Hagerty, Inc. — Insider Transactions
Form 4 filings by directors, officers, and 10%+ shareholders
SEC rules require corporate insiders — including directors, executive officers, and any shareholder owning more than 10% of a company's shares — to report changes in their ownership within two business days of a transaction. These disclosures are filed as Form 4. Open-market purchases (code P) are generally considered the most meaningful signal, as insiders are spending their own money.
| Insider | Title | Type | Shares | Price | Value | Owns After | Date |
|---|---|---|---|---|---|---|---|
| KAUFFMAN ROBERT I | — | Gift | 150,000 | — | — | 748,097 | Dec 22, 2025 |
| Ahn Kenneth | President, Hagerty Marketplace | C | 100,000 | — | — | 100,000 | Dec 15, 2025 |
| KAUFFMAN ROBERT I | — | Sale | 15,270 | $11.12 | $169,802 | 898,097 | Oct 27, 2025 |
| KAUFFMAN ROBERT I | — | Sale | 15,000 | $11.12 | $166,800 | 928,098 | Oct 24, 2025 |
| KAUFFMAN ROBERT I | — | Sale | 8,286 | $11.20 | $92,803 | 964,812 | Oct 17, 2025 |
| KAUFFMAN ROBERT I | — | Sale | 23,392 | $11.64 | $272,283 | 987,742 | Oct 15, 2025 |
| KAUFFMAN ROBERT I | — | Sale | 6,861 | $11.90 | $81,646 | 1,101,678 | Oct 8, 2025 |
| KAUFFMAN ROBERT I | — | Sale | 21,314 | $11.98 | $255,342 | 1,111,563 | Oct 6, 2025 |
| Page Russell Andrew | Chief Information Officer | Tax Withholding | 2,121 | $11.95 | $25,346 | 112,024 | Oct 1, 2025 |
| McClymont Patrick | Chief Financial Officer | Award / Grant | 461 | $11.35 | $5,232 | 314,207 | Oct 1, 2025 |
| Chafey Diana | Chief Legal Officer | Award / Grant | 993 | $11.35 | $11,271 | 56,934 | Oct 1, 2025 |
| DELANEY KEVIN M | Chief Accounting Officer | Award / Grant | 8,306 | — | — | 90,797 | Oct 1, 2025 |
| KAUFFMAN ROBERT I | — | Sale | 5,506 | $11.77 | $64,806 | 1,181,436 | Oct 1, 2025 |
| KAUFFMAN ROBERT I | — | Sale | 34,447 | $12.38 | $426,454 | 1,186,942 | Sep 22, 2025 |
| KAUFFMAN ROBERT I | — | Sale | 11,433 | $12.79 | $146,228 | 1,239,011 | Sep 16, 2025 |
| KAUFFMAN ROBERT I | — | Sale | 38,085 | $12.01 | $457,401 | 1,250,444 | Sep 8, 2025 |
| Kuczinski Anthony J | — | Purchase | 1,000 | $11.62 | $11,620 | 28,277 | Sep 5, 2025 |
| KAUFFMAN ROBERT I | — | Sale | 62,500 | $11.23 | $701,875 | 1,352,523 | Sep 3, 2025 |
| KAUFFMAN ROBERT I | — | Sale | 9,844 | $10.76 | $105,921 | 1,472,463 | Aug 28, 2025 |
| KAUFFMAN ROBERT I | — | Sale | 7,668 | $10.87 | $83,351 | 1,482,307 | Aug 22, 2025 |
| Hagerty Holding Corp. | — | C | 1,236,750 | — | — | 1,236,750 | Aug 13, 2025 |
