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Ahn Kenneth

Disclosed activity across 1 company

Tapewire entity
53868
SEC CIK
0001852587

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Reported relationships

Latest disclosed role at each company.

CompanyLast reported asReport datePublished
Hagerty, Inc.HGTY · Entity 3968President, Hagerty MarketplaceApril 01, 2026April 03, 2026

Disclosed balances

About these balances

Latest available filing per company, not a reconstructed current portfolio. Matching sequences show the last reported balance with all source rows expandable; grouping alone does not establish account ownership. Do not add unresolved positions together. Filings may omit unchanged positions, and amendments may correct only part of an older disclosure. Jointly reported shares are not necessarily this owner's personal holdings.

Hagerty, Inc.

Report date April 01, 2026 · Filed April 03, 2026

Security / awardOwnership accountDisclosed shares / unitsDisclosure context
Class A Common StockSEC Table I · non-derivativeDirect127,115 Ending reported balance After 2026-04-01 transaction · row 2
2 source rows · reconciled sequence

Row 1 · 2026-04-01 · Grant · Acquired 23,149 · Balance 136,742

F1: Represents shares of Class A Common Stock of Hagerty, Inc. ("Class A Common Stock") underlying restricted stock units ("RSUs") acquired by the Reporting Person under the Hagerty, Inc. (the "Issuer") 2021 Equity Incentive Plan (the "Plan"). The RSUs vest in equal amounts on each annual-anniversary of the grant date ending on April 1, 2029, subject to the Reporting Person's continued service with the Issuer, with exceptions for death, disability, or retirement terminations, or a change of control of the Issuer.

Row 2 · 2026-04-01 · Tax withholding · Disposed 9,627 · Balance 127,115

F2: Represents total number of shares of Class A Common Stock of the Issuer withheld for taxes upon vesting of RSUs pursuant to various RSU award agreements

Filing footnotes · ownership attribution and instrument terms

F1: Represents shares of Class A Common Stock of Hagerty, Inc. ("Class A Common Stock") underlying restricted stock units ("RSUs") acquired by the Reporting Person under the Hagerty, Inc. (the "Issuer") 2021 Equity Incentive Plan (the "Plan"). The RSUs vest in equal amounts on each annual-anniversary of the grant date ending on April 1, 2029, subject to the Reporting Person's continued service with the Issuer, with exceptions for death, disability, or retirement terminations, or a change of control of the Issuer.

F2: Represents total number of shares of Class A Common Stock of the Issuer withheld for taxes upon vesting of RSUs pursuant to various RSU award agreements

Transaction history

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Purchases/sales include open-market and private transactions. Plan disclosure applies to the filing; individual rows may differ. “Not disclosed” is not “unplanned.”

The cutoff filters transaction history only. Company summaries and owner relationships show the latest available disclosures. Parser corrections can improve historical records.

Transaction dateCompanyActivity / securityShares / unitsReported priceReported valueDetails
April 01, 2026 Filed Apr 3, 2026 18:48 UTC Hagerty, Inc. HGTY · Entity 3968 Tax withholdingClass A Common Stock 9,627 $10.66 $102,623.82
Disclosure

SEC source: 0001628280-26-023591 · wk-form4_1775242099.xml · nonDerivative · entry 2

Ahn Kenneth · CIK 0001852587 · President, Hagerty Marketplace

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 127,115

F2 · shares: Represents total number of shares of Class A Common Stock of the Issuer withheld for taxes upon vesting of RSUs pursuant to various RSU award agreements

Read SEC document
April 01, 2026 Filed Apr 3, 2026 18:48 UTC Hagerty, Inc. HGTY · Entity 3968 GrantClass A Common Stock 23,149 $0.00 $0.00
Disclosure

SEC source: 0001628280-26-023591 · wk-form4_1775242099.xml · nonDerivative · entry 1

Ahn Kenneth · CIK 0001852587 · President, Hagerty Marketplace

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 136,742

F1 · shares: Represents shares of Class A Common Stock of Hagerty, Inc. ("Class A Common Stock") underlying restricted stock units ("RSUs") acquired by the Reporting Person under the Hagerty, Inc. (the "Issuer") 2021 Equity Incentive Plan (the "Plan"). The RSUs vest in equal amounts on each annual-anniversary of the grant date ending on April 1, 2029, subject to the Reporting Person's continued service with the Issuer, with exceptions for death, disability, or retirement terminations, or a change of control of the Issuer.

