration: On and at any time after the occurrence of an Event of Default which is continuing the Bank may by notice to the Company (a) declare that all amounts accrued or outstanding under the Facility Documents be immediately due and payable, at which time they shall become immediately due and payable (b) declare that all or part of any such amounts be payable on demand, at which time they shall immediately become payable on demand by the Bank (c) require the Company to Prepay all or any part of a Payment Instrument, at which time the Company shall immediately so Prepay (d) exercise any or all of its rights, remedies, powers or discretions under any Facility Document and/or (e) enforce or preserve any Facility Security. 10.2 Events of default: (i) Each of the events or circumstances set out in this clause 10.3 is an Event of Default. (ii) Each of the events or circumstances set out paragraphs (d) (Cross-defau/1), (e) (Insolvency) and (f) (Insolvency proceedings) below is an Event of Default where references to "Company" are deemed to be to each Principal: - 7 -

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(a) (b) (c) (d) (e) (f) . 8. Non-payment: The Company does not pay on the due date any amount payable pursuant to a Facility Document at the place at and in the currency in which it is expressed to be payable unless its failure to pay is caused by administrative or technical error. or a disruption to any external payments system, and in each case payment is made within three Business Days of its due date. Other obligations: (1) The Company does not comply with any provision of the Facility Documents (other than those referred to in paragraph (a) (Non-payment) above). (2) No Event of Default under this paragraph (b) will occur if the failure to comply is capable of remedy and is remedied within 10 Business Days of the earlier of (aa) the Bank giving notice to the Company and (bb) the Company becoming aware of thE!! failure to comply. Misrepresentation: Any representation or statement made or deemed to be made by the Company in the Facility Documents or any other document delivered by or on behalf of the Company under or in connection with any Facility Document is or proves to have been incorrect or misleading when made or deemed to be made in any material respect. unless such matter is able to remedied and is so remedied by the Company within 5 Business Days after notice thereof from the Bank. Cross default: (1) Any Financial Indebtedness of the Company (aa) is not paid when due (bb) is declared to be or otherwise becomes due and payable prior to its specified maturity as a result of an event of default (however described) or (cc) any creditor of the Company becomes entitled to declare any Financial Indebtedness of the Company due and payable prior to its specified maturity as a result of an event of default (however described). (2) No Event of Default will occur under this paragraph (d) if the aggregate amount of Financial Indebtedness or commitment for Financial Indebtedness falling within paragraph (1) above is less than US$25,000,000 (or its equivalent in any other currency or currencies). No Event of Default will occur under this section if the event or circumstances described therein are capable of remedy and are remedied within: (i) 3 Business Days (where the relevant event or circumstance arises as a result of a payment default); or (ii) 10 Business Days (where the relevant event or circumstance arises as a result of a non-payment default). Insolvency: (1) The Company is unable or admits inability to pay its debts as they fall due or is deemed to or declared to be unable to pay its debts under applicable law. suspends or threatens to suspend making payments on any of its debts or, by reason of actual or anticipated financial difficulties, commences negotiations with one or more of its creditors with a view to rescheduling any of its indebtedness. (2) A moratorium is declared in respect of any indebtedness of the Company. Insolvency proceedings: Any corporate action. legal proceedings or other procedure or step is taken in relation to: (i) the suspension of payments, a moratorium of any indebtedness, winding-up, dissolution, administration or reorganisation (by way of voluntary arrangement. scheme of arrangement or otherwise) of the Company: (ii) a composition. compromise, assignment or arrangement with any creditor of the Company; (iii) the appointment of a liquidator, receiver, administrative receiver. administrator. compulsory manager or other similar officer in respect of the Company or any of its assets: or (iv) enforcement of any Security Interest over any assets of the Company, or any analogous procedure or step is taken in any jurisdiction. This paragraph (f) shall not apply to any winding-up petition which is frivolous or vexatious and is discharged, stayed or dismissed within 14 days of commencement. (g) Unlawfulness and invalidity: (1) It is or becomes unlawful for the Company to perform any of its obligations under any Facility Document. (2) Any obligation or obligations of the Company under any Facility Document are not or cease to be legal, valid, binding or enforceable and the cessation individually or cumulatively materially and adversely affects the interests of the Bank under the Facility Documents. (3) Any Facility Document ceases to be in full force and effect or is alleged by a party to it (other than the Bank) to be ineffective. (h) Material adverse change: Any event or circumstance occurs which the Bank reasonably believes has or is reasonably likely to have a Material Adverse Effect. 11. CHANGES TO PARTIES 11.1 Assignments and transfers by the Bank: The Bank may without the consent of or. notice being given to. the Company: (a) assign any of its rights; (b) sub-participate; and/or (c) transfer by novation any of its rights and obligations, under any F~cility Document to an Affiliate or branch of the Bank. save that written notice of any action contemplated under 11.1 (c) shall be provided to the Compan_y as soon as reasonably practicable if any action would be required of the Company resulting from su~h etrcumstances. If such assignment, tr~nsfer or other disposal is to a party other than a branch or Affiliate of the Bank, the prior written consent of the Company will be required. such consent not to be unreasonably withheld or delayed. - 8 -

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- 9 - 11.2 Provisions Relating to Regulatory Credit: The Bank confirms that it (or, if the Bank elects to issue any Payment Instrument through any of its Affiliates or branches, such Affiliate or branch) is, as of the date of this Master Agreement, listed on the NAIC Approved Bank List or such other applicable regulatory authority. 11.3 Assignment and transfers by the Company: The Company shall not assign, or grant Security or a trust over or in. any of its rights. or transfer any of its rights or obligations, under any Facility Document, unless prior written consent is provided by the Bank. 12. DISCLOSURE OF TRANSACTION INFORMATION In relation to any duty of confidentiality which the Bank may owe to the Company as a matter of contract, law, regulation or otherwise. but without implying any wider duty of confidentiality, the Bank may disclose any Transaction Information as the Bank shall consider appropriate, acting reasonably, subject to the Bank exercising reasonable efforts to ensure that all Transaction Information shall be protected by such party with security measures and a degree of care that the Bank would apply to its own confidential information, to (a) any Affiliate of the Bank or any officer, director, employee, professional adviser. auditor. partner or representative of the Bank or of any Affiliate of the Bank (b) any person to (or through) whom the Bank sub-participates, assigns or transfers (or may potentially sub participate (whether directly or indirectly), assign or transfer) all or any of its rights and/or obligations under any Facility Document and to any of that person's Affiliates, directors, employees, professional advisers, auditors, partners or representatives (c) any person to whom information is required or requested to be disclosed by any court of competent jurisdiction or otherwise in connection with, and for the purposes of, any litigation, arbitration, administrative or other investigations, proceedings or disputes (d) any person appointed by the Bank for the provision of administration, settlement or back-office services in respect of any Facility Document and (e) whom, and to the extent that. information is required to be disclosed by any applicable law or regulation. 13. SET-OFF AND DEBIT INSTRUCTION 13.1 Set-off: The Bank may without, notice to the Company set off any indebtedness or obligation (whether matured, unmatured, actual, contingent, conditional or otherwise) due and owing from the Company or a Principal to the Bank arising under. or in relation to, any agreement, transaction or matter (including under this Agreement or any Facility Document against any indebtedness or obligation (whether matured, unmatured, actual, contingent, conditional or otherwise) owed by the Bank to the Company or a Principal arising under, or in relation to, any agreement, transaction or matter (including an obligation under this Agreement or any Facility Document, regardless of the place of payment, booking branch or currency of either obligation. If the obligations are in different currencies, the Bank may convert either obligation at the Spot Rate. 13.2 Debit authority to the Bank: The Company irrevocably and unconditionally authorises the Bank at any time without notice to debit any account held in the Company's name with the Bank for an amount equal to any indebtedness or obligation of the Company referred to in clause 13.1 (Set-off) and the Bank shall apply such monies towards payment of any such indebtedness or obligation. 13.3 No deductions by the Company: All payments to be made by the Company under any Facility Document shall be calculated and be made without (and free and clear of any deduction for) set-off or counterclaim. 14. NOTICES 14.1 Subject always to any corporate mandate or general communications indemnity then in force as provided by the Company to the Bank, all notices. requests and demands given or made under any Facility Document shall be given or made in writing and unless otherwise stated shall be made by electronic mail, fax or letter to the mailing address or fax number given for these purposes by each Party below their signatures, or any substitute mailing address or fax as the Party may notify to the other from time to time in writing with at least five Business Days' prior notice. Any notice given under or in connection with any Facility Document must be in English. 14.2 Any notice shall have been duly given and shall be effective if delivered by hand delivery or sent via electronic mail, telecopy, recognized overnight courier service or certified or registered mail. 15. MISCELLANEOUS 15.1 Accounts: The Bank shall maintain accounts evidencing the amounts owed to it by the Company and amounts it owes to the Company, in accordance with its usual practices. In any litigation or arbitration proceedings arising out of or in connection with a Facility Document. the entries made in the accounts maintained by the Bank are prima facie evidence of the matters to which they relate. 15.2 Certificates and determinations: Any certification or determination by the Bank of a rate or amount under any Facility Document is, in the absence of manifest error. conclusive evidence of the matters to which it relates. 15.3 Currency of account: (a) Subject to paragraphs (b) and (c) below. the Base Currency shall be the currency of account and payment for any sum due by the Company to the Bank under any Facility Document. (b) Each payment under clause 3.3 (Reimbursement) shall be made in the currency in which the corresponding payment was made by the relevant Issuing Bank or, at the option of the Bank, in the Base Currency in an amount equal to the Base Currency Equivalent of such payment. (c) Each payment in respect of costs, expenses or Taxes shall be made in the currency in which they are incurred. (d) Any amount expressed to be payable in a currency other than the Base Currency shall be paid in that other currency. 15.4 Notional foreign exchange conversions: If the Bank needs notionally to convert a sum denominated in one currency into another currency, it shall do so using the Spot Rate. . 9-

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15.5 15.6 15.7 15.8 15.9 15.10 15.11 15.12 15.13 15.14 15.15 16. • 10 • Day count convention: Any interest. commission or fee accruing under a Facility Document will accrue from day to day and is calculated on the basis of the actual number of days elapsed and a year of 360 days. Business Days: Any payment which is due to be made on a day that is not a Business Day shall be made on the next Business Day in the same calendar month {if there is one) or the preceding Business Day (if there is not). No fiduciary duties: Nothing in this Master Agreement constitutes the Bank as a trustee or fiduciary of any other person. Entire agreement: This Master Agreement and the Facility Documents constitutes the entire agreement. and supersedes any previous agreement, between the Parties relating to the subject matter of this Master Agreement, save as may be expressly amended by any applicable Facility Letter. Conduct of business by the Bank: No provision of the Facility Agreement will (a) interfere with the right of the Bank to arrange its affairs (tax or otherwise) in whatever manner ii thinks fit, (b) oblige the Bank to investigate or claim any credit, relief, remission or repayment available to it or the extent, order and manner of any claim, or (c) oblige the Bank to disclose any information relating to its affairs (tax or otherwise) or any computations in respect of Tax. Partial invalidity: If, at any lime, any provision of the Facility Documents is or becomes illegal. invalid or unenforceable in any respect under any law of any jurisdiction, neither the legality, validity or enforceability of the remaining provisions nor the legality, validity or enforceability of such provision under the law of any other jurisdiction will in any way be affected or impaired. Remedies and waivers: (a) No failure to exercise, nor any delay in exercising, on the part of the Bank. any right or remedy under the Facility Documents shall operate as a waiver, nor shall any single or partial exercise of any right or remedy prevent any further or other exercise or the exercise of any other right or remedy. (b) The rights and remedies provided in the Facility Agreement are cumulative and not exclusive of any rights or remedies provided by law. Amendments: Amendments to any Facility Document shall be effective only if made in writing and signed by both Parties. Counterparts: Any Facility Document may be executed in any number of counterparts, and this has the same effect as if the signatures on the counterparts were on a single copy of that Facility Document. Further assurance: The Company shall at its own cost do or procure to be done each and every act or thing and execute and procure the execution of each and every document which the Bank may from time to time reasonably require to be done or executed in relation to any Facility Document, the Facility and/or any Payment Instrument. Bank acting through other offices: The Bank may fulfil any obligation or exercise any right under any Facility Document through any of its offices or branches wherever they are located in the world. The Bank will remain liable for the performance of obligations hereunder by such other institutions. For the avoidance of doubt, the Company shall discharge all of its obligations under any Facility Document towards the Bank only and shall not owe any obligation or have any liability under any Facility Document to any other institution including to any Affiliate of the Bank or to any Bank Group Member (other than the Bank or an assignee or transferee of the Bank pursuant to clause 11.1), including, but not limited to. any reimbursement obligations contemplated under clause 3.3 (Reimbursement) or clause 15 (Notices). GOVERNING LAW The Facility Agreement and non-contractual obligations arising out of or in connection with it are governed by English law. Unless otherwise indicated in any Facility Document. that Facility Document and non-contractual obligations arising out of or in connection with it are governed by English law. 17. ENFORCEMENT 17 .1 Jurisdiction of English courts: The courts of England have exclusive jurisdiction to settle any dispute arising out of or in connection with the Facility Agreement (including a dispute relating to the existence. validity or termination of the Facility Agreement or any non contractual obligation arising out of or in connection with the Facility Agreement) {a "Dispute"). Unless otherwise indicated in any Facility Document. the courts of England have exclusive jurisdiction to settle any dispute arising out of or in connection with that Facility Document {including a dispute relating to the existence, validity or termination of that Facility Document or any non-contractual obligation arising out of or in connection with that Facility Agreement) (a "Dispute"). The Parties agree that the courts of England are the most appropriate and convenient courts to settle Disputes and accordingly no Party will argue to the contrary. This clause 17 .1 is for the benefit of the Bank only and as a result, the Bank shall not be prevented from taking proceedings relating to a Dispute in any other courts with jurisdiction. To the extent allowed by law, the Bank may take concurrent proceedings in any number of jurisdictions. 17.2 Service of process: Without prejudice to any other mode of service allowed under any relevant law, the Company (a) irrevocably appoints Hamilton Underwriting Limited (a company incorporated in England and Wales with registration number 06684157) as its agent for service of process in relation to any proceedings before the English courts in connection with any Facility Document and (b) agrees that failure by an agent for service of process to notify the Company of the process will not invalidate the proceedings concerned. 18. DATA PROTECTION. 18.1 Compliance with law: Each Party will comply with applicable data protection and privacy laws in processing personal data in connection with its activities under this Master Agreement. Without limiting the foregoing. the Company warrants that: (i) any personal · 10 •

