# EDGAR Filing Document

**Accession Number:** 0001840776
**File Stem:** 0001840776-26-000019
**Filing Date:** 2026-5
**Character Count:** 91896
**Document Hash:** 76ffc91062e12df2cd82009c69042636
**Contains OCR:** False
**Source Format:** 

## Filing Content

## Filing Summary
**0001840776-26-000019.hdr.sgml**: 20260506

**ACCESSION NUMBER**: 0001840776-26-000019

**CONFORMED SUBMISSION TYPE**: 8-K

**PUBLIC DOCUMENT COUNT**: 41

**CONFORMED PERIOD OF REPORT**: 20260506

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

**ITEM INFORMATION**: Regulation FD Disclosure

**ITEM INFORMATION**: Financial Statements and Exhibits

**FILED AS OF DATE**: 20260506

**DATE AS OF CHANGE**: 20260506

**FILER**: 

**COMPANY DATA:**
- **COMPANY CONFORMED NAME:** Hagerty, Inc.
- **CENTRAL INDEX KEY:** 0001840776
- **STANDARD INDUSTRIAL CLASSIFICATION:** INSURANCE AGENTS BROKERS & SERVICES [6411]
- **ORGANIZATION NAME:** 02 Finance
- **EIN:** 000000000
- **STATE OF INCORPORATION:** DE
- **FISCAL YEAR END:** 1231

**FILING VALUES:**
- **FORM TYPE:** 8-K
- **SEC ACT:** 1934 Act
- **SEC FILE NUMBER:** 001-40244
- **FILM NUMBER:** 26945734

**BUSINESS ADDRESS:**
- **STREET 1:** 121 DRIVERS EDGE
- **CITY:** TRAVERSE CITY
- **STATE:** MI
- **ZIP:** 49684
- **BUSINESS PHONE:** 800-922-4050

**MAIL ADDRESS:**
- **STREET 1:** 121 DRIVERS EDGE
- **CITY:** TRAVERSE CITY
- **STATE:** MI
- **ZIP:** 49684

**FORMER COMPANY:**
- **FORMER CONFORMED NAME:** Aldel Financial Inc.
- **DATE OF NAME CHANGE:** 20210115

?xml version='1.0' encoding='ASCII'? hgty-20260506

**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**

May 6, 2026

Date of Report (date of earliest event reported)

**HAGERTY, INC.** 

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

---

| | | |
|:---|:---|:---|
| **Delaware** | **001-40244** | **86-1213144** |
| (State or other jurisdiction of incorporation or organization) | (Commission File Number) | (I.R.S. Employer<br>Identification No.) |

---

**121 Drivers Edge**

**Traverse City, Michigan 49684**

(Address of principal executive offices and zip code)

**(800) 922-4050** 

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 (see General Instruction A.2. below):

☐ 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))

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

---

| | | |
|:---|:---|:---|
| **Title of each class** | **Trading Symbols** | **Name of each exchange on which registered** |
| Class A common stock, par value $0.0001 per share | HGTY | The New York Stock Exchange |

---

Indicate by check mark whether the registrant is an emerging growth company 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. ☐

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**ITEM 2.02 &nbsp;&nbsp;&nbsp;&nbsp;Results of Operations and Financial Condition**

On May 6, 2026, Hagerty, Inc. (the "Company") announced its financial results for the fiscal quarter ended March 31, 2026 by issuing a letter to its stockholders and a press release. The Company will also be holding a conference call on May 6, 2026 to discuss its financial results for the three months ended March 31, 2026. The full text of the Company's letter to its stockholders and press release are attached hereto as Exhibit 99.1 and Exhibit 99.2, respectively.

**ITEM 7.01&nbsp;&nbsp;&nbsp;&nbsp;Regulation FD Disclosure**

On May 6, 2026, the Company posted to the investor relations page of its website an investor presentation expected to be used by the Company in connection with certain future presentations to investors and others. A copy of the investor presentation is attached as Exhibit 99.3 to this Current Report on Form 8-K.

The Company uses its investor relations website as a means of disclosing material non-public information, announcing upcoming investor conferences and for complying with its disclosure obligations under Regulation FD. Accordingly, investors should monitor the Company's investor relations website in addition to following its press releases, SEC filings and public conference calls and webcasts.

The information contained in Item 2.02 and Item 7.01 of this Current Report on Form 8-K, including Exhibits 99.1, 99.2 and 99.3, shall not be deemed to be "filed" for the 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 incorporated by reference into a filing under the Securities Act of 1933, as amended, or the Exchange Act, except as shall be expressly set forth by specific reference in such a filing.

**Item 9.01 Financial Statements and Exhibits**

**(d) Exhibits**

---

| | |
|:---|:---|
| **Exhibit No.** | **Description** |
| 99.1 | <u>[Letter to Stockholders, dated May 6, 2026](q126stockholderletter050.htm)</u> |
| 99.2 | <u>[Press Release, dated May 6, 2026](pressreleaseq12026.htm)</u> |
| 99.3 | <u>[Investor Presentation, dated May 6, 2026](a26-q1xinvestorxdeck05x0.htm)</u> |
| 104 | Cover Page Interactive Data File (formatted as Inline XBRL) |

---

------

**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.

---

| | |
|:---|:---|
| | **HAGERTY, INC.**<br>/s/ Diana M. Chafey |
| Date: May 6, 2026 | Diana M. Chafey |
| | Chief Legal Officer |

---

## Exhibit 99.1

![](q126stockholderletter050001.jpg)

STOCKHOLDER LETTER Q1 2026

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![](q126stockholderletter050002.jpg)

Spring has sprung, and with it another driving season. It's what every car enthusiast dreams of all winter. Warmer weather means more time on the road, more fun with other car fans, and more people researching, buying, selling, and insuring their dream cars. It also means more claims—but that's okay. Accidents happen. So do hurricanes, wildfires, and even the occasional garden tool falling onto a car in the garage. When things go wrong, that's when we shine our brightest. For 42 years, our members have trusted us to be there for them when a prized vehicle is damaged or stolen. It's why we exist. We're honored by their trust—it fuels visible, durable premium growth by attracting new members and retaining existing ones at an industry-leading 89%. Insurance Acceleration Insurance, of course, remains the engine of our success. Today, we have 1.8 million policies—insuring everything from Model Ts to modern hypercars— more than anyone else in the market. It's a strong business, and one we've long believed in. As my mother, Louise, who co-founded Hagerty with my father Frank often said, classic car insurance is a smart niche because "people take great care of their toys." And the niche is large and growing, with an estimated 36 million cars in our addressable market in just the United States. Our Q1 2026 results reflect the enduring wisdom of those words, with written premium growth of over 18% driven by record new business across all channels. You also see that our reported revenue and net income look different in 2026 Dear Hagerty Stockholders, Members and One Team Hagerty, STOCKHOLDER LETTER Insuring the Future ON THE COVER: The 1969 McLaren M8B, Best of Show – Concours de Sport winner at The Amelia 2026. PHOTOGRAPHER: CAMERON NEVEU HAGERTY Q1 2026 \| 2

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![](q126stockholderletter050003.jpg)

HAGERTY Q1 2026 \| 3 compared to 2025. This is simply financial presentation, as the strategic rationale, and profit impact from moving to 100% quota share create meaningful value for our shareholders. By controlling premiums from our steady, high-quality insurance operations, this change boosts potential underwriting profits and investment income by 25%. Although our new contractual arrangements with Markel result in different accounting, they do not change the underlying profit growth trajectory. Importantly, our strong start to the year keeps us well on track to grow written premiums by 15-16%, which we are efficiently converting into adjusted EBITDA despite the meaningful investments we are making in Hagerty's future growth. As we scale up, we are better able to reinvest back into our members, and we are on target to reach our goal of 3 million policies in force by 2030. The Power of Partnerships One of the key drivers of our insurance success is our partnership strategy that has resulted in Hagerty working with nine of the nation's top 10 auto insurers. These companies rely on our proprietary expertise in vehicle values and claims handling. Why do they do that? The 1969 Camaro is a good example. There are 147 different variants of that special car, with values ranging from about $11,000 to more than $1.1 million. Many of them look nearly identical, so recognizing the difference requires deep knowledge. The stakes are high. Mishandling a claim on a rare, high-value variant can easily cost an insurer a customer—and often their entire portfolio of policies. Insurers understand the value of bundling, and also the risk, which is why they trust us to handle claims involving their customers' collectible vehicles. By partnering with us, they are able to offer a complete bundle without responsibility for the piece of the bundle that we do so well. And in the process, they get paid by us, providing risk-free revenue. By year's end, we expect more than half of State Farm's 525,000 policies to be on the Hagerty platform, which will allow State Farm agents to offer our agreed- value coverage and automotive expertise. The partnership is off to a great start, and our team is working diligently towards the rollout of Liberty/Safeco in 2027 and signing additional, more tightly integrated partnerships over the coming quarters. The Critical Role of Agencies The second leg upon which our insurance business rests is our relationship with more than 50,000 insurance agencies, which account for over a third of our business. These local and regional agencies are the trusted frontline of our business, connecting us with customers. They take good care of us, so we make sure to take good care of them by continually investing in ways to make it easier to do business with us, including straight-through processing, an automated, end-to-end insurance workflow that processes claims from submission to settlement, and comparative raters. A critical part of our relationship with these valued partners is helping them identify vehicles in their existing book of business that Hagerty can insure— there are often more than they realize. Gone are the days when we focused only on "older" cars. As we transition to a full risk-taking provider, we've significantly expanded the types of vehicles we underwrite to include those from the 1990s and 2000s and even brand-new vehicles like the Porsche 911. We are keeping up with an ever-changing market. It sounds almost impossible, but cars pre-2001 are now 25 years old!

