9 insiders reported 42 Form 4 transactions for KINGSWAY Corp (KWY) over the past 18 months (most recent 2026-08-20). Recent activity: Horowitz Joshua (Director) Buy 7,034 shares, Horowitz Joshua (Director) Buy 1,300 shares, Horowitz Joshua (Director) Buy 769 shares, Fitzgerald John Taylor Maloney (President and CEO) Buy 254 shares, Hansen Kent A (CFO & EVP) Buy 158 shares. Source: SEC Form 4.
| Date | Insider | Title | Type | Shares | Value |
|---|---|---|---|---|---|
| 2026-08-20 | Horowitz Joshua | Director | Buy | 7,034 | $69,203 |
| 2026-08-20 | Horowitz Joshua | Director | Buy | 1,300 | $12,675 |
| 2026-08-20 | Horowitz Joshua | Director | Buy | 769 | $7,605 |
| 2026-08-18 | Fitzgerald John Taylor Maloney | President and CEO | Buy | 254 | $2,507 |
| 2026-08-18 | Hansen Kent A | CFO & EVP | Buy | 158 | $1,559 |
| 2026-08-17 | Stilwell Value LLC | 10% Owner | Sell | 26,168 | $261,680 |
| 2026-08-17 | Stilwell Value LLC | 10% Owner | Sell | 32,982 | $329,820 |
| 2026-08-17 | Stilwell Value Partners VII, L.P. | 10% Owner | Sell | 32,982 | $329,820 |
| 2026-08-17 | Stilwell Activist Fund, L.P. | 10% Owner | Sell | 32,982 | $329,820 |
| 2026-08-17 | Stilwell Activist Investments, L.P. | 10% Owner | Sell | 32,982 | $329,820 |
| 2026-08-17 | Stilwell Associates, L.P. | 10% Owner | Sell | 32,982 | $329,820 |
| 2026-08-17 | Stilwell Joseph | Director | Sell | 26,168 | $261,680 |
| 2026-08-17 | Stilwell Joseph | Director | Sell | 32,982 | $329,820 |
| 2026-08-17 | Stilwell Value Partners VII, L.P. | 10% Owner | Sell | 26,168 | $261,680 |
| 2026-08-17 | Stilwell Activist Fund, L.P. | 10% Owner | Sell | 26,168 | $261,680 |
| 2026-08-17 | Stilwell Activist Investments, L.P. | 10% Owner | Sell | 26,168 | $261,680 |
| 2026-08-17 | Stilwell Joseph | Director | Sell | 40,850 | $408,500 |
| 2026-08-17 | Stilwell Value LLC | 10% Owner | Sell | 40,850 | $408,500 |
| 2026-08-17 | Stilwell Value Partners VII, L.P. | 10% Owner | Sell | 40,850 | $408,500 |
| 2026-08-17 | Stilwell Activist Fund, L.P. | 10% Owner | Sell | 40,850 | $408,500 |
| 2026-08-17 | Stilwell Activist Investments, L.P. | 10% Owner | Sell | 40,850 | $408,500 |
| 2026-08-17 | Stilwell Associates, L.P. | 10% Owner | Sell | 40,850 | $408,500 |
| 2026-08-17 | Stilwell Associates, L.P. | 10% Owner | Sell | 26,168 | $261,680 |
| 2026-07-31 | Hansen Kent A | CFO & EVP | Buy | 174 | $1,563 |
| 2026-07-31 | Fitzgerald John Taylor Maloney | President and CEO | Buy | 278 | $2,496 |
Source: SEC Form 4 filings · as of 2026-08-20