# EDGAR Filing Document

**Accession Number:** 0001412100
**File Stem:** 0001412100-23-000029
**Filing Date:** 2023-3
**Character Count:** 97419
**Document Hash:** e9126956603f487772ffc168aec578ef
**Contains OCR:** False
**Source Format:** 

## Filing Content

## Filing Summary
**0001412100-23-000029.hdr.sgml**: 20230315

**ACCESSION NUMBER**: 0001412100-23-000029

**CONFORMED SUBMISSION TYPE**: 8-K

**PUBLIC DOCUMENT COUNT**: 38

**CONFORMED PERIOD OF REPORT**: 20230315

**ITEM INFORMATION**: Results of Operations and Financial Condition

**ITEM INFORMATION**: Regulation FD Disclosure

**ITEM INFORMATION**: Other Events

**ITEM INFORMATION**: Financial Statements and Exhibits

**FILED AS OF DATE**: 20230315

**DATE AS OF CHANGE**: 20230315

**FILER**: 

**COMPANY DATA:**
- **COMPANY CONFORMED NAME:** Maiden Holdings, Ltd.
- **CENTRAL INDEX KEY:** 0001412100
- **STANDARD INDUSTRIAL CLASSIFICATION:** FIRE, MARINE & CASUALTY INSURANCE [6331]
- **IRS NUMBER:** 000000000
- **STATE OF INCORPORATION:** D0
- **FISCAL YEAR END:** 1231

**FILING VALUES:**
- **FORM TYPE:** 8-K
- **SEC ACT:** 1934 Act
- **SEC FILE NUMBER:** 001-34042
- **FILM NUMBER:** 23733343

**BUSINESS ADDRESS:**
- **STREET 1:** SCHRODERS HOUSE
- **STREET 2:** 131 FRONT STREET
- **CITY:** HAMILTON
- **STATE:** D0
- **ZIP:** HM 12
- **BUSINESS PHONE:** (441) 295-5225

**MAIL ADDRESS:**
- **STREET 1:** 48 PAR-LA-VILLE ROAD
- **STREET 2:** SUITE 1141
- **CITY:** HAMILTON
- **STATE:** D0
- **ZIP:** -HM 11

?xml version="1.0" ? mhld-20230315

**UNITED STATES**

**SECURITIES AND EXCHANGE COMMISSION**

**WASHINGTON, D.C. 20549**

**FORM 8-K** 

**CURRENT REPORT**

**Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934**

Date of Report (Date of earliest event reported):

March 15, 2023 (March 15, 2023)

**MAIDEN HOLDINGS, LTD.** 

(Exact name of registrant as specified in its charter)

---

| | | |
|:---|:---|:---|
| **Bermuda** | **001-34042** | **98-0570192** |
| <br>(State or other jurisdiction<br>of incorporation) | <br>(Commission File<br>Number) | <br>(IRS Employer<br>Identification No.) |

---

**94 Pitts Bay Road, Pembroke HM08, Bermuda** 

(Address of principal executive offices and zip code)

**(441) 298-4900** 

(Registrant's telephone number, including area code)

Check the appropriate box below if the Form 8-K filing is intended to simultaneously satisfy the filing obligation of the registrant under any of the following provisions:

☐ Written communications pursuant to Rule 425 under the Securities Act (17 CFR 230.425)

☐ Soliciting material pursuant to Rule 14a-12 under the Exchange Act (17 CFR 240.14a-12)

☐ Pre-commencement communications pursuant to Rule 14d-2(b) under the Exchange Act (17 CFR 240.14d-2(b))

☒ Pre-commencement communications pursuant to Rule 13e-4(c) under the Exchange Act (17 CFR 240.13e-4(c))

Indicate by check mark whether the registrant is an emerging growth company as defined in as defined in Rule 405 of the Securities Act of 1933 (§230.405 of this chapter) or Rule 12b-2 of the Securities Exchange Act of 1934 (§240.12b-2 of this chapter).

Emerging growth company ☐

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. ☐

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

---

| | | |
|:---|:---|:---|
| **Title of Each Class** | **Trading symbol(s)** | **Name of Each Exchange on Which Registered** |
| Common Shares, par value $0.01 per share | MHLD | NASDAQ Capital Market |

---

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| | |
|:---|:---|
| **Item 2.02** | **Results of Operations and Financial Condition.** |

---

On March 15, 2023, the Company issued a press release announcing its results of operations for the three and twelve months ended December 31, 2022. A copy of the press release is furnished herewith as Exhibit 99.1 and incorporated herein by reference.

The information contained in this Item 2.02 and in the accompanying exhibit shall not be deemed "filed" for purposes of Section 18 of the Securities Exchange Act of 1934, as amended (the "Exchange Act") or otherwise subject to the liabilities of that section or incorporated by reference in any filing under the Exchange Act or the Securities Act of 1933, as amended, except as shall be expressly set forth by specific reference in such filing.

---

| | |
|:---|:---|
| **Item 7.01** | **Regulation FD.** |

---

On March 15, 2023, the Company posted its March 2023 Investor Presentation via its investor relations website at <u>https://www.maiden.bm/investor_relations,</u> which presentation is included as Exhibit 99.3 to this Current Report on Form 8-K.

The information under Item 7.01 and the Investor Presentation included to this Form 8-K as Exhibit 99.3 shall be deemed to be "furnished" and shall not be deemed "filed" for purposes of Section 18 of the Securities Exchange Act of 1934, as amended (the "Exchange Act"), or otherwise subject to the liabilities of that section, nor shall it be deemed incorporated by reference in any filing under the Securities Act of 1933, as amended, or the Exchange Act. The furnishing of the information in this report is not intended to, and does not, constitute a determination or admission by the Company that the information in this report is material or complete, or that investors should consider this information before making an investment decision with respect to any security of the Company.

---

| | |
|:---|:---|
| **Item 8.01** | **Other Events.** |

---

On March 15, 2023, the Company issued a press release announcing its results of operations for the three and twelve months ended December 31, 2022 via its investor relations website at <u>https://www.maiden.bm/investor_relations,</u> which press release is included as Exhibit 99.2 to this Current Report on Form 8-K and incorporated herein by reference.

---

| | |
|:---|:---|
| **Item 9.01** | **Financial Statements and Exhibits.** |

---

&nbsp;&nbsp;&nbsp;&nbsp;(d)&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp; Exhibit

---

| | |
|:---|:---|
| **Exhibit** | |
| **<u>No.</u>** | **<u>Description</u>** |
| 99.1 | <u>[Press Release of Maiden Holdings, Ltd., dated March 15, 2023](#ic90615eabcfc45c295c805fde29cad92_25)</u> |
| 99.2 | <u>[Press Release of Maiden Holdings, Ltd., dated March 15, 2023](#ic90615eabcfc45c295c805fde29cad92_46)</u> |
| 99.3 | <u>[Maiden Holdings, Ltd. Investor Update Presentation, March 2023](mhldq4investorupdatefina.htm)</u> |

---

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

**SIGNATURES**

Pursuant to the requirements of the Securities Exchange Act of 1934, the registrant has duly caused this report to be signed on its behalf by the undersigned hereunto duly authorized.

---

| | | | |
|:---|:---|:---|:---|
| Date: | March 15, 2023 | **MAIDEN HOLDINGS, LTD.** | **MAIDEN HOLDINGS, LTD.** |
|  |  | &nbsp;&nbsp;&nbsp;&nbsp;By: | /s/ Lawrence F. Metz |
|  |  |  | Lawrence F. Metz |
|  |  |  | President and Co-Chief Executive Officer |

---

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**EXHIBIT INDEX**

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| | |
|:---|:---|
| **Exhibit** | |
| **<u>No.</u>** | **<u>Description</u>** |
| 99.1 | <u>[Press Release of Maiden Holdings, Ltd., dated March 15, 2023](#ic90615eabcfc45c295c805fde29cad92_25)</u> |
| 99.2 | <u>[Press Release of Maiden Holdings, Ltd., dated March 15, 2023](#ic90615eabcfc45c295c805fde29cad92_46)</u> |
| 99.3 | <u>[Maiden Holdings, Ltd. Investor Update Presentation, March 2023](mhldq4investorupdatefina.htm)</u> |

---

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**<u>Exhibit 99.1</u>**

![mhld-20230315_g1.jpg](mhld-20230315_g1.jpg)

PRESS RELEASE

**Maiden Holdings, Ltd. Announces** 

**Fourth Quarter and Year End 2022 Financial Results**

PEMBROKE, Bermuda, March 15, 2023 - Maiden Holdings, Ltd. (NASDAQ: MHLD) ("Maiden" or the "Company") today reported net income attributable to Maiden common shareholders of $36.2 million or $0.41 per diluted common share for the fourth quarter of 2022 compared to net income of $16.2 million or $0.19 per diluted common share in the fourth quarter of 2021.

Non-GAAP operating earnings<sup>(5)</sup> were $63.4 million or $0.72 per diluted common share for the fourth quarter of 2022 compared to non-GAAP operating earnings of $2.3 million or $0.03 per diluted common share for the same period in 2021.

Maiden's book value per common share<sup>(1)</sup> was $2.80 at December 31, 2022 compared to $2.60 at December 31, 2021. Adjusted for the unamortized deferred gain on ceded retroactive reinsurance of $45.4 million at December 31, 2022, the Company's adjusted book value per common share<sup>(2)</sup> was $3.25 at December 31, 2022.

Patrick J. Haveron and Lawrence F. Metz, Maiden's Co-Chief Executive Officers stated, "Completion of the exchange of our outstanding preference shares for Maiden common shares produced a gain of $87.2 million or $0.86 per share for our book value during the fourth quarter. It also created value for both our common and former preference shareholders since we completed the exchange, while simplifying our balance sheet, increasing the liquidity in our common shares and expanding the capital flexibility for the Company on a longer-term basis. The exchange also concludes a highly productive phase of the capital management program that we commenced in the fourth quarter of 2020."

Commenting on the fourth quarter of 2022 financial results, Messrs. Haveron and Metz continued, "Fourth quarter results were significantly impacted by underwriting losses in both our AmTrust Reinsurance and Diversified segments, which meaningfully offset the gains from the exchange. The AmTrust Reinsurance segment reported an underwriting loss of $23.2 million, largely the result of adverse prior year loss development of $31.6 million during the quarter as adverse development in general and auto liability, programs, U.K. structural defect and Hospital Liability business lines were the principal drivers of the results. During the second half of 2022 in particular, this loss development was the result of the receipt of newly emergent adverse loss data for both known and unknown claims in these lines, primarily on older underwriting years reported by AmTrust. Accordingly, we have adjusted our carried IBNR and continue to be responsive and proactive to the loss data we are receiving."

Continuing, Messrs. Haveron and Metz also stated, "Our Diversified segment results fell short of expectations, as our GLS unit produced an underwriting loss of $9.1 million in the fourth quarter, the result of adverse loss development from two of its retroactive reinsurance contracts. Although only one new transaction was completed during the fourth quarter, deal flow continues to develop, and we believe we will see additional growth in this platform."