------

![](q126stockholderletter050004.jpg)

By helping agents uncover these "invisible" opportunities, we can steadily grow our market share and help their customers, which they like quite a lot. In the process, we are positioning Hagerty as a comprehensive partner for modern drivers. The Amelia Concours Hagerty-owned and operated events are ideal ways for us to continually feed our funnel and buttress an already strong Hagerty brand. Our most recent success was The Amelia Concours, a four-day celebration of the world's finest and most interesting cars in early March. Now in its 31st year, the concours has become a crown jewel of the international car scene, and the unofficial kickoff to another year of automotive fun. In recent years, the concours has shared the spotlight with another Hagerty entity—Broad Arrow Auctions. This year, the two-day sale, which took place in March, was the most successful in the history of Amelia Car Week, attracting 1,000 bidders from 23 countries, resulting in a record $111 million in total sales (50% higher than prior sales) and a 92 percent sell-through rate. The top seller was a gorgeous 2003 Ferrari Enzo which went for $15,185,000. As successful as the auction was, we weren't surprised in the least. Founded in 2021, Broad Arrow has quickly become one of the world's leading automotive auction houses, delivering $624 million in total transactions last year, including live sales, private sales, and financing. It has also become an important element of our growth story, attracting shoppers from all over the world. Coming up later in May, Broad Arrow will reprise its role as the official auction partner of the Concorso d'Eleganza Villa d'Este, widely considered the most prestigious and exclusive concours d'elegance. The sale, in partnership with BMW Group, will include more than 70 of the world's highest quality collector cars, all within a premium auction experience. The Road Ahead As we approach the summer driving season, we do so with confidence and momentum. With record new business count growth, an expanding network of partnerships, and a disciplined approach to underwriting, Hagerty is well-positioned not just for 2026 and 2027 but for sustained profit growth through 2030. And our technology investments will enable us to not only deliver this growth efficiently, but better serve our members, as they are at the center of everything we do. Those aren't just words. Our organizing principle at Hagerty is built around trust. The trust our members place in us at claims time, the trust carrier partners place in us to serve their customers, and the trust the market is now placing in Broad Arrow. Trust is earned, not declared, and Hagerty has now earned it across our ecosystem of products. To every member of One Team Hagerty, thank you. Your relentless passion and expertise propel us ever forward. And to our stockholders and partners, thank you for believing in our mission to protect, connect and fuel the automotive world we all love. We are glad to have you on this journey with us. Onward and upward! McKeel Hagerty CEO and Chairman HAGERTY Q1 2026 \| 4

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![](q126stockholderletter050005.jpg)

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## Exhibit 99.2

![newlogoheader.jpg](newlogoheader.jpg)

For Immediate Release

**Hagerty Reports First Quarter 2026 Results**

**Reaffirms 2026 Growth Outlook**

First quarter 2026 Highlights

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• Completed strategic evolution to assume control of Markel program and 100% of premium post transition to fronting arrangement

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• Strong underlying operational performance with growth in written premiums, earned premium and members

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• Transition to fronting arrangement resulted in decrease to reported revenue as previously disclosed

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• Written Premium increased 18% to $289 million

&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;• Policies in force increased 15% to 1.8 million with a record 112,000 new policies added in the first quarter

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• Earned premium increased 42% to $240 million

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• Net Loss of $13 million, including $89 million of pre-tax Markel Fronting Arrangement transitional costs, compared to Net Income of $27 million in the prior year period

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• Adjusted EBITDA (a non-GAAP measure) increased 77% to $85 million, compared to $48 million in the prior year period

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• Reaffirmed 2026 Outlook for Written Premium growth of 15% to 16%

**TRAVERSE CITY, MI,** May 6, 2026 /PRNewswire/ – Hagerty, Inc. (NYSE: HGTY) makes it easier and more enjoyable for car enthusiasts to drive and celebrate the vehicles they love — through specialty vehicle insurance, live and digital auctions, engaging media and events, and the Hagerty Drivers Club, the world's largest membership community of car lovers. Today the company announced financial results for the three months ended March 31, 2026.

"First quarter results and the breadth of momentum across our ecosystem give us increasing confidence in our full year outlook that we reaffirmed today. We delivered 18% written premium growth in the first quarter, ahead of our full year outlook, and earned premium growth of 42% with the January 1, 2026 increase in quota share to 100%. 2026 is performing better than expected economically, even if the financial presentation looks different as we transition to the new Markel Fronting Arrangement. The presentation is different but the business is not, as we delivered another quarter of record growth," said McKeel Hagerty, Chief Executive Officer and Chairman of Hagerty.

"Our business momentum is showing up across the ecosystem - and Broad Arrow is no exception. During the first quarter, Broad Arrow hosted the most successful sale in the 31-year history of Amelia Car Week, delivering $111 million in total sales with a 92% sell-through rate and over 1,000 bidders from 23 countries. Results like this are the product of four decades of building trust, one member and one partner at a time, and they reflect exactly the kind of member-centric company that Hagerty is building for the long-term," added Mr. Hagerty.

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![newlogoheader.jpg](newlogoheader.jpg)

**FIRST QUARTER 2026 FINANCIAL HIGHLIGHTS**

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• First quarter 2026 Written Premium increased 18% year-over-year to $289 million

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• First quarter 2026 Earned Premium increased 42% year-over-year to $240 million, driven by the combination of strong written premium growth and the January 1, 2026 transition to 100% quota share under the new fronting arrangement

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• Policies in Force Retention was 88.5% as of March 31, 2026 compared to 89.0% in the prior year period, and policies in force count increased 15% year-over-year to 1.8 million

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• First quarter 2026 Commission and fee revenue decreased 84% year-over-year to $16 million, as Markel commission revenue is eliminated upon consolidation under the new fronting arrangement

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• First quarter 2026 Marketplace revenue decreased 12% year-over-year to $26 million, with strong year-over-year growth in auction sales at The Amelia offset by lower inventory sales from the prior year's one-time sale of vehicles acquired from The Academy of Art University Collection

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• First quarter 2026 Membership and other revenue increased 6% year-over-year to $22 million

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• Hagerty Drivers Club (HDC) paid members increased 6% year-over-year to over 940,000

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• First quarter 2026 Net investment income increased 13% year-over-year to $10 million

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• First quarter 2026 Total Revenue decreased 5% year-over-year to $312 million, reflecting the transition to the Markel Fronting Arrangement

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• First quarter 2026 Loss before taxes of $21 million, including $89 million of Markel Fronting Arrangement transitional costs

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• First quarter 2026 Hagerty Re Loss Ratio was 38.4% compared to 42.0% in the prior year period, including $6 million of favorable prior accident year loss development

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• First quarter 2026 Hagerty Re Combined Ratio was 86.5% compared to 88.5% in the prior year period

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• Transition to new fronting arrangement and Article 7 reporting results in a different classification of certain expenses, impacting the period-to-period comparability of Policy acquisition costs, net (+$25 million), Underwriting and other insurance expenses (+$58 million), and Selling, general, and administrative expenses (-$72 million)

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• First quarter 2026 Net Loss of $13 million, including $89 million of pre-tax Markel Fronting Arrangement transitional costs, compared to Net Income of $27 million in the prior year period

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• First quarter 2026 Adjusted EBITDA (a non-GAAP measure) increased 77% year-over-year to $85 million, compared to $48 million in the prior year period

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• First quarter 2026 Basic and Diluted Loss Per Share were $(0.06); Adjusted Diluted Loss Per Share (a non-GAAP measure) was $(0.04)

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;• The Company had $212 million of unrestricted cash and $229 million of total debt, $110 million of which was back leverage for Broad Arrow Capital's portfolio of loans collateralized by collector cars

The definitions and reconciliations of non-GAAP financial measures are provided under the heading Key Performance Indicators and Certain Non-GAAP Financial Measures at the end of this press release.

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![newlogoheader.jpg](newlogoheader.jpg)

**2026 OUTLOOK - SUSTAINED COMPOUNDING GROWTH**

We believe 2026 is on track to be another great year of underlying profit growth for Hagerty as our team executes on our long-term plan to deliver compounding premium growth through investing in our long-term competitive advantages with our member-centric approach. As of January 1, 2026, we moved to a 100% quota share arrangement with our long-term partner, Markel, where we retain 100% of the premium and risk from our high-quality, historically low volatility underwriting. We also remain focused on delivering this growth more efficiently through the benefits of scale, continued cost discipline, and investments in our technology platform.

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;**•** For full year 2026, Hagerty anticipates:

&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;◦ Written Premium growth of 15% to 16%

&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;◦ Total Revenue change of (12)% to (11)%, as Markel-related commission revenue is eliminated under the Markel Fronting Arrangement<sup>1</sup>

&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;◦ Net Loss of $(51) million to $(41) million, including ~$190 million of Markel Fronting Arrangement transitional costs<sup>2</sup>

&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;◦ Adjusted EBITDA of $236 million to $247 million

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| | | | | | |
|:---|:---|:---|:---|:---|:---|
| | | **2026 Outlook ($)** | **2026 Outlook ($)** | **2026 Outlook (%)** | **2026 Outlook (%)** |
|<br>***in thousands*** |<br>**2025 Results** | **Low End** | **High End** | **Low End** | **High End** |
| Total Written Premium | $1193548 | $1373000 | $1385000 | 15% | 16% |
| Total Revenue<sup>1</sup> | $1456389 | $1280000 | $1300000 | (12)% | (11)% |
| Net Income (Loss)<sup>2, 3</sup> | $149225 | $(51000) | $(41000) | N/M | N/M |
| Adjusted EBITDA<sup>4</sup> | $236791 | $236000 | $247000 | —% | 4% |

---

<sup>1&nbsp;&nbsp;&nbsp;&nbsp;</sup>Revenue guidance reflects the accounting impact of the Markel Fronting Arrangement. Beginning in 2026, we now control the Essentia book of business with the benefit of our MGA services received by Hagerty Re and not Essentia. As a result, commission revenue and the associated ceding commission expense for policies issued through the Markel Fronting Arrangement are now eliminated in consolidation. Although we expect the arrangement to result in increased profitability (as reflected in Adjusted EBITDA), reported commission revenue and ceding commission expense will be significantly lower than prior periods, affecting period-to-period comparability. 2025 commission revenue associated with our alliance agreement with Markel was $437 million and ceding commission expense related to the Company's reinsurance quota share agreement with Markel was $344 million in 2025.

<sup>2&nbsp;&nbsp;&nbsp;&nbsp;</sup>The projected Net Loss includes approximately $190 million of pre-tax transitional costs related to the Markel Fronting Arrangement representing deferred ceding commissions paid to Markel for policies written prior to January 1, 2026, which will be fully amortized ratably over the remaining term of those policies throughout 2026. This amortization will decline from $89 million in Q1 2026 to approximately $10 million in Q4 2026 as 2025 policies expire. Excluding these transitional costs, we expect 2026 to reflect underlying profitability improvement.

<sup>3&nbsp;&nbsp;&nbsp;&nbsp;</sup>Full year 2025 Net Income includes (i) the benefit from the $42 million release of a portion of our valuation allowance, partially offset by a $32 million loss related to the change in value of the TRA liability; and (ii) a $21 million reduction in reserves in the fourth quarter, primarily related to favorable development for the 2024 accident year and improvement in current accident year experience.

<sup>4</sup>&nbsp;&nbsp;&nbsp;&nbsp;See Non-GAAP Financial Measures below for additional information regarding this non-GAAP financial measure.