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- 11 - data that it provides to the Bank has been processed fairly and lawfully, is accurate and is relevant for the purposes for which it is provided to the Bank: (ii) it shall provide notice to, and shall seek consent from (and promptly upon the Bank's request shall provide evidence to the Bank of having provided such notices and/or obtained such consents). data subjects regarding the Bank's processing of their personal data, in each case to the extent required by applicable data protection or privacy laws. The Company acknowledges that it can access the relevant TTS EEA Privacy Statement at https://www.citibank.com/tts/sa/tts-privacy-statements/index.html (or such other URL or statement as the Bank may notify to the Company from time to time). 18.2 Mutual cooperation: Each Party will promptly notify, and reasonably cooperate with and provide information to, the other Party in respect of any data subject requests, communications from supervisory authorities, or material security incidents relating to the processing of personal data under this Master Agreement, in each case to the extent reasonably necessary to enable the other Party to meet its obligations to data subjects and/or supervisory authorities. 18.3 Definitions: The terms ·personal data·. 'processing', 'data subject' and 'supervisory authority' shall have the respective meanings set forth in the General Data Protection Regulation (EU) 2016/679, as amended or superseded from time-to-time. THIS MASTER AGREEMENT has been entered into and will take effect on the date stated at the beginning of this Master Agreement. - 11 •

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- 12 - Schedule 1 Definitions and interpretation 1. DEFINITIONS In this Master Agreement: "Account Charge" means an agreement {with governing law appropriate to the location of the subject matter thereof) entered int_o by the Company in favour of the Bank pursuant to which security over any Cash Cover is created as security for, amongst other things, the Secured Liabilities. "Affiliate" means, in relation to any person, a Subsidiary of that person or a Holding Company of that person or any other Subsidiary of that Holding Company. "Application· means an application form signed by the Company or a Principal {as applicable) addressed to the Bank requesting the issuance of a Payment Instrument, or amendment or renewal thereof. such application form to be in a form and substance satisfactory to the Bank, and which must in any case identify that it is being delivered pursuant to the Facility Letter. this Agreement and any corporate mandate or general communications indemnity in force from time to time as provided by the Company to the Bank. "Approved Currencies" is specified in the Facility Letter. "Authorisation" means an authorisation, consent. approval. resolution. licence. exemption. filing. notarisation or registration. "Bank Group" means the Bank and all its Affiliates for the time being. and "Bank Group Member" means any member of the Bank Group. "Base Currency" is as specified in the Facility Letter. "Base Currency Equivalent" means. in relation to a sum denominated in a currency other than the Base Currency. the Base Currency amount of such sum notionally converted at the Spot Rate. "Business Day" means a day (other than a Saturday or Sunday} on which banks are open for general business in Dublin, London, Hamilton, Bermuda and (in relation to any date for payment or purchase of a currency) the principal financial centre of the country of that currency. "Change of Control" means (i) all or substantially all of the business and/or assets of the Company are sold, transferred or otherwise disposed to one or more persons or (ii) the Controlling Party ceases to control directly or indirectly the Company or. if no Controlling Party is specified in the Facility Letter. any person or group of persons acting in concert gains direct or indirect control of the Company. For the purposes of this definition: (a) "control" of a person {the "Controlled Person") means (i) the power {whether by way of ownership of shares, proxy. contract, agency or otherwise) to (X) cast, or control the casting of. more than 50% of the maximum number of votes that might be cast at a general meeting of the Controlled Person or {Y) appoint or remove all. or the majority, of the directors or other equivalent officers of the Controlled Person or {Z) give directions with respect to the operating and financial policies of that person with which the directors or other equivalent officers of the Controlled Person are obliged to comply; and/or {ii) the holding beneficially of more than 50% of the issued share capital of the Controlled Person {excluding any part of that issued share capital that carries no right to participate beyond a specified amount in a distribution of either profits or capital): and (b) "acting in concert" means, a group of persons who. pursuant to an agreement or understanding (whether formal or informal). actively co-operate, through the acquisition directly or indirectly of shares in the Controlled Person by any of them, either directly or indirectly, to obtain or consolidate control of the Controlled Person. "Claim" means any claim, drawing or demand made or purported to be made by a beneficiary under a Payment Instrument which appears on its face to be in order or otherwise compliant with the terms of that Payment Instrument. "Code" means the US Internal Revenue Code of 1986. "Controlling Party" is as may be defined in the Facility Letter. "Correspondent" mean. in relation to a Payment Instrument. a third party correspondent referred to in clause 2.5 (Correspondents), which has issued or, as the context requires, it is proposed will issue that Payment Instrument at the request of the Bank, subject always to (i) the Company providing prior written consent, such consent not to be unreasonably withheld, where the Bank intends to utilize a Correspondent which is not a Bank Group Member. (ii) any such Correspondents being properly authorized to issue Payment Instruments. "Default" means an Event of Default or any event or circumstance specified in clause 10.3 (Events of Default) which would (with the expiry of a grace period, the giving of notice, the making of any determination under the Facility Documents or any combination of any of the foregoing) be an Event of Default. - 12 -

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- 13 - "Default Interest" means interest on any sum due to the Bank which is not paid on its due date and shall be calculated and administered in accordance with clause 3.9 (Default interest). "Default Interest Rate" means, at any time. 1% per annum above the prevailing three month LIBOR as assessed against a notional US$1 ,000,000 as determined by the Bank. "Event of Default" means any event or circumstance specified as such in clause 10.3 (Events of Default) . "Evergreen Payment Instrument" means a Payment Instrument which contains a provision automatically extending its expiry unless the Issuing Bank issues a notice to the beneficiary(ies) that the Issuing Bank does not wish to so extend that Payment Instrument. "Facility" means the Payment Instrument issuance facility made available by the Bank to the Company pursuant to the terms of the Facility Agreement. "Facility Agreement" means the agreement comprising the Facility Letter and this Master Agreement. "Facility Document" means (a) any Facility Letter (b) this Master Agreement (c) any Fee Letter (d) any Application (e) any Security Document or (f) any other document designated as such from time to lime by the Parties. "Facility Expiry Date" is as defined in the Facility Letter. "Facility Letter· means the facility letter signed by the Bank addressed, and counter-signed by, the Company which incorporates this Master Agreement. "Facility Limit" is as defined in the Facility Letter. "Facility Security" means the Security Interests created or expressed to be created in favour of the Bank pursuant to the Security Documents. "FATCA" means (a) sections 1471 to 1474 of the Code or any associated regulations or other official guidance (b) any treaty, law, regulation or other official guidance enacted in any other jurisdiction, or relating to an intergovernmental agreement between the US and any other jurisdiction, which (in either case) facilitates the implementation of paragraph (a) above or (c) any agreement pursuant to the implementation of paragraphs (a) or (b) above with the US Internal Revenue Service, the US government or any governmental or taxation authority in any other jurisdiction. "FATCA Deduction" means a deduction or withholding from a payment under a Facility Document required by FATCA. "FATCA Exempt Party" means a person that is entitled to receive payments free from any FATCA Deduction. "Fee" means any charge, commission. interest or other fee of any kind which may be specified in the Fee Letter. "Fee Letter· means any fee letter addressed by the Bank to the Company which relates to the Facility Letter. "Finance Party" means the Bank and any Correspondent which issues a Payment Instrument. "Financial Indebtedness" means any indebtedness incurred for or in respect of (a) moneys borrowed, (b) any transaction or arrangement that has the commercial effect of a borrowing and (c) the amount of any liability in respect of any guarantee or indemnity for any of the items referred to in paragraphs (a) to (b) above. "GAAP" means generally accepted accounting principles in the jurisdiction of incorporation of the Company. "Group" means the Company and its Subsidiaries for the time being and "Group Member" means any member of the Group. "Holding Company" means, in relation to a company or corporation, any other company or corporation in respect of which it is a Subsidiary. "Increased Cost" means: (a) a reduction in the rate of return from the Facility or on the overall capital of the Bank or any of its Affiliates; (b) an additional or increased cost; or (c) a reduction of any amount due and payable under the Facility, which is incurred or suffered by the Bank or any or its Affiliates to the extent that ii is attributable to the Bank funding or performing its obligations under the Facility. "ISP" means the ICC International Standby Practices in force as at 1 January 1998 (ICC publication number 590) as may be amended, reissued or replaced from time to time. "Issuance Cut-Off Date" is as defined in the Facility Letter. • 13 -

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- 14 - "Issuing Bank" means, in relation to a Payment Instrument, the Bank or. as the case may be. the Correspondent which issues that Payment Instrument. "Issue Date" means, in relation to a Payment Instrument, the proposed date of issue of that Payment Instrument or, as the context requires, the date on which that Payment Instrument was issued. "Losses" means any or an costs, expenses (including legal expenses), losses. claims, damages or other liabilities of whatsoever nature and whensoever arising (including any direct. indirect or consequential losses. loss of profit, loss of goodwill and loss of reputation), whether or not they were foreseeable or likely to occur. "Market Standard Rules" means, in relation to a Payment Instrument, ISP or UCP if incorporated in that Payment Instrument. "Material Adverse Effect" means a material adverse effect on (a) the business, operations, property, condition (financial or otherwise) or prospects of the Company taken alone or the Group taken as a whole (b) the ability of the Company to perform its obligations under any Facility Document or (c) the validity or enforceability of, or the effectiveness or ranking of any Facility Security or the rights or remedies of the Bank under any Facility Document. "Outstanding Value" means, at any time in relation to any Payment Instrument, the maximum actual and contingent liability of the Bank at that time under or in relation to that Payment Instrument. as determined by the Bank. "Party" means the Company or the Bank. "Payment Instrument" means a guarantee. indemnity. bond, undertaking, standby letter of credit or similar instrument issued. or (as the case may be) to be issued, pursuant to an Application by the Bank in favour of one or more beneficiaries. such instrument to be in a form and substance satisfactory to the Bank. "Principal" means the companies listed in Schedule 2 as amended from lime to time in accordance with clause 2.8 (Additional Companies) hereof (each company being a "Principal"). "Repeating Representations" means each of the representations set out in clause 7 (Representations). "Secured Assets" means any asset of the Company which from time to time is, or is expressed or intended to be, the subject of any Facility Security. "Secured Liabilities" means all present and future indebtedness and liabilities due, owing or incurred by the Company to the Bank from time to time under or in connection with any Facility Document (in each case whether alone or jointly, or jointly and severally. with any other person, whether actually or contingently or whether as principal, surety or otherwise). "Security Interest" means a mortgage, charge, pledge, lien or other security interest securing any obligation of any person or any other agreement or arrangement having a similar effect. "Security Document" means (a) any Account Charge (b) any document or instrument required to be executed or delivered pursuant to any Security Document (including any notice of charge, any acknowledgment of notice of charge or any account control agreement) (c) any other document evidencing any Security Interest held by the Bank as security, amongst other things, for the discharge of any Secured Liability (including any pledge agreement entered into between the Parties in relation to this Agreement) or (d) any other document designated as such from time to time by the Parties. "Spot Rate" means the spot rate of exchange, as the Bank may determine, for the purchase of the relevant currency with the another currency in the London foreign exchange market at or about 11am on a particular day. "Subsidiary" means a subsidiary within the meaning of section 1159 of the Companies Act 2006, and for this purpose if any shares are held by way of security. the person providing that security shall be treated as the member of the relevant company unless and until that security is realised, notwithstanding that the beneficiary of that security (or a nominee of that beneficiary) may be registered as a member of the relevant company. "Tax" means any tax, levy, impost. duty or other charge or withholding of a similar nature (including any penalty or interest payable in connection with any failure to pay or any delay in paying any of the same). "Tax Deduction" means a deduction or withholding for or on account of Tax from a payment under a Facility Document other than a FATCA Deduction. "Total Outstandlngs" means at any time the aggregate Outstanding Value of all Payment Instruments (with any such liability not denominated in the Base Currency being notionally converted at that time by the Bank into the Base Currency), as determined by the Bank. "Transaction Information" means all Information relating to the Company. the Group any Facility Document or the Facility of which the Bank ~7comes aware in its capacity as provider of the Facility or which is received by the Bank in relation to any Facility Document or the Fac1hty from any Group Member or any of its advisers in whatever form, and includes information given orally and any document, electronic file or any other way of representing or recording information which contains or is derived or copied from such information but excludes information that (a) is or becomes public information other than as a direct or indirect result of any breach by the Bank of clause 12 (Disclosure of Transaction Information) (b) is identified in writing at the time of delivery as non-confidential by any Group • 14 ·