"Our alternative asset portfolio grew by 21% during 2022, and while broader financial market headwinds remain challenging in this quarter, we remain comfortable that our asset management strategy will achieve the targeted long-term returns. Despite losses in our hedge fund investments in 2022 where we have sharply and proactively reduced our asset allocations, year-to-date returns in our alternative portfolio were still positive at 2.0%. In addition, we continued our efficient operating profile and operating expenses were 3.0% lower on a year-over-year basis for the fourth quarter."

Messrs. Haveron and Metz added, "As interest rates continue to rise, with 29.6% of our fixed income investments in floating rate securities, we should continue to benefit from the rise in interest rates on our financial statements. As noted in our last report, the market environment has led to a more measured pace of deployment of new alternative investment opportunities and we believe the repricing of fixed income assets during 2022 affords us the opportunity to focus on income producing, lower risk assets at more attractive yields."

"Finally, our consolidated balance sheet at December 31, 2022 does not reflect $1.14 in net U.S. deferred tax assets which still maintains a full valuation allowance. While the adverse reserve development experienced in the fourth quarter may impact the timing related to ultimately recognizing this asset, we believe the necessary performance that will enable us to recognize these tax assets in the future continues to accumulate, particularly as our asset portfolio produces more current income."

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**<u>Exchange of Preference Shares</u>**

On December 27, 2022 (the "Exchange Date"), the Company exchanged all outstanding 8.250% Non-Cumulative Preference Shares, Series A ("Series A Preference Shares"), 7.125% Non-Cumulative Preference Shares, Series C ("Series C Preference Shares") and 6.700% Non-Cumulative Preference Shares, Series D ("Series D Preference Shares" and, together with the Series A Preference Shares and the Series C Preference Shares, the "Preference Shares") for its common shares, $0.01 par value per share (the "Exchange"). To effectuate the Exchange under the terms of each series of the Preference Shares, the affirmative vote of holders of two-thirds of the issued shares of each series of Preference Shares was required. Maiden Reinsurance Ltd. ("Maiden Reinsurance"), which owned approximately 74% of each series of the Preference Shares immediately preceding the Exchange Date, consented to the variations for each of the series of Preference Shares in order to effectuate the Exchange. The Exchange was approved by a special committee of the Board of the Company consisting of disinterested directors and, upon advice of the special committee's financial advisor, approved the conversion ratio. Under the terms of the Exchange, preference shareholders received common shares of the Company having a fair value that meets the "Minimum Price" as determined in accordance with the rules of the Nasdaq and as described in an information statement that the Company filed with the Securities and Exchange Commission (the "SEC") and distributed to preference shareholders.

As of December 27, 2022, Maiden Reinsurance owns 29% of the Company's total outstanding common shares as described above, which is eliminated for accounting and financial reporting purposes on the Company's consolidated financial statements. The voting power of Maiden Reinsurance, with respect to its investment in Maiden common shares, will be capped at 9.5% pursuant to the bye-laws of the Company. The Exchange and ownership of the common shares by Maiden Reinsurance was made in compliance with Maiden Reinsurance's investment policy which has been approved by the Vermont Department of Financial Regulation ("Vermont DFR"). The Vermont DFR additionally specifically approved the ownership of the Company's common shares by Maiden Reinsurance related to the Exchange.

The Company offered three common shares as consideration for each Preference Share tendered. A total of 1,500,050 shares of Series A Preference Shares, 1,744,028 shares of Series C Preference Shares, and 1,542,806 shares of Series D Preference Shares were accepted, resulting in the issuance of 14,360,652 common shares to non-affiliates at a fair value of $28.4 million. The value of each Preference Share so exchanged was equal to three times the average closing price of common shares (as reflected on Nasdaq.com) for the five trading days immediately preceding the Exchange Date of December 27, 2022 which was $1.98. Such Common Shares are listed for trading on the NASDAQ Capital Market under the symbol "MHLD."

The number of the Company's Preference Shares held by Maiden Reinsurance immediately prior to the Exchange Date was 13,813,116. Therefore, 41,439,348 common shares were issued to Maiden Reinsurance in exchange for the Preference Shares held which are reflected as treasury shares on the Company's Consolidated Balance Sheet and are not treated as outstanding common shares on December 31, 2022. As of March 8, 2023, 142,971,499 common shares were issued of which 101,532,151 common shares were deemed outstanding due to the ownership by Maiden Reinsurance which are treated as treasury shares and not included in the computation of consolidated book value and earnings per common share.

As a result of the Exchange, the Preference Shares were delisted from and no longer trade on the New York Stock Exchange as of the Exchange Date. No Preference Shares are issued or outstanding, and the Preference Shares were deregistered under the Securities Exchange Act of 1934, as amended. In addition, all rights of the former holders related to ownership of the Preference Shares have been terminated.

**<u>Consolidated Results for the Quarter Ended December 31, 2022</u>**

Net income attributable to Maiden common shareholders for the three months ended December 31, 2022 was $36.2 million compared to net income of $16.2 million for the same period in 2021. The net income for the three months ended December 31, 2022 included a gain from the Exchange of $87.2 million compared to a gain of $3.8 million for Preference Shares repurchases during the same period in 2021.

Excluding gains from the Exchange and repurchase of our Preference Shares, our net loss was $51.0 million for the three months ended December 31, 2022 compared to net income of $12.4 million for the same period in 2021 largely due to the following factors:

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• underwriting loss<sup>(4)</sup> of $35.5 million in the fourth quarter of 2022 compared to underwriting income of $5.2 million in the same period in 2021. The decrease in underwriting results was largely due to:

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• adverse prior year loss development of $38.1 million in the fourth quarter of 2022 compared to favorable prior year loss development of $3.9 million during the same period in 2021;

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• on a current accident year basis, underwriting income of $2.6 million for the three months ended December 31, 2022 compared to underwriting income of $1.3 million for the same period in 2021.

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• total income from investment activities was $3.1 million for the three months ended December 31, 2022 compared to $14.9 million for the same period in 2021 which was comprised of:

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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;• net investment income of $9.2 million for the three months ended December 31, 2022 compared to $7.4 million for the same period in 2021;

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• net realized and unrealized investment losses of $8.0 million for the three months ended December 31, 2022 compared to net realized and unrealized investment gains of $4.6 million for the same period in 2021; and

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;***•*** interest in income of equity method investments of $1.9 million for the three months ended December 31, 2022 compared to income of $2.8 million for the same period in 2021.

The decrease in our results was partially offset by the following:

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;***•*** corporate general and administrative expenses decreased to $3.9 million for the three months ended December 31, 2022 compared to $4.1 million for the same period in 2021; and

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;***•*** foreign exchange and other losses of $10.9 million during the three months ended December 31, 2022, compared to foreign exchange and other gains of $1.6 million for the same period in 2021.

Net premiums written for the three months ended December 31, 2022 were $7.0 million compared to $2.9 million for the same period in 2021. Net premiums written in the Diversified Reinsurance segment increased by $1.5 million for the three months ended December 31, 2022 compared to the same period in 2021 largely due to direct gross premiums written by wholly owned Swedish subsidiaries Maiden Life Försäkrings AB ("Maiden LF") and Maiden General Försäkrings AB ("Maiden GF") which increased by $1.5 million or 26.1% during the three months ended December 31, 2022, compared to the same period in 2021.

Negative gross written premiums in the AmTrust Reinsurance segment were negligible in the three months ended December 31, 2022 compared to negative premiums of $2.6 million for the same period in 2021. Net premiums earned increased by $1.0 million or 8.0% for the three months ended December 31, 2022 compared to the same period in 2021.

Net investment income increased by $1.8 million or 24.0% for the three months ended December 31, 2022 compared to the same period in 2021, primarily due to an increase in annualized average book yields from fixed income assets to 2.8% for the three months ended December 31, 2022 compared to 1.9% for the same period in 2021.

Net realized and unrealized investment losses for the three months ended December 31, 2022 were $8.0 million compared to gains of $4.6 million for the same period in 2021. Net realized investment losses and gains for the three months ended December 31, 2022 and 2021, respectively, largely reflect sales of bonds for settlement of claim payments to AmTrust during a rising interest rate environment.

Net loss and LAE increased by $36.2 million during the three months ended December 31, 2022 compared to the same period in 2021. Net loss and LAE for the fourth quarter of 2022 was impacted by net adverse prior year reserve development of $38.1 million compared to net favorable prior year reserve development of $3.9 million during the fourth quarter of 2021. The AmTrust Reinsurance segment produced adverse prior year loss development of $31.6 million in the fourth quarter of 2022 compared to favorable development of $2.9 million in the same period in 2021. The Diversified Reinsurance segment produced adverse prior year loss development of $6.5 million in the fourth quarter of 2022, which included $3.1 million of adverse loss development from Genesis Legacy Solutions ("GLS"), compared to favorable prior year development of $0.9 million in 2021.

Commission and other acquisition expenses were $5.7 million for the three months ended December 31, 2022 and 2021, respectively.

Total general and administrative expenses decreased by $0.2 million, or 3.0% for the three months ended December 31, 2022, compared to the same period in 2021 due to lower legal and professional fees incurred.

**<u>Consolidated Results for the Year Ended December 31, 2022</u>**

Net income available to Maiden common shareholders for the year ended December 31, 2022 was $55.4 million compared to $117.6 million in 2021. The net income for the year ended December 31, 2022 included combined gains from the Exchange and repurchase of our Preference Shares of $115.5 million for the year ended December 31, 2022 compared to the gain of $91.0 million for Preference Share repurchases during 2021.

Excluding the gain from the Exchange and repurchase of our Preference Shares, our net loss was $60.0 million for the year ended December 31, 2022 compared to net income of $26.6 million in 2021 largely due to the following factors:

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;***•*** underwriting loss<sup>(4)</sup> of $54.9 million in the year ended December 31, 2022 compared to underwriting income of $11.6 million in 2021. The decrease in underwriting results was primarily due to:

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• adverse prior year loss development of $32.6 million for the year ended December 31, 2022 compared to favorable prior year loss development of $27.6 million in 2021 detailed as follows:

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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;&nbsp;&nbsp;&nbsp;&nbsp;• Our AmTrust Reinsurance segment had adverse prior year loss development of $28.1 million for 2022, compared to favorable prior year loss development of $24.0 million in 2021. &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;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• Our Diversified Reinsurance segment had adverse prior year loss reserve development of $4.6 million for 2022, which included $1.8 million of adverse development in GLS, compared to favorable development of $3.6 million in 2021;

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;***•*** on a current accident year basis, an underwriting loss of $22.3 million for the year ended December 31, 2022 compared to an underwriting loss of $16.0 million in 2021, experienced in our AmTrust Reinsurance segment and Diversified Reinsurance segment. Our Diversified Reinsurance segment included a decrease of $4.8 million in the fair value of underwriting-related derivatives due to acceleration of covered payments which triggered coverage in excess of the contracts risk margin within GLS;

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• negative earned premium adjustments of $15.8 million in the AmTrust Reinsurance segment related to premium adjustments for surcharges on Workers' Compensation policies and inuring AmTrust reinsurance for certain programs in Specialty Risk and Extended Warranty cessions (collectively the "AmTrust Cession Adjustments"). Net of commission and loss adjustments, this contributed an underwriting loss of $5.1 million to our reported results during the year ended December 31, 2022; and

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• an exit cost of $3.7 million for the Commutation Agreement in our AmTrust Reinsurance segment.

