Hagerty, Inc. · NYSE:HGTY

Hagerty — Investor Day (May 2026)

49 slides from Hagerty's investor day presentation, May 29, 2026

  1. Slide 1: 2026 Greenwich Investor Day

    2026 Greenwich Investor Day May 29, 2026

  2. Slide 2: Forward Looking Statements / Non-GAAP Financial Measures

    FORWARD LOOKING STATEMENTS / NON-GAAP FINANCIAL MEASURES This presentation contains statements that constitute "forward-looking statements" within tolerances; (viii) execute Broad Arrow’s private sale, auction, and financing strategies; the meaning of the federal securities laws. All statements we p

  3. Slide 3: Slide 3

  4. Slide 4: Company Overview

    Company Overview

  5. Slide 5: Our Vision

    Our Vision A world where loved cars are driven, shared and enjoyed

  6. Slide 6: "People take good care of their toys"

    “People take good care of their toys” L O U I S E H AG E R T Y

  7. Slide 7: Built by Drivers for Drivers

    Built by Drivers for Drivers Creating an enthusiast-centered ecosystem Insurance: Protect Custom, specialized insurance for enthusiast vehicles Membership: Engage Affinity program with the world’s largest automotive membership community and award-winning entertainment Marketplace: Buy/Sell Trusted m

  8. Slide 8: Hagerty's 2025 Highlights

    Hagerty’s 2025 Highlights Leading specialty insurance provider and automotive brand for the GROWTH AND RETENTION vast collector car enthusiast ecosystem Recurring revenue model fueled by unique expertise in underwriting, servicing and monetizing collector cars $1,456M 88.7% >80 • Highly predictable

  9. Slide 9: Unique Ecosystem to Authentically Engage with Passionate Enthusiasts

    Unique Ecosystem to Authentically Engage with Passionate Enthusiasts Driving engagement across every mile of the Hagerty experience – our “secret sauce” Suite of products and services help enthusiasts …while constant engagement helps build the insure, engage, buy/sell… brand and feed the Hagerty ins

  10. Slide 10: Compelling Financial Profile

    Compelling Financial Profile TOTAL REVENUE ($M ) TOTAL WRITTEN PREM IUM ($M ) 2 $1,456 $1,200 $1,194 $1,000 $1,044 $907 2023 2024 2025 2023 2024 2025 ADJUSTED EBITDA 1 ($M ) HAGERTY RE LOSS RATIO (%) 3 CAT Non-CAT $237 $124 $88 2023 2024 2025 NET INCOM E ($M ) HAGERTY RE RETURN ON EQUITY 38% 34% 25%

  11. Slide 11: 2026 is Off to a Great Start

    2026 is Off to a Great Start 77% Growth in Adjusted EBITDA Q126 Methodical margin expansion as we invest in durable long-term growth HAGERTY | 11

  12. Slide 12: Investment Highlights

    Investment Highlights

  13. Slide 13: Why Hagerty

    Why Hagerty Visionary, founder-led leadership team with deep insurance expertise and diverse backgrounds Attractive combination of i) retained underwriting economics, ii) commission and fee-based MGA revenue, and iii) synergistic membership, marketplace and other revenue Robust and diversified omni-

  14. Slide 14: High Quality Leadership Team

    High Quality Leadership Team McKeel Hagerty Patrick McClymont Collette Champagne Russell (Russ) Page Diana Chafey Chief Executive Officer & Chief Financial Officer Chief HR Officer & Chief Information Officer Chief Legal Officer Chairman of the Board Chief Administrative Officer Marc Burns Mark Elli

  15. Slide 15: Omni-Channel Distribution Network Unlocks Target Market

    Omni-Channel Distribution Network Unlocks Target Market Direct Distribution Channel 45% 55% Partnership Channel AGENCY & BROKER PARTNERS 32% Value proposition: Belonging, camaraderie, understanding, admiration, joy Value proposition: Enhance service, increase efficiency • Membership model drives sig

  16. Slide 16: Durable and Consistent Mid-Teens Growth

    Durable and Consistent Mid-Teens Growth HAGERTY VS. INDUSTRY TOP 1001 TOTAL HAGERTY VS. PEERS 2020-2025 HAGERTY PIF COUNT (M) U.S. AUTO WRITTEN PREMIUM GROWTH MEDIAN TOTAL REVENUE GROWTH2 3.0 25% 23% 2.5 3.0M PIF count goal by 2030 2.0 16% 1.5 1.0 0.5 0.0 Hagerty Specialty P&C Specialty P&C3 Brokers

