| Date | Insider | Title | Code | Shares | Price | Value |
|---|---|---|---|---|---|---|
| Jul 2, 2026 | DELANEY KEVIN M | Chief Accounting Officer | S | 3,113 | $12.2500 | $38.13K |
| Jul 1, 2026 | DELANEY KEVIN M | Chief Accounting Officer | F | 2,525 | $12.0600 | $30.45K |
| Jul 1, 2026 | DELANEY KEVIN M | Chief Accounting Officer | S | 9,440 | $12.1000 | $114.22K |
| Jul 1, 2026 | Bjornstad Henrik Waersted | Director | A | 10,114 | $0.0000 | $0.00 |
| Jul 1, 2026 | Briglia Jeffrey Edward | President of Insurance | F | 4,892 | $12.0600 | $59.00K |
| Jun 30, 2026 | DELANEY KEVIN M | Chief Accounting Officer | S | 905 | $12.0100 | $10.87K |
| May 15, 2026 | Kuczinski Anthony J | Director | P | 9,500 | $10.4600 | $99.37K |
| Apr 7, 2026 | Harris Laurie | Director | S | 5,531 | $11.0100 | $60.90K |
| Apr 2, 2026 | Chafey Diana | Chief Legal Officer | A | 1,165 | $10.1300 | $11.80K |
| Apr 2, 2026 | McClymont Patrick | Chief Financial Officer | A | 962 | $10.1300 | $9.74K |
| Apr 1, 2026 | DELANEY KEVIN M | Chief Accounting Officer | F | 8,456 | $10.6600 | $90.14K |
| Apr 1, 2026 | DELANEY KEVIN M | Chief Accounting Officer | A | 17,614 | $0.0000 | $0.00 |
| Apr 1, 2026 | Heaton Michael R | Director | A | 11,871 | $0.0000 | $0.00 |
| Apr 1, 2026 | Harris Laurie | Director | A | 11,871 | $0.0000 | $0.00 |
| Apr 1, 2026 | Briglia Jeffrey Edward | President of Insurance | F | 9,899 | $10.6600 | $105.52K |
| Apr 1, 2026 | Briglia Jeffrey Edward | President of Insurance | A | 46,297 | $0.0000 | $0.00 |
| Apr 1, 2026 | Chafey Diana | Chief Legal Officer | F | 4,833 | $10.6600 | $51.52K |
| Apr 1, 2026 | Chafey Diana | Chief Legal Officer | A | 23,742 | $0.0000 | $0.00 |
| Apr 1, 2026 | Salmi Mika | Director | A | 11,871 | $0.0000 | $0.00 |
| Apr 1, 2026 | Page Russell Andrew | Chief Information Officer | F | 11,146 | $10.6600 | $118.82K |
| Apr 1, 2026 | Page Russell Andrew | Chief Information Officer | A | 30,865 | $0.0000 | $0.00 |
| Apr 1, 2026 | Ahn Kenneth | President, Hagerty Marketplace | F | 9,627 | $10.6600 | $102.62K |
| Apr 1, 2026 | Ahn Kenneth | President, Hagerty Marketplace | A | 23,149 | $0.0000 | $0.00 |
| Apr 1, 2026 | SWANSON WILLIAM H | Director | A | 11,871 | $0.0000 | $0.00 |
| Apr 1, 2026 | Champagne Collette | CHRO and CAO | F | 28,278 | $10.6600 | $301.44K |
| Apr 1, 2026 | Champagne Collette | CHRO and CAO | A | 23,742 | $0.0000 | $0.00 |
| Apr 1, 2026 | McClymont Patrick | Chief Financial Officer | F | 32,388 | $10.6600 | $345.26K |
| Apr 1, 2026 | McClymont Patrick | Chief Financial Officer | A | 54,013 | $0.0000 | $0.00 |
| Apr 1, 2026 | Hagerty McKeel | Chief Executive Officer | F | 82,868 | $10.6600 | $883.37K |
| Apr 1, 2026 | Kuczinski Anthony J | Director | A | 11,871 | $0.0000 | $0.00 |
| Apr 1, 2026 | KAUFFMAN ROBERT I | Director | A | 11,871 | $0.0000 | $0.00 |
| Apr 1, 2026 | Harbert Randall Houston | Director | A | 11,871 | $0.0000 | $0.00 |
| Apr 1, 2026 | Kay Sabrina | Director | A | 11,871 | $0.0000 | $0.00 |
| Mar 12, 2026 | Kuczinski Anthony J | Director | P | 4,000 | $9.5000 | $38.00K |
| Mar 3, 2026 | Kuczinski Anthony J | Director | P | 15,000 | $10.7200 | $160.80K |
| Jan 26, 2026 | Ahn Kenneth | President, Hagerty Marketplace | C | 50,000 | $0.0000 | $0.00 |
| Jan 26, 2026 | Ahn Kenneth | President, Hagerty Marketplace | S | 50,000 | $12.4100 | $620.50K |
| Jan 26, 2026 | Ahn Kenneth | President, Hagerty Marketplace | C | 50,000 | $0.0000 | $0.00 |
| Jan 20, 2026 | Ahn Kenneth | President, Hagerty Marketplace | C | 50,000 | $0.0000 | $0.00 |
| Jan 20, 2026 | Ahn Kenneth | President, Hagerty Marketplace | S | 50,000 | $12.5500 | $627.50K |
| Jan 20, 2026 | Ahn Kenneth | President, Hagerty Marketplace | C | 50,000 | $0.0000 | $0.00 |
| Jan 12, 2026 | Ahn Kenneth | President, Hagerty Marketplace | C | 50,000 | $0.0000 | $0.00 |
| Jan 12, 2026 | Ahn Kenneth | President, Hagerty Marketplace | S | 50,000 | $12.8600 | $643.00K |
| Jan 12, 2026 | Ahn Kenneth | President, Hagerty Marketplace | C | 50,000 | $0.0000 | $0.00 |
| Jan 9, 2026 | Ahn Kenneth | President, Hagerty Marketplace | C | 1,350 | $0.0000 | $0.00 |
| Jan 9, 2026 | Ahn Kenneth | President, Hagerty Marketplace | S | 1,350 | $13.2500 | $17.89K |
| Jan 9, 2026 | Ahn Kenneth | President, Hagerty Marketplace | C | 1,350 | $0.0000 | $0.00 |
| Jan 7, 2026 | Ahn Kenneth | President, Hagerty Marketplace | C | 24,247 | $0.0000 | $0.00 |
| Jan 7, 2026 | Ahn Kenneth | President, Hagerty Marketplace | S | 24,247 | $13.0800 | $317.15K |
| Jan 7, 2026 | Ahn Kenneth | President, Hagerty Marketplace | C | 24,247 | $0.0000 | $0.00 |