HGTY

SEC source: 0001840776-24-000016 · wk-form4_1710189215.xml · nonDerivative · entry 3

KAUFFMAN ROBERT I · CIK 0001124462 · Director

10b5-1 filing: Plan reported

Ownership: Indirect · By Aldel LLC

Disclosed balance after: 3,464,315

F1 · kind: The reported sale was effected pursuant to a Rule 10b5-1 trading plan adopted by the Reporting Person on August 11, 2023.

F2 · ownership.direct: Held by Aldel LLC. Mr. Kauffman is the manager of Aldel LLC and has voting and investment discretion with respect to the securities held of record by Aldel LLC. Mr. Kauffman disclaims beneficial ownership of the reported securities except to the extent of his pecuniary interest therein.

SEC source: 0001840776-24-000016 · wk-form4_1710189215.xml · nonDerivative · entry 2

KAUFFMAN ROBERT I · CIK 0001124462 · Director

10b5-1 filing: Plan reported

Ownership: Indirect · By Aldel LLC

Disclosed balance after: 3,472,539

F1 · kind: The reported sale was effected pursuant to a Rule 10b5-1 trading plan adopted by the Reporting Person on August 11, 2023.

F2 · ownership.direct: Held by Aldel LLC. Mr. Kauffman is the manager of Aldel LLC and has voting and investment discretion with respect to the securities held of record by Aldel LLC. Mr. Kauffman disclaims beneficial ownership of the reported securities except to the extent of his pecuniary interest therein.

SEC source: 0001840776-24-000016 · wk-form4_1710189215.xml · nonDerivative · entry 1

KAUFFMAN ROBERT I · CIK 0001124462 · Director

10b5-1 filing: Plan reported

Ownership: Indirect · By Aldel LLC

Disclosed balance after: 3,484,250

F1 · kind: The reported sale was effected pursuant to a Rule 10b5-1 trading plan adopted by the Reporting Person on August 11, 2023.

F2 · ownership.direct: Held by Aldel LLC. Mr. Kauffman is the manager of Aldel LLC and has voting and investment discretion with respect to the securities held of record by Aldel LLC. Mr. Kauffman disclaims beneficial ownership of the reported securities except to the extent of his pecuniary interest therein.

SEC source: 0001840776-23-000153 · wk-form4_1696450003.xml · nonDerivative · entry 1

Rehrig Paul · CIK 0001897806 · Pres. of Hagerty Media & Entmt

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 165,639

F1 · shares: Shares acquired pursuant to the Hagerty, Inc. Employee Stock Purchase Plan ("ESPP") for the ESPP offering period of April 2023 through October 2023.

F2 · price: In accordance with the ESPP, these shares were purchased based on 95% of the closing price of the Issuer's stock on October 2, 2023.

SEC source: 0001840776-23-000154 · wk-form4_1696450039.xml · nonDerivative · entry 1

McClymont Patrick · CIK 0001589119 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 172,607

F1 · shares: Shares acquired pursuant to the Hagerty, Inc. Employee Stock Purchase Plan ("ESPP") for the ESPP offering period of April 2023 through October 2023.

F2 · price: In accordance with the ESPP, these shares were purchased based on 95% of the closing price of the Issuer's stock on October 2, 2023.

SEC source: 0001840776-23-000156 · wk-form4_1696537098.xml · nonDerivative · entry 1

McClymont Patrick · CIK 0001589119 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 167,119

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 Reporting Person's RSU award agreement with a grant date of October 1, 2022.

F2 · price: This transaction was executed in multiple trades at prices ranging from $7.90 to $8.00. 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.

SEC source: 0001840776-23-000150 · wk-form4_1696364108.xml · nonDerivative · entry 1

Chafey Diana · CIK 0001867966 · Chief Legal Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 11,015

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 October 1, 2026, subject to the Reporting Person's continued service with the Issuer, with exceptions for death, disability, or retirement.

SEC source: 0001840776-23-000132 · wk-form4_1688587268.xml · nonDerivative · entry 1

DELANEY KEVIN M · CIK 0001398794 · Chief Accounting Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 57,070

F1 · shares: Represents shares of Class A Common Stock of the Issuer's underlying restricted stock units ("RSUs") acquired by the Reporting Person under the Issuer's 2021 Equity Incentive Plan. The RSUs vest 20% on July 1, 2024, 20% on July 1, 2025, 30% on July 1, 2026, and 30% on July 1, 2027, subject to the Reporting Person's continued service with the Issuer, with exceptions for death, disability or retirement.