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- 15- Member or any of its advisers or (c) is known by the Bank before the date the information is disclosed to it in accordance with the foregoing or is lawfully obtained by the Bank after that date. 2. "UCP" MEANS THE ICC UNIFORM CUSTOMS AND PRACTICE FOR DOCUMENTARY CREDITS 2007 REVISION (ICC PUBLICATION NUMBER 600) AS MAY BE AMENDED, REISSUED OR REPLACED FROM TIME TO TIME. INTERPRETATION 2.1 Unless a contrary indication appears, a reference in the Facility Agreement to: (a) a "Party" or any other person shall be construed so as to include its successors in title. permitted assigns and permitted transferees: (b) a "Facility Document" or any other agreement or instrument is a reference to that Facility Document or other agreement or instrument as amended. novated, supplemented, extended or restated; (c) if any Payment Instrument is at any time increased in amount. extended in time, renewed (in part or in full) or amended in any other way, the provisions of the Facility Agreement shall apply to that Payment Instrument as so increased, extended. renewed or amended: (d) "indebtedness" includes any obligation (whether incurred as principal or as surety) for the payment or repayment of money, whether present or future, actual or contingent (e) a "person" includes any individual. firm, company, corporation, government, state or agency of a state or any association, trust, joint venture, consortium or partnership (whether or not having separate legal personality); (f) a provision of law is a reference to that provision as amended or re-enacted; (g) a gender includes all other genders, and the singular includes plural and vice versa; (h) "the Bank may" or "the Issuing Bank may" do something (or words with a similar meaning) means that the Bank or the Issuing Bank may decide in its absolute discretion whether or not to do that thing (without the need to give notice to, or obtain consent of, the Company); (i) when something is specified to occur: (i) "after" a certain date or day, it shall be taken to refer to "after (but not including)" that date or day; and (ii) "before" a certain date or day, it shall be taken to refer to "before (but not including)" that date or day; and (j) "including" shall not be interpreted narrowly but shall be interpreted to mean "including (but not limited to)" or "including without prejudice to the foregoing", and "include" and "included" shall be interpreted accordingly; and (k) a time of day is a reference to Dublin time and "close of business" shall mean 5pm Dublin time on the relevant day. 2.2 Clause and schedule headings are for ease of reference only. 2.3 A Default (other than an Event of Default) is "continuing" if it has not been waived by the Bank or remedied to the satisfaction of the Bank, and an Event of Default is "continuing" if it has not been waived by the Bank. 2 .4 Meaning of Prepaying: The Company "Prepaying" a Payment Instrument means: (a) the Company providing Cash Cover in a sum equal to the Outstanding Value of that Payment Instrument: (b) the maximum amount payable under that Payment Instrument being reduced or cancelled in accordance with its terms; and/or (c) the Bank being satisfied that it has no further liability under or in relation to that Payment Instrument, and the amount by which Payment Instrument is repaid under paragraphs (a) and (b) above is the amount of the relevant Cash Cover or reduction/cancellation. 2.5 Meaning of Cash Cover: The Company providing "Cash Cover" for a Payment Instrument means the Company paying an amount in the currency of that Payment Instrument to an account in the name of the Company held with a Bank Group Member nominated by the Bank and the following conditions being met (a) until no actual or contingent liability of the Bank exists under or in relation to that Payment Instrument, withdrawals from the account may only be made to pay the Bank amounts due and payable to it under the Facility Agreement in respect of that Payment Instrument and (b) the Company has executed an Account Charge over that account and the cash held in it, in form and substance satisfactory to the Bank, creating a first ranking security interest over that account in favour of the Bank, and all legal and other formalities in relation to such Account Charge have been carried out to the satisfaction of the Bank. 2.6 Third party rights: (a) Any Indemnified Person has the right under the Contracts (Rights of Third Parties) Act 1999 (the 'Third Parties Act") to enforce or enjoy the benefit of any indemnities or similar in this Master Agreement which refer to Indemnified Persons. (b) Any Bank Group Member has the right under the Third Parties Act to enforce or enjoy the benefit of the authorisation contained in, and the -15-

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-16- other provisions of, clause 13.3 (Debit authority to the Bank Group). (c) Unless expressly provided to the contrary in a Facility Document. a person who is not a Party has no right under the Third Parties Act to enforce or enjoy the benefit of any term of this Master Agreement. (d) Notwithstanding any term of any Facility Document. the consent of any person who is not a Party is not required to rescind or vary this Master Agreement at any time. · 16 ·

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- 17 - Schedule 2 (Insert full names and addresses of all companies that are to be included in this agreement) The Company . 17 .

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To: Citibank Europe pie 1 North Wall Quay Dublin 1, Republic of Ireland From: (Insert full name of Company). Date: Dear Sirs, - 18 - Schedule 3 Form of Additional Principal Memorandum We refer to a master agreement for issuance of payment instruments ("Master Agreement") dated [) and issued in your favour by us relating to Undertakings issued by you or your correspondents at the request or on behalf of certain of our group companies listed therein (as from time to time amended). Terms defined in the Indemnity shall bear the same meaning here in. In accordance with and pursuant to clause 2.8 of the Master Agreement, we request that as of [date to be effective), [insert name of company) become a Principal under the Master Agreement. We confirm that {insert name of company] is a company duly organised under the laws of (name of relevant jurisdiction). This memorandum shall be governed by English law. EXECUTED AS A DEED FOR AND BEHALF OF (INSERT FULL NAME OF COMPANY). By: Authorised Signatory/Director• By: Authorised Signatory/Director/Company Secretary• •Delete as applicable. • 18 ·

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In its capacity as the Company EXECUTED by Hamilton Re, Ltd. acting by: Corporate details: Jurisdiction of incorporation: Company registration number: Registered office address: Contact details: Address: Attention: Telephone: Fax: Email: In its capacity as the Bank EXECUTED by Citibank Europe Pie acting by: Name: Title: Corporate details: Jurisdiction of incorporation: Company registration number: Registered office address: Contact details: Address: Attention: Telephone: Fax: - 19 - SIGNATURE PAGES Bermuda 46635 Wellesley House North, 1st Floor, 90 Pitts Bay Road, Pembroke HM0B, Bermuda Wellesley House North, 1'1 Floor, 90 Pitts Bay Road, Pembroke HM0B, Bermuda; Vanesa Hardy Pickering, CFO 441-405-5200 441-295-5900 Vanessa.hardypickering@hamiltongroup.com)))))) (Sign) ............................... .... .......... .) Ireland 132781 1 North Wall Quay, Dublin 1, Republic of Ireland 1 North Wall Quay, Dublin 1, Republic of Ireland Insurance Letter of Credit Department +353 1 622 5570 +353 1 247 6389 - 19 -

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In Its capacity as the Company EXECUTED by Hamilton Re, Ltd. acting by: Name: Title: Corporate details: Jurisdiction of incorporation: Company registration number: Registered office address: Contact details: Address: Attention: Telephone: Fax: Email: In lts'capaclty as the Bank EXECUTED by Citibank Europe Pie acting by: Name: Title: Corporate details: Jurisdiction of incorporation: Company registration number: Registered office address: Contact details: Address: Attention: Telephone: Fax: - 19 - SIGNATURE PAGES)))))) (Sign) ............................................. .) Bermuda 46635 , (Wellesley House North, 1" Floor, 90 Pitts Bay Road, Pembroke HM0B, Bermuda - Wellesley House North. 1st Floor. 90 Pitts Bay Road, Pembroke HM0B, Bermuda; Vanesa Hardy Pickering, CFO 441-405-5200 ~ 441-295-5900 Vanessa hardyp1ckeri11g@ham1llongroup.com Ireland 132781 1 North Wall Quay, Dublin 1, Republic of Ireland 1 North Wall Quay, Dublin 1, Republic of Ireland Insurance Letter of Credit Department +353 1 622 5570 +353 1 247 6389 - 19 -

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## Exhibit 10.19

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EXECUTION COPY FEE LETTER FOR ISSUANCE OF PAYMENT INSTRUMENTS FROM: Citibank Europe Plc, a company incorporated in Ireland (with company registration number 132781) whose registered office is at 1 North Wall Quay, Dublin 1, Republic of Ireland (the "Bank"). TO: Hamilton Re, Ltd., a company incorporated in Bermuda (with company registration number 46635) whose registered office is at Wellesley House North, 1st Floor, 90 Pitts Bay Road, Pembroke HM08, Bermuda (the "Company"). DATE: December 27, 2018 Dear Sirs 1. Facility Agreement: We refer to the Facility Agreement, as constituted by (i) the master agreement for issuance of payment instruments dated 5 December 2018 between the Company and the Bank (the "Master Agreement") and (ii) the facility letter addressed by the Bank to the Company dated on or about the date of this Fee Letter (the "Facility Letter"). Unless otherwise indicated, capitalised words used in this Fee Letter shall have the same meanings given to them in the Master Agreement. This Fee Letter forms part of the Facility Documents, as contemplated by the Master Agreement. 2. Fee letter: This is the Fee Letter referred to in the Facility Agreement, in respect of the Uncommitted Facility, and sets out the fees that the Company shall pay the Bank in consideration for providing the Facility and issuing Payment Instruments. 3. Quarter Dates: In this letter, "Quarter Dates" shall mean each of the following dates in any calendar year: 31 March, 30 June, 30 September and 31 December, save that if such date is not a Business Day, then the relevant Quarter Date shall be the preceding Business Day. 4. Utilisation fee 4.1 In relation to each Payment Instrument, the Company shall pay to the Bank a continuing fee as follows (a) of a percentage per annum as set out in paragraph 4.2 below (b) payable in the Base Currency (c) calculated on that Payment Instrument's Outstanding Value on daily basis (and where it is not denominated in the Base Currency, calculated on the Base Currency Equivalent (as at the Quarter Date at the end of the relevant quarter) of its maximum face value (whether drawn or not)) (d) for the period starting on its Issue Date and ending on its expiry date or such later date when the Bank shall have no further obligations under it (e) payable quarterly in arrear calculated up to and including each Quarter Date (f) calculated and accruing on a daily basis (g) as determined by the Bank and notified to the Company and (h) payable no later than close of business on the seventh Business Day after the Bank so notifies the Company. 4.2 The percentage per annum shown below in relation to such part of any Payment Instrument supported by (as notionally allocated by the Bank) Collateral (as defined in the Facility Letter) of the type shown below. Type of Collateral Fee (% p.a.) Cash Deposits held in the account with Securities Intermediary [\*\*\*] Securities issued by an OECD Country (the "Organisation for Economic Co-operation and Development") Government or US Government or issued by its agencies that are fully and explicitly guaranteed as to the timely payment of principal and interest by the full faith and credit of the OECD Country Government or US Government, rated (i) AAA or AAA equivalent or better for OECD Country Government issuers and (ii) AA+ or AA+ equivalent or better for the issuers in the US Government [\*\*\*] Securities issued by an OECD Country (the "Organisation for Economic Co-operation and Development") Government or US Government or issued by its agencies that are fully and [\*\*\*] Exhibit 10.19.1

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- 2 - explicitly guaranteed as to the timely payment of principal and interest by the full faith and credit of the OECD Country Government or US Government, rated AA or AA equivalent or better Such notional allocation shall be carried out by the Bank on the Quarter Day falling at the end of the relevant quarter and with any notional currency conversions into the Base Currency also calculated on the same day, and the Bank shall minimise the fees payable by the Company by allocating any Payment Instrument (or part thereof) against any unallocated collateral of a type with the lowest fees first. For the purposes of the above: • "Cash Deposits" shall mean any cash deposit owned by the Company and the subject of a perfected exclusive first ranking Security Interest held by the Bank • "OECD Country Government" shall mean any current member states of the Organisation for Economic Co-operation and Development • "Securities" shall mean any securities owned by the Company and the subject of a perfected exclusive first ranking Security Interest held by the Bank • "Securities Intermediary" shall have the meaning assigned to it in the collateral account control agreement dated 5 December 2018 among the Pledgor, the Pledgee and Securities Intermediary • "US Government" shall mean the Federal Government of the United States of America 5. Remittances: Without prejudice to clause 13.2 (Debit authority to the Bank) of the Master Agreement, each Fee shall be paid into such account of the Bank as it may notify the Company from time to time. 6. No refunds: No fee paid pursuant to this Fee Letter shall be refundable by the Bank in any circumstances. 7. Confidentiality: Both parties agree to keep the contents of this Fee Letter (including the amount of any fees referred to in this Fee Letter) confidential and agrees not to disclose such contents to any person, except that the foregoing shall not prevent the Company from making any disclosure (a) required by applicable law or competent court, or pursuant to any regulatory process, (b) to its directors, officers, employees, consultants or those of any Group Member (c) to its auditors and actuaries, and(d) to its legal advisers, accountants or other professional advisers. 8. Data protection. 8.1 Compliance with law. Each party will comply with applicable data protection and privacy laws in processing personal data in connection with its activities under this Fee Letter. Without limiting the foregoing, the Company warrants that: (i) any personal data that it provides to the Bank has been processed fairly and lawfully, is accurate and is relevant for the purposes for which it is provided to the Bank; (ii) it shall provide notice to, and shall seek consent from (and promptly upon the Bank's request shall provide evidence to the Bank of having provided such notices and/or obtained such consents), data subjects regarding the Bank's processing of their personal data , in each case to the extent required by applicable data protection or privacy laws. The Company acknowledges that it can access the relevant TTS EEA Privacy Statement at https://www.citibank.com/tts/sa/tts-privacy-statements/index.html (or such other URL or statement as the Bank may notify to the Company from time to time).. 8.2 Mutual cooperation. Each party will promptly notify, and reasonably cooperate with and provide information to, the other party in respect of any data subject requests, communications from supervisory authorities, or material security incidents relating to the processing of personal data under this Fee Letter, in each case to the extent reasonably necessary to enable the other party to meet its obligations to data subjects and/or supervisory authorities.

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## Exhibit 10.19

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EXECUTION COPY FACILITY LETTER FOR ISSUANCE OF PAYMENT INSTRUMENTS FROM: Citibank Europe Plc, a company incorporated in Ireland (with company registration number 132781) whose registered office is at 1 North Wall Quay, Dublin 1, Republic of Ireland (the "Bank"). TO: Hamilton Re, Ltd., a company incorporated in Bermuda (with company registration number 46635 whose registered office is at Wellesley House North, 1st Floor, 90 Pitts Bay Road, Pembroke HM08, Bermuda (the "Company"). DATE: December 27, 2018 Dear Sirs 1. Master Agreement: We refer to and incorporate into this Facility Letter the provisions of the master agreement for issuance of payment instruments dated 5 December 2018 between the Company and the Bank (the "Master Agreement"). Unless otherwise indicated, capitalised words used in this Facility Letter shall have the same meanings given to them in the Master Agreement. This Facility Letter forms part of the Facility Documents, as contemplated by the Master Agreement. 2. Uncommitted facility: Subject to the terms of the Master Agreement, the Bank makes available to the Company an uncommitted collateralised payment instrument issuance facility (the "Uncommitted Facility"). Clause 2.6 (Facility limit) of the Master Agreement shall not apply. 3. Dates: The Issuance Cut-Off Date and Facility Expiry Date shall be notified by the Bank to the Company from time to time. 4. Currencies (a) The Base Currency is: USD (b) The Approved Currencies are: (i) Australian dollars, Canadian dollars; (ii) the Base Currency; and (iii) any currency which the Company may designate as such from time to time, subject to the prior written consent of the Bank. 5. Initial conditions precedent: Pursuant to clause 2.2 (Conditions precedent to first utilisation) of the Master Agreement the conditions precedent to first utilisation are set out in schedule 1 (Conditions precedent to first utilisation). 6. Change of control: The Controlling Party is Hamilton Insurance Group, Ltd., a company organised and existing under the laws Bermuda (with company registration number 48117) whose registered office address is Clarendon House, 2 Church Street, Hamilton HM11, Bermuda. 7. Security coverage: The Company shall ensure that at all times the aggregate Collateral Value of the Collateral is not less than the Total Outstandings. The provisions of schedule 2 (Security coverage) and schedule 3 (Collateral requirements) shall apply. 8. Data protection. 8.1 Compliance with law. Each party will comply with applicable data protection and privacy laws in processing personal data in connection with its activities under this Facility Letter. Without limiting the foregoing, the Company warrants that: (i) any personal data that it provides to the Bank has been processed fairly and lawfully, is accurate and is relevant for the purposes for which it is provided to the Bank; (ii) it shall provide notice to, and shall seek consent from (and promptly upon the Bank's request shall provide evidence to the Bank of having provided such notices and/or obtained such consents), data subjects regarding the Bank's processing of their personal data, in each case to the extent required by applicable data protection or privacy laws.The Company acknowledges that it can access the relevant TTS EEA Privacy Statement at https://www.citibank.com/tts/sa/tts-privacy-statements/index.html (or such other URL or statement as the Bank may notify to the Company from time to time). Exhibit 10.19.2

