Hagerty's top three insider shareholders as of September 29, 2026 are Farm Mutual Automobile Insurance Co State (TenPercentOwner, 56.04Mn shares), Group Inc. Markel (TenPercentOwner, 10.94Mn shares), Robert I Kauffman (Director, 2.00Mn shares).
| # | Insider | Position | Direct | Indirect | Total | Share of Insiders | Last Filed |
|---|---|---|---|---|---|---|---|
| 1 | Farm Mutual Automobile Insurance Co State | TenPercentOwner | 56,040,881 | 0 | 56,040,881 | 78.7% | 10 Jul, 2024 |
| 2 | Group Inc. Markel | TenPercentOwner | 10,944,411 | 0 | 10,944,411 | 15.4% | 14 Sep, 2026 |
| 3 | Mckeel Hagerty | Chief Executive Officer | 1,037,740 | 0 | 1,037,740 | 1.5% | 03 Apr, 2026 |
| 4 | Robert I Kauffman | Director | 0 | 674,097 | 674,097 | 0.9% | 25 Sep, 2026 |
| 5 | Frederick Turcotte | Chief Financial Officer | 452,818 | 0 | 452,818 | 0.6% | 10 Apr, 2023 |
| 6 | Patrick Mcclymont | Chief Financial Officer | 336,794 | 0 | 336,794 | 0.5% | 03 Apr, 2026 |
| 7 | Collette Champagne | Chro And Cao | 270,207 | 0 | 270,207 | 0.4% | 03 Apr, 2026 |
| 8 | Paul Rehrig | Pres. Of Hagerty Media Entmt | 187,954 | 0 | 187,954 | 0.3% | 03 Oct, 2024 |
| 9 | Jeffrey Edward Briglia | President Of Insurance | 157,135 | 0 | 157,135 | 0.2% | 02 Jul, 2026 |
| 10 | Russell Andrew Page | Chief Information Officer | 131,743 | 0 | 131,743 | 0.2% | 03 Apr, 2026 |
| 11 | Barbara E Matthews | Svp, Gen Counsel Corp Secr. | 130,600 | 0 | 130,600 | 0.2% | 10 Apr, 2023 |
| 12 | Kenneth Ahn | President, Hagerty Marketplace | 127,115 | 0 | 127,115 | 0.2% | 03 Apr, 2026 |
| 13 | Charles John Favour | Chief Underwriting Officer | 95,338 | 0 | 95,338 | 0.1% | 03 Apr, 2024 |
| 14 | Kevin M Delaney | Chief Accounting Officer | 83,972 | 0 | 83,972 | 0.1% | 06 Jul, 2026 |
| 15 | Diana Chafey | Chief Legal Officer | 77,008 | 0 | 77,008 | 0.1% | 03 Apr, 2026 |
| 16 | Anthony J Kuczinski | Director | 68,648 | 0 | 68,648 | 0.1% | 19 May, 2026 |
| 17 | John Carlisle Butcher | President | 66,495 | 0 | 66,495 | 0.1% | 06 Apr, 2023 |
| 18 | William H Swanson | Director | 54,173 | 0 | 54,173 | 0.1% | 03 Apr, 2026 |
| 19 | Mika Salmi | Director | 54,173 | 0 | 54,173 | 0.1% | 03 Apr, 2026 |
| 20 | Sabrina Kay | Director | 54,173 | 0 | 54,173 | 0.1% | 03 Apr, 2026 |
| 21 | Randall Houston Harbert | Director | 45,832 | 0 | 45,832 | 0.1% | 03 Apr, 2026 |
| 22 | F. Michael Crowley | Director | 42,302 | 0 | 42,302 | 0.1% | 03 Apr, 2025 |
| 23 | Laurie Harris | Director | 36,689 | 0 | 36,689 | 0.1% | 08 Apr, 2026 |
| 24 | Michael R Heaton | Director | 22,101 | 0 | 22,101 | 0.0% | 03 Apr, 2026 |
| 25 | Michael E Angelina | Director | 18,638 | 0 | 18,638 | 0.0% | 05 Apr, 2023 |
| 26 | Henrik Waersted Bjornstad | Director | 10,114 | 0 | 10,114 | 0.0% | 02 Jul, 2026 |
| 27 | Michael L. Tipsord | Director | 8,341 | 0 | 8,341 | 0.0% | 05 Apr, 2022 |
| 28 | Kelly Edward Smith | Chief Strategy Officer | 185 | 0 | 185 | 0.0% | 05 Apr, 2022 |
Each row is that insider’s most recently reported position, from Form 4 filings over the last 60 months — which is why this total does not tie to the quarterly series above, where a quarter counts only the insiders who filed in it. Shares held through a fund or institutional portfolio are counted on the institutional ownership page instead.