SEC source: 0001840776-23-000133 · wk-form4_1688587317.xml · nonDerivative · entry 1

Favour Charles John · CIK 0001968543 · Chief Underwriting Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 58,453

F1 · shares: Represents shares of Class A Common Stock of the Issuer's underlying restricted stock units ("RSUs") acquired by the Reporting Person under the Issuer's 2021 Equity Incentive Plan. The RSUs vest 20% on July 1, 2024, 20% on July 1, 2025, 30% on July 1, 2026, and 30% on July 1, 2027, subject to the Reporting Person's continued service with the Issuer, with exceptions for death, disability or retirement.

SEC source: 0000899243-23-016387 · doc4.xml · derivative · entry 1

STATE FARM MUTUAL AUTOMOBILE INSURANCE CO · CIK 0000315032 · 10% owner

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 5,302,226

Underlying: Class A Common Stock · 4,241,780 shares

Expires not disclosed

F1 · derivative.expiration_date: The Series A Preferred Stock has no stated maturity and therefore has no expiration date.

F2 · derivative.underlying_shares: On June 23, 2023, the Reporting Person acquired 5,302,226 shares of Series A Preferred Stock convertible into 4,241,780 shares of Class A common stock, subject to customary anti-dilution adjustments, for total consideration of $49,999,991.18.

SEC source: 0001840776-23-000128 · wk-form4_1687898501.xml · derivative · entry 1

Hagerty McKeel · CIK 0001897880 · Director · Chief Executive Officer

10b5-1 filing: No plan indicated

Ownership: Indirect · Held by McKeel O Hagerty Revocable Trust dated September 18, 2003

Disclosed balance after: 530,222

Underlying: Class A Common Stock · 530,222 shares

Expires not disclosed

F1 · derivative.exercise_date: Reporting Person may convert the Series A Convertible Preferred Stock at any time, subject to the Issuer's option to require the Reporting Person to convert all or any of the Series A Convertible Preferred Stock, as summarized in footnote 2 of this Form 4.

F2 · derivative.expiration_date: Issuer may require Reporting Person to convert all or any portion of Series A Preferred Stock where: (i) if, on or after the third anniversary of June 23, 2023 (the "Issue Date") and prior to the seventh anniversary of the Issue Date, the closing price of the Class A Common Stock exceeds 150% of the Conversion Price for at least twenty (20) trading days in any period of thirty (30) consecutive trading days; (ii) if, on or after the seventh anniversary of the Issue Date and prior to the tenth anniversary of the Issue Date, the closing price of the Class A Common Stock exceeds 100% of the Conversion Price for at least twenty (20) trading days in any period of thirty (30) consecutive trading days; or (iii) on or after the tenth anniversary of the Issue Date.

F3 · ownership.nature: Held by McKeel O Hagerty Revocable Trust dated September 18, 2003 (the "Trust"). Reporting Person is the trustee for the Trust and has investment power over the Series A Convertible Preferred Stock held by the Trust.

SEC source: 0001096343-23-000161 · wk-form4_1687907250.xml · derivative · entry 1

MARKEL GROUP INC. · CIK 0001096343 · 10% owner

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 1,590,668

Underlying: Class A Common Stock · 1,590,668 shares

Expires not disclosed

F1 · derivative.exercise_price: Each share of Series A Preferred Stock is exchangeable, at the holder's option, into shares of the Issuer's Class A Common Stock at an initial ratio of 1.25 shares of Series A Preferred Stock for 1 share of Class A Common Stock (the Conversion Rate). Dividends on Series A Preferred Stock are cumulative and accrue from the date of issuance at a rate per annum of 7.0% of the per share purchase price of Series A Preferred Stock ($9.43), plus the amount of previously accrued dividends, compounded annually (Accruing Dividends). The Issuer may elect to pay Accruing Dividends either in cash or additional shares of Series A Preferred Stock. Prior to the third anniversary of June 23, 2023 (the Closing), Series A Preferred Stock will participate on an as converted basis in dividends declared and paid on Class A Common Stock. Series A Preferred Stock votes together with Class A Common Stock on an as-converted basis (one vote per share), and not as a separate class.

