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 |
2025-06-27 Sale | 2025-07-01 5:52 pm | KINGSWAY FINANCIAL SERVICES INC | KFS | STILWELL JOSEPH Stilwell Value LLC STILWELL ASSOCIATES L P Stilwell Activist Fund L.P. Stilwell Activist Investments L.P. Stilwell Value Partners VII L.P. Director 10% Owner | 161,221 | $14.01 | $2,258,151 | 1,586,679 (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 |
2025-07-01 Purchase | 2025-07-01 4:51 pm | KINGSWAY FINANCIAL SERVICES INC | KFS | Hansen Kent A CFO & EVP | 111 | $14.02 | $1,556 | 135,248 (Direct) | View |
2025-06-13 Purchase | 2025-06-16 4:00 pm | KINGSWAY FINANCIAL SERVICES INC | KFS | Hansen Kent A CFO & EVP | 114 | $13.77 | $1,570 | 135,137 (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 4:01 pm | KINGSWAY FINANCIAL SERVICES INC | KFS | Hansen Kent A CFO & EVP | 24 | $12.82 | $308 | 135,023 (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 |
2025-05-15 Purchase | 2025-05-19 4:20 pm | KINGSWAY FINANCIAL SERVICES INC | KFS | Hansen Kent A CFO & EVP | 31 | $10.12 | $314 | 134,999 (Direct) | View |
2025-04-30 Purchase | 2025-05-01 4:01 pm | KINGSWAY FINANCIAL SERVICES INC | KFS | Hansen Kent A CFO & EVP | 36 | $8.71 | $314 | 134,968 (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 |
2025-04-15 Purchase | 2025-04-16 3:58 pm | KINGSWAY FINANCIAL SERVICES INC | KFS | Hansen Kent A CFO & EVP | 39 | $8.02 | $313 | 134,932 (Direct) | View |
2025-03-28 Purchase | 2025-03-31 4:02 pm | KINGSWAY FINANCIAL SERVICES INC | KFS | Hansen Kent A CFO & EVP | 38 | $8.2 | $312 | 134,893 (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 |
2025-03-26 Sale | 2025-03-27 7:15 pm | KINGSWAY FINANCIAL SERVICES INC | KFS | STILWELL JOSEPH Stilwell Value LLC STILWELL ASSOCIATES L P Stilwell Activist Fund L.P. Stilwell Activist Investments L.P. Stilwell Value Partners VII L.P. Director 10% Owner | 1,000,000 | $8 | $8,000,000 | 904,404 (Indirect Direct) | View |
2025-03-14 Purchase | 2025-03-17 4:00 pm | KINGSWAY FINANCIAL SERVICES INC | KFS | Hansen Kent A CFO & EVP | 42 | $7.35 | $309 | 134,855 (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 |
2025-03-03 Purchase | 2025-03-04 3:58 pm | KINGSWAY FINANCIAL SERVICES INC | KFS | Hansen Kent A CFO & EVP | 40 | $7.95 | $318 | 134,813 (Direct) | View |
2025-02-14 Purchase | 2025-02-18 4:05 pm | KINGSWAY FINANCIAL SERVICES INC | KFS | Hansen Kent A CFO & EVP | 39 | $8.03 | $313 | 134,773 (Direct) | View |
2025-02-14 Purchase | 2025-02-18 4:01 pm | KINGSWAY FINANCIAL SERVICES INC | KFS | Fitzgerald John Taylor Maloney President and CEO | 311 | $8.03 | $2,497 | 1,587,516 (Indirect Direct) | View |
2025-01-30 Purchase | 2025-01-31 4:03 pm | KINGSWAY FINANCIAL SERVICES INC | KFS | Hansen Kent A CFO & EVP | 37 | $8.33 | $308 | 134,734 (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 |
2025-05-08 Option Award | 2025-05-12 6:52 pm | 2025-05-07 2032-05-07 | KINGSWAY FINANCIAL SERVICES INC | KFS | STILWELL JOSEPH Stilwell Value LLC STILWELL ASSOCIATES L P Stilwell Activist Fund L.P. Stilwell Activist Investments L.P. Stilwell Value Partners VII L.P. Director 10% Owner | 20,000 | $25 | 5,923,027 (Indirect) | View |