| Date | Insider | Position | Transaction | Shares | Price | Value | Shares Held After | Ownership |
|---|---|---|---|---|---|---|---|---|
| 24 Sep, 2026 | Robert I Kauffman | Director | Disposed G | 74,000 | $0.00 | $0 | 674,097 | Indirect |
| 09 Sep, 2026 | Holding Corp. Hagerty | TenPercentOwner | Acquired C | 9,250,000 | — | — | 9,250,000 | Direct |
| 09 Sep, 2026 | Holding Corp. Hagerty | TenPercentOwner | Disposed S | 9,250,000 | $11.47 | $106.12Mn | 0 | Direct |
| 11 Sep, 2026 | Holding Corp. Hagerty | TenPercentOwner | Acquired C | 1,387,500 | — | — | 1,387,500 | Direct |
| 11 Sep, 2026 | Holding Corp. Hagerty | TenPercentOwner | Disposed S | 1,387,500 | $11.47 | $15.92Mn | 0 | Direct |
| 09 Sep, 2026 | Holding Corp. Hagerty | TenPercentOwner | Disposed C | 9,250,000 | — | — | 157,302,156 | Direct |
| 11 Sep, 2026 | Holding Corp. Hagerty | TenPercentOwner | Disposed C | 1,387,500 | — | — | 155,914,656 | Direct |
| 02 Jul, 2026 | Kevin M Delaney | Chief Accounting Officer | Disposed S | 3,113 | $12.25 | $38.13K | 83,972 | Direct |
| 01 Jul, 2026 | Henrik Waersted Bjornstad | Director | Acquired A | 10,114 | $0.00 | $0 | 10,114 | Direct |
| 01 Jul, 2026 | Jeffrey Edward Briglia | President Of Insurance | Disposed F | 4,892 | $12.06 | $59.00K | 157,135 | Direct |
| 30 Jun, 2026 | Kevin M Delaney | Chief Accounting Officer | Disposed S | 905 | $12.01 | $10.87K | 99,050 | Direct |
| 01 Jul, 2026 | Kevin M Delaney | Chief Accounting Officer | Disposed S | 9,440 | $12.10 | $114.22K | 89,610 | Direct |
| 01 Jul, 2026 | Kevin M Delaney | Chief Accounting Officer | Disposed F | 2,525 | $12.06 | $30.45K | 87,085 | Direct |
| 15 May, 2026 | Anthony J Kuczinski | Director | Acquired P | 9,500 | $10.46 | $99.37K | 68,648 | Direct |
| 07 Apr, 2026 | Laurie Harris | Director | Disposed S | 5,531 | $11.01 | $60.90K | 36,689 | Direct |
| 01 Apr, 2026 | Laurie Harris | Director | Acquired A | 11,871 | $0.00 | $0 | 42,220 | Direct |
| 01 Apr, 2026 | Robert I Kauffman | Director | Acquired A | 11,871 | $0.00 | $0 | 79,173 | Direct |
| 01 Apr, 2026 | Michael R Heaton | Director | Acquired A | 11,871 | $0.00 | $0 | 22,101 | Direct |
| 01 Apr, 2026 | Randall Houston Harbert | Director | Acquired A | 11,871 | $0.00 | $0 | 45,832 | Direct |
| 01 Apr, 2026 | Kevin M Delaney | Chief Accounting Officer | Acquired A | 17,614 | $0.00 | $0 | 108,411 | Direct |