Hagerty Investor Presentation Deck

Millions Net Income 2023 2022 $24 $19 Q3 $35 $19 YTD Adjusted EBITDA $(10) $37 EARNINGS ANALYSIS Q3 $0 $78 YTD Adjusted EBITDA Q3 2023 $18,623 (6,260) 4,604 10,753 473 (850) 4,935 4,112 IN THOUSANDS Net income Interest and other (income) expense Income tax (benefit) expense Depreciation and amortization Restructuring, impairment and related charges, net Change in fair value of warrant liabilities Share-based compensation expense Losses and impairments related to divestitures Revaluation gain previously held equity method investment Other unusual items¹ Adjusted EBITDA² Q3 2022 YTD 2023 $24,313 $19,137 (662) (15,677) (91) 12,002 8,890 34,893 8,857 1,419 3,858 12,869 4,112 (11,583) (34,735) 837 987 $37,377 $(10,010) $78,449 2 See Appendix for additional information regarding this non-GAAP financial measure. YTD 2022 $34,636 375 4,077 24,337 (37,869) 8,165 (34,735) 1,110 $96 ¹ Other unusual items primarily includes a net legal settlement accrual recognized in the three and nine months ended September 30, 2023 and non-restructuring severance expense recognized in the nine months ended September 30, 2022. HAGERTY Q3 2023 | 9

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