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;***•*** total income from investment activities was $24.7 million for the year ended December 31, 2022 compared to $52.4 million in 2021 which was comprised of:

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• net investment income decreased to $30.1 million for the year ended December 31, 2022 compared to $32.0 million in 2021 due to a decline in average fixed income assets of 31.7%. Despite the sharp decline in average invested fixed income assets, net investment income decreased at a much lower rate due to an increase in annualized average book yields to 2.2% for 2022 compared to 1.9% in 2021;

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;***•*** net realized and unrealized investment losses of $5.1 million for the year ended December 31, 2022 compared to realized and unrealized investment gains of $12.6 million in 2021; and

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;***•*** interest in loss of equity method investments of $0.2 million for the year ended December 31, 2022 compared to an interest in income of equity method investments of $7.7 million for the same period in 2021. The current year results from equity method investments were hindered by a $5.1 million loss in our hedge fund equity method investments during the year ended December 31, 2022.

The decrease in our results as discussed above was partially offset by the following:

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;***•*** corporate general and administrative expenses decreased to $19.3 million for the year ended December 31, 2022 compared to $25.7 million in 2021 due to lower payroll and equity-based incentive compensation costs for employees and lower professional fees incurred; and

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;***•*** foreign exchange and other gains increased to $8.3 million for the year ended December 31, 2022 compared to foreign exchange and other gains of $7.7 million in 2021.

Net premiums written for the year ended December 31, 2022 were $5.1 million compared to $10.4 million in 2021. Net premiums written in the Diversified Reinsurance segment increased by $7.5 million for the year ended December 31, 2022 compared to 2021 partly due to the prior year return of unearned premiums written in German Auto quota share reinsurance contract which went into run-off on January 1, 2021. Direct gross premiums written by Maiden LF and Maiden GF increased by $2.7 million or 12.3% during the year ended December 31, 2022, compared to 2021.

Negative net premiums written in the AmTrust Reinsurance segment were $18.5 million in the year ended December 31, 2022 compared to $5.7 million in 2021 resulting from the aforementioned AmTrust Cession Adjustments.

Net premiums earned decreased by $15.3 million or 28.8% for the year ended December 31, 2022 compared to 2021 primarily due to the aforementioned AmTrust Cession Adjustments which produced negative earned premiums of $15.8 million in the AmTrust Reinsurance segment.

Net investment income decreased by $1.9 million or 6.1% for the year ended December 31, 2022 compared to 2021, due to the decline in average aggregate fixed income assets of 31.7% in the same period. The decline in fixed income assets is the result of the continued run-off of our reinsurance liabilities previously written on prospective risks, resulting in significant negative operating cash flows as we run-off these existing reinsurance liabilities.

The Company's investment portfolio experienced an increase in annualized average book yields from fixed income assets to 2.2% for the year ended December 31, 2022 compared to 1.9% in 2021. This was partly driven by a shorter duration on our fixed income portfolio combined with 29.6% of our fixed income investments as of December 31, 2022 invested in floating rate

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assets which enabled us to take advantage of a higher interest rate environment by reinvesting at higher yields more quickly. Also, interest income on funds withheld and related party loans have increased since these assets carry periodically adjusted interest rates and have directly benefited from the rise in rates during the year.

Net realized and unrealized investment losses were $5.1 million for the year ended December 31, 2022 compared to gains of $12.6 million in 2021. Net realized investment losses and gains for the year ended December 31, 2022 and 2021, respectively, primarily reflect sales of fixed maturity bonds for the settlement of claim payments to AmTrust, the sale of which resulted in net realized losses of $3.0 million in 2022 compared to net realized gains of $9.1 million in 2021.

Net loss and LAE increased by $50.7 million during the year ended December 31, 2022 compared to 2021. Net loss and LAE for the year ended December 31, 2022 was impacted by net adverse prior year reserve development of $32.6 million compared to net favorable prior year reserve development of $27.6 million during 2021. Our AmTrust Reinsurance segment had adverse prior year loss development of $28.1 million for 2022, compared to favorable prior year loss development of $24.0 million in 2021. Our Diversified Reinsurance segment had adverse prior year loss reserve development of $4.6 million for 2022, which included $1.8 million of adverse development in GLS, compared to favorable development of $3.6 million in 2021.

Commission and other acquisition expenses decreased by $6.3 million or 25.5% for the year ended December 31, 2022, compared to 2021 primarily due to negative earned premiums in the AmTrust Reinsurance segment which reduced commission costs related to the AmTrust Cession Adjustments by $5.4 million.

Total general and administrative expenses decreased by $5.1 million, or 14.1% for the year ended December 31, 2022, compared to 2021 primarily due to lower payroll and equity-based incentive staff compensation costs and lower regulatory and professional fees incurred.

**<u>Operating Results for the three and twelve months ended December 31, 2022</u>**

In addition to other adjustments, management adjusts its reported GAAP net income and underwriting results by excluding incurred losses and LAE covered by the Loss Portfolio Transfer and Adverse Development Cover Agreement ("LPT/ADC Agreement") with Cavello Bay Reinsurance Ltd. ("Cavello"), a subsidiary of Enstar Group Limited. Such losses are fully recoverable from Cavello, and therefore adjusting for these losses shows the ultimate economic benefit of the LPT/ADC Agreement to Maiden.

Non-GAAP operating earnings were $63.4 million or $0.72 per diluted common share for the fourth quarter of 2022 compared to non-GAAP operating earnings of $2.3 million or $0.03 per diluted common share for the fourth quarter of 2021. Adjusted to include net realized and unrealized investment losses or gains and an interest in loss or income of equity method investments which are recurring parts of investment results with the Company's underwriting activities in run-off, non-GAAP operating earnings were $57.4 million or $0.65 per diluted common share for the fourth quarter of 2022, compared to non-GAAP operating earnings of $9.8 million or $0.11 per diluted common share for the fourth quarter of 2021.

Non-GAAP operating earnings were $52.1 million or $0.60 per diluted common share for the year ended December 31, 2022 compared to non-GAAP operating earnings of $60.5 million or $0.70 per diluted common share for 2021. Adjusted to include net realized and unrealized investment losses or gains and an interest in loss or income of equity method investments which are recurring parts of investment results with the Company's underwriting activities in run-off, the non-GAAP operating earnings was $46.7 million or $0.53 per diluted common share for the year ended December 31, 2022, compared to non-GAAP operating earnings of $80.9 million or $0.93 per diluted common share for 2021.

Similar to the reported GAAP results, the reduction in non-GAAP operating results for the year ended December 31, 2022 compared to 2021 was primarily due to a non-GAAP underwriting loss of $55.4 million for the year ended December 31, 2022, compared to a non-GAAP underwriting loss of $17.5 million in 2021. Underwriting performance was offset by gains of $115.5 million from the Exchange and repurchase of Preference Shares at market values for the year ended December 31, 2022 compared to gains of $91.0 million for Preference Shares repurchases during 2021.

The unamortized deferred gain on retroactive reinsurance under the LPT/ADC Agreement with Cavello was $45.4 million as of December 31, 2022, a decrease of $0.5 million compared to $45.9 million at December 31, 2021. Despite net adverse loss development of $28.1 million reported in the AmTrust Reinsurance segment in 2022, $15.5 million of this development was subject to coverage under the LPT/ADC Agreement, and was mostly offset by $16.0 million of favorable loss development on certain Workers Compensation losses that were commuted to AmTrust in 2019 that inure to the benefit of Cavello as opposed to the Company under the terms of LPT/ADC Agreement.

Adjusted for prior year reserve development under the AmTrust Quota Share which is fully recoverable from Cavello under the LPT/ADC Agreement, the non-GAAP net loss and LAE for the year ended December 31, 2022 decreased by $10.3 million and increased by $0.5 million during the three and twelve months ended December 31, 2022, respectively. The non-GAAP underwriting loss<sup>(9)</sup> was $25.3 million and $55.4 million for the three and twelve months ended December 31, 2022, respectively, compared to non-GAAP underwriting income of $0.4 million and non-GAAP underwriting loss of $17.5 million,

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respectively, for the three and twelve months ended December 31, 2021, respectively. The non-GAAP underwriting results for the three and twelve months ended December 31, 2021 were adjusted for favorable loss development covered by the LPT/ADC Agreement of $4.8 million and $29.1 million, respectively.

For the three and twelve months ended December 31, 2022, our non-GAAP operating earnings included underwriting results for business not covered by the LPT/ADC Agreement, specifically the European Hospital Liability business and run-off of the AmTrust Reinsurance segment with losses occurring after December 31, 2018. The adverse loss development of $13.2 million experienced in European Hospital Liability business for the year ended December 31, 2022 and adverse development of $7.9 million experienced in 2021 was not covered by the LPT/ADC Agreement.

Please refer to the Non-GAAP Financial Measures tables in this earnings release for additional information on these non-GAAP financial measures and reconciliation of these measures to the appropriate GAAP measures.

**<u>Annual Report on Form 10-K for the Year Ended December 31, 2022 and Other Financial Matters</u>**

The Company's Annual Report on Form 10-K for the year ended December 31, 2022 was filed with the U.S. Securities and Exchange Commission on March 15, 2023. Additional information on the matters reported in this news release along with other required disclosures can be found in that filing.

Total assets were $1.8 billion at December 31, 2022 compared to $2.3 billion at December 31, 2021. Shareholders' equity was $284.6 million at December 31, 2022 compared to $384.3 million at December 31, 2021. There were no outstanding preference shares at December 31, 2022 compared to $159.2 million of preference shares outstanding at December 31, 2021.

Adjusted shareholders' equity<sup>(2)</sup> was $330.0 million at December 31, 2022 compared to $434.2 million at December 31, 2021, which includes an unamortized deferred gain under the LPT/ADC Agreement of $45.4 million at December 31, 2022 and $45.9 million at December 31, 2021.

As of December 31, 2022, GLS and its subsidiaries have insurance related liabilities assumed through retroactive reinsurance contracts of $45.1 million including total reserves of $28.2 million, derivative liability on retroactive reinsurance of $14.6 million, and deferred gains on retroactive reinsurance of $2.3 million. GLS reported an operating loss of $7.0 million for the year ended December 31, 2022 compared to $2.5 million in 2021, primarily driven by a $4.8 million decrease in the fair value of underwriting-related derivatives due to the acceleration of covered payments which triggered coverage in excess of the contracts risk margin and $1.8 million of adverse development experienced in 2022.