Read SEC document
January 26, 2026 Filed Jan 27, 2026 21:38 UTC Hagerty, Inc. HGTY · Entity 3968 ConversionThe Hagerty Group, LLC Units · Derivative 50,000 $0.00 $0.00
Disclosure

SEC source: 0001628280-26-003646 · wk-form4_1769549934.xml · derivative · entry 4

Ahn Kenneth · CIK 0001852587 · President, Hagerty Marketplace

10b5-1 filing: Plan reported

Ownership: Indirect · By Quadrifoglio Holdings LLC

Disclosed balance after: 775,213

Underlying: Class A Common Stock · 50,000 shares

Expires not disclosed

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · derivative.exercise_price: 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 775,213 Released Units.

F1 · derivative.exercise_date: 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 775,213 Released Units.

F1 · derivative.expiration_date: 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 775,213 Released Units.

Read SEC document
January 26, 2026 Filed Jan 27, 2026 21:38 UTC Hagerty, Inc. HGTY · Entity 3968 SaleClass A Common Stock 50,000 $12.41 $620,500.00
Disclosure

SEC source: 0001628280-26-003646 · wk-form4_1769549934.xml · nonDerivative · entry 2

Ahn Kenneth · CIK 0001852587 · President, Hagerty Marketplace

10b5-1 filing: Plan reported

Ownership: Indirect · By Quadrifoglio Holdings LLC

Disclosed balance after: 0

F3 · kind: The reported sale was effected pursuant to a Rule 10b5-1 trading plan adopted by the Reporting Person on September 15, 2025.

F4 · price: This transaction was executed in multiple trades at prices ranging from $12.30 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.

F2 · ownership.nature: 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.

Read SEC document
January 26, 2026 Filed Jan 27, 2026 21:38 UTC Hagerty, Inc. HGTY · Entity 3968 ConversionClass A Common Stock 50,000 $0.00 $0.00
Disclosure

SEC source: 0001628280-26-003646 · wk-form4_1769549934.xml · nonDerivative · entry 1

Ahn Kenneth · CIK 0001852587 · President, Hagerty Marketplace

10b5-1 filing: Plan reported

Ownership: Indirect · By Quadrifoglio Holdings LLC

Disclosed balance after: 50,000

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · price: 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 775,213 Released Units.

F2 · ownership.nature: 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.

Read SEC document
January 20, 2026 Filed Jan 22, 2026 21:21 UTC Hagerty, Inc. HGTY · Entity 3968 ConversionThe Hagerty Group, LLC Units · Derivative 50,000 $0.00 $0.00
Disclosure

SEC source: 0001628280-26-003095 · wk-form4_1769116883.xml · derivative · entry 4

Ahn Kenneth · CIK 0001852587 · President, Hagerty Marketplace

10b5-1 filing: Plan reported

Ownership: Indirect · By Quadrifoglio Holdings LLC

Disclosed balance after: 825,213

Underlying: Class A Common Stock · 50,000 shares

Expires not disclosed

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · derivative.exercise_price: 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.

F1 · derivative.exercise_date: 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.

F1 · derivative.expiration_date: 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.

Read SEC document
January 20, 2026 Filed Jan 22, 2026 21:21 UTC Hagerty, Inc. HGTY · Entity 3968 SaleClass A Common Stock 50,000 $12.55 $627,500.00
Disclosure

SEC source: 0001628280-26-003095 · wk-form4_1769116883.xml · nonDerivative · entry 2

Ahn Kenneth · CIK 0001852587 · President, Hagerty Marketplace

10b5-1 filing: Plan reported

Ownership: Indirect · By Quadrifoglio Holdings LLC

Disclosed balance after: 0

F3 · kind: The reported sale was effected pursuant to a Rule 10b5-1 trading plan adopted by the Reporting Person on September 15, 2025.

