X0508 4 2026-01-20 0 0001840776 Hagerty, Inc. HGTY 0001852587 Ahn Kenneth 121 DRIVERS EDGE TRAVERSE CITY MI 49684 0 1 0 0 President, Hagerty Marketplace 1 Class A Common Stock 2026-01-20 4 C 0 50000 0 A 50000 I By Quadrifoglio Holdings LLC Class A Common Stock 2026-01-20 4 S 0 50000 12.55 D 0 I By Quadrifoglio Holdings LLC Class A Common Stock 113593 D The Hagerty Group, LLC Units 2026-01-20 4 C 0 50000 0 D Class A Common Stock 50000 825213 I By Quadrifoglio Holdings LLC Quadrifoglio Holdings LLC received 2,044,272 Common Units of The Hagerty Group, LLC (the "Restricted Units") pursuant to the terms of that certain Contribution and Exchange Agreement, dated as of August 9, 2022, among the Issuer and the parties thereto. The Restricted Units are subject to exchange restrictions that release in five equal installments on April 1st of each year (which began on April 1, 2023) (all Restricted Units that have been released from the exchange restrictions are referred to herein as the "Released Units"). The reported transaction reflects the conversion of 50,000 Released Units owned by Quadrifoglio Holdings LLC into shares of the Issuer's Class A Common Stock pursuant to that certain Exchange Agreement, dated as of August 9, 2022, by and among the Issuer and the parties thereto (the "Conversion"). After the Conversion, Quadrifoglio Holdings LLC owns 825,213 Released Units. The Reporting Person is the sole member of Quadrifoglio Holdings LLC and has voting and investment discretion with respect to the securities held of record by Quadrifoglio Holdings LLC. The Reporting Person disclaims beneficial ownership of the reported securities except to the extent of his pecuniary interest therein. The reported sale was effected pursuant to a Rule 10b5-1 trading plan adopted by the Reporting Person on September 15, 2025. This transaction was executed in multiple trades at prices ranging from $12.38 to $12.67. The price reported above reflects the weighted average purchase price. The Reporting Person hereby undertakes to provide upon request to the SEC staff, the Issuer or a security holder of the Issuer full information regarding the number of shares and prices at which the transaction was effected. /s/ Tracey Derenzy, Power of Attorney 2026-01-22