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- 3 - SCHEDULE 1 Conditions precedent to first utilisation 1. The following items duly signed and delivered by the parties thereto: (a) Master Agreement; (b) this Facility Letter; (c) a fee letter (governed by English law) dated as of this Facility Letter between the Company and the Bank; (d) pledge agreement (governed by New York law) granted by the Company in favour of the Bank pursuant to which a Security Interest is created over a certain collateral account (the "Collateral Account(s)") held by the Company in the US with Bank of New York Mellon (the "US Custodian"); (e) account control agreement (governed by New York law) between the Company, the Bank and the US Custodian relating to the Collateral Account(s). (f) each other Facility Document; and (g) any notice, acknowledgment or other document required by the provisions of any of the documents listed in this paragraph 1. 2. The Corporate Mandate provided by the Company, attached to which is a copy of resolutions of the board of directors (or equivalent) of the Company (each such resolution certified by a director, the secretary, the assistant secretary or other authorised officer of the Company) as evidence that the Company has the capacity and has approved the entry into each Facility Document. 3. Copies of the constitutional documents of the Company (each certified by a director, the secretary or other authorised officer of the Company). 4. Specimen signature(s) the person(s) authorised by the Company to sign each Facility Document. 5. General communications indemnity (governed by English law) granted by the Company in favour of the Bank including specimen signature(s) of the person(s) authorised by the Company to administer the Facility (including delivering Applications) and sign each Facility Document. 6. The Group's latest audited consolidated annual financial statements. 7. The Group's latest unaudited consolidated quarterly management accounts. 8. Evidence that all registrations, filings and other steps necessary as may have been requested by the Bank (other than any identified in writing by the Bank as being a condition subsequent) to create in favour of the Bank a first-priority, registered or perfected Security Interest have been carried out. 9. A legal opinion in relation to the Company in a form and substance satisfactory to the Bank. 10. Such other documents and other evidence as the Bank may reasonably require prior to the date of issuance of the first Payment Instrument.

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- 4 - SCHEDULE 2 Security Coverage 1. Schedule 3: The Parties may at any time upon mutual agreement amend in any way this schedule 2 or schedule 3 (Collateral requirements). 2. Definitions: In this schedule 2: "Collateral" shall have the meaning assigned to it in the Pledge Agreement. "Collateral Type" means each asset type described in the column headed "Collateral Types" in schedule 3 (Collateral requirements). "Collateral Type Conditions" means, in relation to each Collateral Type, the conditions set out in the column headed "Collateral Type Conditions" in schedule 3 (Collateral requirements), and where any securities is given a rating by an agency which is lower that the rating assigned by any other agency, the Bank may ignore the higher rating and attribute only the lower rating to the relevant securities in determining whether the relevant Collateral Type Conditions have been satisfied. "Collateral Type Value" means, in relation to each Collateral Type, the value set out in the column headed "Collateral Type Value" in schedule 3 (Collateral requirements). "Collateral Value" means, in relation to any Collateral, at any time its Collateral Type Value (or, where such Collateral is denominated in a currency other than the Base Currency, the Base Currency Equivalent of its Collateral Type Value) less the relevant Currency Discount as the Bank may determine in consultation with the Company at any time and from time to time, acting reasonably and in accordance with the Facility Documents. "Currency Discount" means: (a) in relation to any Matched Collateral, zero; (b) in relation to any Unmatched Collateral, where that Collateral is denominated in US dollars, Canadian dollars or sterling, 10%; (c) in relation to any Unmatched Collateral, where that Collateral is denominated in euros, Swiss francs, Australian dollars or Japanese yen, 15%; and (d) in relation to any Unmatched Collateral, where that Collateral is denominated in any other currency, 25%. "Ineligible Collateral" means any Collateral which: (a) is not wholly legally and beneficially owned by the Company; (b) is not subject to a perfected exclusive first ranking fixed charge in favour of the Bank; (c) is subject to any Security Interest other than in favour of the Bank; (d) is the subject of any right or claim by a person other than the Company or the Bank; (e) the Parties may decide at any time upon mutual agreement does not satisfy the Collateral Type Conditions; (f) comprises convertibles, perpetuals or warrants; (g) comprises any securities issued by the Bank Group; (h) comprises any securities issued by the Group; and/or (i) the Parties may decide upon mutual agreement is not suitable. "Matched Collateral" means any Collateral which the Bank may at any time notionally allocate to all or part of a Payment Instrument which is denominated in the same currency as that Collateral.

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- 5 - "Unmatched Collateral" means any Collateral which is not Matched Collateral.

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- 6 - SCHEDULE 3 Collateral requirements Collateral Type Collateral Type Conditions Collateral Type Value Maximum Tenor Issuer Rating Cash Deposits Cash Deposits held in the account with Securities Intermediary N/A [[\*\*\*] N/A Securities OECD Government Debt Securities issued by an OECD Country (the "Organisation for Economic Co-operation and Development") Government or US Government or issued by its agencies that are fully and explicitly guaranteed as to the timely payment of principal and interest by the full faith and credit of the OECD Government or US Government AAA or AAA equivalent [\*\*\*] < 5 Years [\*\*\*] 5-10 years [\*\*\*] 10-20 years [\*\*\*] 20-30 Years AA or AA equivalent or better [\*\*\*] < 5 Years [\*\*\*] 5-10 years [\*\*\*] 10-20 years For the purposes of the above: • "Cash Deposits" shall mean any cash deposit owned by the Company and the subject of a perfected exclusive first ranking Security Interest held by the Bank • "OECD Country Government" shall mean any current member states of the Organisation for Economic Co-operation and Development • "Securities" shall mean any securities owned by the Company and the subject of a perfected exclusive first ranking Security Interest held by the Bank • "Securities Intermediary" shall have the meaning assigned to it in the collateral account control agreement dated 5 December 2018 among the Pledgor, the Pledgee and Securities Intermediary • "US Government" shall mean the Federal Government of the United States of America

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## Exhibit 10.19

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1 AMENDED AND RESTATED PLEDGE AGREEMENT AMENDED AND RESTATED PLEDGE AGREEMENT, dated as of December 27, 2018, (this "Agreement") made by and between HAMILTON RE, LTD., a company organized and existing under the laws of Bermuda whose address of its registered or principal office is at Wellesley House North, 1st Floor, 90 Pitts Bay Road, Pembroke HM08, Bermuda (the "Pledgor"), and CITIBANK EUROPE PLC (the "Pledgee"), which amends and restates in its entirety the Pledge Agreement dated December 5, 2018 (the "Original Pledge Agreement") made by and between the Pledgor, and the Pledgee. PRELIMINARY STATEMENTS. (1) The Pledgor and the Pledgee have entered into one or more Master Agreements (as defined in Exhibit A) pursuant to which the Pledgee may, from time to time, issue, or procure the issuance of, for the account of the Pledgor, letters of credit or similar or equivalent instruments (each a "Credit" and, collectively, the "Credits"). (2) The Pledgor and the Pledgee have entered into (i) that certain Facility Letter for Issuance of Payment Instructions dated December 5, 2018 in respect of a committed facility (as amended, restated or otherwise modified from time to time) (the "Committed Facility Letter") and (ii) that certain Facility Letter for Issuance of Payment Instructions dated December 27, 2018 in respect of an uncommitted facility (as amended, restated or otherwise modified from time to time) (the "Uncommitted Facility Letter") (the Commited Facility Letter and the Uncommitted Facility Letter, each, a "Facility Letter") in connection with the Master Agreements. (3) The Pledgor has agreed to collateralize its obligations to the Pledgee that result from time to time under each Master Agreement and in respect of the Credits issued thereunder, whether now existing or from time to time hereafter incurred or arising, as such obligations are more fully defined in Section 3 of this Agreement as the Secured Obligations. (4) The Pledgor and the Pledgee previously entered into the Original Pledge Agreement in contemplation of the aforementioned purposes and both the Pledgor and Pledgee desire and are willing to amend and restate the Original Pledge Agreement. (5) The Pledgor and the Pledgee desire to execute and deliver this Agreement for the purpose of securing the Secured Obligations and subjecting the property hereinafter described to the Lien of this Agreement as security for the performance of the Secured Obligations. (6) The Pledgor has opened collateral account number 422014 with The Bank of New York Mellon at its office at 240 Greenwich Street, 7 West New York, New York 10286, U.S.A. (together with any successor account opened and maintained for this purpose, the "Pledged Account") into which the Collateral (as defined below) shall be held or credited. Exhibit 10.19.31

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&nbsp;&nbsp;&nbsp;&nbsp;2 NOW, THEREFORE, in consideration of the premises and in order to induce the Pledgee to enter into transactions with and to provide services to the Pledgor and its subsidiaries pursuant to separate agreements or arrangements between such persons and the Pledgee, the parties hereto hereby agree that on and as of the date of this Agreement the Original Pledge Agreement is hereby amended and restated in its entirety as follows: Section 1. Defined Terms. Except as otherwise expressly provided herein, capitalized terms used herein shall have the meanings assigned to such terms in Exhibit A. Section 2. Grant of Security. Subject to and in accordance with the provisions of this Agreement, as security for the performance of the Secured Obligations (as defined below), the Pledgor hereby assigns, pledges and grants to the Pledgee a first priority security interest in and a Lien on all of the Pledgor's right, title and interest, whether now owned or hereafter acquired, in all of the following (collectively, the "Collateral"): (a) the Pledged Account; (b) the Securities and all funds, cash, cash equivalents, Instruments and other Financial Assets credited to the Pledged Account as Collateral (the "Pledged Securities") including, without limitation, any Securities Account and Security Entitlement in respect of the Pledged Account, the Pledged Securities or any of them; (c) all additional Investment Property (including without limitation) Securities, Security Entitlements, Financial Assets, or other property and all funds, cash or cash equivalents (together with any applicable Account or Securities Account) from time to time (i) received, receivable or otherwise distributed in respect of or in exchange or substitution for any other Collateral (all such funds, cash or cash equivalents to be Financial Assets for the purposes of this Agreement) or (ii) otherwise acquired by the Pledgor in any manner and delivered to the Pledgee or under the control of the Pledgee as Collateral; and (d) all proceeds (including, without limitation, cash proceeds) of any or all of the foregoing, including without limitation, proceeds that constitute property of the types described in clauses (a), (b) and (c) above. Section 3. Security of Obligations. This Agreement (and the Collateral pledged hereunder) secures the payment of all obligations of the Pledgor now or hereafter existing under each Master Agreement (including all actual and contingent obligations with respect to Credit(s) issued or procured for issuance by the Pledgee for the Pledgor's account), whether direct or indirect, absolute or contingent, and whether for principal, interest, fees, expenses or otherwise and the payment of any and all expenses (including reasonable counsel fees and expenses) incurred by the Pledgee in enforcing any rights under this Agreement and the Facility Documents, all such obligations being the "Secured Obligations"). This Agreement, together with the Account Control Agreement, is intended to convey to the Pledgee, and hereby grants to the Pledgee, the right and power to exercise control over the Pledged Accounts, and following an Event of Default, the sole right and power to direct dispositions of all funds, cash and cash equivalents in the Pledged Accounts for the purposes of sections 9-106(c) and 9-104(b) of the NYUCC. Section 4. Delivery of Security Collateral.

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&nbsp;&nbsp;&nbsp;&nbsp;3 (a) On or prior to the date hereof, the Pledgor shall transfer or credit, or cause to be transferred or credited, the Collateral to the Pledged Account. Upon the occurrence of and during the continuance of an Event of Default (as defined in the Master Agreement), the Pledgee may deliver a notice of exclusive control to the Securities Intermediary, and, following delivery of such notice, at any time it reasonably determines is necessary or desirable, direct the Securities Intermediary to follow its instructions with respect to the Collateral and the Pledged Account. (b) At any time and upon written consent, the Pledgee may transfer, or require the Pledgor to transfer, at the Pledgee's sole expense, the Collateral from the Pledged Accounts to an account at Citibank, N.A., London Branch and to execute a replacement deposit agreement (in substantially the customary form used by the Pledgee, a copy of which deposit agreement has been provided to Pledgor) in substitution for this Agreement. Section 5. Use of Proceeds. Proceeds that are received or otherwise distributed in respect of or in exchange or substitution for any Collateral shall be held as cash Collateral as provided in Section 2 of this Agreement and shall be promptly deposited in the Pledged Account. Section 6. Representations, Warranties and Covenants. The Pledgor represents, warrants and covenants as follows: (a) The Pledgor is a corporation duly organized and validly existing under the laws of its incorporation and has all requisite corporate power and authority (including, without limitation, all governmental licenses, permits and other approvals except where such failure would not have a material adverse effect on the Pledgor's business) to own or lease and operate its properties and to carry on its business as now conducted and as proposed to be conducted. (b) The execution, delivery and performance by the Pledgor of this Agreement, and the consummation of the transactions contemplated hereby, are within the Pledgor's corporate powers and have been duly authorized by all necessary corporate action. (c) The Pledgor's exact legal name, as defined in Section 9-503(a) of the NYUCC, is correctly set forth in Schedule 1 hereto. Such Pledgor has only the trade names listed on Schedule 1 hereto. Such Pledgor is (i) located (within the meaning of Section 9-307 of the NYUCC) and (ii) has its chief executive office in the state or jurisdiction set forth in Schedule 1 hereto. The information set forth in Schedule 1 hereto with respect to such Pledgor is true and accurate in all respects. Such Pledgor has not previously changed its name, location, chief executive office, type of organization, jurisdiction of organization or organizational identification number from those set forth in Schedule 1 hereto except as disclosed in Schedule 2 hereto. (d) All Collateral consisting of certificated securities and instruments has been delivered to the Pledgee.