F4 · price: 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.

F2 · ownership.nature: 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.

Read SEC document
January 20, 2026 Filed Jan 22, 2026 21:21 UTC Hagerty, Inc. HGTY · Entity 3968 ConversionClass A Common Stock 50,000 $0.00 $0.00
Disclosure

SEC source: 0001628280-26-003095 · wk-form4_1769116883.xml · nonDerivative · entry 1

Ahn Kenneth · CIK 0001852587 · President, Hagerty Marketplace

10b5-1 filing: Plan reported

Ownership: Indirect · By Quadrifoglio Holdings LLC

Disclosed balance after: 50,000

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · price: 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.

F2 · ownership.nature: 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.

Read SEC document
January 12, 2026 Filed Jan 13, 2026 22:27 UTC Hagerty, Inc. HGTY · Entity 3968 ConversionThe Hagerty Group, LLC Units · Derivative 50,000 $0.00 $0.00
Disclosure

SEC source: 0001628280-26-001989 · wk-form4_1768343230.xml · derivative · entry 7

Ahn Kenneth · CIK 0001852587 · President, Hagerty Marketplace

10b5-1 filing: Plan reported

Ownership: Indirect · By Quadrifoglio Holdings LLC

Disclosed balance after: 875,213

Underlying: Class A Common Stock · 50,000 shares

Expires not disclosed

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · derivative.exercise_price: 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 1,350 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 925,213 Released Units.

F1 · derivative.exercise_date: 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 1,350 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 925,213 Released Units.

F1 · derivative.expiration_date: 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 1,350 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 925,213 Released Units.

Read SEC document
January 12, 2026 Filed Jan 13, 2026 22:27 UTC Hagerty, Inc. HGTY · Entity 3968 SaleClass A Common Stock 50,000 $12.86 $643,000.00
Disclosure

SEC source: 0001628280-26-001989 · wk-form4_1768343230.xml · nonDerivative · entry 4

Ahn Kenneth · CIK 0001852587 · President, Hagerty Marketplace

10b5-1 filing: Plan reported

Ownership: Indirect · By Quadrifoglio Holdings LLC

Disclosed balance after: 0

F3 · kind: The reported sale was effected pursuant to a Rule 10b5-1 trading plan adopted by the Reporting Person on September 15, 2025.

F6 · price: This transaction was executed in multiple trades at prices ranging from $12.63 to $12.99. 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.

F2 · ownership.nature: 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.

Read SEC document
January 12, 2026 Filed Jan 13, 2026 22:27 UTC Hagerty, Inc. HGTY · Entity 3968 ConversionClass A Common Stock 50,000 $0.00 $0.00
Disclosure

SEC source: 0001628280-26-001989 · wk-form4_1768343230.xml · nonDerivative · entry 3

Ahn Kenneth · CIK 0001852587 · President, Hagerty Marketplace

10b5-1 filing: Plan reported

Ownership: Indirect · By Quadrifoglio Holdings LLC

Disclosed balance after: 50,000

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F5 · price: 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 875,213 Released Units.

F2 · ownership.nature: 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.

Read SEC document
January 09, 2026 Filed Jan 13, 2026 22:27 UTC Hagerty, Inc. HGTY · Entity 3968 ConversionThe Hagerty Group, LLC Units · Derivative 1,350 $0.00 $0.00
Disclosure

SEC source: 0001628280-26-001989 · wk-form4_1768343230.xml · derivative · entry 6

Ahn Kenneth · CIK 0001852587 · President, Hagerty Marketplace

10b5-1 filing: Plan reported

Ownership: Indirect · By Quadrifoglio Holdings LLC

Disclosed balance after: 925,213

Underlying: Class A Common Stock · 1,350 shares

Expires not disclosed

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · derivative.exercise_price: 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 1,350 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 925,213 Released Units.

F1 · derivative.exercise_date: 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 1,350 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 925,213 Released Units.

F1 · derivative.expiration_date: 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 1,350 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 925,213 Released Units.

