| Filing Date | Insider | Type | 10b5-1 | Net Shares | Ownership change | Avg. Price | Value | Filing |
|---|---|---|---|---|---|---|---|---|
| 2026-05-19 | Kuczinski Anthony J Director | Purchase | +9,500 | +16.06%68,648 | $10.46 | $99,370 | View SEC filing | |
| 2026-04-08 | Harris Laurie Director | Sale | -5,531 | -13.10%36,689 | $11.01 | $60,896 | View SEC filing | |
| 2026-03-13 | Kuczinski Anthony J Director | Purchase | +4,000 | +9.24%47,277 | $9.50 | $38,000 | View SEC filing | |
| 2026-03-04 | Kuczinski Anthony J Director | Purchase | +15,000 | +53.05%43,277 | $10.72 | $160,800 | View SEC filing | |
| 2026-01-27 | Ahn Kenneth President, Hagerty Marketplace | Sale | -50,000 | -100.00%0 | $12.41 | $620,500 | View SEC filing | |
| 2026-01-22 | Ahn Kenneth President, Hagerty Marketplace | Sale | -50,000 | -100.00%0 | $12.55 | $627,500 | View SEC filing | |
| 2026-01-13 | Ahn Kenneth President, Hagerty Marketplace | Sale | -51,350 | -100.00%0 | $12.87 | $660,888 | View SEC filing | |
| 2026-01-07 | Ahn Kenneth President, Hagerty Marketplace | Sale | -200,000 | -100.00%0 | $12.83 | $2,565,685 | View SEC filing | |
| 2025-12-17 | Ahn Kenneth President, Hagerty Marketplace | Sale | -100,000 | -100.00%0 | $12.80 | $1,280,000 | View SEC filing | |
| 2025-10-28 | KAUFFMAN ROBERT I Director | Sale | -15,270 | -1.67%898,097 | $11.12 | $169,802 | View SEC filing | |
| 2025-10-24 | KAUFFMAN ROBERT I Director | Sale | -39,226 | -4.12%913,367 | $11.15 | $437,352 | View SEC filing | |
| 2025-10-21 | KAUFFMAN ROBERT I Director | Sale | -35,149 | -3.56%952,593 | $11.25 | $395,450 | View SEC filing | |
| 2025-10-16 | KAUFFMAN ROBERT I Director | Sale | -91,307 | -8.46%987,742 | $12.02 | $1,097,881 | View SEC filing | |
| 2025-10-09 | KAUFFMAN ROBERT I Director | Sale | -29,490 | -2.66%1,079,049 | $11.98 | $353,194 | View SEC filing | |
| 2025-10-06 | KAUFFMAN ROBERT I Director | Sale | -24,338 | -2.15%1,108,539 | $11.98 | $291,660 | View SEC filing | |
| 2025-10-01 | KAUFFMAN ROBERT I Director | Sale | -54,065 | -4.55%1,132,877 | $11.97 | $647,408 | View SEC filing | |
| 2025-09-24 | KAUFFMAN ROBERT I Director | Sale | -34,447 | -2.82%1,186,942 | $12.38 | $426,454 | View SEC filing | |
| 2025-09-17 | KAUFFMAN ROBERT I Director | Sale | -29,055 | -2.32%1,221,389 | $12.59 | $365,798 | View SEC filing | |
| 2025-09-08 | Kuczinski Anthony J Director | Purchase | +1,000 | +3.67%28,277 | $11.62 | $11,620 | View SEC filing | |
| 2025-09-08 | KAUFFMAN ROBERT I Director | Sale | -38,085 | -2.96%1,250,444 | $12.01 | $457,401 | View SEC filing | |
| 2025-09-03 | KAUFFMAN ROBERT I Director | Sale | -126,494 | -8.94%1,288,529 | $11.25 | $1,422,972 | View SEC filing | |
| 2025-08-28 | KAUFFMAN ROBERT I Director | Sale | -67,284 | -4.54%1,415,023 | $11.09 | $746,092 | View SEC filing | |
| 2025-08-25 | KAUFFMAN ROBERT I Director | Sale | -21,105 | -1.40%1,482,307 | $10.85 | $228,980 | View SEC filing | |
| 2025-08-15 | Hagerty Holding Corp. 10% Owner | Sale | -1,236,750 | -100.00%0 | $8.92 | $11,031,439 | View SEC filing | |
| 2025-08-13 | KAUFFMAN ROBERT I Director | Sale | -1,673,250 | -52.67%1,503,412 | $8.92 | $14,924,888 | View SEC filing |
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