N/M = Not meaningful

------

**Conference Call Details**

Hagerty will hold a conference call to discuss the financial results on Wednesday, May 6, 2026 10:00 am Eastern Time. A webcast of the conference call, including its Investor Presentation highlighting first quarter 2026 financial results, will be available on Hagerty's investor relations website at <u>investor.hagerty.com</u>. The dial-in for the conference call is (877) 423-9813 (toll-free) or (201) 689-8573 (international). Please dial the number 10 minutes prior to the scheduled start time.

A webcast replay of the call will be available at investor.hagerty.com following the call.

**Forward-Looking Statements**

This press release contains statements that constitute "forward-looking statements" within the meaning of the federal securities laws. All statements we provide, other than statements of historical fact, are forward-looking statements, including those regarding Hagerty's future operating results and financial position, Hagerty's business strategy and plans, products, services, and technology implementations, market conditions, growth and trends, expansion plans and opportunities, and Hagerty's objectives for future operations. The words "anticipate," "believe," "envision," "estimate," "expect," "intend," "may," "plan," "predict," "project," "target," "potential," "will," "would," "could," "should," "continue," "ongoing," "contemplate," and similar expressions, and the negatives of these expressions, are intended to identify forward-looking statements.

Hagerty has based these forward-looking statements largely on current expectations about future events, which may not materialize. Actual results could differ materially and adversely from those anticipated or implied in forward-looking statements. These factors include, among other things, Hagerty's ability to: (i) compete effectively within Hagerty's industry and attract and retain insurance policyholders and paid Hagerty Drivers Club ("HDC") subscribers; (ii) maintain key strategic relationships with Hagerty's insurance distribution and underwriting carrier partners; (iii) prevent, monitor, and detect fraudulent activity; (iv) manage risks associated with disruptions, interruptions, outages, or other issues with Hagerty's technology platforms or use of third-party services; (v) accelerate the adoption of Hagerty's membership and marketplace products and services, as well as any new insurance programs and products offered; (vi) successfully implement the fronting arrangement consummated with Markel and realize the anticipated benefits while also managing the increased exposure to underwriting volatility, catastrophes, reinsurance counterparty risk, and legal, compliance, and regulatory risks resulting from the shift to Hagerty Re assuming 100% of the risk for policies written through this arrangement; (vii) underwrite and price new products, including Enthusiast+, consistent with expected loss ratios and risk tolerances; (viii) execute Broad Arrow's private sale, auction, and financing strategies; (ix) manage the cyclical nature of the insurance business and broader macroeconomic conditions, including inflation, interest rates, and potential recessionary pressures; (x) achieve Hagerty's investment objectives and avoid losses in the investment portfolio; (xi) address unexpected increases in the frequency or severity of claims, including catastrophe losses; and (xii) comply with numerous laws and regulations applicable to Hagerty's business, including without limitation state, federal, and foreign laws relating to insurance and rate increases, privacy and cybersecurity, marketing and advertising, digital services, accounting matters, tax, anti-money laundering, and economic sanctions.

The forward-looking statements in this release represent Hagerty's views as of the date hereof. You should not rely on forward-looking statements as predictions of future events. We operate in a very competitive and rapidly changing environment and new risks emerge from time to time. This presentation should be read in conjunction with the information included in filings with the SEC and press releases. Understanding the information contained in these filings is important in order to fully understand Hagerty's reported financial results and business outlook for future periods. In addition, this presentation contains certain "non-GAAP financial measures". The non-GAAP measures are presented for supplemental informational purposes only. These financial measures are not recognized measures under GAAP and should not be considered in isolation or as a substitute for, or superior to, the financial information prepared and presented in accordance with GAAP. Reconciliations to the most directly comparable financial measure calculated and presented in accordance with GAAP are provided in the appendix to this presentation.

------

**About Hagerty, Inc. (NYSE: HGTY)**

Hagerty is a company built by drivers for drivers, protecting 2.9 million vehicles in the United States, Canada and the UK. We make it easier and more enjoyable for car enthusiasts to drive and celebrate the vehicles they love through innovative vehicle insurance products, live and digital auctions, engaging media and events, and the Hagerty Drivers Club, the world's largest membership community of car lovers.

For more information, please visit www.hagerty.com or www.newsroom.hagerty.com. Never Stop Driving®.

Hagerty Investor: Investor@hagerty.com

Hagerty Media: Press@hagerty.com

Category: Financial

Source: Hagerty

------

**Hagerty, Inc.**

**Condensed Consolidated Statements of Operations (Unaudited)**

---

| | | | | |
|:---|:---|:---|:---|:---|
| | Three months ended March 31, | Three months ended March 31, | Three months ended March 31, | Three months ended March 31, |
| | 2026 | 2025 | $ Change | % Change |
| REVENUES: | *in thousands (except percentages and per share amounts)* | *in thousands (except percentages and per share amounts)* | *in thousands (except percentages and per share amounts)* | *in thousands (except percentages and per share amounts)* |
| &nbsp;&nbsp;&nbsp;Earned premium, net | $239642 | $169355 | $70287 | 41.5% |
| &nbsp;&nbsp;&nbsp;Commission and fee revenue | 16435 | 100287 | (83852) | (83.6)% |
| &nbsp;&nbsp;&nbsp;Marketplace revenue | 25652 | 29086 | (3434) | (11.8)% |
| &nbsp;&nbsp;&nbsp;Membership and other revenue | 22127 | 20865 | 1262 | 6.0% |
| &nbsp;&nbsp;&nbsp;Net investment income | 10263 | 9058 | 1205 | 13.3% |
| &nbsp;&nbsp;&nbsp;Net investment losses | (2289) | (315) | (1974) | N/M |
| &nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;Total revenue | 311830 | 328336 | (16506) | (5.0)% |
| EXPENSES: |  |  |  |  |
| &nbsp;&nbsp;&nbsp;Losses and loss adjustment expenses | 97919 | 71130 | 26789 | 37.7% |
| &nbsp;&nbsp;&nbsp;Policy acquisition costs, net | 101922 | 77333 | 24589 | 31.8% |
| &nbsp;&nbsp;&nbsp;Underwriting and other insurance expenses | 59588 | 1357 | 58231 | N/M |
| &nbsp;&nbsp;&nbsp;Selling, general, and administrative expenses | 72416 | 144045 | (71629) | (49.7)% |
| &nbsp;&nbsp;&nbsp;Interest expense and other, net | 922 | 1689 | (767) | (45.4)% |
| &nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;Total expenses | 332767 | 295554 | 37213 | 12.6% |
| &nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;INCOME (LOSS) BEFORE TAXES | (20937) | 32782 | (53719) | (163.9)% |
| &nbsp;&nbsp;&nbsp;Income tax (expense) benefit | 8192 | (5489) | 13681 | N/M |
| &nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;NET INCOME (LOSS) | (12745) | 27293 | (40038) | (146.7)% |
| &nbsp;&nbsp;&nbsp;Net (income) loss attributable to non-controlling interest | 8254 | (18922) | 27176 | 143.6% |
| &nbsp;&nbsp;&nbsp;Accretion of Series A Convertible Preferred Stock | (2030) | (1875) | 155 | 8.3% |
| &nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;NET INCOME (LOSS) ATTRIBUTABLE TO CLASS A COMMON STOCKHOLDERS | $(6521) | $6496 | $(13017) | (200.4)% |
| Earnings (loss) per share of Class A Common Stock: |  |  |  |  |
| &nbsp;&nbsp;&nbsp;Basic | $(0.06) | $0.07 |  |  |
| &nbsp;&nbsp;&nbsp;Diluted | $(0.06) | $0.07 |  |  |
| Weighted average shares of Class A Common Stock outstanding: |  |  |  |  |
| &nbsp;&nbsp;&nbsp;Basic | 101034 | 90047 |  |  |
| &nbsp;&nbsp;&nbsp;Diluted | 101034 | 346311 |  |  |

---

N/M = Not meaningful

------

**Hagerty, Inc.**

**Condensed Consolidated Balance Sheets (Unaudited)**

---

| | | |
|:---|:---|:---|
| | March 31, | December 31, |
| | 2026 | 2025 |
| **ASSETS** | *in thousands (except share amounts)* | *in thousands (except share amounts)* |
| Fixed maturity securities available-for-sale, at fair value (amortized cost: $670,922 in 2026, $687,813 in 2025) | $673100 | $696271 |
| Equity securities, at fair value | 47804 | 34871 |
| &nbsp;&nbsp;Total investments | 720904 | 731142 |
| Cash and cash equivalents | 212371 | 160177 |
| Restricted cash and cash equivalents | 154362 | 138823 |
| Accounts receivable | 27993 | 98872 |
| Premiums receivable | 92446 | 180529 |
| Deferred acquisition costs, net | 143552 | 179224 |
| Reinsurance recoverables | 11863 | 15296 |
| Prepaid reinsurance premiums | 40405 | 21950 |
| Notes receivable | 148944 | 113887 |
| Intangible assets, net | 89125 | 88915 |
| Goodwill | 114150 | 114164 |
| Deferred tax assets | 40092 | 43011 |
| Other assets | 228386 | 207986 |
| TOTAL ASSETS | $2024593 | $2093976 |
| **LIABILITIES, TEMPORARY EQUITY AND STOCKHOLDERS' EQUITY** |  |  |
| Accounts payable and accrued expenses | $85847 | $111947 |
| Advance premiums | 50748 | 28287 |
| Due to insurers | 14366 | 94930 |
| Losses payable and reserves for unpaid losses and loss adjustment expenses | 203987 | 264204 |
| Unearned premiums | 508003 | 412058 |
| Ceding commissions payable | 1870 | 86165 |
| Debt, net | 228608 | 177907 |
| Contract liabilities | 46383 | 46450 |
| Deferred tax liability | 5697 | 23489 |
| Tax receivable agreement liability | 38284 | 39829 |
| Other liabilities | 106757 | 61684 |
| TOTAL LIABILITIES | 1290550 | 1346950 |
| Commitments and Contingencies |  |  |
| **TEMPORARY EQUITY** |  |  |
| Preferred stock, $0.0001 par value (20,000,000 shares authorized, 8,483,561 Series A Convertible Preferred Stock issued and outstanding as of March 31, 2026 and December 31, 2025) <sup>1</sup> | 88648 | 86618 |
| **STOCKHOLDERS' EQUITY** |  |  |
| &nbsp;&nbsp;Class A Common Stock, $0.0001 par value (500,000,000 shares authorized, 101,085,283 and 100,706,893 issued and outstanding as of March 31, 2026 and December 31, 2025, respectively) | 10 | 10 |
| &nbsp;&nbsp;Class V Common Stock, $0.0001 par value (300,000,000 authorized, 241,552,156 shares issued and outstanding as of March 31, 2026 and December 31, 2025) | 24 | 24 |
| &nbsp;&nbsp;Additional paid-in capital | 626166 | 623013 |
| &nbsp;&nbsp;Accumulated earnings (deficit) | (407451) | (402960) |
| &nbsp;&nbsp;Accumulated other comprehensive income (loss) | (66) | 1229 |
| &nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;Total stockholders' equity | 218683 | 221316 |
| &nbsp;&nbsp;Non-controlling interest | 426712 | 439092 |
| &nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;Total equity | 645395 | 660408 |
| TOTAL LIABILITIES, TEMPORARY EQUITY AND STOCKHOLDERS' EQUITY | $2024593 | $2093976 |

---

<sup>1</sup> The Series A Convertible Preferred Stock is recorded within Temporary Equity because it has equity conversion and cash redemption features.

