15 insiders reported 309 Form 4 transactions for KINGSWAY FINANCIAL SERVICES INC (KFS) over the past 18 months (most recent 2026-04-15). Recent activity: Fitzgerald John Taylor Maloney (President and CEO) Buy 211 shares, Hansen Kent A (CFO & EVP) Buy 14,568 shares, Hansen Kent A (CFO & EVP) Buy 153 shares, Fitzgerald John Taylor Maloney (President and CEO) Buy 244 shares, Fitzgerald John Taylor Maloney (President and CEO) Buy 234 shares. Source: SEC Form 4.
| Date | Insider | Title | Type | Shares | Value |
|---|---|---|---|---|---|
| 2026-04-15 | Fitzgerald John Taylor Maloney | President and CEO | Buy | 211 | $2,500 |
| 2026-04-08 | Hansen Kent A | CFO & EVP | Buy | 14,568 | $160,539 |
| 2026-03-31 | Hansen Kent A | CFO & EVP | Buy | 153 | $1,564 |
| 2026-03-31 | Fitzgerald John Taylor Maloney | President and CEO | Buy | 244 | $2,494 |
| 2026-03-16 | Fitzgerald John Taylor Maloney | President and CEO | Buy | 234 | $2,506 |
| 2026-03-16 | Hansen Kent A | CFO & EVP | Buy | 146 | $1,564 |
| 2026-03-02 | Hansen Kent A | CFO & EVP | Buy | 126 | $1,555 |
| 2026-03-02 | Fitzgerald John Taylor Maloney | President and CEO | Buy | 202 | $2,493 |
| 2026-02-18 | Fitzgerald John Taylor Maloney | President and CEO | Buy | 205 | $2,499 |
| 2026-02-18 | Hansen Kent A | CFO & EVP | Buy | 128 | $1,560 |
| 2026-02-02 | Fitzgerald John Taylor Maloney | President and CEO | Buy | 183 | $2,505 |
| 2026-02-02 | Hansen Kent A | CFO & EVP | Buy | 114 | $1,561 |
| 2026-01-29 | Fitzgerald John Taylor Maloney | President and CEO | Buy | 185 | $2,505 |
| 2026-01-29 | Hansen Kent A | CFO & EVP | Buy | 116 | $1,571 |
| 2026-01-05 | Hansen Kent A | CFO & EVP | Buy | 115 | $1,562 |
| 2026-01-05 | Fitzgerald John Taylor Maloney | President and CEO | Buy | 184 | $2,499 |
| 2025-12-31 | Hansen Kent A | CFO & EVP | Sell | 2,919 | $37,451 |
| 2025-12-31 | Hansen Kent A | CFO & EVP | Sell | 7,500 | $102,525 |
| 2025-12-31 | Hansen Kent A | CFO & EVP | Sell | 3,565 | $45,739 |
| 2025-12-31 | Hansen Kent A | CFO & EVP | Sell | 3,004 | $38,541 |
| 2025-12-29 | Stilwell Value Partners VII, L.P. | Insider | Sell | 19,229 | $246,131 |
| 2025-12-29 | Stilwell Joseph | Director | Sell | 19,229 | $246,131 |
| 2025-12-29 | Stilwell Associates, L.P. | Insider | Sell | 19,229 | $246,131 |
| 2025-12-29 | Stilwell Activist Investments, L.P. | Insider | Sell | 19,229 | $246,131 |
| 2025-12-29 | Stilwell Activist Fund, L.P. | Insider | Sell | 19,229 | $246,131 |
Source: SEC Form 4 filings · as of 2026-04-15