Real time insider trading transaction history:
- Insiders are prohibited from making short-swing profits by trading their shares within 6 months of the registration or acquiring the shares.
- Shares are not adjusted for stock split.
"Insiders might sell their shares for any number of reasons, but they buy them for only one: they think the price will rise"
- Peter Lynch
What is insider trading>>
- Peter Lynch
What is insider trading>>
Common stock purchase or sale:
| Transaction Date | Reported DateTime | Company | Symbol | Insider Relationship | Shares Traded | Average Price | Total Amount | Shares Owned | Filing |
| 2026-06-30 Purchase | 2026-07-01 4:35 pm | KINGSWAY Corp | KWY | Fitzgerald John Taylor Maloney President and CEO | 239 | $10.45 | $2,498 | 1,513,180 (Indirect Direct) | View |
| 2026-06-15 Purchase | 2026-06-15 8:51 pm | KINGSWAY Corp | KWY | Fitzgerald John Taylor Maloney President and CEO | 240 | $10.43 | $2,503 | 1,543,174 (Indirect Direct) | View |
| 2026-05-29 Purchase | 2026-06-01 5:42 pm | KINGSWAY Corp | KWY | Fitzgerald John Taylor Maloney President and CEO | 250 | $10.03 | $2,508 | 1,542,934 (Indirect Direct) | View |
| 2026-05-21 Sale | 2026-05-22 4:11 pm | KINGSWAY Corp | KWY | Fitzgerald John Taylor Maloney President and CEO | 5,000 | $10.13 | $50,675 | 1,548,941 (Indirect Direct) | View |
| 2026-05-19 Sale | 2026-05-21 5:05 pm | KINGSWAY Corp | KWY | Fitzgerald John Taylor Maloney President and CEO | 10,000 | $10.37 | $103,651 | 1,524,841 (Indirect Direct) | View |
| 2026-05-15 Purchase | 2026-05-19 4:05 pm | KINGSWAY Corp | KWY | Fitzgerald John Taylor Maloney President and CEO | 230 | $10.85 | $2,496 | 1,563,941 (Indirect Direct) | View |
| 2026-04-30 Purchase | 2026-05-04 5:19 pm | KINGSWAY FINANCIAL SERVICES INC | KFS | Fitzgerald John Taylor Maloney President and CEO | 229 | $10.93 | $2,503 | 1,563,711 (Indirect Direct) | View |
| 2026-04-15 Purchase | 2026-04-15 6:02 pm | KINGSWAY FINANCIAL SERVICES INC | KFS | Fitzgerald John Taylor Maloney President and CEO | 211 | $11.85 | $2,500 | 1,563,482 (Indirect Direct) | View |
| 2026-03-30 Purchase | 2026-03-31 4:04 pm | KINGSWAY FINANCIAL SERVICES INC | KFS | Fitzgerald John Taylor Maloney President and CEO | 244 | $10.22 | $2,494 | 1,563,271 (Indirect Direct) | View |
| 2026-03-13 Purchase | 2026-03-16 4:00 pm | KINGSWAY FINANCIAL SERVICES INC | KFS | Fitzgerald John Taylor Maloney President and CEO | 234 | $10.71 | $2,506 | 1,563,027 (Indirect Direct) | View |
| 2026-02-27 Purchase | 2026-03-02 5:42 pm | KINGSWAY FINANCIAL SERVICES INC | KFS | Fitzgerald John Taylor Maloney President and CEO | 202 | $12.34 | $2,493 | 1,562,793 (Indirect Direct) | View |
| 2026-02-17 Purchase | 2026-02-18 4:38 pm | KINGSWAY FINANCIAL SERVICES INC | KFS | Fitzgerald John Taylor Maloney President and CEO | 205 | $12.19 | $2,499 | 1,562,591 (Indirect Direct) | View |
