In the last 12 months, insiders at TIPTREE INC. ($TIPT) filed 80 transactions with the SEC: 5 open-market purchases totaling $238,558 and 2 sales totaling $771,304. Net insider sentiment: net selling.
TIPTREE INC. operates in the Fire, marine & casualty insurance industry (Finance sector).
Most Active Insiders
- Ilany Jonathan (Chief Executive Officer) — 20 transactions totaling $12,085,560
- Barnes Michael Gene (Executive Chairman) — 13 transactions totaling $2,071,691
- Rifkind Neil Charles (General Counsel and Secretary) — 7 transactions totaling $991,995
- McKinney Scott T. (Chief Financial Officer) — 12 transactions totaling $789,645
- Maultsby Randy (President) — 4 transactions totaling $590,365
View all SEC Filings for TIPTREE INC. (TIPT).
Set Up your own filters →Recent Insider Transactions
| Transaction Date | Insider Name | Title | Transaction Type | Security | Shares | Price | Shares Owned Following | Total Shares Outstanding | % of Owned | % of Outstanding |
|---|---|---|---|---|---|---|---|---|---|---|
| March 12, 2026 | McKinney Scott T. | Chief Financial Officer | P | Common Stock | 1232 | $15.98 | 103,939.0000 | 38,583,747 | 1.20% | 0.00% |
| March 11, 2026 | McKinney Scott T. | Chief Financial Officer | P | Common Stock | 2600 | $16.15 | 102,707.0000 | 38,583,747 | 2.60% | 0.01% |
| Feb. 20, 2026 | McKinney Scott T. | Chief Financial Officer | M | Common Stock | 15110 | $0.00 | 105,250.0000 | 38,583,747 | 16.76% | 0.04% |
| Feb. 20, 2026 | McKinney Scott T. | Chief Financial Officer | M | Restricted Stock Units | 15110 | $0.00 | 0.0000 | 38,583,747 | 100.00% | 0.04% |
| Feb. 20, 2026 | McKinney Scott T. | Chief Financial Officer | F | Common Stock | 5143 | $17.06 | 100,107.0000 | 38,583,747 | 4.89% | 0.01% |
| Jan. 8, 2026 | Goldwasser Lesley | Not found | A | Common Stock | 2048 | $0.00 | 114,410.0000 | 38,583,747 | 1.82% | 0.01% |
| Jan. 8, 2026 | Friedman Paul M | Not found | A | Common Stock | 2048 | $0.00 | 122,398.0000 | 38,583,747 | 1.70% | 0.01% |
| Nov. 7, 2025 | Mielle Dominique | Not found | P | Common Stock | 5500 | $18.29 | 70,712.0000 | 38,583,747 | 8.43% | 0.01% |
| Oct. 3, 2025 | Goldwasser Lesley | Not found | A | Common Stock | 1807 | $0.00 | 112,362.0000 | 38,583,747 | 1.63% | 0.00% |
| Oct. 3, 2025 | Friedman Paul M | Not found | A | Common Stock | 1807 | $0.00 | 120,350.0000 | 38,583,747 | 1.52% | 0.00% |
| Sept. 15, 2025 | Ilany Jonathan | Chief Executive Officer | F | Common Stock | 98531 | $23.70 | 591,550.0000 | 37,926,792 | 14.28% | 0.26% |
| Sept. 15, 2025 | Ilany Jonathan | Chief Executive Officer | F | Common Stock | 124787 | $23.70 | 466,763.0000 | 37,926,792 | 21.09% | 0.33% |
| Sept. 15, 2025 | Ilany Jonathan | Chief Executive Officer | M | Employee Stock Option | 351155 | $6.65 | 0.0000 | 37,926,792 | 100.00% | 0.93% |
| Sept. 15, 2025 | Ilany Jonathan | Chief Executive Officer | M | Common Stock | 351155 | $6.65 | 690,081.0000 | 37,926,792 | 103.61% | 0.93% |
| Sept. 12, 2025 | Barnes Michael Gene | Executive Chairman | M | February 2017 Stock Option | 112015 | $6.65 | 0.0000 | 37,926,792 | 100.00% | 0.30% |
