Hagerty, INC Form 4 insider transactions

Hagerty Director Robert I. Kauffman sold a total of 39,226 Class A Common Stock shares in late October 2025 through a pre-arranged 10b5-1 trading plan.

Hagerty Director Robert I. Kauffman reported the sale of 35,149 shares of Class A Common Stock totaling over $395,000, executed under a pre-arranged 10b5-1 trading plan.

Hagerty Director Robert I. Kauffman sold 91,307 shares of Class A Common Stock over three days in October 2025, pursuant to a pre-arranged Rule 10b5-1 trading plan.

Hagerty, Inc. Director Robert I. Kauffman sold 29,490 shares of Class A Common Stock for approximately $350,000 through a pre-arranged trading plan.

Hagerty Director Robert I. Kauffman reported the sale of Class A Common Stock shares on October 2 and October 6, 2025, pursuant to a Rule 10b5-1 trading plan.

Hagerty's Chief Information Officer, Russell Andrew Page, disposed of 2,121 shares of Class A Common Stock to cover tax withholding obligations related to RSU vesting.

Hagerty's Chief Financial Officer, Patrick McClymont, reported the withholding of shares for taxes and the acquisition of shares through an employee stock purchase plan.

Hagerty's Chief Legal Officer, Diana Chafey, reported the acquisition of 993 shares through an ESPP and the withholding of 1,076 shares for taxes.

Hagerty, Inc.'s Chief Accounting Officer, Kevin M. Delaney, was granted 8,306 restricted stock units under the company's 2021 Equity Incentive Plan.

Hagerty Director Robert I. Kauffman sold 54,065 Class A Common Stock shares in late September and early October 2025, pursuant to a pre-arranged 10b5-1 trading plan.

Hagerty Director Robert I. Kauffman sold 34,447 shares of Class A Common Stock for a weighted average price of $12.38 per share pursuant to a pre-arranged trading plan.

Hagerty Director Robert I. Kauffman sold 29,055 Class A Common Stock shares in September 2025 under a pre-arranged 10b5-1 trading plan.

Hagerty Director Robert I. Kauffman reported a planned sale of 38,085 Class A Common Stock shares on September 8, 2025, at a weighted average price of $12.01, executed under a pre-arranged 10b5-1 trading plan.

Hagerty, Inc. Director Anthony J Kuczinski reported a planned acquisition of 1,000 shares of Class A Common Stock for $11.62 per share, effective September 5, 2025.

Hagerty Director Robert I. Kauffman sold over 126,000 shares of Class A Common Stock in late August and early September 2025, pursuant to a pre-arranged 10b5-1 trading plan.

Hagerty, Inc. Director Robert I. Kauffman sold a total of 67,284 shares of Class A Common Stock over three days in late August 2025, pursuant to a pre-arranged Rule 10b5-1 trading plan.

Hagerty, Inc. Director Robert I. Kauffman, through Aldel LLC, sold over 21,000 shares of Class A Common Stock totaling approximately $229,000 under a pre-arranged 10b5-1 trading plan.

Hagerty Holding Corp., a 10% owner and director of Hagerty, Inc., sold 1,236,750 shares of Class A Common Stock at $8.9197 per share after converting an equal number of Paired Interests.

Hagerty, Inc. Director Robert I. Kauffman reported the sale of over 1.6 million Class A Common Stock shares through a secondary offering.

Hagerty Holding Corp., a 10% owner, converted and sold 8.2 million Class A Common Stock shares of Hagerty, Inc. for $8.92 per share.

Hagerty, Inc. Director and 10% owner Robert I. Kauffman sold 28,728 shares of Class A Common Stock for approximately $309,797 in two transactions in late July 2025, executed under a Rule 10b5-1 trading plan.

Robert I. Kauffman, a Director of Hagerty, Inc., sold 182,862 shares of Class A Common Stock across three transactions in late July 2025, pursuant to a Rule 10b5-1 trading plan.

Hagerty, Inc. Director Robert I. Kauffman, through Aldel LLC, sold a total of 70,833 shares of Class A Common Stock in July 2025 under a pre-arranged Rule 10b5-1 trading plan.

Robert I. Kauffman, a director at Hagerty, Inc., executed multiple sales of Class A Common Stock between July 14 and July 16, 2025, under a pre-arranged Rule 10b5-1 trading plan.

Hagerty, Inc. Director Robert I. Kauffman executed sales of 149,975 shares of Class A Common Stock across three days in July 2025, pursuant to a Rule 10b5-1 trading plan adopted in August 2024.

Hagerty, Inc. Director and 10% Owner Robert I. Kauffman reported the sale of 25,479 shares of Class A Common Stock in early July 2025, executed under a pre-arranged Rule 10b5-1 trading plan.

Hagerty, Inc. Director Michael R. Heaton was granted 10,230 Restricted Stock Units of Class A Common Stock, which are scheduled to vest on July 1, 2026.

Hagerty, Inc.'s Chief Accounting Officer, Kevin M. Delaney, reported the disposition of 1,657 shares of Class A Common Stock at $10.15 per share for tax withholding purposes related to RSU vesting.

Jeffrey Edward Briglia, President of Insurance at Hagerty, Inc., reported the disposition of 3,209 shares of Class A Common Stock for tax withholding purposes related to RSU vesting.

Robert I. Kauffman, a Director and 10% Owner of Hagerty, Inc., reported the sale of 24,100 shares of Class A Common Stock through Aldel LLC under a Rule 10b5-1 trading plan.