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&nbsp;&nbsp;&nbsp;&nbsp;4 (e) The Pledgor is the legal and beneficial owner of the Collateral free and clear of any Lien, claim, option or right of others, except for the security interest created under this Agreement. No effective financing statement or other instrument similar in effect covering all or any part of such Collateral or listing the Pledgor or any trade name of the Pledgor as debtor with respect to such Collateral has been filed in any recording office, except such as may have been filed in favor of the Pledgee. (f) No consent of any other Person and no authorization, approval or other action by, and no notice to or filing with, any governmental authority or regulatory body or other third party is required either (i) for the grant by the Pledgor of the assignment and security interest granted hereby, for the pledge by the Pledgor of the Collateral pursuant hereto or for the execution, delivery or performance of this Agreement by the Pledgor, (ii) for the perfection or maintenance of the pledge, assignment and security interest created hereby (including the first priority nature of such pledge, assignment or security interest), except for the filing of financing and continuation statements under the NYUCC, which financing statements have been duly filed and are in full force and effect, and the actions described in Section 4 with respect to the Collateral, which actions have been taken and are in full force and effect or (iii) for the exercise by the Pledgee of its rights provided for in this Agreement or the remedies in respect of the Collateral pursuant to this Agreement, except as may be required in connection with the disposition of any portion of the Collateral by-laws affecting the offering and sale of securities generally. (g) The execution, delivery and performance by the Pledgor of this Agreement and the consummation of the transactions contemplated hereby, do not and will not (i) violate any provision of law, rule or regulation applicable to the Pledgor, where such breach is or is reasonably likely to have a Material Adverse Effect (as defined in the Master Agreement); (ii) conflict with the charter or by-laws or substantively similar constitutive documents of the Pledgor; or (iii) result in the creation or imposition of a Lien (other than the Lien in favor of the Pledgee created hereby) upon the Collateral. (h) The Pledgor shall cause one or more of the Securities of the type specified in Schedule 3 of the applicable Facility Letter (the "Qualifying Collateral") to be pledged as Collateral and deposited in or credited to the Pledged Account so that at all times the Collateral Value (as defined in the applicable Facility Letter) of such Securities in the Pledged Account shall equal or exceed an amount equal to the aggregate amount of the Total Outstandings (as defined in the Master Agreement). Final determination as to whether a security shall be treated as Qualifying Collateral for the purposes of this Section 6(h) shall be at the sole discretion of the Pledgee, acting reasonably and always in accordance with the Facility Documents. The Pledgor shall not trade, or cause to be traded, Securities pledged as Collateral and deposited in the Pledged Account unless written consent has been obtained by the Pledgee pursuant to such trade process document agreed between the parties in connection with the Account Control Agreement.

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&nbsp;&nbsp;&nbsp;&nbsp;5 (i) The Pledgor is the legal and beneficial owner of the Collateral and the Pledgor has and shall at all times have rights in, and good and marketable title to, the Collateral, free and clear of all Liens and "adverse claims" (as such term is defined in Section 8-102(a)(1) of the NYUCC), save as pledged by the Pledgor to the Pledgee hereunder in writing prior to the date of this Agreement. The Pledgor undertakes, upon becoming aware that it is to be subject to a Change of Control, to promptly inform the Pledgee of such fact and to enter into such additional documentation and to take such reasonable steps in accordance with Section 7, including, but not limited to, the entering into of new Master Agreement and/or Pledge Agreement on substantially the same terms as those existing at such time. (j) Upon execution and delivery of this Agreement, the pledge and assignment of the Collateral pursuant hereto create a valid security interest in the Collateral, securing the payment of the Secured Obligations, (ii) this Agreement and the related Account Control Agreement will constitute a perfected security interest, and (iii) assuming the Pledgee has no notice of any Liens or "adverse claims" (as such terms is defined in Section 8-102(a)(1) of the NYUCC) with respect to the Collateral, the Pledgee will take the Collateral free and clear of any Liens and adverse claims as of the date of this Agreement. Section 7 Further Assurances. (a) The Pledgor agrees that from time to time, at the expense of the Pledgor, the Pledgor will promptly execute and deliver, or otherwise authenticate, all further Instruments and documents, and take all further action, that may be necessary or reasonably desirable, or that the Pledgee may reasonably request in order to continue, perfect and protect any pledge, assignment or security interest granted or purported to be granted hereby or to enable the Pledgee to exercise and enforce its rights and remedies hereunder with respect to any Collateral. Without limiting the generality of the foregoing, the Pledgor will execute and file such financing or continuation statements, or amendments thereto, and such other Instruments or notices, as may be necessary or reasonably desirable, or as the Pledgee may reasonably request, in order to perfect and preserve the pledge, assignment and security interest granted or purported to be granted hereby. (b) The Pledgor hereby authorizes the Pledgee to file one or more financing or continuation statements, and amendments thereto, in each case without the signature of the Pledgor, and regardless of whether any particular asset described in such financing statements falls within the scope of the NYUCC or the granting clause of this Agreement, provided that prior to an Event of Default, the Pledgor shall be afforded a reasonable opportunity to review and comment on such filings in advance. A photocopy or other reproduction of this Agreement or any financing statement covering the Collateral or any part thereof shall be sufficient as a financing statement where permitted by law. The Pledgor ratifies its authorization for the Pledgee to have filed such financing statements, continuation statements or amendments filed prior to the date hereof. (c) The Pledgor shall use commercially reasonable efforts to furnish to the Pledgee from time to time statements and schedules further identifying and describing the Collateral of the Pledgor and such other reports in connection with such Collateral as the Pledgee may reasonably request, all in reasonable detail.

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&nbsp;&nbsp;&nbsp;&nbsp;6 (d) The Pledgor will furnish to the Pledgee, upon the execution of this Agreement and upon the request of the Pledgee following a Structural Change, an opinion from outside counsel reasonably satisfactory to the Pledgee, to the effect that all financing or continuation statements have been filed, and all other action has been taken (including, without limitation, action necessary to give the Pledgee control over the Collateral as provided in Section 9- 106 of the UCC) to perfect continuously from the date hereof the security interest granted hereunder. Section 8. Post-Closing Changes. The Pledgor will not change its name, type of organization, jurisdiction of organization, organizational identification number or location from those set forth in Schedule 1 without first giving at least 30 days' prior written notice to the Pledgee and having taken all action reasonably required by the Pledgee for the purpose of perfecting or protecting the security interest in the Collateral granted by this Agreement. The Pledgor will not become bound by a security agreement authenticated by another Person (determined as provided in Section 9-203(d) of the NYUCC) without giving the Pledgee 30 days' prior written notice thereof and taking all action required by the Pledgee to ensure that the perfection and first priority nature of the Pledgee's security interest in the Collateral will be maintained. The Pledgor will hold and preserve its records relating to the Collateral and will permit representatives of the Pledgee at any time during normal business hours upon reasonable advance notice to inspect and make abstracts from such records and other documents. If the Pledgor does not have an organizational identification number and later obtains one, it will forthwith notify the Pledgee of such organizational identification number. Section 9. Distributions. (a) Other than upon and during the continuance of an Event of Default, (i) the Pledgor shall be entitled to exercise any and all voting and other consensual rights pertaining to the Collateral or any part thereof for any purpose; provided however that the Pledgor will not exercise or refrain from exercising any such right if such action would have a material adverse effect on the value of the Collateral or any part thereof. (ii) to the extent consistent with Section 6(h), the Pledgor shall be entitled to receive and retain any and all distributions paid in respect of the Pledged Securities; provided, however, that any and all • (A) distributions paid or payable other than in cash in respect of, and Instruments, Financial Assets and other property received, receivable or otherwise distributed in respect of, or in exchange for, any Collateral; and • (B) cash paid, payable or otherwise distributed in respect of principal of, or in redemption of, or in exchange for, any Collateral, shall, solely to the extent (as determined by the Pledgee) the value of the Collateral in the Pledged Account is less than the Total Outstandings, be forthwith delivered to the Pledgee to hold as Collateral and shall, if received by the Pledgor, be received in trust for the benefit of the Pledgee, be segregated from the other property or funds of the Pledgor and be forthwith pledged to the Pledgee and deposited in the Pledged Account or delivered to the Pledgee to hold as Collateral in the same form as so received (with any necessary endorsement), solely for the purposes of satisfying the Secured Obligations.

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&nbsp;&nbsp;&nbsp;&nbsp;8 Section 13. The Pledgee's Duties. The powers conferred on the Pledgee hereunder are solely to protect its interest in the Collateral and shall not impose any duty upon it to exercise any such powers. Except for the safe custody of any Collateral in its possession and the accounting for moneys actually received by it hereunder, the Pledgee shall have no duty as to any Collateral, as to ascertaining or taking action with respect to calls, conversions, exchanges, maturities, tenders or other matters relative to any Collateral, whether or not the Pledgee has or is deemed to have knowledge of such matters, or as to the taking of any necessary steps to preserve rights against any parties or any other rights pertaining to any Collateral. The Pledgee shall be deemed to have exercised reasonable care in the custody and preservation of any Collateral in its possession if such Collateral is accorded treatment substantially equal to that which the Pledgee accords its own property. Section 14. Security Interest Absolute. The obligations of the Pledgor under this Agreement are independent of the Secured Obligations and any agreement with respect to the Secured Obligations, and a separate action or actions may be brought and prosecuted against the Pledgor to enforce this Agreement, irrespective of whether any action is brought against the Pledgor under the Master Agreements or whether the Pledgor is joined in any such action or actions. All rights of the Pledgee and the pledge, assignment and security interest hereunder, and all obligations of the Pledgor hereunder, shall be irrevocable, absolute and unconditional, irrespective of, and the Pledgor irrevocably waives (to the maximum extent permitted by applicable law) any defenses it may now have or may hereafter acquire (other than the payment and performance in full of the Secured Obligations) in any way relating to, any or all of the following: (a) any lack of validity or enforceability of this Agreement, each Master Agreement or any other agreement or instrument relating thereto; (b) any change in the time, manner or place of payment of, or in any other term of, all or any of the Secured Obligations or any other amendment or waiver of or any consent to any departure from this Agreement or each Master Agreement, including, without limitation, any increase in the Secured Obligations; (c) any taking, exchange, release or non-perfection of any other collateral, or any taking, release or amendment or waiver of or consent to departure from any guaranty for all or any of the Secured Obligations; (d) any manner of application of the Collateral, or proceeds thereof, to all or any of the Secured Obligations, or any manner of sale or other disposition of any Collateral for all or any of the Secured Obligations or any other assets of the Pledgor or any of its subsidiaries; (e) any change, restructuring or termination of the corporate structure or existence of the Pledgor or any of its subsidiaries; or (f) any other circumstance that might otherwise constitute a defense available to, or a discharge of, the Pledgor or a third party grantor of a security interest. Section 15. Remedies. If an Event of Default shall have occurred and be continuing:

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&nbsp;&nbsp;&nbsp;&nbsp;9 (a) The Pledgee may exercise in respect of the Collateral, in addition to other rights and remedies provided for herein or otherwise available to it, all the rights and remedies of a secured party upon default under the NYUCC and also may without notice except as specified below, sell the Collateral or any part thereof in one or more parcels at public or private sale, at any of the Pledgee's offices or elsewhere, for cash, on credit or for future delivery, and upon such other terms as the Pledgee may deem commercially reasonable. The Pledgor agrees that, to the extent notice of sale shall be required by law, at least ten days' notice to the Pledgor of any intended disposition of the Collateral, such period of notice to constitute reasonable notification. The Pledgee shall not be obligated to make any sale of Collateral regardless of a notice of sale having been given. The Pledgee may adjourn any public or private sale from time to time by announcement at the time and place fixed therefor, and such sale may, without further notice, be made at the time and place to which it was so adjourned, so long as as the date of such adjournment takes place following the occurrence of an Event of Default and while it is continuing. (b) Any cash held by or on behalf of the Pledgee and all cash proceeds received by the Pledgee in respect of any sale of, collection from, or other realization upon all or any part of the Collateral may, in the discretion of the Pledgee, be held by the Pledgee as Collateral for, and/or then or at any time thereafter applied (after payment of any amounts payable to the Pledgee pursuant to Section 16) in whole or in part by the Pledgee against all or any part of the Secured Obligations in such order as the Pledgee shall elect. Any surplus of such cash or cash proceeds held by the Pledgee and remaining after payment in full of all the Secured Obligations shall be paid over to the Pledgor or to whomsoever may be lawfully entitled to receive such surplus promptly upon the satisfaction of the Pledgor's Secured Obligations. (c) The Pledgee may, without notice to the Pledgor, except as required by law and at any time or from time to time, charge, set-off and otherwise apply all or any part of the Secured Obligations against the Collateral or any part thereof. (d) All proceeds of Collateral received by the Pledgor directly and not sent to the Pledged Account in respect of the Collateral shall be received in trust for the benefit of the Pledgee, shall be segregated from other funds of the Pledgor that do not constitute Collateral and shall be forthwith paid over to the Pledgee or credited to the Pledged Account in the same form as so received (with any necessary endorsement). Section 16. Indemnity and Expenses. (a) The provisions of sections 3.7 (Indemnity), 5.1 (Transaction expenses), 5.3 (Enforcement and preservation costs), 5.4 (Currency indemnity) and 6.2 (Tax indemnity) of the Master Agreement shall apply to this Agreement. Section 17. Currency (a) For the purpose of or pending the discharge of any of the Secured Obligations, the Pledgee may convert any monies received, recovered or realized or subject to application by the Pledgee under this Agreement (including the proceeds of any previous conversion under this Section) from their existing currency of denomination into such other currency of denomination as the Pledgee may reasonably determine, and any such conversion shall be effected at the Pledgee's then prevailing spot rate of exchange for obtaining such other currency with the existing currency in good faith and a commercially reasonable manner.

