[Form 4] Hagerty, Inc. Insider Trading Activity

Rhea-AI Filing Summary

Patrick McClymont, the Chief Financial Officer of Hagerty, Inc. (HGTY), reported two Section 16 transactions. On 10/01/2025 he disposed of 8,111 shares of Class A common stock at $11.95 per share, identified as tax withholding upon RSU vesting from a 10/01/2022 grant. On 10/02/2025 he acquired 461 shares under the company Employee Stock Purchase Plan for the April 1–September 30, 2025 offering period at a price equal to 95% of the closing price on 10/01/2025 (reported as $11.35). Beneficial ownership moved from 313,746 to 314,207 shares following these transactions. The Form 4 was signed by a Power of Attorney on 10/03/2025.

Positive

• Beneficial ownership increased to 314,207 shares after the ESPP purchase
• Participation in ESPP indicates continued use of company-sponsored purchase plan

Negative

• 8,111 shares were disposed of on 10/01/2025, recorded at $11.95 per share as tax withholding

Insights

Insider Transactions Analyst

TL;DR: CFO sold shares to satisfy RSU tax withholding and modestly increased direct holdings via the ESPP.

The disposal of 8,111 shares on 10/01/2025 is recorded as tax withholding for RSUs granted on 10/01/2022, which is an administrative liquidity event rather than an open-market sale for cash flow needs disclosed here.

The subsequent 461-share purchase on 10/02/2025 under the ESPP at $11.35 raised total beneficial ownership to 314,207 shares, showing continued participation in a company-sponsored purchase plan.

Insider Trade Summary

2 transactions reported

Mixed 2 txns

Insider McClymont Patrick

Role Chief Financial Officer

Type	Security	Shares	Price	Value
Grant/Award	Class A Common Stock	461	$11.35	$5K
Tax Withholding	Class A Common Stock	8,111	$11.95	$97K

Holdings After Transaction: Class A Common Stock — 314,207 shares (Direct)

Footnotes (1)

1. Represents total number of shares of Class A Common Stock of the Issuer withheld for taxes upon vesting of RSUs pursuant to Reporting Person's RSU Award Agreement with a grant date of October 1, 2022. Shares acquired pursuant to the Hagerty, Inc. Employee Stock Purchase Plan ("ESPP") for the ESPP offering period of April 1, 2025 through September 30, 2025. In accordance with the ESPP, the per share price paid for these shares was an amount equal to 95% of the closing price of the Issuer's stock on October 1, 2025.

Form 4 Insider Transactions: What Each Field Means →

SEC Form 4

FORM 4

UNITED STATES SECURITIES AND EXCHANGE COMMISSION
Washington, D.C. 20549

STATEMENT OF CHANGES IN BENEFICIAL OWNERSHIP

Filed pursuant to Section 16(a) of the Securities Exchange Act of 1934
or Section 30(h) of the Investment Company Act of 1940

OMB APPROVAL

OMB Number:			3235-0287
Estimated average burden
hours per response:			0.5

Check this box if no longer subject to Section 16. Form 4 or Form 5 obligations may continue. See Instruction 1(b).

1. Name and Address of Reporting Person^*

McClymont Patrick

(Last) (First) (Middle)

121 DRIVERS EDGE

(Street)

TRAVERSE CITY MI 49684

(City) (State) (Zip)

2. Issuer Name and Ticker or Trading Symbol
Hagerty, Inc. [ HGTY ]

5. Relationship of Reporting Person(s) to Issuer
(Check all applicable)

	Director		10% Owner
X	Officer (give title below)		Other (specify below)
	Chief Financial Officer

3. Date of Earliest Transaction (Month/Day/Year)
10/01/2025

4. If Amendment, Date of Original Filed (Month/Day/Year)

6. Individual or Joint/Group Filing (Check Applicable Line)

X	Form filed by One Reporting Person
	Form filed by More than One Reporting Person

Table I - Non-Derivative Securities Acquired, Disposed of, or Beneficially Owned
1. Title of Security (Instr. 3)	2. Transaction Date (Month/Day/Year)	2A. Deemed Execution Date, if any (Month/Day/Year)	3. Transaction Code (Instr. 8)		4. Securities Acquired (A) or Disposed Of (D) (Instr. 3, 4 and 5)			5. Amount of Securities Beneficially Owned Following Reported Transaction(s) (Instr. 3 and 4)	6. Ownership Form: Direct (D) or Indirect (I) (Instr. 4)	7. Nature of Indirect Beneficial Ownership (Instr. 4)
			Code	V	Amount	(A) or (D)	Price
Class A Common Stock	10/01/2025		F		8,111(1)	D	$11.95	313,746	D
Class A Common Stock	10/02/2025		A		461(2)	A	$11.35(3)	314,207	D

Table II - Derivative Securities Acquired, Disposed of, or Beneficially Owned (e.g., puts, calls, warrants, options, convertible securities)
1. Title of Derivative Security (Instr. 3)	2. Conversion or Exercise Price of Derivative Security	3. Transaction Date (Month/Day/Year)	3A. Deemed Execution Date, if any (Month/Day/Year)	4. Transaction Code (Instr. 8)		5. Number of Derivative Securities Acquired (A) or Disposed of (D) (Instr. 3, 4 and 5)		6. Date Exercisable and Expiration Date (Month/Day/Year)		7. Title and Amount of Securities Underlying Derivative Security (Instr. 3 and 4)		8. Price of Derivative Security (Instr. 5)	9. Number of derivative Securities Beneficially Owned Following Reported Transaction(s) (Instr. 4)	10. Ownership Form: Direct (D) or Indirect (I) (Instr. 4)	11. Nature of Indirect Beneficial Ownership (Instr. 4)
				Code	V	(A)	(D)	Date Exercisable	Expiration Date	Title	Amount or Number of Shares

Explanation of Responses:

1. Represents total number of shares of Class A Common Stock of the Issuer withheld for taxes upon vesting of RSUs pursuant to Reporting Person's RSU Award Agreement with a grant date of October 1, 2022.

2. Shares acquired pursuant to the Hagerty, Inc. Employee Stock Purchase Plan ("ESPP") for the ESPP offering period of April 1, 2025 through September 30, 2025.

3. In accordance with the ESPP, the per share price paid for these shares was an amount equal to 95% of the closing price of the Issuer's stock on October 1, 2025.

Remarks:

Exhibit 24 - Power of Attorney

	/s/ Tracey Derenzy, Power of Attorney	10/03/2025
	** Signature of Reporting Person	Date
Reminder: Report on a separate line for each class of securities beneficially owned directly or indirectly.
* If the form is filed by more than one reporting person, see Instruction 4 (b)(v).
** Intentional misstatements or omissions of facts constitute Federal Criminal Violations See 18 U.S.C. 1001 and 15 U.S.C. 78ff(a).
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