Read SEC document
January 09, 2026 Filed Jan 13, 2026 22:27 UTC Hagerty, Inc. HGTY · Entity 3968 SaleClass A Common Stock 1,350 $13.25 $17,887.50
Disclosure

SEC source: 0001628280-26-001989 · wk-form4_1768343230.xml · nonDerivative · entry 2

Ahn Kenneth · CIK 0001852587 · President, Hagerty Marketplace

10b5-1 filing: Plan reported

Ownership: Indirect · By Quadrifoglio Holdings LLC

Disclosed balance after: 0

F3 · kind: The reported sale was effected pursuant to a Rule 10b5-1 trading plan adopted by the Reporting Person on September 15, 2025.

F4 · price: This transaction was executed in multiple trades at prices ranging from $13.25 to $13.26. 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.

F2 · ownership.nature: 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.

Read SEC document
January 09, 2026 Filed Jan 13, 2026 22:27 UTC Hagerty, Inc. HGTY · Entity 3968 ConversionClass A Common Stock 1,350 $0.00 $0.00
Disclosure

SEC source: 0001628280-26-001989 · wk-form4_1768343230.xml · nonDerivative · entry 1

Ahn Kenneth · CIK 0001852587 · President, Hagerty Marketplace

10b5-1 filing: Plan reported

Ownership: Indirect · By Quadrifoglio Holdings LLC

Disclosed balance after: 1,350

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · price: 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 1,350 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 925,213 Released Units.

F2 · ownership.nature: 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.

Read SEC document
January 07, 2026 Filed Jan 7, 2026 22:05 UTC Hagerty, Inc. HGTY · Entity 3968 ConversionThe Hagerty Group, LLC Units · Derivative 24,247 $0.00 $0.00
Disclosure

SEC source: 0001628280-26-001224 · wk-form4_1767823501.xml · derivative · entry 10

Ahn Kenneth · CIK 0001852587 · President, Hagerty Marketplace

10b5-1 filing: Plan reported

Ownership: Indirect · By Quadrifoglio Holdings LLC

Disclosed balance after: 926,563

Underlying: Class A Common Stock · 24,247 shares

Expires not disclosed

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · derivative.exercise_price: 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 164,870 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 961,693 Released Units.

F1 · derivative.exercise_date: 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 164,870 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 961,693 Released Units.

F1 · derivative.expiration_date: 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 164,870 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 961,693 Released Units.

Read SEC document
January 07, 2026 Filed Jan 7, 2026 22:05 UTC Hagerty, Inc. HGTY · Entity 3968 SaleClass A Common Stock 24,247 $13.08 $317,150.76
Disclosure

SEC source: 0001628280-26-001224 · wk-form4_1767823501.xml · nonDerivative · entry 6

Ahn Kenneth · CIK 0001852587 · President, Hagerty Marketplace

10b5-1 filing: Plan reported

Ownership: Indirect · By Quadrifoglio Holdings LLC

Disclosed balance after: 0

F3 · kind: The reported sale was effected pursuant to a Rule 10b5-1 trading plan adopted by the Reporting Person on September 15, 2025.

F8 · price: This transaction was executed in multiple trades at prices ranging from $13.00 to $13.17. 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.

F2 · ownership.nature: 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.

Read SEC document
January 07, 2026 Filed Jan 7, 2026 22:05 UTC Hagerty, Inc. HGTY · Entity 3968 ConversionClass A Common Stock 24,247 $0.00 $0.00
Disclosure

SEC source: 0001628280-26-001224 · wk-form4_1767823501.xml · nonDerivative · entry 5

Ahn Kenneth · CIK 0001852587 · President, Hagerty Marketplace

10b5-1 filing: Plan reported

Ownership: Indirect · By Quadrifoglio Holdings LLC

Disclosed balance after: 24,247

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F7 · price: 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 24,247 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 926,563 Released Units.

F2 · ownership.nature: 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.

Read SEC document
January 06, 2026 Filed Jan 7, 2026 22:05 UTC Hagerty, Inc. HGTY · Entity 3968 ConversionThe Hagerty Group, LLC Units · Derivative 10,883 $0.00 $0.00
Disclosure

SEC source: 0001628280-26-001224 · wk-form4_1767823501.xml · derivative · entry 9

Ahn Kenneth · CIK 0001852587 · President, Hagerty Marketplace

10b5-1 filing: Plan reported

Ownership: Indirect · By Quadrifoglio Holdings LLC

Disclosed balance after: 950,810

Underlying: Class A Common Stock · 10,883 shares

Expires not disclosed

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · derivative.exercise_price: 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 164,870 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 961,693 Released Units.