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&nbsp;&nbsp;&nbsp;&nbsp;10 (b) References herein to any currency extend to any funds of that currency and for the avoidance of doubt funds of one currency may be converted into different funds of the same currency. Section 18. Amendments; Waivers; Etc. No amendment or waiver of any provision of this Agreement, and no consent to any departure by either Party herefore, shall in any event be effective unless the same shall be in writing and signed by both Parties, and then such waiver or consent shall be effective only in the specific instance and for the specific purpose for which given. No failure on the part of a Party to exercise, and no delay in exercising any right hereunder, shall operate as a waiver thereof; nor shall any single or partial exercise of any such right preclude any other or further exercise thereof or the exercise of any other right. Section 19. Addresses for Notices. Except as otherwise specifically provided herein, all notices and communications provided under this Agreement shall be in writing or confirmed in writing (including telegraphic, telecopier, email and telex communication) and mailed, telegraphed, telecopied, telexed or otherwise delivered to the party entitled to receive such notices at the physical address, facsimile number or e-mail address of the intended recipient set forth below, or to such other address as either party may provide. Any such notice or communication shall be deemed to be received (i) if sent by facsimile or email, on the day it was sent, (ii) if delivered by hand to a physical address, on the day it was so delivered, (iii) if sent by U.S. mail to an address within the U.S., on the earlier of the date of delivery or the second Business Day after the time of placing in the mail and in proving delivery , it shall be sufficient to prove that the notice was properly addressed, stamped and posted, or (iv) if delivered by some other means, on the day of delivery, except that notices and other communications to the Pledgee shall not be effective until received by the Pledgee. For notices and communications to Pledgor, to Pledgor at: Hamilton Re, Ltd. Wellesley House North, 1st Floor 90 Pitts Bay Road Pembroke HM08 Bermuda Attn: Legal Counsel Email: legalnotices@hamiltongroup.com For notices and communications to Pledgee, to Pledgee at: Citibank Europe plc ILOC Department 1 North Wall Quay 2nd Floor Block B Dublin 1

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&nbsp;&nbsp;&nbsp;&nbsp;11 Section 20. Continuing Security Interest; Assignments. This Agreement shall create a continuing security interest in the Collateral and shall (a) remain in full force and effect until the payment in full in cash of the Secured Obligations, (b) be binding upon the Pledgor and the Pledgee and their respective successors and permitted assigns and (c) inure, together with the rights and remedies of the Pledgee and its respective successors, transferees and assigns. Without limiting the generality of the foregoing clause (c), any assignment contemplated hereunder shall be in accordance with the Master Agreement. The Pledgor will, at its own expense, make, execute, endorse, acknowledge, file and/or deliver to the Pledgee such confirmatory assignments, conveyances, financing statements, transfer endorsements, powers of attorney, certificates, reports and other assurances or instruments and take such further steps related to the Collateral and other property or rights covered by the security interest hereby granted, which the Pledgee deems reasonably advisable to perfect, preserve or protect its security interest in the Collateral, including any actions which may be required or advisable as a result of any amendment or supplement to applicable laws, including the NYUCC. Section 21. Release and Termination. Upon the later of (i) the payment in full in cash of the Secured Obligations or (ii) any termination as provided in the Master Agreements, the pledge, assignment and security interest granted hereby shall terminate and all rights to the Collateral shall revert to the Pledgor.Upon any such termination, the Pledgee will, at the Pledgor's expense execute and deliver to the Pledgor such documents as the Pledgor shall reasonably request to evidence such termination. Section 22. Governing Law; Terms. This Agreement shall be governed by and construed in accordance with the laws of the State of New York, except to the extent that the validity or perfection of the security interest hereunder in respect of any particular collateral is mandatorily governed by the laws of a jurisdiction other than the State of New York, in which case the laws of such other jurisdiction shall govern such matters. Section 23. Jurisdiction, Venue. (a) Each of the Parties hereby irrevocably and unconditionally submits, for itself and its property, to the non-exclusive jurisdiction of any New York State or Federal court (to the extent such court has subject matter jurisdiction) sitting in New York City and any appellate court from any such court in any action or proceeding arising out of or relating to this Agreement or for the recognition and enforcement of any judgment, and each Party hereby irrevocably and unconditionally agrees that all claims in respect of such action or proceeding may be heard and determined in such New York State court or in such Federal court. Each Party hereto agrees that a final judgment in any such action or proceeding shall be conclusive and may be enforced in other jurisdictions by suit on the judgment or in any other manner provided by law. Each Party hereto irrevocably and unconditionally waives, to the fullest extent it may legally and effectively do so, any objection that it may now or hereafter have to the laying of venue of any suit, action or proceeding arising out of or relating to this Agreement in any New York State or federal court. Each Party hereby irrevocably waives, to the fullest extent it may effectively do so, the defense of an inconvenient forum to the maintenance of such action or proceeding in any such court. Each Party irrevocably consents to the service of any and all process in any such action or proceeding by the mailing of copies of such process to such Party at its address specified in Section 19. Each Party agrees that a final judgment in any such action or proceeding shall be conclusive and may be enforced in other jurisdictions by suit on the judgment or in any other manner provided by applicable law.

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&nbsp;&nbsp;&nbsp;&nbsp;12 (b) Nothing in this Section 23 shall affect the right of a Party to serve legal process in any other manner permitted by applicable law or affect any right which such Party would otherwise have to bring any action or proceeding against the Pledgor or its property in the courts of any other jurisdiction. (c) To the extent that a Party has or hereafter may acquire any immunity from jurisdiction of any court or from any legal process (whether through service or notice, attachment prior to judgment, attachment in aid of execution or otherwise) with respect to itself or its property, the Pledgor, to the extent permitted by law, hereby irrevocably waives such immunity in respect of its obligations under this Agreement and, without limiting the generality of the foregoing, agrees that the waivers set forth in this subsection (c) shall have the fullest scope permitted under the United States Foreign Sovereign Immunities Act of 1976, as amended, and are intended to be irrevocable for purposes of such Act. SECTION 24. WAIVER OF JURY TRIAL. EACH OF THE PLEDGOR AND THE PLEDGEE HEREBY IRREVOCABLY WAIVES ALL RIGHT TO TRIAL BY JURY IN ANY ACTION, PROCEEDING OR COUNTERCLAIM (WHETHER BASED ON CONTRACT, TORT OR OTHERWISE) ARISING OUT OF OR RELATING TO THIS AGREEMENT, THE TRANSACTIONS CONTEMPLATED HEREBY OR THE ACTIONS OF THE PLEDGEE IN THE NEGOTIATION, ADMINISTRATION, PERFORMANCE OR ENFORCEMENT HEREOF. Section 25. Execution in Counterparts. This Agreement may be executed in any number of counterparts and by different parties hereto in separate counterparts, each of which when so executed shall be deemed to be an original and all of which taken together shall constitute one and the same agreement. Delivery of an executed counterpart of a signature page to this Agreement by telecopier or electronic transmission (i.e. "PDF" or "TIFF" files) shall be effective as delivery of a manually executed counterpart of this Agreement. Section 26. Severability. If any term or provision of this Agreement is or shall become illegal, invalid or unenforceable in any jurisdiction, all other terms and provisions of this Agreement shall remain legal, valid and enforceable in such jurisdiction and such illegal, invalid or unenforceable provision shall be legal, valid and enforceable in any other jurisdiction. Section 27. Bail-in provisions. The Pledgor acknowledges and accepts that, notwithstanding any other provision of the Agreement or any other agreement, arrangement or understanding between the parties: (a) any Liability may be subject to the exercise of Write-down and Conversion Powers by a Resolution Authority; (b) The Pledgor will be bound by the effect of any application of any Write-down and Conversion Powers and in particular (but without limitation) by: (i) any reduction in the principal amount, in full or in part, or outstanding amount due (including any accrued but unpaid interest) due in respect of any Liability; and (ii) any conversion of all or part of any Liability into ordinary shares or other instruments of ownership of the Pledgee or any other person;

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&nbsp;&nbsp;&nbsp;&nbsp;13 that may result from any exercise of any Write-down and Conversion Powers in relation to any Liability; (c) the terms of the Agreement and the rights of the Pledgor hereunder may be varied, to the extent necessary, to give effect to any exercise of any Write-down and Conversion Powers and the Pledgor will be bound by any such variation; (d) ordinary shares or other instruments of ownership of the Pledgee or any other person may be issued to or conferred on the Pledgor as a result of the exercise of any Write-down and Conversion Powers; (e) this clause is exhaustive on the matters described herein to the exclusion of any other agreements, arrangements or understandings between the Pledgee and the Pledgor relating to the Agreement. Section 28. Data protection. (a) Compliance with law. Each party will comply with applicable data protection and privacy laws in processing personal data in connection with its activities under this Agreement. Without limiting the foregoing, the Pledgor warrants that: (i) any personal data that it provides to the Pledgee has been processed fairly and lawfully, is accurate and is relevant for the purposes for which it is provided to the Pledgee; (ii) it shall provide notice to, and shall seek consent from (and promptly upon the Pledgee's request shall provide evidence to the Pledgee of having provided such notices and/or obtained such consents), data subjects regarding the Pledgee's processing of their personal data in accordance with any instructions of the Pledgee from time to time; and (iii) pursuant to clause (ii) it will provide data subjects with a copy of the relevant TTS EEA Privacy Statement accessible at https://www.citibank.com/tts/sa/tts-privacy-statements/index.html (or such other URL or statement as the Pledgee may notify to the Pledgor from time to time). (b) Mutual cooperation. Each party will promptly notify, and reasonably cooperate with and provide information to, the other party in respect of any data subject requests, communications from supervisory authorities, or material security incidents relating to the processing of personal data under this Agreement, in each case to the extent reasonably necessary to enable the other party to meet its obligations to data subjects and/or supervisory authorities. (c) Definitions. The terms 'personal data', 'processing', 'data subject' and 'supervisory authority' shall have the respective meanings set forth in the General Data Protection Regulation (EU) 2016/679, as amended or superseded from time-to-time." [Signature Page Follows]

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&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;Pledge Agreement] SCHEDULE 1 LOCATION, CHIEF EXECUTIVE OFFICE, TYPE OF ORGANIZATION, JURISDICTION OF ORGANIZATION AND ORGANIZATIONAL IDENTIFICATION NUMBER Pledgor Location (Jurisdiction of Organization) Chief Executive Office Hamilton Re, Ltd. Bermuda Wellesley House North, 1st Floor, 90 Pitts Bay Road, Pembroke HM08, Bermuda

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&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;SCHEDULE 2 CHANGES IN NAME, LOCATION 1. Changes in the Pledgor's Name (including new Pledgor with a new name and names associated with all predecessors in interest of the Pledgor): Pledgor Changes Hamilton Re, Ltd. Formerly named SAC Re, Ltd. 2. Changes in the Pledgor's Location: Pledgor Changes Hamilton Re, Ltd. N/A 3. Changes in the Pledgor's Chief Executive Office: Pledgor Changes Hamilton Re, Ltd. Formerly located at 19 Par-la-Ville Road, 4th Floor, Hamilton HM11, Bermuda SAC Re, Ltd.'s registered office was formerly located at Victoria Hall, 11 Victoria Street, Hamilton, Bermuda 4. Changes in Type of Organization: Pledgor Changes Hamilton Re, Ltd. N/A 5. Changes in the Jurisdiction of Organization: Pledgor Changes Hamilton Re, Ltd. N/A 6. Changes in the Organizational Identification Number: Pledgor Changes Hamilton Re, Ltd. N/A

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&nbsp;&nbsp;&nbsp;&nbsp;17 EXHIBIT A CERTAIN DEFINED TERMS (a) Capitalized terms used herein shall have the respective meanings ascribed to them below: "Account Control Agreement" means the Collateral Account Control Agreement dated , 2018 among the Pledgor, the Pledgee and The Bank of New York Mellon (as Securities Intermediary). "Bank Resolution and Recovery Directive" or "BRRD" means Directive 2014/59/EU establishing a framework for the recovery and resolution of credit institutions and investment firms as amended from time to time. "Business Day" means a day (other than a Saturday or Sunday) on which the banks are generally open for business in London or Bermuda. "Change of Control" has the meaning assigned to it in the Master Agreement. "Collateral" has the meaning specified therefor in Section 2 hereof. "Entitlement Holder" means a Person that (a) is an "entitlement holder" as defined in Section 8-102(a)(7) of the NYUCC (except in respect of a Book-entry Security); and (b) in respect of any book-entry Security, is an "entitlement holder" as defined in 31 C.F.R. 357.2 (or, as applicable to such book-entry Security, the corresponding Federal Book-Entry Regulations governing such book-entry Security) which, to the extent required or permitted by the Federal Book-Entry Regulations, is also an "entitlement holder" as defined in Section 8-102(a)(7) of the NYUCC. "Entitlement Order" has the meaning set forth in Section 8-102(a)(8) of the NYUCC and shall include, without limitation, any notice or related instructions from the Pledgee directing the transfer or redemption of the Collateral or any part thereof. "Event of Default" has the meaning assigned to it in the Master Agreement. "Facility Documents" has the meaning assigned to it in the Master Agreement. "Federal Book-Entry Regulations" means the federal regulations contained in Subpart B ("Treasury/Reserve Automated Debt Entry System (TRADES)" governing book-entry securities consisting of United States Treasury securities, U.S. Treasury bonds, notes and bills) and Subpart D ("Additional Provisions") of 31 C.F.R. Part 357, 31 C.F.R. Section 357.10 through Section 357.14 and Section 357.41 through Section 357.44 (including related defined terms in 31 C.F.R. Section 357.2), as amended by regulations published at 61 Fed. Reg. 43626 (August 23, 1996) and as amended by an subsequent regulations. "Irish BRRD Regulations" means the European Union (Bank Recovery and Resolution) Regulations 2015 of Ireland, as amended from time to time. "Liability" means any liability of the Pledgee to the Pledgor arising under or in connection with the Agreement;

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&nbsp;&nbsp;&nbsp;&nbsp;18 "Lien" means any mortgage, pledge, attachment, lien, charge, claim, encumbrance, lease or security interest, easement, right of first or last refusal, right of first offer or other option or contingent purchase right. "Master Agreement" means each agreement (as from time to time amended, varied supplemented, novated or assigned) between the Pledgor (or by any person for or on behalf of the Pledgor) and the Pledgee, pursuant to which the Pledgee has established, maintained, amended, renewed or substituted or arranged for the establishment, maintenance, amendment, renewal or substitution of a Credit. "NYUCC" means the Uniform Commercial Code from time to time in effect in the State of New York. "Person" means any individual, corporation, partnership, joint venture, foundation, association, joint- stock company, trust, unincorporated organization, government or any political subdivision thereof or any agency or instrumentality of any thereof. "Resolution Authority" means the Central Bank of Ireland, the Single Resolution Board or any other body which has authority to exercise any Write-down and Conversion Powers. "Securities Intermediary" means a Person that (a) is a "securities intermediary" as defined in Section 8- 102(a)(14) of the NYUCC and (b) in respect of any U.S. Government Obligations, is also a "securities intermediary" as defined in 31 C.F.R. 357.2. "Secured Obligations" has the meaning specified therefor in Section 3 hereof. "Security Control" means "control" as defined in Section 9-115(1)(e) of the NYUCC. "Security Entitlement" means (a) security entitlement" as defined in Section 8-102(a)(17) of the NYUCC (except in respect of a U.S. Government Obligation); and (b) in respect of any U.S. Government Obligation, a "security entitlement" as defined in 31 C.F.R. 357.2 which, to the extent required or permitted by the Federal Book-Entry Regulations, is also a "security entitlement" as defined in Section 8-102(a)(17) of the NYUCC. "Securities Intermediary" has the meaning assigned to it in the Account Control Agreement. "Single Resolution Board" means the body established pursuant to Article 42 of the SRM Regulation. "SRM Regulation" means Regulation (EU) No 806/2014 of the European Parliament and of the Council of 15 July 2014 establishing uniform rules and a uniform procedure for the resolution of credit institutions and certain investment firms. "STRIPS" has the meaning thereof set forth in Section 357.2 of the Federal Book-Entry Regulations. "Structural Change" means any (i) change of jurisdiction or corporate structure of Pledgor or (ii) the addition of any new Pledgor. "Total Outstandings" has the meaning assigned to it in the Master Agreement. "U.S. Government Obligations" means all of the United States Treasury securities (including STRIPS) maintained in the commercial book-entry system entitled Treasury/Reserve Automated Debt Entry System ("TRADES") pursuant to the Federal Book-Entry Regulations or pursuant to a successor system.