The Company's wholly owned subsidiary, Maiden Holdings North America, Ltd., holds net operating loss carryforwards ("NOLs") which were $280.7 million as of December 31, 2022. These NOLs, in combination with additional net deferred tax assets primarily related to our insurance liabilities, result in a U.S. deferred tax asset (before valuation allowance) of $116.2 million or $1.14 per common share as of December 31, 2022. These net deferred tax assets are not presently recognized on the Company's balance sheet as a full valuation allowance is carried against them.

The Company no longer presents certain non-GAAP measures such as combined ratio and its related components in its news release or its quarterly reports, as it believes that as the run-off of its reinsurance portfolios progresses, such ratios are increasingly not meaningful and of less value to readers as they evaluate our financial results.

**<u>Quarterly Dividends</u>**

The Company's Board of Directors did not authorize any quarterly dividends on its common shares during the three and twelve months ended December 31, 2022 and 2021.

**<u>About Maiden Holdings, Ltd.</u>**

Maiden Holdings, Ltd. is a Bermuda-based holding company formed in 2007. Maiden creates shareholder value by actively managing and allocating our assets and capital, including through ownership and management of businesses and assets mostly in the insurance and related financial services industries where we can leverage our deep knowledge of those markets. Maiden also provides a full range of legacy services to small insurance companies, particularly those in run-off or with blocks of reserves that are no longer core to those companies' operations, working with clients to develop and implement finality solutions including acquiring entire companies that enable our clients to meet their capital and risk management objectives.

**(1)(2)(4)(5)(9) Please refer to the Non-GAAP Financial Measures tables for additional information on these non-GAAP financial measures and reconciliation of these measures to GAAP measures.**

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**<u>Special Note about Forward Looking Statements</u>**

Certain statements in this press release, other than purely historical information, including estimates, projections, statements relating to the Company's business plans, objectives and expected operating results and the assumptions upon which those statements are based are forward-looking statements within the meaning of the Private Securities Litigation Reform Act of 1995, Section 27A of the Securities Act of 1933, as amended, and Section 21E of the Securities Exchange Act of 1934, as amended. These forward-looking statements include general statements both with respect to the Company and the insurance industry and generally are identified with the words "anticipate", "believe", "expect", "predict", "estimate", "intend", "plan", "project", "seek", "potential", "possible", "could", "might", "may", "should", "will", "would", "will be", "will continue", "will likely result" and similar expressions. In light of the risks and uncertainties inherent in all forward-looking statements, the inclusion of such statements in this press release should not be considered as a representation by the Company or any other person that the Company's objectives or plans or other matters described in any forward-looking statement will be achieved. These statements are based on current plans, estimates, assumptions and expectations. Actual results may differ materially from those projected in such forward-looking statements and therefore, you should not place undue reliance on them. Important factors that could cause actual results to differ materially from those in such forward-looking statements are set forth in Item 1A *"Risk Factors"* in the Company's Annual Report on Form 10-K for the year ended December 31, 2022. COVID-19 triggered a period of increased volatility with respect to global economic conditions. During the year ended December 31, 2022, inflation became unusually high in many parts of the world, and central banks in the U.S. and other countries aggressively raised interest rates to counter inflation by slowing economic activity. Monetary policy tightening actions are ongoing at December 31, 2022, and their long-term impact on financial markets and the real economy is currently uncertain. Please also see additional risks described in "*Part I, Item 1A, Risk Factors"* of our Annual Report on Form 10-K for the year ended December 31, 2022.

The Company cautions that the list of important risk factors in its Annual Report on Form 10-K for the year ended December 31, 2022 is not intended to be and is not exhaustive. The Company undertakes no obligation to update or revise publicly any forward-looking statements, whether as a result of new information, future events or otherwise, except as may be required by law, and all subsequent written and oral forward-looking statements attributable to the Company or individuals acting on the Company's behalf are expressly qualified in their entirety by this paragraph. If one or more risks or uncertainties materialize, or if the Company's underlying assumptions prove to be incorrect, the Company's actual results may vary materially from what was projected. Any forward-looking statements in this press release reflect the Company's current view with respect to future events and are subject to these and other risks, uncertainties and assumptions relating to the Company's operations, results of operations, growth, strategy and liquidity. Readers are cautioned not to place undue reliance on the forward-looking statements which speak only as of the dates of the documents in which such statements were made.

*Any discrepancies between the amounts included in the results of operations discussion and the consolidated financial statement tables are due to rounding.* 

**<u>CONTACT:</u>**

FGS Global

<u>Maiden@fgsglobal.com</u>

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**MAIDEN HOLDINGS, LTD.**

**CONSOLIDATED BALANCE SHEETS (Audited)**

**(In thousands of U.S. dollars, except share and per share data)**

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| | | |
|:---|:---|:---|
| | **December 31,<br>2022** | &nbsp;&nbsp;**December 31, 2021** |
| **ASSETS** | **ASSETS** | **ASSETS** |
| *Investments:* |  |  |
| &nbsp;&nbsp;Fixed maturities, available-for-sale, at fair value (amortized cost 2022 - $330,439; 2021 - $595,344) | $314527 | $597145 |
| &nbsp;&nbsp;&nbsp;Equity securities, at fair value | 43621 | 24003 |
| &nbsp;&nbsp;&nbsp;Equity method investments | 80159 | 83742 |
| &nbsp;&nbsp;&nbsp;&nbsp;Other investments | 148753 | 117722 |
| Total investments | 587060 | 822612 |
| Cash and cash equivalents | 30986 | 26668 |
| Restricted cash and cash equivalents | 15638 | 39419 |
| Accrued investment income | 4122 | 5695 |
| Reinsurance balances receivable, net | 10707 | 19507 |
| Reinsurance recoverable on unpaid losses | 556116 | 562845 |
| Loan to related party | 167975 | 167975 |
| &nbsp;&nbsp;&nbsp;Deferred commission and other acquisition expenses, net | 24976 | 36703 |
| Funds withheld receivable | 441412 | 636412 |
| Other assets | 7874 | 4774 |
| &nbsp;&nbsp;&nbsp;&nbsp;**Total assets** | $1846866 | $2322610 |
| **LIABILITIES** | **LIABILITIES** | **LIABILITIES** |
| Reserve for loss and loss adjustment expenses | $1131408 | $1489373 |
| Unearned premiums | 67081 | 100131 |
| Deferred gain on retroactive reinsurance | 47708 | 48960 |
| Accrued expenses and other liabilities | 60518 | 44542 |
| Senior notes - principal amount | 262500 | 262500 |
| &nbsp;&nbsp;&nbsp;Less: unamortized debt issuance costs | 6928 | 7153 |
| Senior notes, net | 255572 | 255347 |
| &nbsp;&nbsp;&nbsp;&nbsp;**Total liabilities** | 1562287 | 1938353 |
| ***Commitments and Contingencies*** |  |  |
| **EQUITY** | **EQUITY** | **EQUITY** |
| Preference shares |  | 159210 |
| Common shares | 1492 | 923 |
| Additional paid-in capital | 884259 | 768650 |
| Accumulated other comprehensive loss | (41234) | (12215) |
| Accumulated deficit | (442863) | (498295) |
| Treasury shares, at cost | (117075) | (34016) |
| &nbsp;&nbsp;&nbsp;**Total Equity** | 284579 | 384257 |
| &nbsp;&nbsp;&nbsp;**Total Liabilities and Equity** | $1846866 | $2322610 |
| **Book value per common share**<sup>(1)</sup> | $2.80 | $2.60 |
| **Common shares outstanding** | 101532151 | 86467242 |

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**MAIDEN HOLDINGS, LTD.**

**CONSOLIDATED STATEMENTS OF INCOME (Unaudited)**

**(In thousands of U.S. dollars, except share and per share data)**

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| | | | | |
|:---|:---|:---|:---|:---|
| | **For the Three Months Ended December 31,** | **For the Three Months Ended December 31,** | **For the Year Ended December 31,** | **For the Year Ended December 31,** |
| | **2022** | **2021** | **2022** | **2021** |
| &nbsp;&nbsp;&nbsp;**Revenues:** |  |  |  |  |
| Gross premiums written | $6930 | $3073 | $5479 | $10938 |
| Net premiums written | $6997 | $2885 | $5082 | $10403 |
| Change in unearned premiums | 6919 | 10002 | 32650 | 42590 |
| &nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;**Net premiums earned** | 13916 | 12887 | 37732 | 52993 |
| Other (expense) insurance revenue, net | (5418) | 121 | (4530) | 1067 |
| &nbsp;&nbsp;&nbsp;Net investment income | 9199 | 7417 | 30070 | 32013 |
| Net realized and unrealized investment (losses) gains | (7988) | 4635 | (5140) | 12648 |
| &nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;**Total revenues** | 9709 | 25060 | 58132 | 98721 |
| &nbsp;&nbsp;&nbsp;**Expenses:** |  |  |  |  |
| &nbsp;&nbsp;&nbsp;Net loss and loss adjustment expenses | 35974 | (239) | 57991 | 7307 |
| &nbsp;&nbsp;&nbsp;Commission and other acquisition expenses | 5700 | 5686 | 18511 | 24840 |
| &nbsp;&nbsp;&nbsp;General and administrative expenses | 6276 | 6467 | 30947 | 36020 |
| &nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;**Total expenses** | 47950 | 11914 | 107449 | 68167 |
| &nbsp;&nbsp;&nbsp;**Other expenses** |  |  |  |  |
| &nbsp;&nbsp;&nbsp;Interest and amortization expenses | 4833 | 4832 | 19331 | 19327 |
| Foreign exchange and other losses (gains) | 10866 | (1615) | (8255) | (7685) |
| &nbsp;&nbsp;&nbsp;&nbsp;**Total other expenses** | 15699 | 3217 | 11076 | 11642 |
| **(Loss) income before income taxes** | **(53940)** | **9929** | **(60393)** | **18912** |
| Less: Income tax (benefit) expense | (1008) | 378 | (557) | 15 |
| Interest in income (loss) of equity method investments | 1938 | 2836 | (205) | 7748 |
| **Net (loss) income** | **(50994)** | **12387** | **(60041)** | **26645** |
| Gain from repurchase and exchange of preference shares | 87240 | 3830 | 115473 | 90998 |
| **Net income available to Maiden common shareholders** | $**36246** | $**16217** | $**55432** | $**117643** |
| **Basic and diluted earnings per share available to Maiden common shareholders** | $**0.41** | $**0.19** | $**0.63** | $**1.35** |
| **Annualized return on average common equity** | **58.4%** | **29.2%** | **21.8%** | **65.6%** |
| **Weighted average number of common shares - basic** | 87637607 | 86457797 | 87112711 | 86068278 |
| **Adjusted weighted average number of common shares and assumed conversions - diluted** | 87637607 | 86462134 | 87113974 | 86072667 |