  17. Slide 17: Consistent Teens Written Premium Growth

    Consistent Teens Written Premium Growth Differentiated Strategy Yields 14% annual growth vs 5% for the industry ANNUAL WRITTEN PREMIUM GROWTH RATE: HAGERTY VS. INDUSTRY TOP 100 (2011-2025) Compounds to 5.3x the industry’s incremental growth from 2010-2025 HAGERTY | 17

  18. Slide 18: Written Premiums Powered by New Business Count

    Written Premiums Powered by New Business Count WRITTEN PREMIUM GROWTH ATTRIBUTION | HAGERTY U.S. AUTO Total Annual Growth 14% Rate Increase 2% Appreciation/Mix 3% PIF Growth 9% Written Premium CAGR (2010 – 2025) HAGERTY | 18

  19. Slide 19: Unique Premium Tailwind from Appreciating Vehicles

    Unique Premium Tailwind from Appreciating Vehicles VEHICLE VALUES +3.2% PER YEAR $43,000 $41,000 $39,000 $37,000 $35,000 $33,000 $31,000 $29,000 $27,000 $25,000 HAGERTY | 19

  20. Slide 20: Decades of Underwriting Drive Predictably Low Loss Ratios

    Decades of Underwriting Drive Predictably Low Loss Ratios Hagerty MGA delivers consistent, high quality written premium growth Multi-dimensional first-party data advantage → Superior value proposition and innovative partnerships → Decades of claims data with 40,000 distinct makes/models in Hagerty V

  21. Slide 21: High Quality, Low Volatility Underwriting

    High Quality, Low Volatility Underwriting 39% loss ratio with 60% of the volatility of daily drivers LOSS RATIO HISTORY: HAGERTY VS. INDUSTRY (2010 – 2025) Sigma of 6.2% Sigma of 3.9% Preferred reinsurance risk given consistently high-quality book HAGERTY | 21

  22. Slide 22: Underwriting Snapshot

    Underwriting Snapshot Our risk-bearing entity assumes risk from our capacity partners via quota share reinsurance $1,194M $727M → Core U.S. 100% 2025 2025 Net Written Premium Net Earned Premium → Canada = 50% → Steady increase in assumed premium over time given profitability of the book 39.3% 86.6%

  23. Slide 23: Well-Positioned to Capture Additional Market Share

    Well-Positioned to Capture Additional Market Share Large niche and underpenetrated target market 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 Hag

  24. Slide 24: Markel Partnership Evolution: Strategic Rationale

    Markel Partnership Evolution: Strategic Rationale Markel is a leading global specialty Hagerty assumes Moving from ~2% fronting insurance carrier 100% of the risk in the a quota share fee scaling U.S. book starting on reinsurance down as book of Dedicated carrier partner providing paper for insuranc

  25. Slide 25: Technology and Data Driving Superior Results

    Technology and Data Driving Superior Results Industry-leading valuation tool powering Hagerty’s ecosystem today HIST O RIC AL DAT A CO LLECT IO N 40+ years of proprietary collector car data Detailed pricing data points across 48k+ collector car models 300k+ 2025 collector car transactions observed C

  26. Slide 26: Hagerty Marketplace: Buy & Sell Platform for Auto Enthusiasts

    Hagerty Marketplace: Buy & Sell Platform for Auto Enthusiasts Driving exceptional brand loyalty with multiple points of monetization 300K+ $17B 2025 Collector Car 2025 Total Value Transactions Observed Trading Hands in Hagerty’s U.S. Insurance Book $624M 119% 2025 Total Transaction 2025 YOY Value ac

  27. Slide 27: Understanding Today's Enthusiast Vehicle Market

    Understanding Today’s Enthusiast Vehicle Market

  28. Slide 28: Collector Vehicle Examples

    2005 Maserati MC12 Stradale 1963 Chevrolet Corvette Split-Window Coupe 1991 Nissan Skyline GT-R HAGER TY | 28 1935 Auburn “Boattail” Speedster 1911 Ford Model T Touring 1965 Shelby GT350

  29. Slide 29: Hagerty Market Rating: 58.9 as of Apr-2026

    Hagerty Market Rating: 58.9 as of Apr-2026 The Hagerty Market Rating measures the collector car market’s overall condition through activity (“heat”), momentum, strength, and liquidity. • Activity (“heat”): Auction transactions, private sales activity, and public listings • Momentum & Market Strength