------

**Hagerty, Inc.**

**Condensed Consolidated Statements of Cash Flows (Unaudited)**

---

| | | |
|:---|:---|:---|
| | Three months ended March 31, | Three months ended March 31, |
| | 2026 | 2025 |
| **OPERATING ACTIVITIES:** | *in thousands* | *in thousands* |
| Net income (loss) | $(12745) | $27293 |
| Adjustments to reconcile net income (loss) to net cash from operating activities: |  |  |
| &nbsp;&nbsp;Loss on disposals of equipment, software, and other assets  | 213 | 1136 |
| &nbsp;&nbsp;Depreciation and amortization | 9706 | 9488 |
| &nbsp;&nbsp;Provision for deferred taxes | (13528) | (939) |
| &nbsp;&nbsp;Share-based compensation expense | 4617 | 4392 |
| &nbsp;&nbsp;Non-cash lease expense | 2108 | 2109 |
| &nbsp;&nbsp;Net investment losses | 2289 | 315 |
| &nbsp;&nbsp;(Accretion) amortization of discount and premium, net | (1358) | (1184) |
| &nbsp;&nbsp;Amortization of gain on loss portfolio transfer | (1308) |  |
| &nbsp;&nbsp;Other | 575 | 1852 |
| Changes in assets and liabilities: |  |  |
| &nbsp;&nbsp;Accounts and premiums receivable | 157636 | (42812) |
| &nbsp;&nbsp;Deferred acquisition costs, net | 35672 | 4196 |
| &nbsp;&nbsp;Reinsurance recoverables | 3433 | (7561) |
| &nbsp;&nbsp;Prepaid reinsurance premiums | (18455) | (8285) |
| &nbsp;&nbsp;Advance premiums | 22512 | 19921 |
| &nbsp;&nbsp;Due to insurers | (80441) | 25336 |
| &nbsp;&nbsp;Losses payable and reserves for unpaid losses and loss adjustment expenses | (60217) | (14958) |
| &nbsp;&nbsp;Unearned premiums | 95945 | (5377) |
| &nbsp;&nbsp;Ceding commissions payable | (84295) | 1926 |
| &nbsp;&nbsp;Other assets and liabilities, net | (46106) | 26982 |
| &nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;Net Cash Provided by Operating Activities | 16253 | 43830 |
| **INVESTING ACTIVITIES:** |  |  |
| &nbsp;&nbsp;Capital expenditures | (7712) | (5389) |
| &nbsp;&nbsp;Issuance of notes receivable | (48133) | (9886) |
| &nbsp;&nbsp;Collection of notes receivable | 14014 | 1650 |
| &nbsp;&nbsp;Purchases of fixed maturity securities | (149982) | (39150) |
| &nbsp;&nbsp;Purchases of equity securities | (51041) | (246) |
| &nbsp;&nbsp;Proceeds from maturities and sales of fixed maturity securities | 167537 | 48526 |
| &nbsp;&nbsp;Proceeds from sales of equity securities | 35405 | 247 |
| &nbsp;&nbsp;Other investing activities | (13) | (233) |
| &nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;Net Cash Used in Investing Activities | (39925) | (4481) |
| **FINANCING ACTIVITIES:** |  |  |
| &nbsp;&nbsp;Repayments of debt | (6159) | (120880) |
| &nbsp;&nbsp;Proceeds from debt, net of issuance costs | 57911 | 160067 |
| &nbsp;&nbsp;Proceeds from loss portfolio transfer | 50500 |  |
| &nbsp;&nbsp;Claims payments made from loss portfolio transfer | (9248) |  |
| &nbsp;&nbsp;Distributions paid to non-controlling interest unit holders | (359) | (24676) |
| &nbsp;&nbsp;Funding of TRA Liability payments | (1545) | (223) |
| &nbsp;&nbsp;Funding of employee tax obligations upon vesting of share-based payments | (61) | (44) |
| &nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;Net Cash Provided by Financing Activities | 91039 | 14244 |
| Effect of exchange rate changes on cash and cash equivalents and restricted cash and cash equivalents | 366 | (130) |
| Change in cash and cash equivalents and restricted cash and cash equivalents | 67733 | 53463 |
| Beginning cash and cash equivalents and restricted cash and cash equivalents | 299000 | 232845 |
| Ending cash and cash equivalents and restricted cash and cash equivalents | $366733 | $286308 |

---

------

**Key Performance Indicators and Non-GAAP Financial Measures**

***Key Performance Indicators***

The tables below present a summary of our Key Performance Indicators, which include important operational metrics, as well as certain financial measures prepared in accordance with accounting principles generally accepted in the United States of America ("GAAP") and non-GAAP financial measures. We use these Key Performance Indicators to evaluate our business, measure our performance, identify trends against planned initiatives, prepare financial projections, and make strategic decisions. We believe these Key Performance Indicators are useful in evaluating our performance when read together with our Condensed Consolidated Financial Statements prepared in accordance with GAAP.

---

| | | | | |
|:---|:---|:---|:---|:---|
| | Three months ended March 31, | Three months ended March 31, | Three months ended March 31, | Three months ended March 31, |
| | 2026 | 2025 | Change | Change |
| **GAAP Financial Measures** | *dollars in thousands (except per share amounts)* | *dollars in thousands (except per share amounts)* | *dollars in thousands (except per share amounts)* | *dollars in thousands (except per share amounts)* |
| &nbsp;&nbsp;Total Revenue <sup>1</sup> | $311830 | $328336 | $(16506) | (5.0)% |
| &nbsp;&nbsp;Income (loss) before taxes | $(20937) | $32782 | $(53719) | (163.9)% |
| &nbsp;&nbsp;Net Income (Loss) | $(12745) | $27293 | $(40038) | (146.7)% |
| &nbsp;&nbsp;Basic Earnings (Loss) Per Share | $(0.06) | $0.07 | $(0.13) | (185.7)% |
| &nbsp;&nbsp;Diluted Earnings (Loss) Per Share | $(0.06) | $0.07 | $(0.13) | (185.7)% |
| **Non-GAAP Financial Measures** |  |  |  |  |
| &nbsp;&nbsp;Adjusted EBITDA | $85185 | $48151 | $37034 | 76.9% |
| &nbsp;&nbsp;Adjusted Net Income (Loss) | $(13144) | $25352 | $(38496) | (151.8)% |
| &nbsp;&nbsp;Adjusted Diluted EPS | $(0.04) | $0.07 | $(0.11) | (157.1)% |
| **Insurance Operational Metrics** |  |  |  |  |
| &nbsp;&nbsp;Total Written Premium | $288946 | $244327 | $44619 | 18.3% |
| &nbsp;&nbsp;Net Assumed Premium | $317346 | $155651 | $161695 | 103.9% |
| &nbsp;&nbsp;Hagerty Re Loss Ratio | 38.4% | 42.0% | (3.6)% | N/M |
| &nbsp;&nbsp;Hagerty Re Combined Ratio | 86.5% | 88.5% | (2.0)% | N/M |
| &nbsp;&nbsp;New Business Count **—** Insurance | 111896 | 55309 | 56587 | 102.3% |
| **Marketplace Operational Metrics** |  |  |  |  |
| &nbsp;&nbsp;Aggregate Auction Sales | $135379 | $75336 | $60043 | 79.7% |
| &nbsp;&nbsp;Net Auction Sales | $123436 | $68213 | $55223 | 81.0% |
| &nbsp;&nbsp;Private Sales | $36830 | $53669 | $(16839) | (31.4)% |
| &nbsp;&nbsp;BAC Average Loan Portfolio | $135270 | $62784 | $72486 | 115.5% |

---

N/M = Not meaningful

<sup>1&nbsp;&nbsp;&nbsp;&nbsp;</sup>Total Revenue for the three months ended March 31, 2025 has been recast to include Net investment income and Net investment losses as components of revenue in accordance with the Article 7 reporting standards adopted in 2025. Total revenue as previously presented in accordance with Article 5 was $320 million for the three months ended March 31, 2025.

---

| | | | | |
|:---|:---|:---|:---|:---|
| | March 31, | March 31, | March 31, | March 31, |
| | 2026 | 2025 | Change | Change |
| **Insurance Operational Metrics** | *dollars in thousands* | *dollars in thousands* | *dollars in thousands* | *dollars in thousands* |
| &nbsp;&nbsp;Policies in Force | 1760400 | 1524927 | 235473 | 15.4% |
| &nbsp;&nbsp;Policies in Force Retention | 88.5% | 89.0% | (0.5)% | N/M |
| &nbsp;&nbsp;Vehicles in Force | 2910661 | 2609209 | 301452 | 11.6% |
| &nbsp;&nbsp;HDC Paid Member Count | 940313 | 889390 | 50923 | 5.7% |
| **Marketplace Operational Metrics** |  |  |  |  |
| &nbsp;&nbsp;BAC Loan Portfolio Balance | $142956 | $73192 | $69764 | 95.3% |

---

N/M = Not meaningful

------

***Adjusted EBITDA***

We define EBITDA as consolidated Net income (loss), excluding Interest expense and other, net, Income tax expense (benefit), and Depreciation and amortization. We define Adjusted EBITDA as EBITDA, further adjusted to (i) exclude net investment gains and losses; (ii) deduct interest expense related to the State Farm Term Loan; (iii) exclude share-based compensation expense; and when applicable, exclude (iv) restructuring, impairment and related charges; (v) gains, losses and impairments related to divestitures; and (vi) certain other unusual items, such as Markel Fronting Arrangement transitional costs during the three months ended March 31, 2026.