| 2026-02-02 Purchase | 2026-02-02 6:45 pm | KINGSWAY FINANCIAL SERVICES INC | KFS | Fitzgerald John Taylor Maloney President and CEO | 183 | $13.69 | $2,505 | 1,562,386 (Indirect Direct) | View |
| 2026-01-15 Purchase | 2026-01-29 6:39 pm | KINGSWAY FINANCIAL SERVICES INC | KFS | Fitzgerald John Taylor Maloney President and CEO | 185 | $13.54 | $2,505 | 1,562,203 (Indirect Direct) | View |
| 2025-12-31 Purchase | 2026-01-05 4:10 pm | KINGSWAY FINANCIAL SERVICES INC | KFS | Fitzgerald John Taylor Maloney President and CEO | 184 | $13.58 | $2,499 | 1,562,018 (Indirect Direct) | View |
| 2025-12-23 Sale | 2025-12-29 4:27 pm | KINGSWAY FINANCIAL SERVICES INC | KFS | Fitzgerald John Taylor Maloney President and CEO | 30,000 | $13.32 | $399,714 | 1,561,834 (Indirect Direct) | View |
| 2025-12-16 Purchase | 2025-12-18 4:29 pm | KINGSWAY FINANCIAL SERVICES INC | KFS | Fitzgerald John Taylor Maloney President and CEO | 195 | $12.82 | $2,500 | 1,591,834 (Indirect Direct) | View |
| 2025-11-28 Purchase | 2025-12-02 4:42 pm | KINGSWAY FINANCIAL SERVICES INC | KFS | Fitzgerald John Taylor Maloney President and CEO | 192 | $13.03 | $2,502 | 1,591,639 (Indirect Direct) | View |
| 2025-11-17 Purchase | 2025-11-19 4:04 pm | KINGSWAY FINANCIAL SERVICES INC | KFS | Fitzgerald John Taylor Maloney President and CEO | 197 | $12.7 | $2,502 | 1,591,447 (Indirect Direct) | View |
| 2025-10-30 Purchase | 2025-11-03 4:17 pm | KINGSWAY FINANCIAL SERVICES INC | KFS | Fitzgerald John Taylor Maloney President and CEO | 177 | $14.08 | $2,492 | 1,591,250 (Indirect Direct) | View |
| 2025-10-15 Purchase | 2025-10-17 5:41 pm | KINGSWAY FINANCIAL SERVICES INC | KFS | Fitzgerald John Taylor Maloney President and CEO | 157 | $15.92 | $2,499 | 1,591,073 (Indirect Direct) | View |
| 2025-09-30 Purchase | 2025-10-02 5:01 pm | KINGSWAY FINANCIAL SERVICES INC | KFS | Fitzgerald John Taylor Maloney President and CEO | 171 | $14.63 | $2,502 | 1,590,916 (Indirect Direct) | View |
| 2025-09-15 Purchase | 2025-09-16 5:57 pm | KINGSWAY FINANCIAL SERVICES INC | KFS | Fitzgerald John Taylor Maloney President and CEO | 174 | $14.36 | $2,499 | 1,590,745 (Indirect Direct) | View |
| 2025-08-29 Purchase | 2025-09-02 4:56 pm | KINGSWAY FINANCIAL SERVICES INC | KFS | Fitzgerald John Taylor Maloney President and CEO | 173 | $14.49 | $2,507 | 1,590,571 (Indirect Direct) | View |
| 2025-08-18 Purchase | 2025-08-18 6:59 pm | KINGSWAY FINANCIAL SERVICES INC | KFS | Fitzgerald John Taylor Maloney President and CEO | 176 | $14.16 | $2,492 | 1,590,398 (Indirect Direct) | View |
| 2025-07-30 Purchase | 2025-07-31 4:26 pm | KINGSWAY FINANCIAL SERVICES INC | KFS | Fitzgerald John Taylor Maloney President and CEO | 174 | $14.42 | $2,509 | 1,590,222 (Indirect Direct) | View |