| KAUFFMAN ROBERT I | — | Sale | 218,250 | $8.92 | $1,946,790 | 1,503,412 | Aug 11, 2025 |
| Hagerty Holding Corp. | — | C | 8,245,000 | — | — | 8,245,000 | Aug 7, 2025 |
| KAUFFMAN ROBERT I | — | Sale | 4,000 | $10.85 | $43,400 | 3,176,662 | Jul 25, 2025 |
| KAUFFMAN ROBERT I | — | Sale | 110,600 | $10.46 | $1,156,876 | 3,205,390 | Jul 23, 2025 |
| KAUFFMAN ROBERT I | — | Sale | 16,897 | $10.12 | $170,998 | 3,388,252 | Jul 18, 2025 |
| KAUFFMAN ROBERT I | — | Sale | 8,362 | $10.00 | $83,620 | 3,490,919 | Jul 15, 2025 |
| KAUFFMAN ROBERT I | — | Sale | 41,239 | $10.10 | $416,514 | 3,509,251 | Jul 11, 2025 |
| KAUFFMAN ROBERT I | — | Sale | 9,914 | $10.15 | $100,627 | 3,661,721 | Jul 3, 2025 |
| KAUFFMAN ROBERT I | — | Sale | 4,600 | $10.06 | $46,276 | 3,694,235 | Jul 2, 2025 |
| Heaton Michael R | — | Award / Grant | 10,230 | — | — | 10,230 | Jul 1, 2025 |
| DELANEY KEVIN M | Chief Accounting Officer | Tax Withholding | 1,657 | $10.15 | $16,819 | 82,491 | Jul 1, 2025 |
| Briglia Jeffrey Edward | President of Insurance | Tax Withholding | 3,209 | $10.15 | $32,571 | 125,629 | Jul 1, 2025 |
| KAUFFMAN ROBERT I | — | Sale | 19,627 | $10.14 | $199,018 | 3,706,267 | Jun 25, 2025 |
| KAUFFMAN ROBERT I | — | Sale | 31,110 | $10.14 | $315,455 | 3,738,504 | Jun 20, 2025 |
| KAUFFMAN ROBERT I | — | Sale | 10,380 | $9.66 | $100,271 | 3,789,071 | Jun 16, 2025 |
| KAUFFMAN ROBERT I | — | Sale | 8,764 | $9.61 | $84,222 | 3,820,425 | Jun 13, 2025 |
| KAUFFMAN ROBERT I | — | Sale | 3,927 | $9.60 | $37,699 | 3,829,189 | Jun 6, 2025 |
| KAUFFMAN ROBERT I | — | Sale | 9,726 | $10.01 | $97,357 | 3,867,692 | Jun 5, 2025 |
| KAUFFMAN ROBERT I | — | Sale | 16,070 | $9.72 | $156,200 | 3,899,937 | May 30, 2025 |
| KAUFFMAN ROBERT I | — | Sale | 7,400 | $9.32 | $68,968 | 3,923,007 | May 23, 2025 |
| KAUFFMAN ROBERT I | — | Sale | 2,644 | $9.19 | $24,298 | 3,932,551 | May 20, 2025 |
| KAUFFMAN ROBERT I | — | Sale | 12,044 | $9.72 | $117,068 | 3,979,794 | May 19, 2025 |
| Kuczinski Anthony J | — | Purchase | 2,000 | $9.44 | $18,880 | 26,277 | May 14, 2025 |
| KAUFFMAN ROBERT I | — | Sale | 29,849 | $9.79 | $292,222 | 3,999,077 | May 12, 2025 |
| KAUFFMAN ROBERT I | — | Sale | 4,183 | $9.71 | $40,617 | 4,037,252 | May 7, 2025 |
| KAUFFMAN ROBERT I | — | Sale | 1,453 | $9.04 | $13,135 | 4,082,365 | May 5, 2025 |
| KAUFFMAN ROBERT I | — | Sale | 8,179 | $9.10 | $74,429 | 4,084,967 | Apr 25, 2025 |
| Harris Laurie | — | Sale | 3,934 | $8.41 | $33,085 | 30,349 | Apr 4, 2025 |
| KAUFFMAN ROBERT I | — | Sale | 1,215 | $9.07 | $11,020 | 4,093,146 | Apr 2, 2025 |