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&nbsp;&nbsp;&nbsp;&nbsp;19 "Voting Interests" of any Person means shares of capital stock issued by a corporation, or equivalent equity interests in any other Person, the holders of which are ordinarily, in the absence of contingencies, entitled to vote for the election of directors (or persons performing similar functions) of such Person or otherwise in accordance with the by-laws of such Person, even if the right so to vote has been suspended by the happening of such a contingency. "Write-down and Conversion Powers" means any write-down, conversion, transfer, reduction or cancellation power existing from time to time under, and exercised in compliance with, any laws, regulations, rules or requirements in effect in Ireland, relating to the Bank Resolution and Recovery Directive, including but not limited to the Irish BRRD Regulations and the SRM Regulation, and the instruments, rules and standards created thereunder, pursuant to which, among other things, (i) capital instruments of the Pledgee (or affiliate of such entity) can be written down or converted into shares or other instruments of ownership; (ii) the principal amount of, or outstanding amount due in respect of, capital instruments and/or other liabilities of the Pledgee (or affiliate of such entity) can be reduced, including to zero; (iii) capital instruments and/or other liabilities of the Pledgee (or affiliate of such entity) can be converted into ordinary shares or other instruments of ownership of a parent institution of the Pledgee (or affiliate of such entity) or of an institution to which assets rights or liabilities of the Pledgee (or other affiliate of such entity) are transferred; (iv) debt instruments issued by the Pledgee (or affiliate of such entity) may be cancelled; (v) the nominal amount of shares or other instruments of ownership of the Pledgee (or affiliate of such entity) can be reduced, including to zero, or cancelled; (vi) a requirement may be imposed on the Pledgee (or a parent institution or affiliate of such entity) to issue new shares, or other instruments of ownership, or other capital instruments, including preference shares or contingent convertible instruments. (b) NYUCC Terms. Terms defined or referenced in the NYUCC and not otherwise defined or referenced herein are used herein as therein defined or referenced. In particular, the following terms are used herein as defined or referenced in the respective NYUCC sections indicated below: "Account": Section 9-106; "Entitlement Order": Section 8-102(a)(8); "Financial Asset": Section 8-102(a)(9); "Instrument": Section 9-105(I)(i); "Investment Property": Section 9-115(1)(f); "Person": Section 1-201(30); "Securities Account": Section 8- 501(a); "Security": Section 8-102(a)(15).

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## Exhibit 10.19

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4870-3080-2678, v.1 First amendment to the FEE LETTER FOR THE ISSUANCE OF PAYMENT INSTRUMENTS THIS AMENDMENT AGREEMENT ("this Agreement") is dated January 13, 2026 Between: (1) Citibank Europe plc, a company incorporated in Ireland (with company registration number 132781) whose registered office is at 1 North Wall Quay, Dublin 1, Republic of Ireland ("Citibank"); and (2) Hamilton Re, Ltd., a company incorporated in Bermuda (with company registration number 46635) whose registered office is at Wellesley House North, 1st Floor, 90 Pitts Bay Road, Pembroke HM08, Bermuda (the "Company"), (each being a "Party", and together the "Parties"). 1. Background 1.1 The Parties entered into a fee letter (the "Fee Letter") on 27 December 2018 relating to a master agreement for issuance of payment instruments entered into by the Parties on 5 December 2018 (the "Master Agreement") and a facility letter (the "Facility Letter") for issuance of payment instruments entered into by the Parties on 27 December 2018. 1.2 The Parties have agreed certain amendments to the Fee Letter as detailed in this Agreement. Such amendments to take effect on and from the Effective Date (as defined below). 1.3 Terms and expressions defined in the Master Agreement shall have the same meanings when used in this Agreement unless the context otherwise requires or the contrary is otherwise indicated. 1.4 The Parties hereby agree that from the Effective Date (as defined below) the rights and obligations of the Parties under the Fee Letter and the terms of the Fee Letter shall be amended as specifically set out below. 2. Effective Date The amendments set out in this Agreement shall take effect on and from the date of this Agreement ("Effective Date"). 3. Amendments With effect on and from the Effective Date, the Parties agree that the Fee Letter shall be amended as follows: Clause 4.2 of the Fee Letter shall be amended and restated in the form of Annex A attached hereto. 4. Costs and expenses Each Party shall bear its own costs and expenses in relation to the amendments agreed pursuant to the terms of this Agreement. 5. Affirmation and acceptance 5.1 With effect on and from the Effective Date, the terms and conditions of the Facility Documents shall be read and construed by reference to this Agreement and all references therein to the Fee Letter shall be deemed to incorporate the relevant amendments contained within this Agreement and all references in Exhibit 10.19.4

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4870-3080-2678, v.1 the Fee Letter to "this Fee Letter" shall, with effect on and from the Effective Date, be references to the Fee Letter as amended by this Agreement. 5.2 In the event of any conflict between the terms of this Agreement and a Facility Document, the terms of this Agreement shall prevail. 5.3 For the avoidance of doubt, except as amended by the terms of this Agreement, all of the terms and conditions of the Facility Documents shall continue to apply and remain in full force and effect. 5.4 By signing this Agreement each Party designates it as a Facility Document. 5.5 The Company shall, at the request of Citibank, do all such acts necessary or desirable to give effect to the amendments effected or to be effected pursuant to the terms of this Agreement. 6. Continuation of Security The Company confirms that, on and after the Effective Date: (a) notwithstanding the amendments made to the Fee Letter pursuant to this Agreement, the Pledge Agreement dated 05 December 2018, between the Company and Citibank, as amended from time to time (the "Pledge Agreement") and any security granted under it continues in full force and effect; and (b) such Pledge Agreement and security extends to the Fee Letter, as amended pursuant to this Agreement. 7. Counterparts This Agreement may be executed in any number of counterparts, each of which when delivered shall be deemed to be an original, and all such counterparts taken together shall constitute a single instrument. 8. Third party rights No person shall have any right to enforce any provision of this Agreement solely by virtue of the Contracts (Rights of Third Parties) Act 1999. 9. Governing law 9.1 This Agreement and non-contractual obligations arising out of or in connection with it are governed by English law. 9.2 The courts of England have exclusive jurisdiction to settle any dispute arising out of or in connection with this Agreement (including a dispute relating to the existence, validity or termination of this Agreement or any non-contractual obligation arising out of or in connection with this Agreement) (a "Dispute"). The Parties agree that the courts of England are the most appropriate and convenient courts to settle Disputes and accordingly no Party will argue to the contrary. This paragraph 9.2 is for the benefit of Citibank only and as a result, Citibank shall not be prevented from taking proceedings relating to a Dispute in any other courts with jurisdiction. To the extent allowed by law, Citibank may take concurrent proceedings in any number of jurisdictions. This Agreement has been entered into on the date stated at the beginning of this Agreement.

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&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;Execution Page The Company EXECUTED by HAMILTON RE, LTD. Signed /s/ Athena Tolosa Name Athena Tolosa Title CFO Citibank EXECUTED by CITIBANK EUROPE PLC Signed: /s/ Michael Ashworth Name: Michael Ashworth 4870-3080-2678, v.I

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4870-3080-2678, v.1 ANNEX A 4.2 The percentage per annum shown below in relation to such part of any Payment Instrument supported by (as notionally allocated by the Bank) Collateral (as defined in the Facility Letter) of the type shown below. Type of Collateral Rating Fee (% p.a.) Cash Deposits held in an account(s) with Citi N.A. London N/A [\*\*\*] Cash Deposits held in the account solely to the extent that such cash is proceeds of investment property held in the accounts N/A [\*\*\*] Securities issued by the US or another OECD (the "Organisation for Economic Co-operation and Development") Government that are fully and explicitly guaranteed as to the timely payment of principal and interest by the full faith and credit of that US/OECD Government AAA only [\*\*\*] AA or AA equivalent or better [\*\*\*] Securities issued by the US or another OECD (the "Organisation for Economic Co-operation and Development") Government Agencies that are fully and Implicitly guaranteed as to the timely payment of principal and interest by the full faith and credit of that US Government AAA only [\*\*\*] AA or AA equivalent or better [\*\*\*] "Supranational Securities as defined in Bloomberg with Region SNAT. EUR, GBP & USD denominations only." AAA only [\*\*\*] AA or AA equivalent or better [\*\*\*] General Obligation Bonds issued by a US Governmental entity that are guaranteed as to the timely payment of principal and interest by the full faith and credit of the Issuer AAA only [\*\*\*] AA or AA equivalent or better [\*\*\*]

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4870-3080-2678, v.1 Such notional allocation shall be carried out by the Bank on the Quarter Day falling at the end of the relevant quarter and with any notional currency conversions into the Base Currency also calculated on the same day, and the Bank shall minimise the fees payable by the Company by allocating any Payment Instrument (or part thereof) against any unallocated collateral of a type with the lowest fees first. For the purposes of the above: • "Cash Deposits" shall mean any cash deposit owned by the Company and the subject of a perfected exclusive first ranking Security Interest held by the Bank • "OECD Country Government" shall mean any current member states of the Organisation for Economic Co-operation and Development • "Securities" shall mean any securities owned by the Company and the subject of a perfected exclusive first ranking Security Interest held by the Bank • "US Government" shall mean the Federal Government of the United States of America • "US Explicit Agencies" shall mean the Government National Mortgage Association (GNMA or Ginnie Mae) issues agency bonds backed by the full faith and credit of the US government • "US Explicit Agencies" shall mean the Fannie Mae and Freddie Mac implicitly backed by the US government No Citigroup Inc Bonds, British Banks, Convertibles, Convertibles, perpetual's, Warrants, Private Placements, ETF's, Commercial Papers, REIT's, ABS, Equities, Commodities, Securities issued by SPV's, Derivatives

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## Exhibit 10.19

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4863-9595-3910, v.2 First amendment to the FACILITY LETTER FOR THE ISSUANCE OF PAYMENT INSTRUMENTS THIS AMENDMENT AGREEMENT ("this Agreement") is dated January 13, 2026 Between: (1) Citibank Europe plc, a company incorporated in Ireland (with company registration number 132781) whose registered office is at 1 North Wall Quay, Dublin 1, Republic of Ireland ("Citibank"); and (2) Hamilton Re, Ltd., a company incorporated in Bermuda (with company registration number 46635) whose registered office is at Wellesley House North, 1st Floor, 90 Pitts Bay Road, Pembroke HM08, Bermuda (the "Company"), (each being a "Party", and together the "Parties"). 1. Background 1.1 The Parties entered into a Facility Letter for Issuance of Payment Instruments on 27 December 2018 (the "Facility Letter") relating to a master agreement for issuance of payment instruments entered into by the Parties on 5 December 2018 (the "Master Agreement"). 1.2 The Parties have agreed certain amendments to the Facility Letter as detailed in this Agreement. Such amendments to take effect on and from the Effective Date (as defined below). 1.3 Terms and expressions defined in the Master Agreement shall have the same meanings when used in this Agreement unless the context otherwise requires or the contrary is otherwise indicated. 1.4 The Parties hereby agree that from the Effective Date (as defined below) the rights and obligations of the Parties under the Facility Letter and the terms of the Facility Letter shall be amended as specifically set out below. 2. Effective Date The amendments set out in this Agreement shall take effect on and from the date of this Agreement ("Effective Date"). 3. Amendments With effect on and from the Effective Date, the Parties agree that the Facility Letter shall be amended as follows: Schedule 3 shall be amended and restated in the form of Annex A attached hereto. 4. Costs and expenses Each Party shall bear its own costs and expenses in relation to the amendments agreed pursuant to the terms of this Agreement. 5. Affirmation and acceptance 5.1 With effect on and from the Effective Date, the terms and conditions of the Facility Documents shall be read and construed by reference to this Agreement and all references therein to the Facility Letter shall be deemed to incorporate the relevant amendments contained within this Agreement and all references in the Facility Letter to "this Facility Letter" shall, with effect on and from the Effective Date, be references to the Facility Letter as amended by this Agreement. Exhibit 10.19.5

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4863-9595-3910, v.2 5.2 In the event of any conflict between the terms of this Agreement and a Facility Document, the terms of this Agreement shall prevail. 5.3 For the avoidance of doubt, except as amended by the terms of this Agreement, all of the terms and conditions of the Facility Documents shall continue to apply and remain in full force and effect. 5.4 By signing this Agreement each Party designates it as a Facility Document. 5.5 The Company shall, at the request of Citibank, do all such acts necessary or desirable to give effect to the amendments effected or to be effected pursuant to the terms of this Agreement. 6. Continuation of Security The Company confirms that, on and after the Effective Date: (a) notwithstanding the amendments made to the Facility Letter pursuant to this Agreement, the Pledge Agreement dated 05 December 2018, between the Company and Citibank, as amended from time to time (the "Pledge Agreement") and any security granted under it continues in full force and effect; and (b) such Pledge Agreement and security extends to the Facility Letter, as amended pursuant to this Agreement. 7. Counterparts This Agreement may be executed in any number of counterparts, each of which when delivered shall be deemed to be an original, and all such counterparts taken together shall constitute a single instrument. 8. Third party rights No person shall have any right to enforce any provision of this Agreement solely by virtue of the Contracts (Rights of Third Parties) Act 1999. 9. Governing law 9.1 This Agreement and non-contractual obligations arising out of or in connection with it are governed by English law. 9.2 The courts of England have exclusive jurisdiction to settle any dispute arising out of or in connection with this Agreement (including a dispute relating to the existence, validity or termination of this Agreement or any non-contractual obligation arising out of or in connection with this Agreement) (a "Dispute"). The Parties agree that the courts of England are the most appropriate and convenient courts to settle Disputes and accordingly no Party will argue to the contrary. This paragraph 9.2 is for the benefit of Citibank only and as a result, Citibank shall not be prevented from taking proceedings relating to a Dispute in any other courts with jurisdiction. To the extent allowed by law, Citibank may take concurrent proceedings in any number of jurisdictions. This Agreement has been entered into on the date stated at the beginning of this Agreement.

