8 insiders reported 39 Form 4 transactions for TIPTREE INC. (TIPT) over the past 18 months (most recent 2026-07-06). Recent activity: Goldwasser Lesley (Director) Buy 1,061 shares, Smith Bradley E. (Director) Buy 1,768 shares, Goldwasser Lesley (Director) Buy 1,144 shares, Smith Bradley E. (Director) Buy 1,907 shares, McKinney Scott T. (Chief Financial Officer) Buy 2,600 shares. Source: SEC Form 4.
| Date | Insider | Title | Type | Shares | Value |
|---|---|---|---|---|---|
| 2026-07-06 | Goldwasser Lesley | Director | Buy | 1,061 | $0 |
| 2026-07-06 | Smith Bradley E. | Director | Buy | 1,768 | $0 |
| 2026-04-06 | Goldwasser Lesley | Director | Buy | 1,144 | $0 |
| 2026-04-06 | Smith Bradley E. | Director | Buy | 1,907 | $0 |
| 2026-03-13 | McKinney Scott T. | Chief Financial Officer | Buy | 2,600 | $41,990 |
| 2026-03-13 | McKinney Scott T. | Chief Financial Officer | Buy | 1,232 | $19,687 |
| 2026-02-23 | McKinney Scott T. | Chief Financial Officer | Buy | 15,110 | $0 |
| 2026-02-23 | McKinney Scott T. | Chief Financial Officer | Sell | 5,143 | $87,740 |
| 2026-01-09 | Goldwasser Lesley | Director | Buy | 2,048 | $0 |
| 2026-01-09 | Friedman Paul M | Director | Buy | 2,048 | $0 |
| 2025-11-10 | Mielle Dominique | Director | Buy | 5,500 | $100,595 |
| 2025-10-06 | Friedman Paul M | Director | Buy | 1,807 | $0 |
| 2025-10-06 | Goldwasser Lesley | Director | Buy | 1,807 | $0 |
| 2025-09-17 | Ilany Jonathan | Chief Executive Officer | Buy | 351,155 | $2.3M |
| 2025-09-17 | Ilany Jonathan | Chief Executive Officer | Sell | 98,531 | $2.3M |
| 2025-09-17 | Ilany Jonathan | Chief Executive Officer | Sell | 124,787 | $3.0M |
| 2025-09-12 | Barnes Michael Gene | Executive Chairman | Buy | 46,494 | $263,621 |
| 2025-09-12 | Barnes Michael Gene | Executive Chairman | Sell | 10,343 | $263,643 |
| 2025-09-12 | Barnes Michael Gene | Executive Chairman | Buy | 4,649 | $27,290 |
| 2025-09-12 | Barnes Michael Gene | Executive Chairman | Sell | 1,071 | $27,300 |
| 2025-09-12 | Barnes Michael Gene | Executive Chairman | Buy | 112,015 | $744,900 |
| 2025-09-12 | Barnes Michael Gene | Executive Chairman | Sell | 29,224 | $744,920 |
| 2025-09-04 | Ilany Jonathan | Chief Executive Officer | Buy | 13,704 | $80,442 |
| 2025-09-04 | Ilany Jonathan | Chief Executive Officer | Buy | 137,038 | $777,005 |
| 2025-09-04 | Ilany Jonathan | Chief Executive Officer | Sell | 33,262 | $777,000 |
Source: SEC Form 4 filings · as of 2026-07-06