STOCK TITAN

Hagerty (NYSE: HGTY) CLO receives RSUs, ESPP shares and tax withholding

Filing Impact
(Neutral)
Filing Sentiment
(Neutral)
Form Type
4

Rhea-AI Filing Summary

Hagerty, Inc. Chief Legal Officer Diana Chafey reported equity compensation activity in Class A Common Stock. She received 23,742 shares underlying restricted stock units granted under the 2021 Equity Incentive Plan, which vest in equal amounts on each annual anniversary of the grant date through April 1, 2029, subject to continued service and certain exceptions.

She also acquired 1,165 shares through the Employee Stock Purchase Plan for the offering period from October 1, 2025 through March 31, 2026. In connection with RSU vesting, 4,833 shares were withheld to cover tax obligations. After these transactions, she directly holds 77,008 shares of Class A Common Stock.

Positive

  • None.

Negative

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Insider Chafey Diana
Role Chief Legal Officer
Type Security Shares Price Value
Grant/Award Class A Common Stock 1,165 $10.13 $12K
Grant/Award Class A Common Stock 23,742 $0.00 --
Tax Withholding Class A Common Stock 4,833 $10.66 $52K
Holdings After Transaction: Class A Common Stock — 77,008 shares (Direct)
Footnotes (1)
  1. 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. 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. Shares acquired pursuant to the Hagerty, Inc. Employee Stock Purchase Plan ("ESPP") for the ESPP offering period of October 1, 2025 through March 31, 2026. 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 April 1, 2026.
RSU grant shares 23,742 shares Restricted stock units under 2021 Equity Incentive Plan
ESPP shares acquired 1,165 shares ESPP period October 1, 2025 to March 31, 2026
Tax-withheld shares 4,833 shares Withheld for taxes upon RSU vesting
Shares after transactions 77,008 shares Direct holdings of Class A Common Stock following reported activity
RSU vesting end date April 1, 2029 Final annual vesting date for RSU grant
ESPP discount 95% of closing price Purchase price vs. closing price on April 1, 2026
restricted stock units financial
"underlying restricted stock units ("RSUs") acquired by the Reporting Person"
Restricted stock units are a type of company reward where employees are promised shares of stock, but they only fully own these shares after meeting certain conditions, like staying with the company for a set time. They matter because they can become valuable assets and are often used to motivate employees to help the company succeed.
2021 Equity Incentive Plan financial
"acquired by the Reporting Person under the Hagerty, Inc. (the "Issuer") 2021 Equity Incentive Plan"
Employee Stock Purchase Plan financial
"Shares acquired pursuant to the Hagerty, Inc. Employee Stock Purchase Plan ("ESPP")"
An employee stock purchase plan is a company program that lets workers buy shares through small payroll deductions, often at a discount to the market price and after a set offering period. Think of it like a workplace savings plan that turns into ownership: it encourages employees to share in the company’s success and can create predictable buying or selling of stock that investors watch because it affects supply, demand and employee incentives.
tax-withholding disposition financial
"withheld for taxes upon vesting of RSUs pursuant to various RSU award agreements"
A tax-withholding disposition is an event or transaction—such as selling or transferring securities, exercising options, or receiving compensation—that triggers a requirement to hold back part of the payment and remit it to tax authorities. It matters to investors because it reduces the cash they receive immediately and can change the timing and amount of taxable income, like a cashier taking a portion of your sale proceeds to pay taxes before you get the rest.
change of control financial
"with exceptions for death, disability, or retirement terminations, or a change of control of the Issuer"
A change of control occurs when the ownership or management of a company shifts significantly, such as through a sale, merger, or acquisition, resulting in new leadership or ownership structure. This change can impact the company's direction and decision-making, which is important for investors because it may affect the company's stability, strategy, and future prospects.
SEC Form 4
FORM 4UNITED 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).
Check this box to indicate that a transaction was made pursuant to a contract, instruction or written plan for the purchase or sale of equity securities of the issuer that is intended to satisfy the affirmative defense conditions of Rule 10b5-1(c). See Instruction 10.
1. Name and Address of Reporting Person*
Chafey Diana

(Last)(First)(Middle)
121 DRIVERS EDGE

(Street)
TRAVERSE CITY MICHIGAN 49684

(City)(State)(Zip)

UNITED STATES

(Country)
2. Issuer Name and Ticker or Trading Symbol
Hagerty, Inc. [ HGTY ]
5. Relationship of Reporting Person(s) to Issuer
(Check all applicable)
Director10% Owner
XOfficer (give title below)Other (specify below)
Chief Legal Officer
2a. Foreign Trading Symbol
3. Date of Earliest Transaction (Month/Day/Year)
04/01/2026
6. Individual or Joint/Group Filing (Check Applicable Line)
XForm filed by One Reporting Person
Form filed by More than One Reporting Person
4. If Amendment, Date of Original Filed (Month/Day/Year)

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)
CodeVAmount(A) or (D)Price
Class A Common Stock04/01/2026A23,742(1)A$080,676D
Class A Common Stock04/01/2026F4,833(2)D$10.6675,843D
Class A Common Stock04/02/2026A1,165(3)A$10.13(4)77,008D
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)
CodeV(A)(D)Date ExercisableExpiration DateTitleAmount or Number of Shares
Explanation of Responses:
1. 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.
2. 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.
3. Shares acquired pursuant to the Hagerty, Inc. Employee Stock Purchase Plan ("ESPP") for the ESPP offering period of October 1, 2025 through March 31, 2026.
4. 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 April 1, 2026.
Remarks:
Exhibit 24 - Power of Attorney
/s/ Tracey Derenzy, Power of Attorney04/03/2026
** Signature of Reporting PersonDate
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).
Note: File three copies of this Form, one of which must be manually signed. If space is insufficient, see Instruction 6 for procedure.
Persons who respond to the collection of information contained in this form are not required to respond unless the form displays a currently valid OMB Number.
* Form 4: SEC 1474 (03-26)

FAQ

How many Hagerty (HGTY) RSU shares were granted to Diana Chafey?

She was granted 23,742 shares of Hagerty Class A Common Stock underlying restricted stock units. These RSUs were issued under the company’s 2021 Equity Incentive Plan and will vest over time, subject to continued service and specified termination or change-of-control conditions.

How do Diana Chafey’s new RSUs at Hagerty (HGTY) vest over time?

The 23,742 RSU shares vest in equal amounts on each annual anniversary of the grant date ending on April 1, 2029. Vesting depends on her continued service, with exceptions for death, disability, retirement, or a change of control at Hagerty, Inc.

How many Hagerty (HGTY) shares were withheld for Diana Chafey’s taxes?

A total of 4,833 shares of Hagerty Class A Common Stock were withheld to cover taxes due upon RSU vesting. This tax-withholding disposition is not an open-market sale but a mechanism to satisfy tax obligations tied to equity compensation.

What Hagerty (HGTY) shares did Diana Chafey acquire through the ESPP?

She acquired 1,165 shares of Class A Common Stock through Hagerty’s Employee Stock Purchase Plan for the offering period from October 1, 2025 to March 31, 2026. The purchase price equaled 95% of the stock’s closing price on April 1, 2026.

How many Hagerty (HGTY) shares does Diana Chafey hold after these transactions?

Following the reported grants, ESPP purchase, and tax withholding, Diana Chafey directly holds 77,008 shares of Hagerty Class A Common Stock. This figure reflects her updated direct ownership position after all reported Form 4 transactions.