| Sept. 12, 2025 | Barnes Michael Gene | Executive Chairman | M | March 2016 Stock Option | 4649 | $5.87 | 0.0000 | 37,926,792 | 100.00% | 0.01% |
| Sept. 12, 2025 | Barnes Michael Gene | Executive Chairman | M | January 2016 Stock Option | 46494 | $5.67 | 0.0000 | 37,926,792 | 100.00% | 0.12% |
| Sept. 12, 2025 | Barnes Michael Gene | Executive Chairman | F | Common Stock | 29224 | $25.49 | 10,085,428.0000 | 37,926,792 | 0.29% | 0.08% |
| Sept. 12, 2025 | Barnes Michael Gene | Executive Chairman | M | Common Stock | 112015 | $6.65 | 10,114,652.0000 | 37,926,792 | 1.12% | 0.30% |
| Sept. 12, 2025 | Barnes Michael Gene | Executive Chairman | F | Common Stock | 1071 | $25.49 | 10,002,637.0000 | 37,926,792 | 0.01% | 0.00% |
| Sept. 12, 2025 | Barnes Michael Gene | Executive Chairman | M | Common Stock | 4649 | $5.87 | 10,003,708.0000 | 37,926,792 | 0.05% | 0.01% |
| Sept. 12, 2025 | Barnes Michael Gene | Executive Chairman | F | Common Stock | 10343 | $25.49 | 9,999,059.0000 | 37,926,792 | 0.10% | 0.03% |
| Sept. 12, 2025 | Barnes Michael Gene | Executive Chairman | M | Common Stock | 46494 | $5.67 | 10,009,402.0000 | 37,926,792 | 0.47% | 0.12% |
| Sept. 2, 2025 | Ilany Jonathan | Chief Executive Officer | M | Common Stock | 137038 | $5.67 | 415,056.0000 | 37,926,792 | 49.29% | 0.36% |
| Sept. 2, 2025 | Ilany Jonathan | Chief Executive Officer | M | Employee Stock Option | 13704 | $5.87 | 0.0000 | 37,926,792 | 100.00% | 0.04% |
| Sept. 2, 2025 | Ilany Jonathan | Chief Executive Officer | M | Employee Stock Option | 137038 | $5.67 | 0.0000 | 37,926,792 | 100.00% | 0.36% |
| Sept. 2, 2025 | Ilany Jonathan | Chief Executive Officer | F | Common Stock | 53128 | $23.36 | 338,926.0000 | 37,926,792 | 13.55% | 0.14% |
| Sept. 2, 2025 | Ilany Jonathan | Chief Executive Officer | F | Common Stock | 3444 | $23.36 | 392,054.0000 | 37,926,792 | 0.87% | 0.01% |
| Sept. 2, 2025 | Ilany Jonathan | Chief Executive Officer | M | Common Stock | 13704 | $5.87 | 395,498.0000 | 37,926,792 | 3.59% | 0.04% |
| Sept. 2, 2025 | Ilany Jonathan | Chief Executive Officer | F | Common Stock | 33262 | $23.36 | 381,794.0000 | 37,926,792 | 8.01% | 0.09% |
| July 3, 2025 | Friedman Paul M | Director | A | Common Stock | 1595 | $0.00 | 118,543.0000 | 37,926,792 | 1.36% | 0.00% |
| July 3, 2025 | Goldwasser Lesley | Director | A | Common Stock | 1595 | $0.00 | 110,555.0000 | 37,926,792 | 1.46% | 0.00% |
| April 3, 2025 | Goldwasser Lesley | Director | A | Common Stock | 1547 | $0.00 | 108,960.0000 | 37,926,792 | 1.44% | 0.00% |
| April 3, 2025 | Friedman Paul M | Director | A | Common Stock | 1547 | $0.00 | 116,948.0000 | 37,926,792 | 1.34% | 0.00% |
| March 25, 2025 | Rifkind Neil Charles | General Counsel and Secretary | S | Common Stock | 16641 | $25.00 | 17,690.0000 | 37,926,792 | 48.47% | 0.04% |
| Feb. 25, 2025 | Rifkind Neil Charles | General Counsel and Secretary | A | Restricted Stock Units | 22246 | $0.00 | 68,702.0000 | 37,926,792 | 47.89% | 0.06% |
| Feb. 24, 2025 | Rifkind Neil Charles | General Counsel and Secretary | M | Common Stock | 26750 | $0.00 | 45,421.0000 | 37,926,792 | 143.27% | 0.07% |