  30. Slide 30: Hagerty Collector Car Indexes

    Hagerty Collector Car Indexes April 2026 HAGERTY | 30

  31. Slide 31: Examples of cars in the "Supercars" Index

    Examples of cars in the “Supercars” Index HAGER TY | 31

  32. Slide 32: Supercar Index

    Supercar Index April 2026 HAGERTY | 32

  33. Slide 33: Examples of Supercar Sales by Broad Arrow in 2026

    Examples of Supercar Sales by Broad Arrow in 2026 2003 Ferrari Enzo 2005 Porsche Carrera GT 1988 Porsche 959 Sport ➢ Broad Arrow Sold for $15.185M ➢ Broad Arrow Sold for $6.715M ➢ Broad Arrow Sold for $5.505M ➢ Illustrative 2025 Values: $3.5M - $5M ➢ World Record – by more than 2x ➢ World Record ➢ I

  34. Slide 34: Hagerty Supercar Index vs. S&P 500 – April 2026

    Hagerty Supercar Index vs. S&P 500 – April 2026 The Hagerty Supercar Index has beaten the S&P 500 since 2013 and is up 23% YoY HAGERTY | 34

  35. Slide 35: Examples of cars in the "RAD" Index

    Examples of cars in the “RAD” Index

  36. Slide 36: RAD Index (Cars from 1980-1999)

    RAD Index (Cars from 1980-1999) April 2026 HAGERTY | 36

  37. Slide 37: N. American Auction Market is Nearly 4x the Size of the European Auction Market

    N. American Auction Market is Nearly 4x the Size of the European Auction Market Data from Hagerty’s transactions database of collector vehicle auctions. Includes all major U.S. and European auctions. Figures are TTM. HAGERTY | 37

  38. Slide 38: Slide 38

  39. Slide 39: Marketplace, Media, Drivers Club

    Markotplace Media Drivers Cub Valuation Insurance Markatplace Media Drivers Club Valuation All listings (968) © tay Ba $8,650 40 Mile 2002 Ford Thunderbird © 1 ay 814 $19,000 26icile 2012 Ford Mustang Shelby GT500 Convertible @ 1 say Bid $11,500 ‘38kMile 2007 BMW MG Convertible Recommended v © tay 8

  40. Slide 40: Auctions Represent a Small Portion of the Overall Transaction Market but Growing Rapidly

    Auctions (Live and Digital) Represent a Small Portion of the Overall Transaction Market but Growing Rapidly with Significant Headroom Online auctions are taking share away from private transactions HAGERTY | 40

  41. Slide 41: Online Auctions Have Outpaced Live Auctions Since 2024

    Online Auctions Have Outpaced Live Auctions Since 2024 Note, however, that in-person auctions have continued to grow (save for the years impacted by COVID-19 shutdowns) HAGERTY | 41

  42. Slide 42: Share of Insurance Policy Quotes by Generation

    Share of Insurance Policy Quotes by Generation 61% of quotes were from Gen-X and younger over the past 12 months Gen-X Boomers Gen-X Boomers Millennials Millennials Gen-Z Gen-Z Pre-Boomers Pre-Boomers HAGERTY | 42

  43. Slide 43: Policies In-Force by Vehicle Era and Average Values

    Policies In-Force by Vehicle Era and Average Values HAGERTY | 43

  44. Slide 44: Closing Remarks

    Closing Remarks

  45. Slide 45: Meaningful Levers to Support High-Quality Growth

    Meaningful Levers to Support High-Quality Growth 2026 KEY PRIORITIES 2030 AND BEYOND Enthusiast+ TECHNOLOGY → Launched in Q3 2025 on new IT Platform (Duck Creek) DOUBLE POLICIES-IN-FORCE TO 3.0M + EXPENSE → Improve operational efficiencies to deliver greater EFFICIENCIES experiences and drive margin

  46. Slide 46: Hagerty – A Differentiated Compounding Profit Machine

    Hagerty – A Differentiated Compounding Profit Machine Investing in long-term growth and steady margin expansion Sustained mid-teens WP Compelling valuation High quality underwriting growth independent of (multiple/growth) relative with low volatility the rate cycle to brokers & carriers

  47. Slide 47: Appendix

    Appendix

  48. Slide 48: Markel Transaction: Accounting Implications

    Markel Transaction: Accounting Implications Illustrative Accounting of $1K on Markel (Essentia) Paper + HDC Membership • Beginning 1/1/26, Hagerty began assuming 100% of the underwriting risk1 on policies written on Markel $ thousands Existing New • Normalized time period whereby earned paper premiu

  49. Slide 49: Non-GAAP Financial Measures

    Non-GAAP Financial Measures Adjusted EBITDA "iw tHousaNos i Qi 2025" @2.2025-@4 2025” 4 r r 4 iNet income (loss) , $27,293 5 $121,932 = Interest expense and other, net’ 1,689 39,207 "income tax expense (benefit) r 5,489 , (15,532)" ation and amortization r 9.488 1 28,036 r La ia r 4 EBITDA 43,959 17

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