*How This Measure is Useful*

When used in conjunction with GAAP financial measures, Adjusted EBITDA is a supplemental measure of operating performance that we believe is a useful measure to evaluate our performance period over period and relative to our competitors and peers. Management uses Adjusted EBITDA to evaluate our operating performance on a consistent basis, as it removes the impact of items not directly resulting from our core operations. We believe the presentation of Adjusted EBITDA provides securities analysts, investors, and other interested parties with a supplemental view of our operating performance that enhances their understanding of our business and our results of operations, as well as assisting investors in evaluating how well we are executing our strategic initiatives.

*Limitations of the Usefulness of This Measure*

Adjusted EBITDA may differ from similarly titled measures used by other companies due to different methods of calculation, which could reduce the usefulness of this non-GAAP financial measure when comparing our performance to that of other companies. Presentation of Adjusted EBITDA is not intended to be considered in isolation or a substitute for, or superior to, the financial information prepared in accordance with GAAP. A reconciliation of Adjusted EBITDA to Net income (loss), the most directly comparable GAAP measure, is presented below.

---

| | | |
|:---|:---|:---|
| | Three months ended March 31, | Three months ended March 31, |
| | 2026 | 2025 |
|  | *in thousands* | *in thousands* |
| Net income (loss) | $(12745) | $27293 |
| &nbsp;&nbsp;Interest expense and other, net <sup>1</sup> | 922 | 1689 |
| &nbsp;&nbsp;Income tax expense (benefit) | (8192) | 5489 |
| &nbsp;&nbsp;Depreciation and amortization | 9706 | 9488 |
| EBITDA | (10309) | 43959 |
| &nbsp;&nbsp;Markel Fronting Arrangement transitional costs <sup>2</sup> | 88958 |  |
| &nbsp;&nbsp;Net investment losses | 2289 | 315 |
| &nbsp;&nbsp;Interest expense related to State Farm Term Loan <sup>3</sup> | (515) | (515) |
| &nbsp;&nbsp;Share-based compensation expense | 4617 | 4392 |
| &nbsp;&nbsp;Other unusual items <sup>4</sup> | 145 |  |
| Adjusted EBITDA | $85185 | $48151 |

---

<sup>1&nbsp;&nbsp;&nbsp;&nbsp;</sup>Excludes interest expense related to the BAC Credit Facility, which is recorded within "Selling, general, and administrative expenses" in the Condensed Consolidated Statements of Operations.

<sup>2&nbsp;&nbsp;&nbsp;&nbsp;</sup>Represents the amortization of deferred ceding commissions paid to Markel for policies written prior to January 1, 2026. These costs relate exclusively to policies written prior to our entry into the Markel Fronting Arrangement and are being fully amortized ratably over the remaining term of those policies through December 31, 2026. We expect the amortization of these deferred ceding commissions to decline from $89.0 million in the first quarter of 2026 to approximately $10.0 million in the fourth quarter of 2026, as the remaining 2025 policy terms run off. Management excludes these costs from Adjusted EBITDA because they are transitional charges related solely to deferred ceding commissions on policies written prior to January 1, 2026, are expected to run off by December 31, 2026, and are not indicative of our ongoing operating performance under the Markel Fronting Arrangement.

<sup>3&nbsp;&nbsp;&nbsp;&nbsp;</sup>Interest expense related to the State Farm Term Loan is charged against Adjusted EBITDA as it is directly attributable to the operations of Hagerty Re.

<sup>4&nbsp;&nbsp;&nbsp;&nbsp;</sup>For the three months ended March 31, 2026, other unusual items includes additional severance expenses associated with the actions taken in the fourth quarter of 2025.

------

As a result of our transition to the Article 7 reporting standards, Net investment income is reported as a component of revenue and is no longer an adjustment in our reconciliation from Net income (loss) to Adjusted EBITDA. In addition, interest expense related to the State Farm Term Loan is now deducted from Adjusted EBITDA as it is directly attributable to Hagerty Re, which generates a significant portion of our net investment income. The following table presents a reconciliation of Adjusted EBITDA as presented in the prior period in accordance with Article 5, to the current presentation in accordance with Article 7:

---

| | |
|:---|:---|
| | Three months ended March 31, 2025 |
|  | *in thousands* |
| Prior presentation of Adjusted EBITDA | $39608 |
| &nbsp;&nbsp;Net investment income | 9058 |
| &nbsp;&nbsp;Interest expense related to State Farm Term Loan | (515) |
| Current presentation of Adjusted EBITDA | $48151 |

---

The following table reconciles Adjusted EBITDA for the year ended December 31, 2026 Outlook to the most directly comparable GAAP measure, which is Net income (loss):

---

| | | |
|:---|:---|:---|
| | 2026 Low | 2026 High |
|  | *in thousands* | *in thousands* |
| Net loss <sup>1</sup> | $(51000) | $(41000) |
| &nbsp;&nbsp;&nbsp;Interest expense and other, net <sup>2</sup> | 5000 | 5000 |
| &nbsp;&nbsp;&nbsp;Income tax expense | 33000 | 34000 |
| &nbsp;&nbsp;&nbsp;Depreciation and amortization | 40000 | 40000 |
| &nbsp;&nbsp;&nbsp;Share-based compensation expense | 19000 | 19000 |
| &nbsp;&nbsp;&nbsp;Markel Fronting Arrangement transitional costs <sup>1</sup> | 190000 | 190000 |
| Adjusted EBITDA | $236000 | $247000 |

---

<sup>1</sup><sup>&nbsp;&nbsp;&nbsp;&nbsp;</sup>Represents the amortization of deferred ceding commissions paid to Markel for policies written prior to January 1, 2026. These costs relate exclusively to policies written prior to our entry into the Markel Fronting Arrangement and are being fully amortized ratably over the remaining term of those policies through December 31, 2026. We expect the amortization of these deferred ceding commissions to decline from $89.0 million in the first quarter of 2026 to approximately $10.0 million in the fourth quarter of 2026, as the remaining 2025 policy terms run off. Management excludes these costs from Adjusted EBITDA because they are transitional charges related solely to deferred ceding commissions on policies written prior to January 1, 2026, are expected to run off by December 31, 2026, and are not indicative of our ongoing operating performance under the Markel Fronting Arrangement.

<sup>2</sup><sup>&nbsp;&nbsp;&nbsp;&nbsp;</sup>Excludes interest expense related to the BAC Credit Facility, which is recorded within "Selling, general, and administrative expenses" in the Condensed Consolidated Statements of Operations.

***Adjusted Net Income (Loss) and Adjusted Diluted EPS***

Adjusted Net Income (Loss) represents Net income (loss) attributable to Class A Common Stockholders, assuming the full exchange of all outstanding THG units and Series A Convertible Preferred Stock for shares of Class A Common Stock, adjusted to exclude (i) net investment gains and losses; and when applicable, (ii) changes in the TRA Liability; (iii) gains and losses related to divestitures; and (iv) certain other unusual items, each of which we do not believe are directly related to our core operations and may not be indicative of our ongoing performance. Adjusted Diluted EPS is calculated by dividing Adjusted Net Income (Loss) by the weighted average shares of Class A Common Stock outstanding, assuming the full exchange of all outstanding THG units, Series A Convertible Preferred Stock, and unvested share-based compensation awards.

------

*How These Measures Are Useful*

When used in conjunction with GAAP financial measures, Adjusted Net Income (Loss) and Adjusted Diluted EPS are supplemental measures of operating performance that we believe are useful measures to evaluate our performance period over period and relative to our competitors and peers. Management uses Adjusted Net Income (Loss) and Adjusted Diluted EPS to evaluate our operating performance on a consistent basis to make strategic and operational decisions. We believe these measures provide management and investors with useful information regarding trends in our business that may not otherwise be apparent when relying solely on GAAP measures. By assuming the full exchange of all outstanding THG units and Series A Convertible Preferred Stock, we believe these measures facilitate comparisons with other companies that have different organizational and tax structures, as well as comparisons period over period because it eliminates the effect of any changes in Net income (loss) attributable to Class A Common Stockholders driven by increases in Hagerty, Inc.'s ownership in THG, which is unrelated to our operating performance, and excludes items that are unusual or may not be indicative of our ongoing performance.

*Limitations of the Usefulness of These Measures*

Adjusted Net Income (Loss) and Adjusted Diluted EPS may differ from similarly titled measures used by other companies due to different methods of calculation. Presentation of Adjusted Net Income (Loss) and Adjusted Diluted EPS should not be considered alternatives to Net income (loss) attributable to Class A Common Stockholders and Diluted EPS, as determined under GAAP. While these measures are useful in evaluating our performance, they assume the full exchange of all outstanding THG units and Series A Convertible Preferred Stock for shares of Class A Common Stock, which has not occurred and may not occur. Further, the adjustments made to arrive at Adjusted Net Income (Loss) exclude certain expenses and income that may recur in the future. Adjusted Net Income (Loss) and Adjusted Diluted EPS should be evaluated in conjunction with our GAAP financial results. A reconciliation of Adjusted Net Income (Loss) to Net income (loss) attributable to Class A Common Stockholders, the most directly comparable GAAP measure, and the computation of Adjusted Diluted EPS are presented below.

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| | | |
|:---|:---|:---|
| | Three months ended March 31, | Three months ended March 31, |
| | 2026 | 2025 |
| Numerator: | *in thousands (except per share amounts)* | *in thousands (except per share amounts)* |
| Net income (loss) attributable to Class A Common Stockholders | $(6521) | $6496 |
| Adjustments: |  |  |
| &nbsp;&nbsp;Accretion of Series A Convertible Preferred Stock | 2030 | 1875 |
| &nbsp;&nbsp;Net income (loss) attributable to non-controlling interest | (8254) | 18922 |
| &nbsp;&nbsp;Net investment losses | 2289 | 315 |
| &nbsp;&nbsp;Other unusual items <sup>1</sup> | 145 |  |
| &nbsp;&nbsp;Tax impact of above adjustments <sup>2</sup> | (2833) | (2256) |
| Adjusted Net Income (Loss) | $(13144) | $25352 |
| Denominator: |  |  |
| Weighted average shares of Class A Common Stock outstanding — Diluted | 101034 | 346311 |
| Adjustments: |  |  |
| &nbsp;&nbsp;Assumed exchange of non-controlling interest THG units for shares of Class A Common Stock | 245102 |  |
| &nbsp;&nbsp;Assumed conversion of shares of Series A Convertible Preferred Stock into shares of Class A Common Stock | 6785 | 6785 |
| &nbsp;&nbsp;Assumed vesting of share-based compensation awards | 8007 | 6881 |
| Adjusted weighted average shares of Class A Common Stock outstanding — Diluted | 360928 | 359977 |
| Adjusted Diluted EPS | $(0.04) | $0.07 |

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| | | |
|:---|:---|:---|
| | Three months ended March 31, | Three months ended March 31, |
| | 2026 | 2025 |
| Diluted EPS | $(0.06) | $0.07 |
| &nbsp;&nbsp;Impact of assumed exchange, conversion, or vesting of remaining potentially dilutive securities <sup>3</sup> | 0.02 | 0.01 |
| &nbsp;&nbsp;Non-GAAP adjustments <sup>4</sup> |  | (0.01) |
| Adjusted Diluted EPS | $(0.04) | $0.07 |

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<sup>1&nbsp;&nbsp;&nbsp;&nbsp;</sup>For the three months ended March 31, 2026, other unusual items includes additional severance expenses associated with the actions taken in the fourth quarter of 2025.