F1 · derivative.exercise_date: 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 164,870 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 961,693 Released Units.

F1 · derivative.expiration_date: 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 164,870 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 961,693 Released Units.

Read SEC document
January 06, 2026 Filed Jan 7, 2026 22:05 UTC Hagerty, Inc. HGTY · Entity 3968 SaleClass A Common Stock 10,883 $12.85 $139,846.55
Disclosure

SEC source: 0001628280-26-001224 · wk-form4_1767823501.xml · nonDerivative · entry 4

Ahn Kenneth · CIK 0001852587 · President, Hagerty Marketplace

10b5-1 filing: Plan reported

Ownership: Indirect · By Quadrifoglio Holdings LLC

Disclosed balance after: 0

F3 · kind: The reported sale was effected pursuant to a Rule 10b5-1 trading plan adopted by the Reporting Person on September 15, 2025.

F6 · price: This transaction was executed in multiple trades at prices ranging from $12.75 to $12.96. 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.

F2 · ownership.nature: 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.

Read SEC document
January 06, 2026 Filed Jan 7, 2026 22:05 UTC Hagerty, Inc. HGTY · Entity 3968 ConversionClass A Common Stock 10,883 $0.00 $0.00
Disclosure

SEC source: 0001628280-26-001224 · wk-form4_1767823501.xml · nonDerivative · entry 3

Ahn Kenneth · CIK 0001852587 · President, Hagerty Marketplace

10b5-1 filing: Plan reported

Ownership: Indirect · By Quadrifoglio Holdings LLC

Disclosed balance after: 10,883

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F5 · price: 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 10,883 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 950,810 Released Units.

F2 · ownership.nature: 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.

Read SEC document
January 05, 2026 Filed Jan 7, 2026 22:05 UTC Hagerty, Inc. HGTY · Entity 3968 ConversionThe Hagerty Group, LLC Units · Derivative 164,870 $0.00 $0.00
Disclosure

SEC source: 0001628280-26-001224 · wk-form4_1767823501.xml · derivative · entry 8

Ahn Kenneth · CIK 0001852587 · President, Hagerty Marketplace

10b5-1 filing: Plan reported

Ownership: Indirect · By Quadrifoglio Holdings LLC

Disclosed balance after: 961,693

Underlying: Class A Common Stock · 164,870 shares

Expires not disclosed

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · derivative.exercise_price: 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 164,870 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 961,693 Released Units.

F1 · derivative.exercise_date: 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 164,870 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 961,693 Released Units.

F1 · derivative.expiration_date: 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 164,870 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 961,693 Released Units.

Read SEC document
January 05, 2026 Filed Jan 7, 2026 22:05 UTC Hagerty, Inc. HGTY · Entity 3968 SaleClass A Common Stock 164,870 $12.79 $2,108,687.30
Disclosure

SEC source: 0001628280-26-001224 · wk-form4_1767823501.xml · nonDerivative · entry 2

Ahn Kenneth · CIK 0001852587 · President, Hagerty Marketplace

10b5-1 filing: Plan reported

Ownership: Indirect · By Quadrifoglio Holdings LLC

Disclosed balance after: 0

F3 · kind: The reported sale was effected pursuant to a Rule 10b5-1 trading plan adopted by the Reporting Person on September 15, 2025.

F4 · price: This transaction was executed in multiple trades at prices ranging from $12.57 to $13.12. 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.

F2 · ownership.nature: 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.

Read SEC document
January 05, 2026 Filed Jan 7, 2026 22:05 UTC Hagerty, Inc. HGTY · Entity 3968 ConversionClass A Common Stock 164,870 $0.00 $0.00
Disclosure

SEC source: 0001628280-26-001224 · wk-form4_1767823501.xml · nonDerivative · entry 1

Ahn Kenneth · CIK 0001852587 · President, Hagerty Marketplace

10b5-1 filing: Plan reported

Ownership: Indirect · By Quadrifoglio Holdings LLC

Disclosed balance after: 164,870

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · price: 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 164,870 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 961,693 Released Units.