| 2025-07-15 Purchase | 2025-07-16 4:03 pm | KINGSWAY FINANCIAL SERVICES INC | KFS | Fitzgerald John Taylor Maloney President and CEO | 172 | $14.49 | $2,492 | 1,590,048 (Indirect Direct) | View |
| 2025-07-01 Purchase | 2025-07-01 4:52 pm | KINGSWAY FINANCIAL SERVICES INC | KFS | Fitzgerald John Taylor Maloney President and CEO | 179 | $14.02 | $2,510 | 1,589,876 (Indirect Direct) | View |
| 2025-06-13 Purchase | 2025-06-16 3:59 pm | KINGSWAY FINANCIAL SERVICES INC | KFS | Fitzgerald John Taylor Maloney President and CEO | 181 | $13.77 | $2,492 | 1,589,697 (Indirect Direct) | View |
| 2025-05-30 Purchase | 2025-06-02 4:00 pm | KINGSWAY FINANCIAL SERVICES INC | KFS | Fitzgerald John Taylor Maloney President and CEO | 195 | $12.82 | $2,500 | 1,589,516 (Indirect Direct) | View |
| 2025-05-15 Purchase | 2025-05-19 4:21 pm | KINGSWAY FINANCIAL SERVICES INC | KFS | Fitzgerald John Taylor Maloney President and CEO | 247 | $10.12 | $2,500 | 1,589,321 (Indirect Direct) | View |
| 2025-04-30 Purchase | 2025-05-01 4:00 pm | KINGSWAY FINANCIAL SERVICES INC | KFS | Fitzgerald John Taylor Maloney President and CEO | 287 | $8.71 | $2,500 | 1,589,074 (Indirect Direct) | View |
| 2025-03-28 Purchase | 2025-03-31 4:01 pm | KINGSWAY FINANCIAL SERVICES INC | KFS | Fitzgerald John Taylor Maloney President and CEO | 305 | $8.2 | $2,501 | 1,588,476 (Indirect Direct) | View |
| 2025-03-14 Purchase | 2025-03-17 4:00 pm | KINGSWAY FINANCIAL SERVICES INC | KFS | Fitzgerald John Taylor Maloney President and CEO | 340 | $7.35 | $2,499 | 1,588,171 (Indirect Direct) | View |
| 2025-03-03 Purchase | 2025-03-04 3:58 pm | KINGSWAY FINANCIAL SERVICES INC | KFS | Fitzgerald John Taylor Maloney President and CEO | 315 | $7.95 | $2,504 | 1,587,831 (Indirect Direct) | View |
Stock options: Exercise, Award, Grant, Conversion
| Transaction Date | Reported DateTime | Exercisable Expiration | Company | Symnbol | Insider Relationship | Shares Traded | Conversion Price | Shares Owned | Filing |
| 2026-06-15 Tax Withholding | 2026-06-17 5:42 pm | N/A N/A | KINGSWAY Corp | KWY | Fitzgerald John Taylor Maloney President and CEO | 30,233 | $10.12 | 1,512,941 (Direct) | View |
| 2026-05-27 Gift | 2026-05-29 4:00 pm | N/A N/A | KINGSWAY Corp | KWY | Fitzgerald John Taylor Maloney President and CEO | 6,257 | $9.99 | 1,542,684 (Direct) | View |
| 2025-09-26 Other | 2025-09-30 4:02 pm | N/A N/A | KINGSWAY FINANCIAL SERVICES INC | KFS | Fitzgerald John Taylor Maloney President and CEO | 14,100 | $14.57 | 1,607,145 (Direct) | View |
| 2025-04-15 Option Award | 2025-04-16 3:57 pm | N/A N/A | KINGSWAY FINANCIAL SERVICES INC | KFS | Fitzgerald John Taylor Maloney President and CEO | 311 | $8.02 | 1,588,787 (Direct) | View |
| 2024-09-24 Option Award(A) | 2025-02-18 4:04 pm | 2024-09-24 2031-09-24 | KINGSWAY FINANCIAL SERVICES INC | KFS | Fitzgerald John Taylor Maloney President and CEO | 8,000 | $25 | 8,000 (Indirect) | View |