| Feb. 25, 2025 | Ilany Jonathan | Chief Executive Officer | A | Common Stock | 151778 | $0.00 | 343,799.0000 | 37,926,792 | 79.04% | 0.40% |
| Feb. 25, 2025 | Ilany Jonathan | Chief Executive Officer | F | Common Stock | 65781 | $21.67 | 278,018.0000 | 37,926,792 | 19.13% | 0.17% |
| Feb. 25, 2025 | Barnes Michael Gene | Executive Chairman | A | Common Stock | 60813 | $0.00 | 9,962,908.0000 | 37,926,792 | 0.61% | 0.16% |
| Feb. 24, 2025 | Rifkind Neil Charles | General Counsel and Secretary | F | Common Stock | 11090 | $19.90 | 34,331.0000 | 37,926,792 | 24.42% | 0.03% |
| Feb. 24, 2025 | Rifkind Neil Charles | General Counsel and Secretary | M | Restricted Stock Units | 26750 | $0.00 | 46,456.0000 | 37,926,792 | 36.54% | 0.07% |
| Feb. 24, 2025 | McKinney Scott T. | Chief Financial Officer | M | Common Stock | 15736 | $0.00 | 98,090.0000 | 37,926,792 | 19.11% | 0.04% |
| Feb. 24, 2025 | McKinney Scott T. | Chief Financial Officer | F | Common Stock | 7950 | $19.90 | 90,140.0000 | 37,926,792 | 8.10% | 0.02% |
| Feb. 24, 2025 | McKinney Scott T. | Chief Financial Officer | M | Restricted Stock Units | 15736 | $0.00 | 15,110.0000 | 37,926,792 | 51.01% | 0.04% |
| Jan. 9, 2025 | Goldwasser Lesley | Director | A | Common Stock | 1817 | $0.00 | 107,413.0000 | 37,926,792 | 1.72% | 0.00% |
| Jan. 9, 2025 | Friedman Paul M | Director | A | Common Stock | 1514 | $0.00 | 115,401.0000 | 37,926,792 | 1.33% | 0.00% |
| Dec. 10, 2024 | Friedman Paul M | Director | G | Common Stock | 20000 | $0.00 | 113,887.0000 | 37,818,491 | 14.94% | 0.05% |
| Dec. 10, 2024 | Friedman Paul M | Director | G | Common Stock | 20000 | $0.00 | 113,887.0000 | 37,818,491 | 21.30% | 0.05% |
| Nov. 13, 2024 | Friedman Paul M | Director | G | Common Stock | 89887 | $0.00 | 113,887.0000 | 37,818,491 | 374.53% | 0.24% |
| Nov. 13, 2024 | Friedman Paul M | Director | G | Common Stock | 89887 | $0.00 | 113,887.0000 | 37,818,491 | 44.11% | 0.24% |
| Oct. 30, 2024 | Barnes Michael Gene | Executive Chairman | M | Performance Restricted Stock Units 2021 | 200000 | $0.00 | 1,200,000.0000 | 37,818,491 | 14.29% | 0.53% |
| Oct. 30, 2024 | Barnes Michael Gene | Executive Chairman | M | Common Stock | 200000 | $0.00 | 9,902,095.0000 | 37,818,491 | 2.06% | 0.53% |
| Oct. 18, 2024 | McKinney Scott T. | Chief Financial Officer | M | Common Stock | 50000 | $0.00 | 105,362.0000 | 37,818,491 | 90.31% | 0.13% |
| Oct. 18, 2024 | McKinney Scott T. | Chief Financial Officer | F | Common Stock | 23008 | $20.95 | 82,354.0000 | 37,818,491 | 21.84% | 0.06% |
| Oct. 18, 2024 | McKinney Scott T. | Chief Financial Officer | M | Performance Restricted Stock Units 2021 | 50000 | $0.00 | 300,000.0000 | 37,818,491 | 14.29% | 0.13% |
| Oct. 17, 2024 | Ilany Jonathan | Chief Executive Officer | M | Performance Restricted Stock Units 2021 | 200000 | $0.00 | 1,200,000.0000 | 37,818,491 | 14.29% | 0.53% |
| Oct. 17, 2024 | Ilany Jonathan | Chief Executive Officer | M | Common Stock | 200000 | $0.00 | 392,021.0000 | 37,818,491 | 104.16% | 0.53% |