F2 · ownership.nature: 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.

Read SEC document
December 15, 2025 Filed Dec 17, 2025 21:18 UTC Hagerty, Inc. HGTY · Entity 3968 ConversionThe Hagerty Group, LLC Units · Derivative 100,000 $0.00 $0.00
Disclosure

SEC source: 0001628280-25-057650 · wk-form4_1766006292.xml · derivative · entry 4

Ahn Kenneth · CIK 0001852587 · President, Hagerty Marketplace

10b5-1 filing: Plan reported

Ownership: Indirect · By Quadrifoglio Holdings LLC

Disclosed balance after: 1,126,563

Underlying: Class A Common Stock · 100,000 shares

Expires not disclosed

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · derivative.exercise_price: 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 100,000 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 1,126,563 Released Units.

F1 · derivative.exercise_date: 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 100,000 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 1,126,563 Released Units.

F1 · derivative.expiration_date: 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 100,000 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 1,126,563 Released Units.

Read SEC document
December 15, 2025 Filed Dec 17, 2025 21:18 UTC Hagerty, Inc. HGTY · Entity 3968 SaleClass A Common Stock 100,000 $12.80 $1,280,000.00
Disclosure

SEC source: 0001628280-25-057650 · wk-form4_1766006292.xml · nonDerivative · entry 2

Ahn Kenneth · CIK 0001852587 · President, Hagerty Marketplace

10b5-1 filing: Plan reported

Ownership: Indirect · By Quadrifoglio Holdings LLC

Disclosed balance after: 0

F3 · kind: The reported sale was effected pursuant to a Rule 10b5-1 trading plan adopted by the Reporting Person on September 15, 2025.

F4 · price: This transaction was executed in multiple trades at prices ranging from $12.58 to $12.99. 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.

F2 · ownership.nature: 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.

Read SEC document
December 15, 2025 Filed Dec 17, 2025 21:18 UTC Hagerty, Inc. HGTY · Entity 3968 ConversionClass A Common Stock 100,000 $0.00 $0.00
Disclosure

SEC source: 0001628280-25-057650 · wk-form4_1766006292.xml · nonDerivative · entry 1

Ahn Kenneth · CIK 0001852587 · President, Hagerty Marketplace

10b5-1 filing: Plan reported

Ownership: Indirect · By Quadrifoglio Holdings LLC

Disclosed balance after: 100,000

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · price: 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 100,000 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 1,126,563 Released Units.

F2 · ownership.nature: 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.

Read SEC document
April 01, 2025 Filed Apr 3, 2025 21:25 UTC Hagerty, Inc. HGTY · Entity 3968 Tax withholdingClass A Common Stock 10,568 $9.08 $95,957.44
Disclosure

SEC source: 0001840776-25-000089 · wk-form4_1743715498.xml · nonDerivative · entry 2

Ahn Kenneth · CIK 0001852587 · President, Hagerty Marketplace

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 113,593

F2 · shares: Represents total number of shares of Class A Common Stock of the Issuer withheld for taxes upon vesting of RSUs pursuant to various RSU award agreements

Read SEC document
April 01, 2025 Filed Apr 3, 2025 21:25 UTC Hagerty, Inc. HGTY · Entity 3968 GrantClass A Common Stock 24,890 $0.00 $0.00
Disclosure

SEC source: 0001840776-25-000089 · wk-form4_1743715498.xml · nonDerivative · entry 1

Ahn Kenneth · CIK 0001852587 · President, Hagerty Marketplace

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 124,161

F1 · shares: Represents shares of Class A Common Stock of Hagerty, Inc. ("Class A Common Stock") underlying restricted stock units ("RSUs") acquired by the Reporting Person under the Hagerty, Inc. (the "Issuer") 2021 Equity Incentive Plan (the "Plan"). The RSUs vest in equal amounts on each annual-anniversary of the grant date ending on April 1, 2028, subject to the Reporting Person's continued service with the Issuer, with exceptions for death, disability, or retirement terminations, or a change of control of the Issuer.

