Hagerty Holding Corp. - 09 Sep 2026 Form 4 Insider Report for Hagerty, Inc. (HGTY)

Reporting relationship: 10%+ Owner
Issuer ticker: HGTY
Reported as of: 09 Sep 2026
Net transaction value: -$122,033,400
SEC form: 4
Accepted by SEC: 11 Sep 2026, 18:15:30 UTC
Prior SEC filing: 15 Aug 2025
Source filing: View source filing
Reporting owner signature: HAGERTY HOLDING CORP. By: /s/ Jessica Sullivan Name: Jessica Sullivan Title: Secretary

Key filing fact

Hagerty Holding Corp. filed Form 4 for Hagerty, Inc. (HGTY) on 11 Sep 2026.

Key facts

This page summarizes Hagerty Holding Corp.'s Form 4 filing for Hagerty, Inc. (HGTY).
6 reported transactions and 2 derivative rows are listed below.
Accepted by SEC: 11 Sep 2026, 18:15.

Change

Previous filing in this sequence was filed on 15 Aug 2025.
Current net transaction value: -$122,033,400.

Research use

This tells you what this filing adds before you inspect full transaction and derivative tables.
You can trace every row back to the original SEC filing document.

Evidence

Filed on Form 4

Ownership activity is grounded in SEC Form 4 disclosures.

View source filing

Reporting Owners (1)

CIK 0001899295 Primary reporting owner

Hagerty Holding Corp.

Relationship: 10%+ Owner
Address: 175 WILSON ROAD, TRAVERSE CITY
Signature: HAGERTY HOLDING CORP. By: /s/ Jessica Sullivan Name: Jessica Sullivan Title: Secretary
Signature date: 11 Sep 2026

Reported non-derivative transactions

Shares, units, or other non-derivative securities reported in this filing.

HGTY transaction

Class A Common Stock

Conversion of derivative security

Transaction value
Shares: +9,250,000
Change %
Price
Shares after: 9,250,000
Date: 09 Sep 2026
Ownership: Direct
Footnotes: F1

HGTY transaction

Class A Common Stock

Sale

Transaction value: $106,116,000
Shares: -9,250,000
Change %: -100%
Price: $11.47
Shares after: 0
Date: 09 Sep 2026
Ownership: Direct

HGTY transaction

Class A Common Stock

Conversion of derivative security

Transaction value
Shares: +1,387,500
Change %
Price
Shares after: 1,387,500
Date: 11 Sep 2026
Ownership: Direct
Footnotes: F2

HGTY transaction

Class A Common Stock

Sale

Transaction value: $15,917,400
Shares: -1,387,500
Change %: -100%
Price: $11.47
Shares after: 0
Date: 11 Sep 2026
Ownership: Direct

Reported derivative securities

Options, warrants, convertible securities, or similar derivative positions disclosed in the filing.

HGTY transaction Derivative

Class V Common Stock

Conversion of derivative security

Transaction value
Shares: -9,250,000
Change %: -5.6%
Price
Shares after: 157,302,156
Date: 09 Sep 2026
Ownership: Direct
Underlying class: Class A Common Stock
Underlying amount: 9,250,000
Exercise price
Footnotes: F1, F3

HGTY transaction Derivative

Class V Common Stock

Conversion of derivative security

Transaction value
Shares: -1,387,500
Change %: -0.88%
Price
Shares after: 155,914,656
Date: 11 Sep 2026
Ownership: Direct
Underlying class: Class A Common Stock
Underlying amount: 1,387,500
Exercise price
Footnotes: F2, F3

^* marks a reported price that did not pass the local price check.

Additional SEC filing notes

Filing notes and footnotes

Explanation of responses 3 footnotes

Footnote F1

9,250,000 shares of Class A Common Stock were issued to the Reporting Person in exchange for an equal number of Paired Interests (as defined below) that were surrendered by the Reporting Person pursuant to the Amended and Restated Exchange Agreement, dated as of December 2, 2021 and amended and restated as of March 23, 2022 (the "Exchange Agreement"), among the Issuer, The Hagerty Group, LLC ("OpCo"), the Reporting Person, Markel Corporation ("Markel") and each of the Reporting Person's and Markel's Qualified Transferees (as defined therein). Each "Paired Interest" consists of one share of Class V Common Stock of the Issuer and one unit of limited liability company interest of OpCo and may be surrendered by the Reporting Person pursuant to the Exchange Agreement in exchange for a share of Class A Common Stock of the Issuer or, at the option of the Issuer, cash.

Footnote F2

1,387,500 shares of Class A Common Stock were issued to the Reporting Person in exchange for an equal number of Paired Interests that were surrendered by the Reporting Person pursuant to the Exchange Agreement.

Footnote F3

Each Paired Interest has no expiration date and may be surrendered by the Reporting Person pursuant to the Exchange Agreement in exchange for a share of Class A Common Stock of the Issuer or, at the option of the Issuer, cash.