F1 · shares: Each share of Series A Preferred Stock is exchangeable, at the holder's option, into shares of the Issuer's Class A Common Stock at an initial ratio of 1.25 shares of Series A Preferred Stock for 1 share of Class A Common Stock (the Conversion Rate). Dividends on Series A Preferred Stock are cumulative and accrue from the date of issuance at a rate per annum of 7.0% of the per share purchase price of Series A Preferred Stock ($9.43), plus the amount of previously accrued dividends, compounded annually (Accruing Dividends). The Issuer may elect to pay Accruing Dividends either in cash or additional shares of Series A Preferred Stock. Prior to the third anniversary of June 23, 2023 (the Closing), Series A Preferred Stock will participate on an as converted basis in dividends declared and paid on Class A Common Stock. Series A Preferred Stock votes together with Class A Common Stock on an as-converted basis (one vote per share), and not as a separate class.

F2 · derivative.expiration_date: Series A Preferred Stock has no expiration date, but the Issuer has the option to require that all or any portion of the then-outstanding shares of Series A Preferred Stock be converted into Class A Common Stock at the Conversion Rate: (i) on or after the third anniversary of the Closing and prior to the seventh anniversary of the Closing, if the closing price of Class A Common Stock (the Closing Price) exceeds 150% of the Conversion Price (as defined in this footnote 2) for at least 20 out of 30 consecutive trading days; (ii) on or after the seventh anniversary of the Closing and prior to the tenth anniversary of the Closing, if the Closing Price exceeds 100% of the Conversion Price for at least 20 out of 30 consecutive trading days; or (iii) on the tenth anniversary of the Closing. The "Conversion Price" is the per share purchase price of Series A Preferred Stock ($9.43) multiplied by the Conversion Rate (initially, $11.79).

F3 · derivative.expiration_date: The Issuer also has certain redemption rights with respect to Series A Preferred Stock, including in connection with (i) a change of control transaction (a Change of Control), (ii) an acquisition by the Issuer with a transaction value of at least $500.0 million or any equity or debt financing by the Issuer that raises at least $500.0 million (a Fundamental Transaction), or (iii) otherwise after the fifth anniversary of the Closing, as described further in the Certificate of Designations, Preferences and Rights of the Series A Preferred Stock. Each holder of Series A Preferred Stock, including the Reporting Person, may, individually, require the Issuer to redeem all or any portion of its Series A Preferred Stock in connection with a Change of Control or a Fundamental Transaction.

F1 · derivative.underlying_shares: Each share of Series A Preferred Stock is exchangeable, at the holder's option, into shares of the Issuer's Class A Common Stock at an initial ratio of 1.25 shares of Series A Preferred Stock for 1 share of Class A Common Stock (the Conversion Rate). Dividends on Series A Preferred Stock are cumulative and accrue from the date of issuance at a rate per annum of 7.0% of the per share purchase price of Series A Preferred Stock ($9.43), plus the amount of previously accrued dividends, compounded annually (Accruing Dividends). The Issuer may elect to pay Accruing Dividends either in cash or additional shares of Series A Preferred Stock. Prior to the third anniversary of June 23, 2023 (the Closing), Series A Preferred Stock will participate on an as converted basis in dividends declared and paid on Class A Common Stock. Series A Preferred Stock votes together with Class A Common Stock on an as-converted basis (one vote per share), and not as a separate class.

F1 · balance_after: Each share of Series A Preferred Stock is exchangeable, at the holder's option, into shares of the Issuer's Class A Common Stock at an initial ratio of 1.25 shares of Series A Preferred Stock for 1 share of Class A Common Stock (the Conversion Rate). Dividends on Series A Preferred Stock are cumulative and accrue from the date of issuance at a rate per annum of 7.0% of the per share purchase price of Series A Preferred Stock ($9.43), plus the amount of previously accrued dividends, compounded annually (Accruing Dividends). The Issuer may elect to pay Accruing Dividends either in cash or additional shares of Series A Preferred Stock. Prior to the third anniversary of June 23, 2023 (the Closing), Series A Preferred Stock will participate on an as converted basis in dividends declared and paid on Class A Common Stock. Series A Preferred Stock votes together with Class A Common Stock on an as-converted basis (one vote per share), and not as a separate class.