2025-05-12 Option Award | 2025-05-12 4:02 pm | 2025-05-07 2032-05-07 | KINGSWAY FINANCIAL SERVICES INC | KFS | LEVINE DOUGLAS Director | 20,000 | $25 | 20,000 (Indirect) | View |
2025-05-08 Option Award | 2025-05-09 6:20 pm | 2025-05-08 2032-05-08 | KINGSWAY FINANCIAL SERVICES INC | KFS | Horowitz Joshua Director | 14,000 | $25 | 14,000 (Indirect) | View |
2025-05-07 Option Award | 2025-05-09 4:15 pm | 2025-05-08 2032-05-08 | KINGSWAY FINANCIAL SERVICES INC | KFS | Patinkin Adam Jonathan Director | 26,000 | $25 | 26,000 (Indirect) | 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 |
Ownership | 2025-04-08 4:00 pm | N/A N/A | KINGSWAY FINANCIAL SERVICES INC | KFS | Horowitz Joshua Director | 0 | $0 | 400,000 (Direct) | View |
Ownership | 2025-04-08 3:59 pm | N/A N/A | KINGSWAY FINANCIAL SERVICES INC | KFS | Patinkin Adam Jonathan Director | 0 | $0 | 2,547,000 (Indirect) | View |
2024-09-24 Option Award(A) | 2025-02-18 4:09 pm | 2024-09-24 2031-09-24 | KINGSWAY FINANCIAL SERVICES INC | KFS | Hannon Gregory Paul Director | 80,000 | $25 | 80,000 (Indirect) | View |
2024-09-24 Option Award(A) | 2025-02-18 4:09 pm | 2024-09-24 2031-09-24 | KINGSWAY FINANCIAL SERVICES INC | KFS | Kavanagh Terence Michael Director | 80,000 | $25 | 80,000 (Indirect) | View |
2024-09-24 Option Award(A) | 2025-02-18 4:08 pm | 2024-09-24 2031-09-24 | KINGSWAY FINANCIAL SERVICES INC | KFS | OAKMONT CAPITAL INC 10% Owner | 80,000 | $25 | 80,000 (Direct) | View |
2024-09-24 Option Award(A) | 2025-02-18 4:07 pm | 2024-09-24 2031-09-24 | KINGSWAY FINANCIAL SERVICES INC | KFS | LEVINE DOUGLAS Director | 84,000 | $25 | 84,000 (Indirect) | View |
2024-09-24 Option Award(A) | 2025-02-18 4:07 pm | 2024-09-24 2031-09-24 | KINGSWAY FINANCIAL SERVICES INC | KFS | Frischer Charles L Director | 4,000 | $25 | 4,000 (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 |
2025-02-12 Option Award | 2025-02-14 5:16 pm | 2025-02-12 2032-02-12 | KINGSWAY FINANCIAL SERVICES INC | KFS | STILWELL JOSEPH Stilwell Value LLC STILWELL ASSOCIATES L P Stilwell Activist Fund L.P. Stilwell Activist Investments L.P. Stilwell Value Partners VII L.P. Director 10% Owner | 40,000 | $25 | 6,903,027 (Indirect) | View |
2025-02-14 Option Award | 2025-02-14 4:15 pm | 2025-02-14 2032-02-12 | KINGSWAY FINANCIAL SERVICES INC | KFS | LEVINE DOUGLAS Director | 38,756 | $25 | 38,756 (Indirect) | View |
2025-02-13 Option Award | 2025-02-14 4:12 pm | 2025-02-13 2032-02-12 | KINGSWAY FINANCIAL SERVICES INC | KFS | Kavanagh Terence Michael Director | 40,000 | $25 | 40,000 (Indirect) | View |
2025-02-13 Option Award | 2025-02-14 4:09 pm | 2025-02-12 2032-02-12 | KINGSWAY FINANCIAL SERVICES INC | KFS | Hannon Gregory Paul Director | 40,000 | $25 | 40,000 (Indirect) | View |
2025-02-13 Option Award | 2025-02-14 4:07 pm | 2025-02-12 2032-02-12 | KINGSWAY FINANCIAL SERVICES INC | KFS | OAKMONT CAPITAL INC 10% Owner | 40,000 | $25 | 40,000 (Direct) | View |