<sup>2&nbsp;&nbsp;&nbsp;&nbsp;</sup>Represents the tax effect of the aforementioned adjustments to reflect corporate income taxes at an estimated effective tax rate of 29.0% and 23.4% for 2025 and 2025, respectively, which considers the U.S. federal statutory rate of 21%, a combined state income tax rate of approximately 5% (net of federal benefits), and certain material permanent items.

<sup>3</sup><sup>&nbsp;&nbsp;&nbsp;&nbsp;</sup>Assumes the exchange of all outstanding THG units, Series A Convertible Preferred Stock, and unvested share-based compensation awards for shares of Class A Common Stock, resulting in the elimination of the non-controlling interest and recognition of the Net income (loss) attributable to non-controlling interest, as well as elimination of the accretion of Series A Convertible Preferred Stock.

<sup>4</sup><sup>&nbsp;&nbsp;&nbsp;&nbsp;</sup>Represents the per share impact of non-GAAP adjustments for each period. Refer to the reconciliation above for additional information.

## Exhibit 99.3

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INVESTOR PRESENTATION Q1 2026 Speakers: McKeel Hagerty, Chief Executive Officer and Chairman Patrick McClymont, Chief Financial Officer

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HAGERTY Q1 2026 \| 2 Forward Looking Statements / Non-GAAP Financial Measures This presentation contains statements that constitute "forward- looking statements" within the meaning of the federal securities laws. All statements we provide, other than statements of historical fact, are forward-looking statements, including those regarding our future operating results and financial position, our business strategy and plans, products, services, and technology implementations, market conditions, growth and trends, expansion plans and opportunities, and our objectives for future operations. The words "anticipate," "believe," "envision," "estimate," "expect," "intend," "may," "plan," "predict," "project," "target," "potential," "will," "would," "could," "should," "continue," "ongoing," "contemplate," and similar expressions, and the negatives of these expressions, are intended to identify forward-looking statements. We have based these forward-looking statements largely on our current expectations about future events, which may not materialize. Actual results could differ materially and adversely from those anticipated or implied in our forward-looking statements. These factors include, among other things, our ability to: (i) compete effectively within our industry and attract and retain insurance policyholders and paid Hagerty Drivers Club ("HDC") subscribers; (ii) maintain key strategic relationships with our insurance distribution and underwriting carrier partners; (iii) prevent, monitor, and detect fraudulent activity; (iv) manage risks associated with disruptions, interruptions, outages, or other issues with our technology platforms or use of third- party services;(v) accelerate the adoption of our membership and marketplace products and services, as well as any new insurance programs and products we offer; (vi) successfully implement the fronting arrangement consummated with Markel and realize the anticipated benefits while also managing the increased exposure to underwriting volatility, catastrophes, reinsurance counterparty risk, and legal, compliance, and regulatory risks resulting from the shift to Hagerty Re assuming 100% of the risk for policies written through this arrangement; (vii) underwrite and price new products, including Enthusiast+, consistent with expected loss ratios and risk tolerances; (viii) execute Broad Arrow's private sale, auction, and financing strategies; (ix) manage the cyclical nature of the insurance business and broader macroeconomic conditions, including inflation, interest rates, and potential recessionary pressures; (x) achieve our investment objectives and avoid losses in our investment portfolio; (xi) address unexpected increases in the frequency or severity of claims, including catastrophe losses; and (xii) comply with numerous laws and regulations applicable to our business, including without limitation state, federal, and foreign laws relating to insurance and rate increases, privacy and cybersecurity, marketing and advertising, digital services, accounting matters, tax, anti-money laundering, and economic sanctions. The forward-looking statements in this presentation represent our views as of the date hereof. You should not rely on forward-looking statements as predictions of future events. We operate in a very competitive and rapidly changing environment and new risks emerge from time to time. This presentation should be read in conjunction with the information included in our filings with the SEC and press releases. Understanding the information contained in these filings is important in order to fully understand our reported financial results and our business outlook for future periods. In addition, this presentation contains certain "non-GAAP financial measures". The non-GAAP measures are presented for supplemental informational purposes only. These financial measures are not recognized measures under GAAP and should not be considered in isolation or as a substitute for, or superior to, the financial information prepared and presented in accordance with GAAP. Reconciliations to the most directly comparable financial measure calculated and presented in accordance with GAAP are provided in the appendix to this presentation. On the cover: The 1969 McLaren M8B and 1931 Duesenberg Model J 'Tapertail' Speedster, Best of Show winners of the Concours de Sport and Concours d'Elegance at The Amelia 2026. PHOTOGRAPHER: DEREMER STUDIOS

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HAGERTY Q1 2026 \| 3 Q1 2026 Highlights 1 Q1 2026 reflects the transition of business under the Markel Fronting Arrangement, which resulted in a decrease in Commission and fee revenue and the recognition of transitional costs to amortize the remaining deferred ceding commissions related to 2025 policies. 2 See Appendix for additional information regarding this non-GAAP financial measure. Enthusiasts get an early look at some of the world's most coveted collector cars during the Broad Arrow Auction Preview at The Amelia 2026. PHOTOGRAPHER: JAMES LIPMAN Total Revenue1 of $312 million 1. Written Premium growth of 18% to $289 million » Added a record 112,000 new members in the first quarter and increased policies in force 15% year-over-year to 1.8 million 2. Earned Premium growth of 42% to $240 million » Increased quota share to 100% as of January 1, 2026 with the new Markel Fronting Arrangement 3. Marketplace revenue declined 12% to $26 million » Record vehicle sales at Amelia of $111 million and 92% sell-through rate, offset by lower inventory sales 4. Membership and other revenue growth of 6% to $22 million Strong growth in underlying profitability1 1. Net Loss of $13 million compared to Net Income of $27 million » Includes pre-tax $89 million of Markel Fronting Arrangement transitional costs 2. Adjusted EBITDA2 of $85 million compared to $48 million (+77%) 3. Hagerty Re combined ratio of ~87% Completed strategic evolution to assume control of Markel program and 100% of premium post transition to fronting arrangement Strong underlying operational performance with growth in written premiums, earned premium and members Transition to fronting arrangement resulted in decrease to reported revenue as previously disclosed

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Double policies in force to 3.0 million by 2030 INVESTING IN OUR MEMBER-CENTRIC APPROACH TO DELIVER COMPOUNDING PROFIT GROWTH: » Implement Markel Fronting Arrangement with 100% quota share and realize anticipated benefits » Accelerate insurance growth with State Farm rollout » Leverage technology to enhance agent distribution and accelerate business-to-business efforts » Further invest in our claims handling expertise for members » Refine Hagerty Drivers Club value proposition and leverage our unique and authentic car culture » Invest in technology and Duck Creek implementation → Some cars are too good not to share. PHOTOGRAPHER: CAMERON NEVEU 2026 Priorities HAGERTY Q1 2026 \| 4

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HAGERTY Q1 2026 \| 5 FIRST QUARTER 2026 Financial Highlights 1 Q1 2026 reflects the transition of business under the Markel Fronting Arrangement, which resulted in a decrease in Commission and fee revenue and the recognition of transitional costs to amortize the remaining deferred ceding commissions related to 2025 policies. 2 Hagerty Re's Loss Ratio is the ratio of (i) Hagerty Re's losses and loss adjustment expenses to (ii) its earned premium. Loss and loss adjustment expenses includes $6 million of reserve reductions in the first quarter of 2026 related to favorable development for prior accident years. 3 Hagerty Re's Combined Ratio is the ratio of (i) Hagerty Re's losses, loss adjustment expenses, and underwriting expenses to (ii) its earned premium. Loss and loss adjustment expenses includes $6 million of reserve reductions in the first quarter of 2026 related to favorable development for prior accident years. 4 See Appendix for additional information regarding this non-GAAP financial measure. GROWTH PERSISTENCE PROFITABILITY $312M TOTAL REVENUE1 -5% $21M LOSS BEFORE TAXES1 -164% $13M NET LOSS -147% $289M WRITTEN PREMIUM +18% $85M ADJUSTED EBITDA4 +77% $(0.06) BASIC EARNINGS (LOSS) PER SHARE 38.4% HAGERTY RE LOSS RATIO2 86.6% HAGERTY RE COMBINED RATIO3 88.5% RETENTION

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HAGERTY Q1 2026 \| 6 Revenue Components 18% Growth in Written Premium Fueled by 15% PIF Growth 1 Includes base commissions, payment plan fees and contingent underwriting commissions. Q1 2026 now reflects the transition of business under the Markel Fronting Arrangement, which resulted in a decrease in Commission and fee revenue. FIRST QUARTER 2026 HIGHLIGHTS Earned premium (+42%) » Quota share increased to 100% effective January 1, 2026 under the Markel Fronting Arrangement » Written premium growth of 18% » Policies in force retention of 89% Commission and fee revenue (-84%) » Q1 2026 is now reflecting the transition of business under the Markel Fronting Arrangement, which resulted in a decrease in Commission and fee revenue Marketplace revenue (-12%) » Record sales at Amelia of $111 million in vehicles and 92% sell-through rates » Lower level of inventory sales due to a one-time sale in 2025 Membership and other revenue (+6%) » Membership revenue growth of 7% Net investment income (-9%) » $10 million of Net investment income and $2 million of Net investment losses $328 $312 (9)% (12)% 6% 42% (84)% CHANGE 5% DECREASE $169 $240 $16 $22 $100 $21 $29 $9 $26 $8 2025 2026 TOTAL REVENUE Earned premium Commission and fee revenue1 Membership + other revenue Marketplace revenue Net investment income