SEC source: 0001840776-23-000124 · wk-form4_1687550466.xml · nonDerivative · entry 1

Harris Laurie · CIK 0001783632 · Director

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 14,738

F1 · kind: The sale occurred automatically pursuant to a Rule 10b5-1 trading plan adopted by the Reporting Person on March 22, 2023, and does not represent a discretionary transaction. The reported sale represents a "sell to cover" transaction and equals the number of shares required to be sold by the Reporting Person to satisfy tax withholding obligations in connection with the vesting of the Reporting Person's restricted stock units.

F2 · price: This transaction was executed in multiple trades at prices ranging from $9.35 to $9.47. 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.

SEC source: 0001840776-23-000083 · wf-form4_168116144452090.xml · nonDerivative · entry 2

Champagne Collette · CIK 0001897817 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 270,701

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.

SEC source: 0001840776-23-000086 · wf-form4_168116148884471.xml · nonDerivative · entry 2

Turcotte Frederick · CIK 0001897818 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 452,818

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.

SEC source: 0001840776-23-000085 · wf-form4_168116147454236.xml · nonDerivative · entry 2

Hagerty McKeel · CIK 0001897880 · Director · Chief Executive Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 1,283,855

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.

SEC source: 0001840776-23-000082 · wf-form4_168116142788226.xml · nonDerivative · entry 2

Rehrig Paul · CIK 0001897806 · Pres. of Hagerty Media & Entmt

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 163,538

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.

SEC source: 0001840776-23-000084 · wf-form4_168116146003974.xml · nonDerivative · entry 2

Matthews Barbara E · CIK 0001897816 · SVP, Gen Counsel & Corp Secr.

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 130,600

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.

SEC source: 0001840776-23-000088 · wf-form4_168116152261927.xml · nonDerivative · entry 2

Favour Charles John · CIK 0001968543 · Chief Underwriting Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 29,607

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.

SEC source: 0001840776-23-000083 · wf-form4_168116144452090.xml · nonDerivative · entry 1

Champagne Collette · CIK 0001897817 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 270,835

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.

SEC source: 0001840776-23-000086 · wf-form4_168116148884471.xml · nonDerivative · entry 1

Turcotte Frederick · CIK 0001897818 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 453,659

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.

SEC source: 0001840776-23-000085 · wf-form4_168116147454236.xml · nonDerivative · entry 1

Hagerty McKeel · CIK 0001897880 · Director · Chief Executive Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 1,284,562

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.

SEC source: 0001840776-23-000082 · wf-form4_168116142788226.xml · nonDerivative · entry 1

Rehrig Paul · CIK 0001897806 · Pres. of Hagerty Media & Entmt

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 163,599

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.

SEC source: 0001840776-23-000084 · wf-form4_168116146003974.xml · nonDerivative · entry 1

Matthews Barbara E · CIK 0001897816 · SVP, Gen Counsel & Corp Secr.

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 130,734

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.

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.

SEC source: 0001840776-23-000088 · wf-form4_168116152261927.xml · nonDerivative · entry 1

Favour Charles John · CIK 0001968543 · Chief Underwriting Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 29,629

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.

SEC source: 0001840776-23-000065 · wf-form4_168081347127172.xml · nonDerivative · entry 2

Champagne Collette · CIK 0001897817 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 276,282

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.

SEC source: 0001840776-23-000066 · wf-form4_168081348718039.xml · nonDerivative · entry 2

Turcotte Frederick · CIK 0001897818 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 488,382

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.

SEC source: 0001840776-23-000064 · wf-form4_168081345563187.xml · nonDerivative · entry 2

Hagerty McKeel · CIK 0001897880 · Director · Chief Executive Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 1,313,745

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.

SEC source: 0001840776-23-000072 · wf-form4_168081453386089.xml · nonDerivative · entry 3

Rehrig Paul · CIK 0001897806 · Pres. of Hagerty Media & Entmt

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 166,026

F2 · shares: Shares acquired pursuant to the Hagerty, Inc. Employee Stock Purchase Plan ("ESPP") for the ESPP offering period of October 2022 through April 2022.