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**MAIDEN HOLDINGS, LTD.**

**SUPPLEMENTAL FINANCIAL DATA - SEGMENT INFORMATION (Unaudited)**

**(in thousands of U.S. dollars)**

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| | | | |
|:---|:---|:---|:---|
| **For the Three Months Ended December 31, 2022** | **Diversified Reinsurance** | **AmTrust Reinsurance** | **Total** |
| Gross premiums written | $6948 | $(18) | $6930 |
| Net premiums written | $7015 | $(18) | $6997 |
| Net premiums earned | $7971 | $5945 | $13916 |
| Other insurance expense, net | (5418) |  | (5418) |
| Net loss and loss adjustment expenses ("loss and LAE") | (9538) | (26436) | (35974) |
| Commission and other acquisition expenses | (3480) | (2220) | (5700) |
| General and administrative expenses<sup>(3)</sup> | (1850) | (496) | (2346) |
| &nbsp;&nbsp;&nbsp;&nbsp;**Underwriting loss** <sup>(4)</sup> | $(12315) | $(23207) | (35522) |
| ***Reconciliation to net loss*** |  |  |  |
| Net investment income and net realized and unrealized investment losses |  |  | 1211 |
| Interest and amortization expenses |  |  | (4833) |
| Foreign exchange and other losses, net |  |  | (10866) |
| Other general and administrative expenses<sup>(3)</sup> |  |  | (3930) |
| Income tax benefit |  |  | 1008 |
| Interest in income of equity method investments |  |  | 1938 |
| **Net loss** |  |  | $(50994) |

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| | | | |
|:---|:---|:---|:---|
| **For the Three Months Ended December 31, 2021** | **Diversified Reinsurance** | **AmTrust Reinsurance** | **Total** |
| Gross premiums written | $5686 | $(2613) | $3073 |
| Net premiums written | $5498 | $(2613) | $2885 |
| Net premiums earned | $6958 | $5929 | $12887 |
| Other insurance revenue | 121 |  | 121 |
| Net loss and LAE | (1070) | 1309 | 239 |
| Commission and other acquisition expenses | (3425) | (2261) | (5686) |
| General and administrative expenses<sup>(3)</sup> | (1637) | (729) | (2366) |
| &nbsp;&nbsp;&nbsp;&nbsp;**Underwriting income**<sup>(4)</sup> | $947 | $4248 | 5195 |
| ***Reconciliation to net income*** |  |  |  |
| Net investment income and net realized and unrealized investment gains |  |  | 12052 |
| Interest and amortization expenses |  |  | (4832) |
| Foreign exchange and other gains, net |  |  | 1615 |
| Other general and administrative expenses<sup>(3)</sup> |  |  | (4101) |
| Income tax expense |  |  | (378) |
| Interest in income of equity method investments |  |  | 2836 |
| **Net income** |  |  | $12387 |

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**MAIDEN HOLDINGS, LTD.**

**SUPPLEMENTAL FINANCIAL DATA - SEGMENT INFORMATION (Audited)**

**(in thousands of U.S. dollars)**

---

| | | | |
|:---|:---|:---|:---|
| **For the Year Ended December 31, 2022** | **Diversified Reinsurance** | **AmTrust Reinsurance** | **Total** |
| Gross premiums written | $24017 | $(18538) | $5479 |
| Net premiums written | $23620 | $(18538) | $5082 |
| Net premiums earned | $27983 | $9749 | $37732 |
| Other insurance expense, net | (4530) |  | (4530) |
| Net loss and LAE | (12483) | (45508) | (57991) |
| Commission and other acquisition expenses | (14164) | (4347) | (18511) |
| General and administrative expenses<sup>(3)</sup> | (8857) | (2777) | (11634) |
| &nbsp;&nbsp;&nbsp;&nbsp;**Underwriting loss**<sup>(4)</sup> | $(12051) | $(42883) | (54934) |
| ***Reconciliation to net loss*** |  |  |  |
| Net investment income and net realized and unrealized investment losses |  |  | 24930 |
| Interest and amortization expenses |  |  | (19331) |
| Foreign exchange and other gains, net |  |  | 8255 |
| Other general and administrative expenses<sup>(3)</sup> |  |  | (19313) |
| Income tax benefit |  |  | 557 |
| Interest in loss from equity method investments |  |  | (205) |
| **Net loss** |  |  | $(60041) |

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| | | | |
|:---|:---|:---|:---|
| **For the Year Ended December 31, 2021** | **Diversified Reinsurance** | **AmTrust Reinsurance** | **Total** |
| Gross premiums written | $16633 | $(5695) | $10938 |
| Net premiums written | $16098 | $(5695) | $10403 |
| Net premiums earned | $27681 | $25312 | $52993 |
| Other insurance revenue | 1067 |  | 1067 |
| Net loss and LAE | (4286) | (3021) | (7307) |
| Commission and other acquisition expenses | (15093) | (9747) | (24840) |
| General and administrative expenses<sup>(3)</sup> | (7827) | (2514) | (10341) |
| &nbsp;&nbsp;&nbsp;&nbsp;**Underwriting income**<sup>(4)</sup> | $1542 | $10030 | 11572 |
| ***Reconciliation to net income*** |  |  |  |
| Net investment income and net realized and unrealized investment gains |  |  | 44661 |
| Interest and amortization expenses |  |  | (19327) |
| Foreign exchange and other gains, net |  |  | 7685 |
| Other general and administrative expenses<sup>(3)</sup> |  |  | (25679) |
| Income tax expense |  |  | (15) |
| Interest in income from equity method investments |  |  | 7748 |
| **Net income** |  |  | $26645 |

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**MAIDEN HOLDINGS, LTD.**

**NON-GAAP FINANCIAL MEASURES (Unaudited)**

**(In thousands of U.S. dollars, except share and per share data)**

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| | | | | |
|:---|:---|:---|:---|:---|
| | **For the Three Months Ended December 31,** | **For the Three Months Ended December 31,** | **For the Year Ended December 31,** | **For the Year Ended December 31,** |
| | **2022** | **2021** | **2022** | **2021** |
| **Non-GAAP operating earnings**<sup>(5)</sup> | $63432 | $2346 | $52070 | $60481 |
| Non-GAAP basic and diluted operating earnings per common share available to Maiden common shareholders<sup>(5)</sup> | $0.72 | $0.03 | $0.60 | $0.70 |
| **Annualized non-GAAP operating return on average adjusted common equity**<sup>(6)</sup> | 87.9% | 3.4% | 17.2% | 25.0% |
| ***Reconciliation of net income available to Maiden common shareholders to non-GAAP operating earnings:*** |  |  |  |  |
| Net income available to Maiden common shareholders | $36246 | $16217 | $55432 | $117643 |
| *Add (subtract):* |  |  |  |  |
| &nbsp;&nbsp;&nbsp;Net realized and unrealized investment losses (gains) | 7988 | (4635) | 5140 | (12648) |
| &nbsp;&nbsp;&nbsp;Foreign exchange and other losses (gains) | 10866 | (1615) | (8255) | (7685) |
| &nbsp;&nbsp;&nbsp;Interest in (income) loss of equity method investments | (1938) | (2836) | 205 | (7748) |
| &nbsp;&nbsp;&nbsp;Change in deferred gain on retroactive reinsurance under the LPT/ADC Agreement | 10270 | (4785) | (452) | (29081) |
| **Non-GAAP operating earnings** <sup>(5)</sup> | $63432 | $2346 | $52070 | $60481 |
| Weighted average number of common shares - basic | 87637607 | 86457797 | 87112711 | 86068278 |
| Adjusted weighted average number of common shares and assumed conversions - diluted | 87637607 | 86462134 | 87113974 | 86072667 |
| ***Reconciliation of diluted earnings per share available to Maiden common shareholders to non-GAAP diluted operating earnings per share available to Maiden common shareholders:*** | ***Reconciliation of diluted earnings per share available to Maiden common shareholders to non-GAAP diluted operating earnings per share available to Maiden common shareholders:*** | ***Reconciliation of diluted earnings per share available to Maiden common shareholders to non-GAAP diluted operating earnings per share available to Maiden common shareholders:*** |  |  |
| Diluted earnings per share available to Maiden common shareholders | $0.41 | $0.19 | $0.63 | $1.35 |
| *Add (subtract):* |  |  |  |  |
| &nbsp;&nbsp;&nbsp;Net realized and unrealized investment losses (gains) | 0.09 | (0.05) | 0.06 | (0.14) |
| &nbsp;&nbsp;&nbsp;Foreign exchange and other losses (gains) | 0.12 | (0.02) | (0.09) | (0.09) |
| &nbsp;&nbsp;&nbsp;Interest in (income) loss of equity method investments | (0.02) | (0.03) | 0.01 | (0.09) |
| &nbsp;&nbsp;&nbsp;Change in deferred gain on retroactive reinsurance under the LPT/ADC Agreement | 0.12 | (0.06) | (0.01) | (0.33) |
| **Non-GAAP diluted operating earnings per share available to Maiden common shareholders** | $0.72 | $0.03 | $0.60 | $0.70 |
| ***Non-GAAP Underwriting Results and Non-GAAP Net Loss and LAE*** | ***Non-GAAP Underwriting Results and Non-GAAP Net Loss and LAE*** |  |  |  |
| Gross premiums written | $6930 | $3073 | $5479 | $10938 |
| Net premiums written | $6997 | $2885 | $5082 | $10403 |
| Net premiums earned | $13916 | $12887 | $37732 | $52993 |
| Other insurance (expense) revenue, net | (5418) | 121 | (4530) | 1067 |
| Non-GAAP net loss and LAE<sup>(9)</sup> | (25704) | (4546) | (58443) | (36388) |
| Commission and other acquisition expenses | (5700) | (5686) | (18511) | (24840) |
| General and administrative expenses<sup>(3)</sup> | (2346) | (2366) | (11634) | (10341) |
| **Non-GAAP underwriting (loss) income**<sup>(9)</sup> | $(25252) | $410 | $(55386) | $(17509) |
| Net loss and LAE | $35974 | $(239) | $57991 | $7307 |
| Less: change in deferred gain on retroactive reinsurance under the LPT/ADC Agreement | 10270 | (4785) | (452) | (29081) |
| **Non-GAAP net loss and LAE**<sup>(9)</sup> | $25704 | $4546 | $58443 | $36388 |