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HAGERTY Q1 2026 \| 7 YTD Q1 2024 YTD Q1 2025 YTD Q1 2026YTD Q1 2024 YTD Q1 2025 YTD Q1 2026 1 Q1 2024 Net Income includes a $6 million loss as a result of a change in the fair value of our warrant liabilities. Q1 2026 Net Loss includes $89 million of pre-tax transitional costs associated with the new Markel Fronting Arrangement. 2 Adjusted EBITDA now includes Net investment income of $9 million in 2024, $9 million in 2025, and $10 million in 2026. See Appendix for additional information regarding this non-GAAP financial measure. First Quarter 2026 Earnings Analysis Delivering Sustained Underlying Profit Growth FIRST QUARTER NET INCOME1 FIRST QUARTER ADJUSTED EBITDA2 $8 $27 $(13) YTD Q1 2024 YTD Q1 2025 YTD Q1 2026 $36 $48 $85 YTD Q1 2024 YTD Q1 2025 YTD Q1 2026

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HAGERTY Q1 2026 \| 8 2026 Outlook IN THOUSANDS 2025 RESULTS 2026 OUTLOOK ($) 2026 OUTLOOK (%) LOW END HIGH END LOW END HIGH END Total Written Premium $1,193,548 $1,373,000 $1,385,000 15% 16% Total Revenue 1 $1,456,389 $1,280,000 $1,300,000 (12)% (11)% Net Income (Loss) 2, 3 $149,225 $(51,000) $(41,000) N/M N/M Adjusted EBITDA 4 $236,791 $236,000 $247,000 —% 4% 1 Revenue guidance reflects the accounting impact of the Markel Fronting Arrangement. Beginning in 2026, we now control the Essentia book of business with the benefit of our MGA services received by Hagerty Re and not Essentia. As a result, commission revenue and the associated ceding commission expense for policies issued through the Markel Fronting Arrangement are eliminated in consolidation. Although we expect the arrangement to result in increased profitability (as reflected in Adjusted EBITDA), reported commission revenue and ceding commission expense will be significantly lower than prior periods, affecting period-to-period comparability. 2025 commission revenue associated with our alliance agreement with Markel was $437 million and ceding commission expense related to the Company's reinsurance quota share agreement with Markel was $344 million in 2025. 2 The projected Net Loss includes approximately $190 million of pre-tax transitional costs related to the Markel Fronting Arrangement representing deferred ceding commissions paid to Markel for policies written prior to January 1, 2026, which will be fully amortized ratably over the remaining term of those policies throughout 2026. This amortization will decline from $89 million in Q1 2026 to approximately $10 million in Q4 2026 as 2025 policies expire. Excluding these transitional costs, we expect 2026 to reflect underlying profitability improvement. 3 Full year 2025 Net Income includes (i) the benefit from the $42 million release of a portion of our valuation allowance, partially offset by a $32 million loss related to the change in value of the TRA liability; and (ii) a $21 million pre-tax reserve reduction in the fourth quarter, primarily related to favorable development for the 2024 accident year and improvement in current accident year experience. 4 See Appendix for additional information regarding this non-GAAP financial measure. N/M = Not meaningful Sustained Compounding Growth → The open road awaits. A driver settles in for the Eight Flags Road Tour at The Amelia 2026. PHOTOGRAPHER: KATE AUDA

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HAGERTY Q1 2026 \| 9 NON-GAAP FINANCIAL MEASURES \| 2026 OUTLOOK Net Income (Loss) to Adjusted EBITDA IN THOUSANDS 2026 Low 2026 High Net Loss1 ($51,000) ($41,000) Interest expense and other, net2 5,000 5,000 Income tax expense 33,000 34,000 Depreciation and amortization 40,000 40,000 Share-based compensation expense 19,000 19,000 Markel Fronting Arrangement transitional costs 190,000 190,000 Adjusted EBITDA $236,000 $247,000 1 Represents the amortization of deferred ceding commissions paid to Markel for policies written prior to January 1, 2026. These costs relate exclusively to policies written prior to our entry into the Markel Fronting Arrangement and are being fully amortized ratably over the remaining term of those policies through December 31, 2026. We expect the amortization of these deferred ceding commissions to decline from $89.0 million in the first quarter of 2026 to approximately $10.0 million in the fourth quarter of 2026, as the remaining 2025 policy terms run off. Management excludes these costs from Adjusted EBITDA because they are transitional charges related solely to deferred ceding commissions on policies written prior to January 1, 2026, are expected to run off by December 31, 2026, and are not indicative of our ongoing operating performance under the Markel Fronting Arrangement. 2 Excludes interest expense related to the BAC Credit Facility, which is recorded within "Selling, general, and administrative expenses" in the Condensed Consolidated Statements of Operations. \* See Appendix for the definition on Adjusted EBITDA.

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Appendix

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HAGERTY Q1 2026 \| 11 REVENUE COMPONENTS BY QUARTER $ in Millions 152 158 166 168 169 178 187 193 240 Q1 2024 Q2 2024 Q3 2024 Q4 2024 Q1 2025 Q2 2025 Q3 2025 Q4 2025 Q1 2026 89 129 116 89 100 143 137 106 16 Q1 2024 Q2 2024 Q3 2024 Q4 2024 Q1 2025 Q2 2025 Q3 2025 Q4 2025 Q1 2026 31 27 42 34 50 48 56 48 48 Q1 2024 Q2 2024 Q3 2024 Q4 2024 Q1 2025 Q2 2025 Q3 2025 Q4 2025 Q1 2026 COMMISSION + FEE REVENUE1 EARNED PREMIUM MEMBERSHIP, MARKETPLACE + OTHER REVENUE 1 Includes base commissions, payment plan fees and contingent underwriting commissions.

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HAGERTY Q1 2026 \| 12 IN THOUSANDS Q1 2025 Q2 2025 - Q4 2025 Q1 2026 TTM Net income (loss) $27,293 $121,932 ($12,745) $109,187 Interest expense and other, net1 1,689 39,207 922 40,129 Income tax (benefit) expense 5,489 (15,532) (8,192) (23,724) Depreciation and amortization 9,488 28,036 9,706 37,742 EBITDA 43,959 173,643 (10,309) 163,334 Net investment (gains) losses 315 (3,379) 2,289 (1,090) Interest expense related to State Farm Term Loan2 (515) (1,545) (515) (2,060) Share-based compensation expense 4,392 14,516 4,617 19,133 Markel Fronting Arrangement transitional costs3 — — 88,958 88,958 Other unusual items4 — 5,405 145 5,550 Adjusted EBITDA $48,151 $188,640 $85,185 $273,825 1 Excludes interest expense related to the BAC Credit Facility, which is recorded within "Selling, general, and administrative expenses" in the Condensed Consolidated Statements of Operations. 2 Interest expense related to the State Farm Term Loan is charged against Adjusted EBITDA as it is directly attributable to the operations of Hagerty Re. 3 Represents the amortization of deferred ceding commissions paid to Markel in for policies written prior to January 1, 2026. These costs relate exclusively to policies written prior to our entry into the Markel Fronting Arrangement and are being fully amortized ratably over the remaining term of those policies through December 31, 2026. We expect the amortization of these deferred ceding commissions to decline from $89.0 million in the first quarter of 2026 to approximately $10.0 million in the fourth quarter of 2026, as the remaining 2025 policy terms run off. Management excludes these costs from Adjusted EBITDA because they are transitional charges related solely to deferred ceding commissions on policies written prior to January 1, 2026, are expected to run off by December 31, 2026, and are not indicative of our ongoing operating performance under the Markel Fronting Arrangement. 4 For the trailing twelve months ending March 31, 2026, other unusual items includes certain legal settlement expenses, professional fees associated with the THG Unit Exchange and related Secondary Offering, and certain material severance expenses. Adjusted EBITDA We define EBITDA as consolidated Net income (loss), excluding Interest expense and other, net, Income tax (benefit) expense, and Depreciation and amortization. We define Adjusted EBITDA as EBITDA, further adjusted to (i) exclude net investment gains and losses; (ii) deduct interest expense related to the State Farm Term Loan; (iii) exclude share-based compensation expense; and when applicable, exclude (iv) restructuring, impairment and related charges; (v) gains, losses and impairments related to divestitures; and (vi) certain other unusual items, such as Markel Fronting Arrangement transitional costs during the three months ended March 31, 2026. How This Measure is Useful When used in conjunction with GAAP financial measures, Adjusted EBITDA is a supplemental measure of operating performance that we believe is a useful measure to evaluate our performance period over period and relative to our competitors and peers. Management uses Adjusted EBITDA to evaluate our operating performance on a consistent basis, as it removes the impact of items not directly resulting from our core operations. We believe the presentation of Adjusted EBITDA provides securities analysts, investors, and other interested parties with a supplemental view of our operating performance that enhances their understanding of our business and our results of operations, as well as assisting investors in evaluating how well we are executing our strategic initiatives. Limitations of the Usefulness of This Measure Adjusted EBITDA may differ from similarly titled measures used by other companies due to different methods of calculation, which could reduce the usefulness of this non-GAAP financial measure when comparing our performance to that of other companies. Presentation of Adjusted EBITDA is not intended to be considered in isolation or a substitute for, or superior to, the financial information prepared in accordance with GAAP. NON-GAAP FINANCIAL MEASURES Adjusted EBITDA