F3 · price: In accordance with the ESPP, these shares were purchased based on 90% of the closing price of the Issuer's stock on April 3, 2023.

SEC source: 0001840776-23-000072 · wf-form4_168081453386089.xml · nonDerivative · entry 2

Rehrig Paul · CIK 0001897806 · Pres. of Hagerty Media & Entmt

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 163,381

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.

SEC source: 0001840776-23-000069 · wf-form4_168081353325653.xml · nonDerivative · entry 2

Matthews Barbara E · CIK 0001897816 · SVP, Gen Counsel & Corp Secr.

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 136,083

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.

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.

SEC source: 0001840776-23-000068 · wf-form4_168081351559599.xml · nonDerivative · entry 2

Favour Charles John · CIK 0001968543 · Chief Underwriting Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 67,339

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.

SEC source: 0001840776-23-000067 · wf-form4_168081350130215.xml · nonDerivative · entry 2

Butcher John Carlisle · CIK 0001899296 · President

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 66,495

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.

SEC source: 0001840776-23-000065 · wf-form4_168081347127172.xml · nonDerivative · entry 1

Champagne Collette · CIK 0001897817 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 282,381

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.

SEC source: 0001840776-23-000066 · wf-form4_168081348718039.xml · nonDerivative · entry 1

Turcotte Frederick · CIK 0001897818 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 527,252

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.

SEC source: 0001840776-23-000064 · wf-form4_168081345563187.xml · nonDerivative · entry 1

Hagerty McKeel · CIK 0001897880 · Director · Chief Executive Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 1,346,414

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.

SEC source: 0001840776-23-000072 · wf-form4_168081453386089.xml · nonDerivative · entry 1

Rehrig Paul · CIK 0001897806 · Pres. of Hagerty Media & Entmt

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 166,098

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.

SEC source: 0001840776-23-000069 · wf-form4_168081353325653.xml · nonDerivative · entry 1

Matthews Barbara E · CIK 0001897816 · SVP, Gen Counsel & Corp Secr.

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 142,073

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.

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.

SEC source: 0001840776-23-000068 · wf-form4_168081351559599.xml · nonDerivative · entry 1

Favour Charles John · CIK 0001968543 · Chief Underwriting Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 68,270

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.

SEC source: 0001840776-23-000067 · wf-form4_168081350130215.xml · nonDerivative · entry 1

Butcher John Carlisle · CIK 0001899296 · President

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 68,955

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.

SEC source: 0001840776-23-000038 · wf-form4_168072791228325.xml · nonDerivative · entry 1

Champagne Collette · CIK 0001897817 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 287,659

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.

SEC source: 0001840776-23-000037 · wf-form4_168072789431515.xml · nonDerivative · entry 1

Hagerty McKeel · CIK 0001897880 · Director · Chief Executive Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 1,374,685

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.

SEC source: 0001840776-23-000050 · wf-form4_168072918851422.xml · nonDerivative · entry 1

KAUFFMAN ROBERT I · CIK 0001124462 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 43,638

F1 · shares: Represents shares of Class A Common Stock of Hagerty, Inc. (the "Issuer") underlying Restricted Stock Units ("RSUs") acquired by the Reporting Person under the Issuer's 2021 Equity Incentive 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.

SEC source: 0001840776-23-000039 · wf-form4_168072792923654.xml · nonDerivative · entry 1

Rehrig Paul · CIK 0001897806 · Pres. of Hagerty Media & Entmt

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 168,449

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.

SEC source: 0001840776-23-000041 · wf-form4_168072797554780.xml · nonDerivative · entry 1

Matthews Barbara E · CIK 0001897816 · SVP, Gen Counsel & Corp Secr.

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 147,257

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.

SEC source: 0001840776-23-000054 · wf-form4_168072927480507.xml · nonDerivative · entry 1

Salmi Mika · CIK 0001897885 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 18,638

F1 · shares: Represents shares of Class A Common Stock of Hagerty, Inc. (the "Issuer") underlying Restricted Stock Units ("RSUs") acquired by the Reporting Person under the Issuer's 2021 Equity Incentive 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.