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**MAIDEN HOLDINGS, LTD.**

**NON-GAAP FINANCIAL MEASURES (Unaudited)**

**(In thousands of U.S. dollars, except share and per share data)**

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| | | |
|:---|:---|:---|
| | **December 31, 2022** | **December 31, 2021** |
| **Investable assets:** | | |
| Total investments | $587060 | $822612 |
| Cash and cash equivalents | 30986 | 26668 |
| Restricted cash and cash equivalents | 15638 | 39419 |
| Loan to related party | 167975 | 167975 |
| Funds withheld receivable | 441412 | 636412 |
| Total investable assets<sup>(7)</sup> | $1243071 | $1693086 |
| **Capital:** |  |  |
| Preference shares | $— | $159210 |
| Common shareholders' equity | 284579 | 225047 |
| **Total shareholders' equity** | 284579 | 384257 |
| 2016 Senior Notes | 110000 | 110000 |
| 2013 Senior Notes | 152500 | 152500 |
| **Total capital resources**<sup>(8)</sup> | $547079 | $646757 |
| **Reconciliation of total shareholders' equity to adjusted shareholders' equity:** |  |  |
| Total Shareholders' Equity | $284579 | $384257 |
| &nbsp;&nbsp;&nbsp;LP Investment Adjustment |  | 4083 |
| &nbsp;&nbsp;&nbsp;Unamortized deferred gain on LPT/ADC Agreement | 45408 | 45860 |
| **Adjusted shareholders' equity**<sup>(2)</sup> | $329987 | $434200 |
| **Reconciliation of book value per common share to adjusted book value per common share:** |  |  |
| Book value per common share | $2.80 | $2.60 |
| &nbsp;&nbsp;&nbsp;LP Investment Adjustment |  | 0.05 |
| &nbsp;&nbsp;&nbsp;Unamortized deferred gain on LPT/ADC Agreement | 0.45 | 0.53 |
| **Adjusted book value per common share**<sup>(2)</sup> | $3.25 | $3.18 |

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|:---|
| (1) Book value per common share is calculated using common shareholders' equity (shareholders' equity excluding the aggregate liquidation value of our preference shares) divided by the number of common shares outstanding. Management uses growth in this metric as a prime measure of the value we are generating for our common shareholders, because management believes that growth in this metric ultimately results in growth in the Company's common share price. This metric is impacted by the Company's net income and external factors, such as interest rates, which can drive changes in unrealized gains or losses on our investment portfolio, as well as share repurchases. |
| (2) Adjusted Total Shareholders' Equity and Adjusted Book Value per Common Share: Management has adjusted GAAP shareholders' equity by adding the following items: 1) the unamortized deferred gain on retroactive reinsurance arising from the LPT/ADC Agreement; and 2) an adjustment which reflects the equity method accounting related to the fair value of certain hedged liabilities within an equity method investment in a limited partnership held by the Company wherein the ultimate realizable value of the asset supporting the hedged liabilities cannot currently be recognized at fair value. As a result, by virtue of this adjustment, management has also computed the Adjusted Book Value per Common Share. The deferred gain on retroactive reinsurance represents amounts estimated to be fully recoverable from Cavello and management believes adjusting for this shows the ultimate economic benefit of the LPT/ADC Agreement. The LP Investment Adjustment reflects the fair value of the assets not presently able to be recognized currently. We believe reflecting the economic benefit of both items is helpful to understand future trends in our operations, which will improve the Company's shareholders' equity over the settlement or contract periods, respectively. |
| (3) Underwriting related general and administrative expenses is a non-GAAP measure and includes expenses which are segregated for analytical purposes as a component of underwriting income (loss). |
| (4) Underwriting income or loss is a non-GAAP measure and is calculated as net premiums earned plus other insurance revenue less net loss and LAE, commission and other acquisition expenses and general and administrative expenses directly related to underwriting activities. For purposes of these non-GAAP operating measures, the fee-generating business, which is included in our Diversified Reinsurance segment, is considered part of the underwriting operations of the Company. Management believes that this measure is important in evaluating the underwriting performance of the Company and its segments. This measure is also a useful tool to measure the profitability of the Company separately from the investment results and is also a widely used performance indicator in the insurance industry. |
| (5) Non-GAAP operating earnings and non-GAAP basic and diluted operating earnings per common share are non-GAAP financial measure defined by the Company as net income excluding realized investment gains and losses, foreign exchange and other gains and losses, interest in income of equity method investment, and (favorable) adverse prior year loss development subject to LPT/ADC Agreement and should not be considered as an alternative to net income. The Company's management believes that the use of non-GAAP operating earnings and non-GAAP diluted operating earnings per common share enables investors and other users of the Company's financial information to analyze its performance in a manner similar to how management analyzes performance. Management also believes that these measures generally follow industry practice therefore allowing the users of financial information to compare the Company's performance with its industry peer group, and that the equity analysts and certain rating agencies which follow the Company, and the insurance industry as a whole, generally exclude these items from their analyses for the same reasons. Non-GAAP operating earnings should not be viewed as a substitute for U.S. GAAP net income. |
| (6) Non-GAAP operating return on average adjusted common equity is a non-GAAP financial measure. Management uses non-GAAP operating return on average adjusted common shareholders' equity as a measure of profitability that focuses on the return to common shareholders. It is calculated using non-GAAP operating earnings divided by average adjusted common shareholders' equity adjusted for the deferred gain on LPT/ADC Agreement and LP Investment Adjustment. |
| (7) Investable assets are the total of the Company's investments, cash and cash equivalents, loan to a related party and funds withheld receivable. |
| (8) Total capital resources are the sum of the Company's principal amount of debt and shareholders' equity. |
| (9) Non-GAAP net loss and LAE and Non-GAAP underwriting income (loss): Management has further adjusted the net loss and LAE and underwriting income (loss) (as defined above) by recognizing into income the (favorable) adverse prior year loss development subject to LPT/ADC Agreement relating to losses subject to that agreement. The deferred gain represents amounts estimated to be fully recoverable from Cavello and management believes adjusting for this shows the ultimate economic benefit of the LPT/ADC Agreement on Maiden's underwriting income (loss). Management believes reflecting the economic benefit of this retroactive reinsurance agreement is helpful for understanding future trends in our operations. |

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**<u>Exhibit 99.2</u>**

![mhld-20230315_g1.jpg](mhld-20230315_g1.jpg)

PRESS RELEASE

**Maiden Holdings, Ltd. Releases** 

**Fourth Quarter 2022 Financial Results**

PEMBROKE, Bermuda, March 15, 2023 (GLOBE NEWSWIRE) -- Maiden Holdings, Ltd. (NASDAQ:MHLD) ("Maiden") has released its fourth quarter 2022 financial results via its investor relations website. Concurrent with releasing its results, Maiden also published an investor update presentation. Both documents are posted at <u>https://www.maiden.bm/investor_relations</u>.

**<u>About Maiden Holdings, Ltd.</u>**

Maiden Holdings, Ltd. is a Bermuda-based holding company formed in 2007. Maiden creates shareholder value by actively managing and allocating our assets and capital, including through ownership and management of businesses and assets mostly in the insurance and related financial services industries where we can leverage our deep knowledge of those markets. Maiden also provides a full range of legacy services to small insurance companies, particularly those in run-off or with blocks of reserves that are no longer core, working with clients to develop and implement finality solutions including acquiring entire companies that enable our clients to meet their capital and risk management objectives.

## Exhibit 99.3

![](mhldq4investorupdatefina001.jpg)

Maiden Holdings, Ltd. Investor Update March 2023

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Investor Disclosures 1 Forward Looking Statements This presentation contains "forward-looking statements" which are made pursuant to the safe harbor provisions of the Private Securities Litigation Reform Act of 1995. The forward-looking statements are based on Maiden Holdings, Ltd.'s (the "Company") future developments and their potential effects on the Company. There can be no assurance that actual developments will be those anticipated by the Company. Actual results may differ materially from those projected as a result of significant risks and uncertainties, including non-receipt of the expected payments, changes in interest rates, effect of the performance of financial markets on investment income and fair values of investments, developments of claims and the effect on loss reserves, accuracy in projecting loss reserves, the impact of competition and pricing environments, changes in the demand for the Company's products, the effect of general economic conditions and unusual frequency of storm activity, adverse state and federal legislation, regulations and regulatory investigations into industry practices, developments relating to existing agreements, heightened competition, changes in pricing environments, and changes in asset valuations. Additional information about these risks and uncertainties, as well as others that may cause actual results to differ materially from those projected is contained in Item 1A. Risk Factors in the Company's Annual Report on Form 10-K for the year ended December 31, 2022, filed with the SEC. The Company undertakes no obligation to publicly update any forward-looking statements, except as may be required by law. Any discrepancies between the amounts included in this presentation and amounts included in the Company's Form 10-K for the year ended December 31, 2022, filed with the SEC are due to rounding. Non-GAAP Financial Measures In addition to the Summary Consolidated Balance Sheets and Consolidated Statements of Income, management uses certain key financial measures, some of which are non-GAAP measures, to evaluate the Company's financial performance and the overall growth in value generated for the Company's common shareholders. Management believes that these measures, which may be defined differently by other companies, explain the Company's results to investors in a manner that allows for a more complete understanding of the underlying trends in the Company's business. The non-GAAP measures should not be viewed as a substitute for those determined in accordance with U.S. GAAP. See the Appendix of this presentation for a reconciliation of the Company's non-GAAP measures to the nearest GAAP measure.

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Maiden Holdings Q4 2022 Highlights 2 • Maiden completed the exchange of all preference shares for its common shares ("Exchange") in Q4 resulting in gain of $87.2 million or $0.86 book value per share o Exchange simplifies Maiden's balance sheet and provides preference shareholders with enhanced liquidity and value – additional details on slide 11 o MHLD outstanding common shares have increased in value since Exchange closing on December 27 • Q4 GAAP book value increased to $2.80 per common share and adjusted book value increased to $3.25 per common share o Gain from Exchange was the principal driver of book value change in Q4 o Adjusted book value growth limited by offsets to deferred gain despite 2022 adverse loss development • GAAP net income available to common shareholders was $36.2m or $0.41 per share o Excluding the gain from Exchange, GAAP net loss of $51.0m or $0.58 per share – see recap on slide 3 o Adverse prior year loss development of $38.1m from both segments in Q4 2022, primarily from AmTrust but from GLS as well  See slide 5-6 for additional details on underwriting results and loss development by segment o Investment results were lower in Q4 2022 due to realized losses in fixed income and unrealized losses in alternative asset classes • Capital and asset management pillars both made strong continuing progress in 2022 o Asset management – increased alternative investments by 20.9% to $272.5m in 2022 and despite difficult market environment, target investment returns are starting to emerge o Capture of new accounts in legacy underwriting was below expectations in Q4 as several potential large accounts deferred decision making • U.S. deferred tax asset = $1.14 per share at 12/31/2022 – full valuation allowance maintained o Not recognized as an asset on balance sheet currently o Growing positive evidence to reduce valuation allowance offset by reserve development in Q4 o Timing of asset recognition likely to be influenced by more stable loss development \* Please see the definition of non-GAAP financial measures in the Appendix of this presentation for additional important information regarding certain terms used herein