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&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;Execution Page The Company EXECUTED by HAMILTON RE, LTD. Signed /s/ Athena Tolosa Name Athena Tolosa Title CFO Citibank EXECUTED by CITIBANK EUROPE PLC Signed: /s/ Michael Ashworth Name: Michael Ashworth 4863-9595-39 l 0, v.2

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4863-9595-3910, v.2 ANNEX A SCHEDULE 3 Collateral requirements Description of component part of Charged Portfolio Bank's Requirements Letter of Credit Value Issuer Rating Tenor Value Deposits Cash Deposits held in an account(s) with Citi N.A. London N/A N/A [\*\*\*] Cash Deposits held in the account solely to the extent that such cash is proceeds of investment property held in the accounts N/A N/A [\*\*\*] US/OECD Government Debt. & Explicit Agencies Securities issued by the US or another OECD (the "Organisation for Economic Co-operation and Development") Government that are fully and explicitly guaranteed as to the timely payment of principal and interest by the full faith and credit of that US/OECD Government AAA only <5 Years [\*\*\*] 5-10 years [\*\*\*] 10-20 years [\*\*\*] AA or AA equivalent or better <5 Years [\*\*\*] 5-10 years [\*\*\*] 10-20 years [\*\*\*] US/OECD Government Agencies Securities issued by the US or another OECD (the "Organisation for Economic Co-operation and Development") Government Agencies that are fully and Implicitly guaranteed as to the timely payment of principal and interest by the full faith and credit of that US Government AAA only <5 Years [\*\*\*] 5-10 years [\*\*\*] 10-20 years [\*\*\*] AA or AA equivalent or better <5 Years [\*\*\*] 5-10 years [\*\*\*] 10-20 years [\*\*\*] Supranationals "Supranational Securities as defined in Bloomberg with Region SNAT. EUR, GBP & USD denominations only." AAA only <5 Years [\*\*\*] 5-10 years [\*\*\*] 10-20 years [\*\*\*] AA or AA equivalent or better <5 Years [\*\*\*] 5-10 years [\*\*\*] 10-20 years [\*\*\*] Municipal Bonds General Obligation Bonds issued by a US Governmental entity that are guaranteed as to the timely payment of principal and interest AAA only <5 Years [\*\*\*] 5-10 years [\*\*\*]

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4863-9595-3910, v.2 by the full faith and credit of the Issuer 10-20 years [\*\*\*] AA or AA equivalent or better <5 Years [\*\*\*] 5-10 years [\*\*\*] 10-20 years [\*\*\*] For the purposes of the above: • "Cash Deposits" shall mean any cash deposit owned by the Company and the subject of a perfected exclusive first ranking Security Interest held by the Bank • "OECD Government" shall mean any current member states of the Organisation for Economic Co- operation and Development • "Securities" shall mean any securities owned by the Company and the subject of a perfected exclusive first ranking Security Interest held by the Bank • "US Government" shall mean the Federal Government of the United States of America • US Explicit Agencies" shall mean the Government National Mortgage Association (GNMA or Ginnie Mae) issues agency bonds backed by the full faith and credit of the US government • "US Explicit Agencies" shall mean the Fannie Mae and Freddie Mac implicitly backed by the US government No Citigroup Inc Bonds, British Banks, Convertibles, Convertibles, perpetual's, Warrants, Private Placements, ETF's, Commercial Papers, REIT's, ABS, Equities, Commodities, Securities issued by SPV's, Derivatives

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## Exhibit 10.20

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Docusign Envelope ID: 1941ED30-986A-4CBF-8621-F75ABEA5545F Exhibit 10.20.1

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Docusign Envelope ID: 1941ED30-986A-4CBF-8621-F75ABEA5545F Carter Lyons Carter Lyons Co-Chief Executive Officer Carter Lyons Co-Chief Executive Officer Co-Chief Executive Officer

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Docusign Envelope ID: 1941ED30-986A-4CBF-8621-F75ABEA5545F

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## Ex-21

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Exhibit 21 HAMILTON INSURANCE GROUP, LTD. SUBSIDIARIES OF REGISTRANT Legal Name Hamilton UK Holdings II Limited Hamilton BDA Services Limited Hamilton Re, Ltd. Hamilton ILS Holdings Limited Hamilton UK Holdings Limited Hamilton US Holdings II, Inc. Hamilton Insurance Services (Bermuda), Ltd. Ada Capital Management, Limited Hamilton Insurance Designated Activity Company Hamilton Corporate Member Limited Hamilton U.S. Services, LLC Hamilton Managing General Agency Americas LLC Hamilton Select Holdings Inc. Hamilton Select Insurance Inc. Hamilton UK Services Limited Hamilton Corporate Member II Limited Hamilton Managing Agency Limited Hamilton Corporate Member III Limited Hamilton Managing General Agency UK Ltd Hamilton Corporate Member IV Limited Jurisdiction of Incorporation United Kingdom Bermuda Bermuda Bermuda United Kingdom Delaware Bermuda Bermuda Ireland United Kingdom Delaware Delaware Delaware Delaware United Kingdom United Kingdom United Kingdom United Kingdom United Kingdom United Kingdom

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## Ex-23

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Consent of Independent Registered Public Accounting Firm We consent to the incorporation by reference in the Registration Statement (Form S-8 No. 333- 275463) pertaining to the 2013 Equity Incentive Plan and 2023 Equity Incentive Plan of Hamilton Insurance Group, Ltd. of our reports dated February 25, 2026, with respect to the consolidated financial statements of Hamilton Insurance Group, Ltd., and the effectiveness of internal control over financial reporting of Hamilton Insurance Group, Ltd., included in this Annual Report (Form 10-K) for the year ended December 31, 2025. /s/ Ernst & Young Ltd. Hamilton, Bermuda February 25, 2026

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## Exhibit 31.1

**Exhibit 31.1**

**CERTIFICATION**

I, Pina Albo, certify that:

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;1. &nbsp;&nbsp;&nbsp;&nbsp;I have reviewed this Form 10-K of Hamilton Insurance Group, Ltd.;

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;2. &nbsp;&nbsp;&nbsp;&nbsp;Based on my knowledge, this report does not contain any untrue statement of a material fact or omit to state a material fact necessary to make the statements made, in light of the circumstances under which such statements were made, not misleading with respect to the period covered by this report;

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;3. &nbsp;&nbsp;&nbsp;&nbsp;Based on my knowledge, the financial statements, and other financial information included in this report, fairly present in all material respects the financial condition, results of operations and cash flows of the registrant as of, and for, the periods presented in this report;

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;4. &nbsp;&nbsp;&nbsp;&nbsp;The registrant's other certifying officer(s) and I are responsible for establishing and maintaining disclosure controls and procedures (as defined in Exchange Act Rules 13a-15(e) and 15d-15(e)) and internal control over financial reporting (as defined in Exchange Act Rules 13a-15(f) and 15d-15(f)) for the registrant and have:

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;a.Designed such disclosure controls and procedures, or caused such disclosure controls and procedures to be designed under our supervision, to ensure that material information relating to the registrant, including its consolidated subsidiaries, is made known to us by others within those entities, particularly during the period in which this report is being prepared;

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;b.Designed such internal control over financial reporting, or caused such internal control over financial reporting to be designed under our supervision, to provide reasonable assurance regarding the reliability of financial reporting and the preparation of financial statements for external purposes in accordance with generally accepted accounting principles;

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;c.Evaluated the effectiveness of the registrant's disclosure controls and procedures and presented in this report our conclusions about the effectiveness of the disclosure controls and procedures, as of the end of the period covered by this report based on such evaluation; and

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;d.Disclosed in this report any change in the registrant's internal control over financial reporting that occurred during the registrant's most recent fiscal quarter (the registrant's fourth fiscal quarter in the case of an annual report) that has materially affected, or is reasonably likely to materially affect, the registrant's internal control over financial reporting; and

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;5. &nbsp;&nbsp;&nbsp;&nbsp;The registrant's other certifying officer(s) and I have disclosed, based on our most recent evaluation of internal control over financial reporting, to the registrant's auditors and the audit committee of the registrant's board of directors (or persons performing the equivalent functions):

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;a.All significant deficiencies and material weaknesses in the design or operation of internal control over financial reporting which are reasonably likely to adversely affect the registrant's ability to record, process, summarize and report financial information; and

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;b.Any fraud, whether or not material, that involves management or other employees who have a significant role in the registrant's internal control over financial reporting.

---

| | | |
|:---|:---|:---|
| Date: | February 25, 2026 | /s/ Pina Albo |
| | | Pina Albo |
| | | Chief Executive Officer |

---

## Exhibit 31.2

**Exhibit 31.2**

**CERTIFICATION**

I, Craig Howie, certify that:

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;1.&nbsp;&nbsp;&nbsp;&nbsp;I have reviewed this Form 10-K of Hamilton Insurance Group, Ltd.;

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;2.&nbsp;&nbsp;&nbsp;&nbsp;Based on my knowledge, this report does not contain any untrue statement of a material fact or omit to state a material fact necessary to make the statements made, in light of the circumstances under which such statements were made, not misleading with respect to the period covered by this report;

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;3.&nbsp;&nbsp;&nbsp;&nbsp;Based on my knowledge, the financial statements, and other financial information included in this report, fairly present in all material respects the financial condition, results of operations and cash flows of the registrant as of, and for, the periods presented in this report;

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;4.&nbsp;&nbsp;&nbsp;&nbsp;The registrant's other certifying officer(s) and I are responsible for establishing and maintaining disclosure controls and procedures (as defined in Exchange Act Rules 13a-15(e) and 15d-15(e)) and internal control over financial reporting (as defined in Exchange Act Rules 13a-15(f) and 15d-15(f)) for the registrant and have:

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;a.Designed such disclosure controls and procedures, or caused such disclosure controls and procedures to be designed under our supervision, to ensure that material information relating to the registrant, including its consolidated subsidiaries, is made known to us by others within those entities, particularly during the period in which this report is being prepared;

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;b.Designed such internal control over financial reporting, or caused such internal control over financial reporting to be designed under our supervision, to provide reasonable assurance regarding the reliability of financial reporting and the preparation of financial statements for external purposes in accordance with generally accepted accounting principles;

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;c.Evaluated the effectiveness of the registrant's disclosure controls and procedures and presented in this report our conclusions about the effectiveness of the disclosure controls and procedures, as of the end of the period covered by this report based on such evaluation; and

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;d.Disclosed in this report any change in the registrant's internal control over financial reporting that occurred during the registrant's most recent fiscal quarter (the registrant's fourth fiscal quarter in the case of an annual report) that has materially affected, or is reasonably likely to materially affect, the registrant's internal control over financial reporting; and

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;5.&nbsp;&nbsp;&nbsp;&nbsp;The registrant's other certifying officer(s) and I have disclosed, based on our most recent evaluation of internal control over financial reporting, to the registrant's auditors and the audit committee of the registrant's board of directors (or persons performing the equivalent functions):

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;a.All significant deficiencies and material weaknesses in the design or operation of internal control over financial reporting which are reasonably likely to adversely affect the registrant's ability to record, process, summarize and report financial information; and

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;b.Any fraud, whether or not material, that involves management or other employees who have a significant role in the registrant's internal control over financial reporting.

---

| | | |
|:---|:---|:---|
| Date: | February 25, 2026 | /s/ Craig Howie |
| | | Craig Howie |
| | | Group Chief Financial Officer |

---

## Exhibit 32.1

**Exhibit 32.1**

**CERTIFICATION PURSUANT TO**

**18 U.S.C. SECTION 1350, AS ADOPTED PURSUANT TO**

**SECTION 906 OF THE SARBANES-OXLEY ACT OF 2002**

In connection with the Form 10-K of Hamilton Insurance Group, Ltd. (the "Company") for the quarter ended December 31, 2025, as filed with the Securities and Exchange Commission on the date hereof (the "Report"), I, Pina Albo, certify, pursuant to 18 U.S.C. Section 1350, as adopted pursuant to Section 906 of the Sarbanes-Oxley Act of 2002, that:

(1)The Report fully complies with the requirements of section 13(a) or 15(d) of the Securities Exchange Act of 1934; and

(2)The information contained in the Report fairly presents, in all material respects, the financial condition and results of operations of the Company.

---

| |
|:---|
| /s/ Pina Albo |
| Pina Albo |
| Chief Executive Officer |
| February 25, 2026 |

---

The foregoing certification is being furnished solely pursuant to 18 U.S.C. Section 1350 and is not being filed as part of the Report or as a separate disclosure agreement.

## Exhibit 32.2

**Exhibit 32.2**

**CERTIFICATION PURSUANT TO**

**18 U.S.C. SECTION 1350, AS ADOPTED PURSUANT TO**

**SECTION 906 OF THE SARBANES-OXLEY ACT OF 2002**

In connection with the Form 10-K of Hamilton Insurance Group, Ltd. (the "Company") for the quarter ended December 31, 2025, as filed with the Securities and Exchange Commission on the date hereof (the "Report"), I, Craig Howie, certify, pursuant to 18 U.S.C. Section 1350, as adopted pursuant to Section 906 of the Sarbanes-Oxley Act of 2002, that:

(1)The Report fully complies with the requirements of section 13(a) or 15(d) of the Securities Exchange Act of 1934; and

(2)The information contained in the Report fairly presents, in all material respects, the financial condition and results of operations of the Company.

---

| |
|:---|
| /s/ Craig Howie |
| Craig Howie |
| Group Chief Financial Officer |
| February 25, 2026 |

---

The foregoing certification is being furnished solely pursuant to 18 U.S.C. Section 1350 and is not being filed as part of the Report or as a separate disclosure agreement.

<br>