HAGERTY INC SEC Filings

Hagerty, Inc. director Robert I. Kauffman reported multiple disposals of Class A common stock under a Rule 10b5-1 plan. The filing shows sales of 21,314 shares on 10/02/2025 at a weighted average price of $11.98, and 3,024 shares on 10/06/2025 at a weighted average price of $12.01. A further disposition of 67,302 shares is reported without an accompanying price or date. After the two dated transactions, the report lists 1,108,539 shares held indirectly by Aldel LLC; earlier in the filing the indirect holding is shown as 1,111,563 following the first sale. The filer states the transactions were effected under a 10b5-1 trading plan adopted on 08/09/2024 and disclaims beneficial ownership of Aldel LLC holdings except for pecuniary interest. The filing is signed by a power of attorney on 10/06/2025. Note: one disposal line (67,302 shares) lacks a reported execution date and price in the form.

Russell Andrew, the Chief Information Officer of Hagerty, Inc. (HGTY), reported a withholding of 2,121 shares of Class A common stock on 10/01/2025 to satisfy taxes related to RSU vesting. The transaction price reported was $11.95 per share. After this tax withholding, the reporting person beneficially owned 112,024 shares of Class A common stock. The Form 4 was signed under power of attorney by Tracey Derenzy on 10/03/2025. The filing states the withheld shares relate to an RSU award with a grant date of 10/01/2022.

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.

Hagerty, Inc. insider Diana Chafey, who serves as Chief Legal Officer, reported two transactions in early October 2025. On 10/01/2025 she disposed of 1,076 shares of Class A common stock at $11.95 per share; the filing explains these were shares withheld for taxes when restricted stock units vested from an award dated 10/01/2023. On 10/02/2025 she acquired 993 shares under Hagerty's Employee Stock Purchase Plan for the April 1–September 30, 2025 offering period, at a per‑share price equal to 95% of the closing price on 10/01/2025 ($11.35 shown). The Form 4 was signed via power of attorney on 10/03/2025.

Hagerty, Inc. (HGTY) reported an equity award to its Chief Accounting Officer on a Form 4. On October 1, 2025, the officer acquired 8,306 shares of Class A common stock underlying restricted stock units at a stated price of $0.

The RSUs vest in equal installments on each annual anniversary of the grant date through October 1, 2028, subject to continued service, with exceptions for death, disability, retirement, or a change of control. Following this grant, the reporting person beneficially owned 90,797 shares directly.

Hagerty, Inc. (HGTY) filed a Form 144 notice reporting a proposed sale of 21,314 common shares through Merrill Lynch on the NYSE with an aggregate market value of $255,342. The filing states these shares were originally acquired on 12/02/2021 by Aldel LLC as part of a PIPE financing tied to the company’s business combination with Hagerty. The issuer’s total shares outstanding is listed as 90,942,223. The filing also discloses extensive prior open-market sales by Robert I. Kauffman / Aldel LLC across many dates from 06/16/2025 through 10/01/2025, including several large daily transactions such as 110,600 shares on 07/24/2025. The filer affirms no undisclosed material nonpublic information in connection with the sale.

Hagerty, Inc. (HGTY) filed a Form 144/A reporting a proposed sale of 18,372 shares of common stock through Merrill Lynch (New York) with an aggregate market value of $221,566, with an approximate sale date of 10/01/2025. The filing shows 90,942,223 shares outstanding. The securities being offered were originally acquired on 12/02/2021 by Aldel LLC as part of a PIPE financing announced in an 8-K, with 3,500,000 shares recorded as acquired and payment characterized as stock. The filing also lists extensive dispositions by Robert I. Kauffman/Aldel LLC during the prior three months, with numerous sales between 06/16/2025 and 09/30/2025 totaling many tens of thousands of shares and gross proceeds shown per sale. The notice includes the standard seller representation that no undisclosed material adverse information is known.

Hagerty, Inc. (HGTY) Form 144 notifies the SEC of a proposed sale of 30,187 common shares through Merrill Lynch with an aggregate market value of $361,036, planned approximately on 09/30/2025 on the NYSE. The shares were originally acquired on 12/02/2021 by Aldel LLC as part of a PIPE related to Hagerty's business combination; Aldel reports 3,500,000 shares acquired on that date. The filing lists multiple recent sales by Robert I. Kauffman/Aldel LLC from June through September 2025, including several large blocks, and states the filer represents no undisclosed material adverse information.

Hagerty, Inc. (HGTY) Form 144 filing: Aldel LLC (associated with Robert I. Kauffman) proposes to sell 5,506 shares of Hagerty common stock with an aggregate market value of $64,809, to be sold approximately on 09/29/2025 on the NYSE. The filing states these shares were originally acquired by Aldel LLC on 12/02/2021 as part of a PIPE financing tied to Hagerty Inc. The filer reports numerous secondary market sales by Robert I. Kauffman/Aldel LLC between 06/16/2025 and 09/22/2025, with individual sale amounts and gross proceeds listed in the filing.