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HAGERTY Q1 2026 \| 13 1 For the three months ended March 31, 2026, other unusual items includes additional severance expenses associated with the actions taken in the fourth quarter of 2025. 2 Represents the tax effect of the aforementioned adjustments to reflect corporate income taxes at an estimated effective tax rate of 29.0% and 23.4% for the three months ended March 31, 2026 and 2025, respectively, which considers the U.S. federal statutory rate of 21%, a combined state income tax rate of approximately 5% (net of federal benefits), and certain material permanent items. 3 Assumes the exchange of all outstanding THG units, Series A Convertible Preferred Stock, and unvested share-based compensation awards for shares of Class A Common Stock, resulting in the elimination of the non-controlling interest and recognition of the Net income (loss) attributable to non- controlling interest, as well as elimination of the accretion of Series A Convertible Preferred Stock. 4 Represents the per share impact of non-GAAP adjustments for each period. Adjusted Net Income and Adjusted Diluted EPS Adjusted Net Income (Loss) represents Net income (loss) attributable to Class A Common Stockholders, assuming the full exchange of all outstanding THG units and Series A Convertible Preferred Stock for shares of Class A Common Stock, adjusted to exclude (i) net investment gains and losses; and when applicable, (ii) changes in the TRA Liability; (iii) gains and losses related to divestitures; and (iv) certain other unusual items, each of which we do not believe are directly related to our core operations and may not be indicative of our ongoing performance. Adjusted Diluted EPS is calculated by dividing Adjusted Net Income (Loss) by the weighted average shares of Class A Common Stock outstanding, assuming the full exchange of all outstanding THG units, Series A Convertible Preferred Stock, and unvested share-based compensation awards. How These Measures Are Useful When used in conjunction with GAAP financial measures, Adjusted Net Income (Loss) and Adjusted Diluted EPS are supplemental measures of operating performance that we believe are useful measures to evaluate our performance period over period and relative to our competitors and peers. Management uses Adjusted Net Income (Loss) and Adjusted Diluted EPS to evaluate our operating performance on a consistent basis to make strategic and operational decisions. We believe these measures provide management and investors with useful information regarding trends in our business that may not otherwise be apparent when relying solely on GAAP measures. By assuming the full exchange of all outstanding THG units and Series A Convertible Preferred Stock, we believe these measures facilitate comparisons with other companies that have different organizational and tax structures, as well as comparisons period over period because it eliminates the effect of any changes in Net income (loss) attributable to Class A Common Stockholders driven by increases in Hagerty, Inc.'s ownership in THG, which is unrelated to our operating performance, and excludes items that are unusual or may not be indicative of our ongoing performance. Limitations of the Usefulness of These Measures Adjusted Net Income (Loss) and Adjusted Diluted EPS may differ from similarly titled measures used by other companies due to different methods of calculation. Presentation of Adjusted Net Income (Loss) and Adjusted Diluted EPS should not be considered alternatives to Net income (loss) attributable to Class A Common Stockholders and Diluted EPS, as determined under GAAP. While these measures are useful in evaluating our performance, they assume the full exchange of all outstanding THG units and Series A Convertible Preferred Stock for shares of Class A Common Stock, which has not occurred and may not occur. Further, the adjustments made to arrive at Adjusted Net Income (Loss) exclude certain expenses and income that may recur in the future. Adjusted Net Income (Loss) and Adjusted Diluted EPS should be evaluated in conjunction with our GAAP financial results. A reconciliation of Adjusted Net Income (Loss) to Net income (loss) attributable to Class A Common Stockholders, the most directly comparable GAAP measure, and the computation of Adjusted Diluted EPS are presented on this slide. THREE MONTHS ENDED MARCH 31, 2026 2025 Numerator: in thousands (except per share amounts) Net income (loss) attributable to Class A Common Stockholders $(6,521) $6,496 Adjustments: Accretion of Series A Convertible Preferred Stock 2,030 1,875 Net income (loss) attributable to non-controlling interest (8,254) 18,922 Net investment losses 2,289 315 Other unusual items 1 145 — Tax impact of above adjustments 2 (2,833) (2,256) Adjusted Net Income (Loss) $(13,144) $25,352 Denominator: Weighted average shares of Class A Common Stock outstanding — Diluted 101,034 346,311 Adjustments: Assumed exchange of non-controlling interest THG units for shares of Class A Common Stock 245,102 — Assumed conversion of shares of Series A Convertible Preferred Stock into shares of Class A Common Stock 6,785 6,785 Assumed vesting of share-based compensation awards 8,007 6,881 Adjusted weighted average shares of Class A Common Stock outstanding — Diluted 360,928 359,977 Adjusted Diluted EPS $(0.04) $0.07 Diluted EPS $(0.06) $0.07 Impact of assumed exchange, conversion, or vesting of remaining potentially dilutive securities 3 0.02 0.01 Non-GAAP adjustments 4 — (0.01) Adjusted Diluted EPS $(0.04) $0.07 NON-GAAP FINANCIAL MEASURES Adjusted Net Income (Loss) and Adjusted Diluted EPS

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Markel Fronting Arrangement Evolving the decade-long partnership, with Hagerty controlling 100% of the premium in 2026 HAGERTY Q1 2026 \| 14 → Classics line the concours lawn during Sunday morning's Cars & Community at The Amelia 2026. PHOTOGRAPHER: MATT TIERNEY DRIVING BETTER PROFITABILITY AND OPERATIONAL CONTROL WITH NO DISRUPTION TO POLICYHOLDERS Hagerty and Markel are currently under a non-binding LOI. The Proposed Fronting Arrangement is subject to negotiation of final binding agreements between the parties. PREVIOUS MODEL NEW FRONTING STRUCTURE (1/1/26) » Hagerty earned 42% total commissions as an MGA and retained ~80% of the risk via Hagerty Re » Markel retained 20%, handled filings and administrative support » Hagerty Re paid a 47% ceding commission to Markel (~42% commissions + ~5% for G&A, taxes and operating expenses) » Hagerty Re earns 100% of the premium and retains 100% of the risk » Hagerty secures expanded underwriting and claims authority; Markel issues policies and provides administrative support » Hagerty Re pays a ~2% fronting fee and funds G&A, taxes and operating

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HAGERTY Q1 2026 \| 15 Q1 2026 P&L COMPARABILITY BRIDGE 1 Represents Hagerty Re's earned premium and associated policy acquisition costs related to Essentia policies issued in 2025. 2 Represents Hagerty Re's earned premium and associated policy acquisition costs related to Essentia policies issued in 2026 and through other carriers. 3 Our MGA subsidiaries incur costs to fulfill certain underwriting and claims handling functions and incur related costs on behalf of Hagerty Re, for which they are compensated through an intercompany commission paid by Hagerty Re. These costs are reflected within the standalone results of our MGA+ reporting unit within Losses and loss adjustment expenses, net, and Underwriting and other insurance expenses. 4 The MGA+ reporting unit includes our MGA operations, as well as our membership, events and media activities. 5 Reflects entries made in consolidation to eliminate intercompany commission revenue and ceding commission expense between the Hagerty Re and MGA+ reporting units, as well as entries made to defer policy acquisition costs incurred by the MGA+ reporting unit. Such policy acquisition costs are amortized over the underlying policy term. THREE MONTHS ENDED MARCH 31, 2026 Hagerty Re: Essentia Policy Year 20251 Hagerty Re: Essentia Policy Year 2026 & Other Carriers2 Hagerty Re Total MGA+4 Consolidation Entries5 Insurance Segment REVENUES: in thousands Earned premium, net $218,273 $21,369 $239,642 $— $— $239,642 Commission and fee revenue — 120,236 (103,801) 16,435 Membership and other revenue — 22,127 — 22,127 Net investment income 9,232 782 — 10,014 Net investment losses (2,289) — — (2,289) Total revenue 246,585 143,145 (103,801) 285,929 EXPENSES: Losses and loss adjustment expenses, net3 91,965 5,954 — 97,919 Policy acquisition costs, net: Ceding commission expense 99,357 8,741 108,098 — (11,541) 96,557 Other policy acquisition costs 1,227 — 4,138 5,365 Underwriting and other insurance expenses3 6,050 78,703 (25,165) 59,588 Selling, general, and administrative expenses — 46,866 — 46,866 Interest expense and other, net (793) 777 — (16) Total expenses 206,547 132,300 (32,568) 306,279 Income (loss) before taxes $40,038 $10,845 $(71,233) $(20,350)

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HAGERTY Q1 2026 \| 16 WELL-POSITIONED TO CAPTURE ADDITIONAL MARKET SHARE Consistent low to mid-teens premium growth with historically low volatility underwriting Hagerty Target Market is the subset of TAM identified as more likely to be currently used as collector vehicles based on age, inherent vehicle characteristics and expert curation. Source: Hagerty. Company reports based on aggregated data of various sources; 1 Per Facebook analytics, members who have expressed an interest in or "Liked" automobiles or associated interests. 2 Per Hagerty company reports based on aggregated data of various sources. 3 Vehicles in force as of December 31, 2025. TYPE TOTAL ADDRESSABLE MARKET (M) HAGERTY TARGET MARKET (M) HAGERTY TCM PENETRATION Pre 1981 Vehicles 11.1 11.1 15.3% Post 1980 Vehicles 38.0 24.9 3.1% Total 49.1 36.0 6.9% 2.8M Hagerty Insured Vehicles3 36M Hagerty Target Market2 49M Total Addressable Market 67M U.S. Auto Enthusiasts2 500M+ Global Auto Enthusiasts1 HAGERTY PENETRATION AND U.S. AUTO INSURED VEHICLE COUNT Pre 1981 Vehicle Count Post 1980 Vehicle Count 0 200,000 400,000 600,000 800,000 1,000,000 1,200,000 1,400,000 1,600,000 1,800,000 2,000,000 2012 2013 2014 2015 2016 2017 2018 2019 2020 2021 2022 2023 2024 2025 ~3% ~15%

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HAGERTY Q1 2026 \| 17 2010 2011 2012 2013 2014 2015 2016 2017 2018 2019 2020 2021 2022 2023 2024 2025 —% 100% 200% 300% 400% 500% 600% Hagerty U.S. Auto - CAGR 13% Industry Top 100 - CAGR 5% Hagerty Loss Ratio - average = 39% Industry Loss Ratio - average = 68% HAGERTY U.S. AUTO PREMIUM GROWTH VS. INDUSTRY TOP 100 HAGERTY U.S. AUTO LOSS PERFORMANCE VS. INDUSTRY TOP 100 Source: Hagerty Internal Data, S&P Global Market Intelligence (2025). To ta l P er ce nt ag e G ro w th To ta l L os s P er fo rm an ce 2010 2011 2012 2013 2014 2015 2016 2017 2018 2019 2020 2021 2022 2023 2024 2025 20% 30% 40% 50% 60% 70% 80% 90% HAGERTY'S DIFFERENTIATED MODEL DELIVERS HIGH-QUALITY GROWTH Consistent low to mid-teens premium growth with low volatility underwriting

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HAGERTY Q1 2026 \| 18 HISTORICAL WRITTEN PREMIUM GROWTH 2005 2006 2007 2008 2009 2010 2011 2012 2013 2014 2015 2016 2017 2018 2019 2020 2021 2022 2023 2024 2025 0 200 400 600 800 1,000 1,200 2006 2007 2008 2009 2010 2011 2012 2013 2014 2015 2016 2017 2018 2019 2020 2021 2022 2023 2024 2025 —% 3% 5% 8% 10% 13% 15% 18% 20% TOTAL U.S. AUTO WRITTEN PREMIUM U.S. AUTO WRITTEN PREMIUM ANNUAL GROWTH

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HAGERTY Q1 2026 \| 19 450,000 400,000 350,000 300,000 250,000 200,000 150,000 100,000 50,000 0 2025 2024 2023 2022 2021 2020 2019 2018 2017 2016 2015 2014 • New business count accelerated with commencement of State Farm Classic+ conversion WRITTEN PREMIUM GROWTH FUELED BY NEW MEMBERS Consistent share gains drive new business count

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