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Maiden Holdings – Q4 2022 Results Recap 3\* Please see the definition of non-GAAP financial measures in the Appendix of this presentation for additional important information regarding certain terms used herein CommentsQ4 2021 Q4 2022 ($ millions, except per share amounts) Net Income and Per Share Data • Net income attributable to Maiden common shareholders in Q4 2022 includes $87.2m of gains from Exchange vs. $3.8m of gains from purchases of preference shares in Q4 2021. • Summary GAAP and Non-GAAP Financial Measures in Appendix $16.2 $0.19 $36.2 $0.41 GAAP Net Income Attributable to Common Shares Per common share • Q4 2022 net loss resulted from higher underwriting loss, lower investment results and higher foreign exchange loss compared to Q4 2021 $12.4$(51.0)GAAP Net (Loss) Gain (excl. preference share gains) Key Income Statement Details • The higher underwriting loss primarily from the AmTrust Reinsurance segment but Diversified segment underwriting result deteriorated as well • Adverse prior year development of $38.1 million in Q4 2022 compared to favorable prior year development of $3.9 million in Q4 2021 • See slide 5-6 for detail on underwriting results and prior period loss development $5.2$(35.5)Underwriting (Loss) Income • Slightly higher investment income of $9.2m in Q4 2022 vs. $7.4m in Q4 2021 as floating rate securities responded to higher interest rates • Realized and unrealized losses of $8.0m in Q4 2022 mainly attributable to unrealized losses on alternative assets as well as sales of fixed income securities compared to realized and unrealized gains of $4.6m in Q4 2021 • Income on equity method investments was $1.9m in Q4 2022 vs. income of $2.8m in Q4 2021, principally from the alternative asset class $14.9$3.1Investment Results • Operating expenses continued to trend lower as G&A expenses decreased by $0.2m, or 3.0% in Q4 2022 vs. Q4 2021 due to lower legal and professional fees $6.5$6.3Operating Expenses • Primarily due to reserve revaluation due to weakening of U.S. dollar relative to Euro and British pound $1.6$(10.9)Foreign Exchange/Other (Losses) Gains

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Maiden Holdings – YTD 2022 Results Recap 4\* Please see the definition of non-GAAP financial measures in the Appendix of this presentation for additional important information regarding certain terms used herein Comments YTD Q4 2021 YTD Q4 2022($ millions, except per share amounts) Net Income and Per Share Data • Net income attributable to Maiden common shareholders in the year ended December 31, 2022, includes $115.5m of gains from Exchange and repurchase of preference shares, $24.5m higher than in 2021 • Summary financial statement data in Appendix $117.6 $1.35 $55.4 $0.63 GAAP Net Income Attributable to Common Shares Per common share • 2022 results mainly due to significantly higher underwriting loss and lower investment results offset by lower operating expenses $26.6$(60.0)GAAP Net (Loss) Income (excluding preference share gains) Key Income Statement Details • Underwriting loss for 2022 impacted by negative AmTrust earned premium and higher prior period loss development in both AmTrust and Diversified segments • Adverse prior year loss development of $32.6m in 2022 compared to favorable prior year loss development of $27.6m during the same period in 2021 • Impact of non-recurring AmTrust transactions (including HL commutation cost) on 2022 underwriting results totaled $15.3m • See slide 5-6 for detail on underwriting results and prior period loss development $11.6$(54.9)Underwriting (Loss) Income • Lower investment income of $30.1m in the year 2022 vs. $32.0m in 2021 due to lower fixed income assets as older reinsurance liabilities continue to run-off • Drop in investment income less than decline in asset base due to use of floating rate securities and higher book yield of 2.2% in 2022 vs. 1.9% in 2021 • Realized and unrealized losses of $5.1m in 2022 included $3.0m of realized losses primarily driven by sales of fixed income securities as well as unrealized losses of $4.6m on alternative assets vs. primarily realized gains of $12.6m in 2021 • Loss on equity method investments was $0.2m in 2022 vs. income of $7.7 m in the comparative period last year $52.4$24.7Investment Results • Operating expenses were $5.1m, or 14.1% lower in the year 2022 vs. 2021 due mainly to lower compensation costs and professional fees $36.0$30.9Operating Expenses • Higher gain in 2022 attributable to the strengthening of the U.S. dollar on the re- measurement of net loss reserves and insurance related liabilities $7.7$8.3Foreign Exchange and Other Gains

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Maiden Holdings – Q4 & YTD 2022 UW Results Recap 5\* Please see the definition of non-GAAP financial measures in the Appendix of this presentation for additional important information regarding certain terms used herein • Underwriting results by segment for the quarter and year to date are as follows • Q4 2022 underwriting loss of $35.5m vs. underwriting income of $5.2m in Q4 2021 o $38.1m of adverse prior year loss development in Q4 2022 mainly due to AmTrust Reinsurance segment vs. favorable prior year loss development of $3.9m in Q4 2021 o GLS also produced a disappointing underwriting loss in Q4 of $9.1 million due to losses on two reinsurance contracts o Lower Q4 underwriting results were partially offset by higher current accident year underwriting income of $2.6m in 2022 vs. $1.3m during the same period in 2021 • Underwriting loss of $54.9m for 2022 vs. underwriting income of $11.6m in 2021 o Earned premium decline of $15.6m in the AmTrust Reinsurance segment from the prior year mainly due to non-recurring negative premium adjustments o Adverse prior year development of $32.6m for the year in both segments vs. favorable prior year development of $27.6m in 2021 o GLS underwriting loss of $8.9 million due to losses on two reinsurance contracts o Lower underwriting results also adversely impacted by higher current year losses of $22.3m in 2022 compared to $16.0m during the same period in 2021 • See slide 6 for additional loss development details by segment in Q4 and YTD Q4 2022 Q4 2021 Variance YTD 2022 YTD 2021 Variance Diversified Reinsurance (12.3)$0.9$(13.3)$(12.0)$1.6$(13.6)$ AmTrust Reinsurance (23.2) 4.3 (27.6) (42.9) 10.0 (52.9) Underwriting income (loss) (35.5)$5.2$(40.7)$(54.9)$11.6$(66.5)$

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Prior Period Loss Development AmTrust loss development in Q4 and YTD driven by late emergence in multiple lines of business • Net adverse prior year loss development of $28.1 million in 2022 was due to unfavorable movements in Commercial Auto Liability, General Liability, Other Specialty Risk & Extended Warranty and European Hospital Liability partly offset by continued favorable development in Workers Compensation • European Hospital Liability was due in part to higher-than-expected loss emergence as well as the agreed exit cost of $3.7 million for the commutation of French Hospital Liability policies in Q3 Diversified loss development in Q4 and YTD emanated from GLS and run-off of older liabilities • Adverse prior year development in 2022 was primarily due to GLS contracts and other reinsurance run-off lines partly offset by favorable reserve development in German Auto Programs • Favorable prior year loss development in 2021 was due to German Auto Programs, the run-off of European Capital Solutions and facultative reinsurance run-off lines 6 (in thousands ('000)) (in thousands ('000)) QTD Dec-22 Dec-21 Variance YTD Dec-22 Dec-21 Variance Diversified Diversified GLS 3,128$-$3,128$ GLS 1,825$-$1,825$ IIS 147 (388) 535 IIS (1,683) (2,044) 361 Run-Off 3,253 (560) 3,813 Run-Off 4,410 (1,518) 5,928 Unfavorable (favorable) 6,528 (948) 7,476 Unfavorable (favorable) 4,552 (3,561) 8,113 AmTrust AmTrust Masters QS 24,351 (4,979) 29,330 Masters QS 14,837 (31,511) 46,348 Hospital Liability 7,251 2,452 4,799 Hospital Liability 13,247 7,885 5,362 Other Run-off - (418) Other Run-off - (418) Unfavorable (favorable) 31,602 (2,944) 34,546 Unfavorable (favorable) 28,084 (24,044) 52,128 Total Unfavorable (favorable) 38,129$(3,893)$42,022$ Total Unfavorable (favorable) 32,636$(27,605)$60,241$

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Maiden Holdings Business Strategy 7 • We create shareholder value by actively managing and allocating our assets and capital o We leverage our deep knowledge of the insurance and related financial services industries into ownership and management of businesses and assets with the opportunity for increased returns o Change in strategy since 2019 has allowed us to more flexibly allocate capital to activities we believe will produce the greatest returns for our common shareholders • Our strategy has three principal areas of focus o Asset management – investing in assets and asset classes in a prudent but expansive manner in order to maximize investment returns o We limit the insurance risk we assume relative to the assets we hold and maintain required regulatory capital at very strong levels to manage our aggregate risk profile o Legacy underwriting - judiciously building a portfolio of run-off acquisitions and retroactive reinsurance transactions which we believe will produce attractive underwriting returns o Capital management - effectively managing capital and when appropriate, repurchasing securities or returning capital to enhance common shareholder returns • We believe these areas of strategic focus will enhance our profitability o We believe our strategy increases the likelihood of fully utilizing the significant tax NOL carryforwards which would create additional common shareholder value o Expected returns from each strategic pillar are evaluated relative to our cost of debt capital

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Asset Management Update 8 \* Please see the definition of non-GAAP financial measures in the Appendix of this presentation for additional important information regarding certain terms used herein

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Asset Management Update 9 \* Please see the definition of non-GAAP financial measures in the Appendix of this presentation for additional important information regarding certain terms used herein Alternative Investments • Alternative investments increased by 20.9% to $272.5m at 12/31/2022 compared to $225.5m at 12/31/2021 • Market volatility across numerous asset classes resulted in lower overall returns for the quarter  Q4 2022 returns benefitted from $2.0m in income on equity method investments primarily driven by the alternative asset class  Losses from hedge fund assets were substantially smaller in Q4 due to Maiden's reallocation of funds to other asset classes  Broader challenges in the equity markets led to losses on investments with equity exposure in the private equity and venture capital asset classes  Exposure to Silicon Valley Bank insolvency, if any, believed to be limited and immaterial  Interest rate sensitive investments in private credit including those with mortgage exposures continued to face headwinds during the quarter as well • Excluding hedge funds, total gross return of the alternative portfolio for 2022 was 4.4%  Still on track to exceed long-term benchmark returns  Numerous alternative investments not marked to fair value yet - too early in life cycle of investments • Increasing focus in current income producing assets as interest rates continue to rise Fixed Income • Q4 fixed income returns impacted by sales of fixed income securities in connection with AmTrust cession settlements  Short portfolio duration of 1.4 years well positioned for current volatility • Fixed income portfolio continues to decrease in size as the AmTrust liabilities run off • Floating rate securities compose $286.8m or 29.6% of fixed income investments which should be less interest rate sensitive  $114.1m or 11.8% are CLOs which may be more credit sensitive o Average CLO rating is AA+ with 87.6% rated AAA  $168.0m or 17.3% is floating rate loan to related party and is priced at Fed Funds rate + 200 basis points o Current yield is 6.6% Performance of Investable Assets For the Three Months Ended December 31 2022 2021 2022 2021 Gross Returns 1.1% 0.1% -0.4% 3.8% Net Returns 1.1% 0.1% -0.1% 3.8% For the Year Ended December 31 2022 2021 2022 2021 Gross Returns -0.3% 0.8% 2.0% 4.8% Net Returns -0.4% 0.7% 2.0% 3.9% \*\*Excluding foreign exchange gains (losses) Fixed Income Alternative Investments \*\*\*Fixed income includes AFS, cash, funds withheld receivable, and loan to related party