Read SEC document
April 01, 2024 Filed Apr 3, 2024 20:29 UTC Hagerty, Inc. HGTY · Entity 3968 GrantClass A Common Stock 24,590 $0.00 $0.00
Disclosure

SEC source: 0001840776-24-000056 · wk-form4_1712176153.xml · nonDerivative · entry 1

Ahn Kenneth · CIK 0001852587 · President, Hagerty Marketplace

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 107,547

F1 · shares: Represents shares of Class A Common Stock of Hagerty, Inc. ("Class A Common Stock") underlying restricted stock units ("RSUs") acquired by the Reporting Person under the Hagerty, Inc. (the "Issuer") 2021 Equity Incentive Plan (the "Plan"). The RSUs vest in equal amounts on each annual-anniversary of the grant date ending on April 1, 2027, subject to the Reporting Person's continued service with the Issuer, with exceptions for death, disability, or retirement terminations, or a change of control of the Issuer.

Read SEC document
April 01, 2024 Filed Jul 10, 2024 20:08 UTC Amendment Hagerty, Inc. HGTY · Entity 3968 Tax withholdingClass A Common Stock 8,276 $9.13 $75,559.88
Disclosure

SEC source: 0001628280-24-031582 · wk-form4a_1720642103.xml · nonDerivative · entry 2

Ahn Kenneth · CIK 0001852587 · President, Hagerty Marketplace

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 99,271

F2 · shares: Represents total number of shares of Class A Common Stock of the Issuer withheld for taxes upon vesting of RSUs pursuant to various RSU award agreements.

F3 · shares: On April 3, 2024, the Reporting Person filed a Form 4 reporting the grant of RSUs on April 1, 2024. This Form 4/A amends that prior Form 4 to reflect that, pursuant to the RSU award agreements governing the RSU grants made to the Reporting Person, the Issuer withheld for taxes the number of shares of Class A Common Stock indicated in this Form 4/A upon the vesting of RSUs on April 1, 2024.

Read SEC document
April 01, 2024 Filed Jul 10, 2024 20:08 UTC Amendment Hagerty, Inc. HGTY · Entity 3968 GrantClass A Common Stock 24,590 $0.00 $0.00
Disclosure

SEC source: 0001628280-24-031582 · wk-form4a_1720642103.xml · nonDerivative · entry 1

Ahn Kenneth · CIK 0001852587 · President, Hagerty Marketplace

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 107,547

F1 · shares: Represents shares of Class A Common Stock of Hagerty, Inc. ("Class A Common Stock") underlying restricted stock units ("RSUs") acquired by the Reporting Person under the Hagerty, Inc. (the "Issuer") 2021 Equity Incentive Plan (the "Plan"). The RSUs vest in equal amounts on each annual-anniversary of the grant date ending on April 1, 2027, subject to the Reporting Person's continued service with the Issuer, with exceptions for death, disability, or retirement terminations, or a change of control of the Issuer.

Read SEC document
April 10, 2023 Filed Apr 10, 2023 21:18 UTC Hagerty, Inc. HGTY · Entity 3968 Tax withholdingClass A Common Stock 28 $8.43 $236.04
Disclosure

SEC source: 0001840776-23-000087 · wf-form4_168116150688538.xml · nonDerivative · entry 2

Ahn Kenneth · CIK 0001852587 · President, Hagerty Marketplace

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 82,957

F1 · shares: Represents total number of shares of Class A Common Stock of the Issuer withheld for taxes upon vesting of restricted stock units ("RSUs") pursuant to various RSU award agreements with a grant date of April 1, 2022.

Read SEC document
April 06, 2023 Filed Apr 10, 2023 21:18 UTC Hagerty, Inc. HGTY · Entity 3968 Tax withholdingClass A Common Stock 1,114 $8.40 $9,357.60
Disclosure

SEC source: 0001840776-23-000087 · wf-form4_168116150688538.xml · nonDerivative · entry 1

Ahn Kenneth · CIK 0001852587 · President, Hagerty Marketplace

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 82,985

F1 · shares: Represents total number of shares of Class A Common Stock of the Issuer withheld for taxes upon vesting of restricted stock units ("RSUs") pursuant to various RSU award agreements with a grant date of April 1, 2022.

