TIPTREE 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 |
|---|---|---|---|---|---|---|---|
| Mielle Dominique | — | Purchase | 5,500 | $18.29 | $100,595 | 70,712 | Nov 7, 2025 |
| Friedman Paul M | — | Award / Grant | 1,807 | — | — | 120,350 | Oct 3, 2025 |
| Goldwasser Lesley | — | Award / Grant | 1,807 | — | — | 112,362 | Oct 3, 2025 |
| Ilany Jonathan | Chief Executive Officer | Tax Withholding | 124,787 | $23.70 | $2,957,452 | 274,742 | Sep 15, 2025 |
| Barnes Michael Gene | Executive Chairman | Option Exercise | 112,015 | $6.65 | $744,900 | 10,114,652 | Sep 12, 2025 |
| Ilany Jonathan | Chief Executive Officer | Tax Withholding | 33,262 | $23.36 | $777,000 | 189,773 | Sep 2, 2025 |
| Friedman Paul M | — | Award / Grant | 1,595 | — | — | 118,543 | Jul 3, 2025 |
| Goldwasser Lesley | — | Award / Grant | 1,595 | — | — | 110,555 | Jul 3, 2025 |
| Friedman Paul M | — | Award / Grant | 1,547 | — | — | 116,948 | Apr 3, 2025 |
| Goldwasser Lesley | — | Award / Grant | 1,547 | — | — | 108,960 | Apr 3, 2025 |
| Rifkind Neil Charles | General Counsel and Secretary | Sale | 16,641 | $25.00 | $416,025 | 15,660 | Mar 25, 2025 |
| Ilany Jonathan | Chief Executive Officer | Award / Grant | 151,778 | — | — | 151,778 | Feb 25, 2025 |
| Barnes Michael Gene | Executive Chairman | Award / Grant | 60,813 | — | — | 9,962,908 | Feb 25, 2025 |
| Rifkind Neil Charles | General Counsel and Secretary | Tax Withholding | 11,090 | $19.90 | $220,691 | 32,301 | Feb 24, 2025 |
| McKinney Scott T. | Chief Financial Officer | Option Exercise | 15,736 | — | — | 97,922 | Feb 24, 2025 |
| Goldwasser Lesley | — | Award / Grant | 1,817 | — | — | 107,413 | Jan 9, 2025 |
| Friedman Paul M | — | Award / Grant | 1,514 | — | — | 115,401 | Jan 9, 2025 |
| Friedman Paul M | — | Gift | 20,000 | — | — | — | Dec 10, 2024 |
| Friedman Paul M | — | Gift | 89,887 | — | — | 20,000 | Nov 13, 2024 |
| Barnes Michael Gene | Executive Chairman | Option Exercise | 200,000 | — | — | 9,902,095 | Oct 30, 2024 |
| McKinney Scott T. | Chief Financial Officer | Tax Withholding | 23,008 | $20.95 | $482,018 | 82,186 | Oct 18, 2024 |
| Ilany Jonathan | Chief Executive Officer | Gift | 200,000 | — | — | — | Oct 17, 2024 |
| Maultsby Randy | President | Tax Withholding | 30,893 | $19.11 | $590,365 | 47,244 | Oct 9, 2024 |
| Friedman Paul M | — | Award / Grant | 1,591 | — | — | 109,887 | Oct 7, 2024 |
| Goldwasser Lesley | — | Award / Grant | 1,910 | — | — | 105,596 | Oct 7, 2024 |
| Friedman Paul M | — | Award / Grant | 1,939 | — | — | 108,296 | Jul 8, 2024 |
| Goldwasser Lesley | — | Award / Grant | 2,327 | — | — | 103,686 | Jul 8, 2024 |
| Ilany Jonathan | Chief Executive Officer | Purchase | 1,550 | $17.50 | $27,125 | 192,021 | May 28, 2024 |
| Friedman Paul M | — | Award / Grant | 1,829 | — | — | 106,357 | Apr 4, 2024 |
| Goldwasser Lesley | — | Award / Grant | 2,195 | — | — | 101,359 | Apr 4, 2024 |
| Ilany Jonathan | Chief Executive Officer | Purchase | 2,900 | $16.95 | $49,155 | 190,471 | Mar 5, 2024 |
| Ilany Jonathan | Chief Executive Officer | Gift | 17,863 | — | — | — | Jan 9, 2024 |
| Rifkind Neil Charles | General Counsel and Secretary | Sale | 18,184 | $19.54 | $355,315 | 16,641 | Jan 8, 2024 |
| Friedman Paul M | — | Award / Grant | 1,673 | — | — | 104,528 | Jan 4, 2024 |
| Goldwasser Lesley | — | Award / Grant | 1,673 | — | — | 99,164 | Jan 4, 2024 |
| Mielle Dominique | — | Award / Grant | 1,673 | — | — | 65,212 | Jan 4, 2024 |
| Rifkind Neil Charles | General Counsel and Secretary | Sale | 2,816 | $19.50 | $54,912 | 34,825 | Dec 14, 2023 |
| Smith Bradley E. | — | Award / Grant | 755 | — | — | 103,588 | Oct 6, 2023 |
| Friedman Paul M | — | Award / Grant | 1,888 | — | — | 102,855 | Oct 6, 2023 |
| Mielle Dominique | — | Award / Grant | 1,888 | — | — | 63,539 | Oct 6, 2023 |
| Goldwasser Lesley | — | Award / Grant | 1,888 | — | — | 97,491 | Oct 6, 2023 |
| Smith Bradley E. | — | Award / Grant | 879 | — | — | 102,833 | Jul 6, 2023 |
| Friedman Paul M | — | Award / Grant | 2,198 | — | — | 100,967 | Jul 6, 2023 |
| Mielle Dominique | — | Award / Grant | 2,198 | — | — | 61,651 | Jul 6, 2023 |
| Goldwasser Lesley | — | Award / Grant | 2,198 | — | — | 95,603 | Jul 6, 2023 |
| Ilany Jonathan | Chief Executive Officer | Purchase | 1,600 | $14.27 | $22,832 | 187,571 | Jun 7, 2023 |
| Smith Bradley E. | — | Award / Grant | 864 | — | — | 101,954 | Apr 6, 2023 |
| Goldwasser Lesley | — | Award / Grant | 2,161 | — | — | 93,405 | Apr 6, 2023 |
| Friedman Paul M | — | Award / Grant | 2,161 | — | — | 98,769 | Apr 6, 2023 |
| Mielle Dominique | — | Award / Grant | 2,161 | — | — | 59,453 | Apr 6, 2023 |