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Legacy Underwriting Update 10 • GLS formed in November 2020 and platform now holds insurance liabilities totaling approximately $45m at 12/31/2022 • GLS produced disappointing Q4 results leading to a YTD operating loss of $7.0m • Q4 operating loss totaled $6.9m • Two reinsurance contracts incurred larger than anticipated loss development in Q4 triggering coverage earlier than anticipated • Q4 deal completion came in lower than expected • Completed first balance sheet acquisition of CPA Insurance in Q4, adding reserves of $8.0 million • Two large reinsurance deals neared completion but pending corporate action and regulatory approvals, respectively, decision making deferred and outcomes uncertain • GLS pipeline, a mix of retroactive reinsurance transactions and balance sheet acquisitions, continues to be robust • Activity has maintained pace –year-end regulatory filings often add to deal flow • Higher interest rates adding element of market pricing variability

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Capital Management Update • Overview of completed exchange of preference shares for Maiden common shares • Gain from Exchange increased Q4 net income available to Maiden shareholders by $87.2 million or $0.99 per share at December 31, 2022, and book value per common share by $0.86 • Preference shareholders received three MHLD common shares for each preference share owned — Exchange was approved by a special committee of the Board of the Company consisting of disinterested directors and, upon advice of its financial advisor, Houlihan Lokey — All required consents to execute Exchange received – Vermont DFR, NYSE, NASDAQ • Exchange completed on December 27, 2022, with 55.8m total common shares issued in exchange for outstanding preference shares — MRL now owns 29% of Maiden common, but is limited to 9.5% voting power per Maiden bye-laws — Common shares owned by MRL eliminated for accounting and financial reporting purposes on the Company's consolidated financial statements and presented as treasury shares  Per share computations reflect elimination of MRL shares owned • Maiden capital management options on common shares no longer restricted — Can now issue dividends or repurchase common shares – no immediate plans — Company presently has $74.2 million unutilized authorization to repurchase common shares — Ability to repurchases senior debt remains unchanged – no current authorization • Recap of Maiden repurchases of preference shares prior to Exchange • 13,813,116 preference shares repurchased since Q4 2020 at average cost of $12.77 per share • Repurchase program added $1.81 in book value per common share from inception through Exchange 11 \* Please see the definition of non-GAAP financial measures in the Appendix of this presentation for additional important information regarding certain terms used herein

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Maiden Holdings, Ltd. Investor Update - Appendix Financial Data for Period Ended December 31, 2022

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Summary Consolidated Balance Sheet 13 (in thousands (000's), except per share data) December 31, 2022 December 31, 2021 Audited Assets Total investments $587,060 $822,612 Cash and cash equivalents (including restricted) 46,624 66,087 Reinsurance balances receivable, net 10,707 19,507 Reinsurance recoverable on unpaid losses 556,116 562,845 Loan to related party 167,975 167,975 Funds withheld receivable 441,412 636,412 Other assets 36,972 47,172 Total Assets $1,846,866 $2,322,610 Liabilities Reserve for loss and loss adjustment expenses $1,131,408 $1,489,373 Unearned premiums 67,081 100,131 Deferred gain on retroactive reinsurance 47,708 48,960 Accrued expenses and other liabilities 60,518 44,542 Senior notes, net 255,572 255,347 Total Liabilities 1,562,287 1,938,353 Equity 284,579 384,257 Total Liabilities and Equity $1,846,866 $2,322,610 Book value per common share(1) $2.80 $2.60 Common shares outstanding 101,532,151 86,467,242

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Summary Consolidated Statements of Income 14 (in thousands (000's), except per share data) Net premiums written $6,997 $2,885 5,082 $10,403 Net premiums earned 13,916 12,887 37,732 52,993 Other insurance revenue (5,418) 121 (4,530) 1,067 Net investment income 9,199 7,417 30,070 32,013 Net realized and unrealized gains on investment (7,988) 4,635 (5,140) 12,648 Total revenues 9,709 25,060 58,132 98,721 Net loss and loss adjustment expenses 35,974 (239) 57,991 7,307 Commission and other acquisition expenses 5,700 5,686 18,511 24,840 General and administrative expenses 6,276 6,467 30,947 36,020 Interest and amortization expenses 4,833 4,832 19,331 19,327 Foreign exchange and other losses (gains) 10,866 (1,615) (8,255) (7,685) Total expenses 63,649 15,131 118,525 79,809 Income (loss) before income taxes (53,940) 9,929 (60,393) 18,912 Less: income tax expense (benefit) (1,008) 378 (557) 15 Add: interest in income of equity method investments 1,938 2,836 (205) 7,748 Net (loss) income (50,994) 12,387 (60,041) 26,645 Gain from repurchase of preference shares 87,240 3,830 115,473 90,998 Net income available to Maiden common shareholders $36,246 $16,217 $55,432 $117,643 Basic and diluted earnings per share attributable to Maiden common shareholders $0.41 $0.19 $0.63 $1.35 Annualized return on average common equity 58.4% 29.2% 21.8% 65.6% For the Three Months Ended December 31, For the Year Ended December 31, 2022 2021 2022 2021

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Segment Information 15 For the Three Months Ended December 31, 2022 Gross premiums written $6,948 $(18) $6,930 Net premiums written $7,015 $(18) $6,997 Net premiums earned $7,971 $5,945 $13,916 Other insurance expense (5,418) - (5,418) Net loss and loss adjustment expenses ("loss and LAE") (9,538) (26,436) (35,974) Commissions and other acquisition expenses (3,480) (2,220) (5,700) General and administrative expenses(3) (1,850) (496) (2,346) Underwriting loss(4) $(12,315) $(23,207) $(35,522) Reconciliation to net loss Net investment income and realized and unrealized losses on investment 1,211 Interest and amortization expenses (4,833) Foreign exchange and other losses (10,866) Other general and administrative expenses(3) (3,930) Income tax benefit 1,008 Interest in income of equity method investments 1,938 Net loss $(50,994) Diversified Reinsurance AmTrust Reinsurance Total In thousands ('000's)

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Segment Information 16 For the Three Months Ended December 31, 2021 Gross premiums written $5,686 $(2,613) $3,073 Net premiums written $5,498 $(2,613) $2,885 Net premiums earned $6,958 $5,929 $12,887 Other insurance revenue 121 - 121 Net loss and LAE (1,070) 1,309 239 Commissions and other acquisition expenses (3,425) (2,261) (5,686) General and administrative expenses(3) (1,637) (729) (2,366) Underwriting income(4) $947 $4,248 $5,195 Reconciliation to net income Net investment income and realized and unrealized gains on investment 12,052 Interest and amortization expenses (4,832) Foreign exchange and other gains 1,615 Other general and administrative expenses(3) (4,101) Income tax expense (378) Interest in income of equity method investments 2,836 Net income $12,387 Diversified Reinsurance AmTrust Reinsurance Total In thousands ('000's)

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Segment Information 17 In thousands ('000's) For the Year Ended December 31, 2022 Gross premiums written $24,017 $(18,538) $5,479 Net premiums written $23,620 $(18,538) $5,082 Net premiums earned $27,983 $9,749 $37,732 Other insurance expense (4,530) - (4,530) Net loss and LAE (12,483) (45,508) (57,991) Commissions and other acquisition expenses (14,164) (4,347) (18,511) General and administrative expenses(3) (8,857) (2,777) (11,634) Underwriting loss(4) $(12,051) $(42,883) $(54,934) Reconciliation to net loss Net investment income and realized gains on investment 24,930 Interest and amortization expenses (19,331) Foreign exchange and other gains 8,255 Other general and administrative expenses(3) (19,313) Income tax benefit 557 Interest in loss of equity method investments (205) Net loss $(60,041) Total Diversified Reinsurance AmTrust Reinsurance

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Segment Information 18 For the Year Ended December 31, 2021 Gross premiums written $16,633 $(5,695) $10,938 Net premiums written $16,098 $(5,695) $10,403 Net premiums earned $27,681 $25,312 $52,993 Other insurance revenue 1,067 - 1,067 Net loss and LAE (4,286) (3,021) (7,307) Commissions and other acquisition expenses (15,093) (9,747) (24,840) General and administrative expenses(3) (7,827) (2,514) (10,341) Underwriting income(4) $1,542 $10,030 $11,572 Reconciliation to net income Net investment income and realized gains on investment 44,661 Interest and amortization expenses (19,327) Foreign exchange and other gains 7,685 Other general and administrative expenses(3) (25,679) Income tax expense (15) Interest in income of equity method investments 7,748 Net income $26,645 Diversified Reinsurance AmTrust Reinsurance Total In thousands ('000's)

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Non-GAAP Financial Measures 19 In thousands ('000's)

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Non-GAAP Financial Measures 20 Non-GAAP underwriting results: Gross premiums written $6,930 $3,073 $5,479 $10,938 Net premiums written $6,997 $2,885 $5,082 $10,403 Net premiums earned $13,916 $12,887 $37,732 $52,993 Other insurance (expense) revenue (5,418) 121 (4,530) 1,067 Non-GAAP net loss and LAE(9) (25,704) (4,546) (58,443) (36,388) Commissions and other acquisition expenses (5,700) (5,686) (18,511) (24,840) General and administrative expenses(3) (2,346) (2,366) (11,634) (10,341) Non-GAAP underwriting (loss) income(9) $(25,252) $410 $(55,386) $(17,509) Non-GAAP net loss and LAE: Net loss and LAE $35,974 $(239) $57,991 $7,307 Less: Change in deferred gain on retroactive reinsurance 10,270 (4,785) (452) (29,081) Non-GAAP net loss and LAE(9) $25,704 $4,546 $58,443 $36,388 For the Year Ended December 31, 2022 2021 2022 2021 For the Three Months Ended December 31, In thousands ('000's)

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Non-GAAP Financial Measures 21 (in thousands (000's), except per share data) Investable assets: Total investments $587,060 $822,612 Cash and cash equivalents 30,986 26,668 Restricted cash and cash equivalents 15,638 39,419 Loan to related party 167,975 167,975 Funds withheld receivable 441,412 636,412 Total investable assets(7) $1,243,071 $1,693,086 Capital: Preference shares $- $159,210 Common shareholders' equity 284,579 225,047 Total shareholders' equity 284,579 384,257 2016 Senior Notes 110,000 110,000 2013 Senior Notes 152,500 152,500 Total capital resources(8) $547,079 $646,757 Total Shareholders' Equity $284,579 $384,257 LP Investment Adjustment - 4,083 Unamortized deferred gain on retroactive reinsurance 45,408 45,860 Adjusted shareholders' equity(2) $329,987 $434,200 Book value per common share $2.80 $2.60 LP Investment Adjustment - 0.05 Unamortized deferred gain on retroactive reinsurance 0.45 0.53 Adjusted book value per common share(2) $3.25 $3.18 Reconciliation of total shareholders' equity to adjusted Reconciliation of book value per common share to adjusted December 31, 2022 December 31, 2021

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Non-GAAP Financial Measures 22

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Non-GAAP Financial Measures 23

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