Hagerty Investor Presentation Deck

Millions Commission + fee revenue¹ Membership, marketplace + other revenue Earned premium in Hagerty Re GROWTH 27% $216 $85 $24 Q3 $107 Q3 2022 $276 $103 $33 Total Revenue $140 Q3 2023 Growth 21% 37% 30% $590 $243 GROWTH 28% $56 REVENUE COMPONENTS $291 YTD $755 $288 $83 $384 YTD Q3 2022 YTD Q3 2023 Growth 18% 47% 32% ¹ Includes base commissions, payment plan fees and contingent underwriting commissions. 2 Currently applies to U.S. and U.K. programs. Generally described as an arrangement where underwriting risk and profit is shared proportionately. YTD Q3 2023 Highlights Commission + fee revenue (+18%) >> Written premium growth of 16% >> Policies in Force retention of 88% Membership, marketplace + other revenue (+47%) Membership revenue growth of 20% Marketplace revenue growth of 210% >> 80% of new insurance customers joined Hagerty Drivers Club (HDC) Earned premium in Hagerty Re (+32%) >> Contractual quota share² increased to ~80% in 2023 HAGERTY Q3 2023 | 8

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