Read SEC document
April 05, 2023 Filed Apr 6, 2023 20:56 UTC Hagerty, Inc. HGTY · Entity 3968 Tax withholdingClass A Common Stock 1,247 $8.32 $10,375.04
Disclosure

SEC source: 0001840776-23-000073 · wf-form4_168081454987908.xml · nonDerivative · entry 2

Ahn Kenneth · CIK 0001852587 · President, Hagerty Marketplace

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 84,099

F1 · shares: Represents total number of shares of Class A Common Stock of the Issuer withheld for taxes upon vesting of restricted stock units ("RSUs") pursuant to various RSU award agreements with a grant date of April 1, 2022.

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April 04, 2023 Filed Apr 6, 2023 20:56 UTC Hagerty, Inc. HGTY · Entity 3968 Tax withholdingClass A Common Stock 1,079 $8.45 $9,117.55
Disclosure

SEC source: 0001840776-23-000073 · wf-form4_168081454987908.xml · nonDerivative · entry 1

Ahn Kenneth · CIK 0001852587 · President, Hagerty Marketplace

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 85,346

F1 · shares: Represents total number of shares of Class A Common Stock of the Issuer withheld for taxes upon vesting of restricted stock units ("RSUs") pursuant to various RSU award agreements with a grant date of April 1, 2022.

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April 01, 2023 Filed Apr 5, 2023 20:52 UTC Hagerty, Inc. HGTY · Entity 3968 GrantClass A Common Stock 51,487 $0.00 $0.00
Disclosure

SEC source: 0001840776-23-000040 · wf-form4_168072794532879.xml · nonDerivative · entry 1

Ahn Kenneth · CIK 0001852587 · President, Hagerty Marketplace

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 86,425

F1 · shares: Represents shares of Class A Common Stock of Hagerty, Inc. ("Class A Common Stock") underlying restricted stock units ("RSUs") acquired by the Reporting Person under the Hagerty, Inc. (the "Issuer") 2021 Equity Incentive Plan (the "Plan"). The RSUs vest in equal amounts on each annual-anniversary of the grant date ending on April 1, 2026, subject to the Reporting Person's continued service with the Issuer, with exceptions for death, disability, or retirement.

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April 01, 2022 Filed Apr 5, 2022 20:25 UTC Hagerty, Inc. HGTY · Entity 3968 GrantClass A Common Stock 185 $0.00 $0.00
Disclosure

SEC source: 0001840776-22-000047 · wf-form4_164919029026390.xml · nonDerivative · entry 2

Ahn Kenneth · CIK 0001852587 · President, Hagerty Marketplace

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 34,939

F2 · shares: Respresents shares of Class A Common Stock underlying RSUs acquired by the Reporting Person under the Plan. The RSUs vest on April 1, 2024, subject to the Reporting Person's continued service with the Issuer, with exceptions for death or disability.

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April 01, 2022 Filed Apr 5, 2022 20:25 UTC Hagerty, Inc. HGTY · Entity 3968 GrantClass A Common Stock 34,754 $0.00 $0.00
Disclosure

SEC source: 0001840776-22-000047 · wf-form4_164919029026390.xml · nonDerivative · entry 1

Ahn Kenneth · CIK 0001852587 · President, Hagerty Marketplace

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 34,754

F1 · shares: Respresents shares of Class A Common Stock of Hagerty, Inc. ("Class A Common Stock") underlying restricted stock units ("RSUs") acquired by the Reporting Person under the Hagerty, Inc. (the "Issuer") 2021 Equity Incentive Plan (the "Plan"). The RSUs vest in equal amounts on each annual-anniversary of the grant date ending on April 1, 2025, subject to the Reporting Person's continued service with the Issuer, with exceptions for death, disability, or retirement.

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Value uses the disclosed total when available, otherwise shares × reported transaction price. It is not an estimate of exercise cash cost or investment performance.