| Oct. 17, 2024 | Ilany Jonathan | Chief Executive Officer | G | Common Stock | 200000 | $0.00 | 192,021.0000 | 37,818,491 | 51.02% | 0.53% |
| Oct. 9, 2024 | Maultsby Randy | President | M | Performance Restricted Stock Units 2021 | 66667 | $0.00 | 400,000.0000 | 37,818,491 | 14.29% | 0.18% |
| Oct. 9, 2024 | Maultsby Randy | President | M | Common Stock | 66667 | $0.00 | 78,137.0000 | 37,818,491 | 581.23% | 0.18% |
| Oct. 9, 2024 | Maultsby Randy | President | F | Common Stock | 30893 | $19.11 | 47,244.0000 | 37,818,491 | 39.54% | 0.08% |
| Oct. 7, 2024 | Friedman Paul M | Director | A | Common Stock | 1591 | $0.00 | 113,887.0000 | 37,818,491 | 1.42% | 0.00% |
| Oct. 7, 2024 | Goldwasser Lesley | Director | A | Common Stock | 1910 | $0.00 | 105,596.0000 | 37,818,491 | 1.84% | 0.01% |
| July 8, 2024 | Goldwasser Lesley | Director | A | Common Stock | 2327 | $0.00 | 103,686.0000 | 37,619,095 | 2.30% | 0.01% |
| July 8, 2024 | Friedman Paul M | Director | A | Common Stock | 1939 | $0.00 | 112,296.0000 | 37,619,095 | 1.76% | 0.01% |
| May 28, 2024 | Ilany Jonathan | Chief Executive Officer | P | Common Stock | 1550 | $17.50 | 192,021.0000 | 37,619,095 | 0.81% | 0.00% |
| April 4, 2024 | Friedman Paul M | Director | A | Common Stock | 1829 | $0.00 | 110,357.0000 | 37,619,095 | 1.69% | 0.00% |
| April 4, 2024 | Goldwasser Lesley | Director | A | Common Stock | 2195 | $0.00 | 101,359.0000 | 37,619,095 | 2.21% | 0.01% |
| March 5, 2024 | Ilany Jonathan | Chief Executive Officer | P | Common Stock | 2900 | $16.95 | 190,471.0000 | 37,619,095 | 1.55% | 0.01% |
| Feb. 27, 2024 | Rifkind Neil Charles | General Counsel and Secretary | A | Restricted Stock Units | 23792 | $0.00 | 73,206.0000 | 37,619,095 | 48.15% | 0.06% |
| Jan. 9, 2024 | Ilany Jonathan | Chief Executive Officer | G | Common Stock | 17863 | $0.00 | 187,571.0000 | 37,619,095 | 8.70% | 0.05% |
| Jan. 8, 2024 | Rifkind Neil Charles | General Counsel and Secretary | S | Common Stock | 18184 | $19.54 | 18,671.0000 | 37,619,095 | 49.34% | 0.05% |
| Jan. 4, 2024 | Mielle Dominique | Director | A | Common Stock | 1673 | $0.00 | 65,212.0000 | 37,619,095 | 2.63% | 0.00% |
| Jan. 4, 2024 | Friedman Paul M | Director | A | Common Stock | 1673 | $0.00 | 108,528.0000 | 37,619,095 | 1.57% | 0.00% |
| Jan. 4, 2024 | Goldwasser Lesley | Director | A | Common Stock | 1673 | $0.00 | 99,164.0000 | 37,619,095 | 1.72% | 0.00% |
| Jan. 1, 2024 | Barnes Michael Gene | Executive Chairman | A | Performance Restricted Stock Units 2024 | 550000 | $0.00 | 550,000.0000 | 37,619,095 | 9999.99% | 1.46% |
| Jan. 1, 2024 | Ilany Jonathan | Chief Executive Officer | A | Performance Restricted Stock Units 2024 | 550000 | $0.00 | 550,000.0000 | 37,619,095 | 9999.99% | 1.46% |
| Jan. 1, 2024 | Maultsby Randy | President | A | Performance Restricted Stock Units 2024 | 183333 | $0.00 | 183,333.0000 | 37,619,095 | 9999.99% | 0.49% |
| Jan. 1, 2024 | McKinney Scott T. | Chief Financial Officer | A | Performance Restricted Stock Units 2024 | 137500 | $0.00 | 137,500.0000 | 37,619,095 | 9999.99% | 0.37% |