Insider trading activities (stock purchases, sales, and option exercises)
reported by insiders of Kingsway Financial Services Inc (KFS)
since 2014 are shown in Table 1 and Table 2.
Table 1 shows the monthly insider trading data of Kingsway Financial Services Inc.
Table 2 shows the detailed insider transactions.
This company's CIK number is 1072627.
Total stock buying since 2014: $37,130,867.
Total stock sales since 2014: $22,137,829.
Total stock option exercises since 2014: $0.
Table 3. Detailed insider trading at Kingsway Financial Services Inc (KFS)
| Trade Date |
Insider Name |
Trade Type |
Shares |
Price ($) |
Value ($) |
| 2025-08-29 | Hansen Kent A (CFO & EVP) | Buy | 107 | 14.49 | 1,550 |
| 2025-08-29 | Fitzgerald John Taylor Maloney (President and CEO) | Buy | 173 | 14.49 | 2,506 |
| 2025-08-22 | Stilwell Value Partners Vii, L.p. | Sale | 75,000 | 14.18 | 1,063,350 |
| 2025-08-18 | Hansen Kent A (CFO & EVP) | Buy | 111 | 14.16 | 1,571 |
| 2025-08-18 | Fitzgerald John Taylor Maloney (President and CEO) | Buy | 176 | 14.16 | 2,492 |
| 2025-08-18 | Stilwell Value Partners Vii, L.p. | Sale | 71,429 | 14.06 | 1,004,077 |
| 2025-07-30 | Hansen Kent A (CFO & EVP) | Buy | 108 | 14.42 | 1,557 |
| 2025-07-30 | Fitzgerald John Taylor Maloney (President and CEO) | Buy | 174 | 14.42 | 2,509 |
| 2025-07-15 | Hansen Kent A (CFO & EVP) | Buy | 108 | 14.49 | 1,564 |
| 2025-07-15 | Fitzgerald John Taylor Maloney (President and CEO) | Buy | 172 | 14.49 | 2,492 |
| 2025-07-01 | Hansen Kent A (CFO & EVP) | Buy | 111 | 14.02 | 1,556 |
| 2025-07-01 | Fitzgerald John Taylor Maloney (President and CEO) | Buy | 179 | 14.02 | 2,509 |
| 2025-06-30 | Stilwell Value Partners Vii, L.p. | Sale | 32,978 | 13.90 | 458,559 |
| 2025-06-27 | Stilwell Value Partners Vii, L.p. | Sale | 128,243 | 14.03 | 1,799,634 |
| 2025-06-13 | Hansen Kent A (CFO & EVP) | Buy | 114 | 13.77 | 1,569 |
| 2025-06-13 | Fitzgerald John Taylor Maloney (President and CEO) | Buy | 181 | 13.77 | 2,492 |
| 2025-05-15 | Hansen Kent A (CFO & EVP) | Buy | 31 | 10.12 | 313 |
| 2025-05-15 | Fitzgerald John Taylor Maloney (President and CEO) | Buy | 247 | 10.12 | 2,499 |
| 2025-04-30 | Hansen Kent A (CFO & EVP) | Buy | 36 | 8.71 | 313 |
| 2025-04-30 | Fitzgerald John Taylor Maloney (President and CEO) | Buy | 287 | 8.71 | 2,499 |
| 2025-04-15 | Hansen Kent A (CFO & EVP) | Buy | 39 | 8.02 | 312 |
| 2025-03-28 | Hansen Kent A (CFO & EVP) | Buy | 38 | 8.20 | 311 |
| 2025-03-28 | Fitzgerald John Taylor Maloney (President and CEO) | Buy | 305 | 8.20 | 2,501 |
| 2025-03-26 | Stilwell Value Partners Vii, L.p. | Sale | 1,000,000 | 8.00 | 8,000,000 |
| 2025-03-14 | Hansen Kent A (CFO & EVP) | Buy | 42 | 7.35 | 308 |
| 2025-03-14 | Fitzgerald John Taylor Maloney (President and CEO) | Buy | 340 | 7.35 | 2,499 |
| 2025-03-03 | Hansen Kent A (CFO & EVP) | Buy | 40 | 7.95 | 318 |
| 2025-03-03 | Fitzgerald John Taylor Maloney (President and CEO) | Buy | 315 | 7.95 | 2,504 |
| 2025-01-30 | Hansen Kent A (CFO & EVP) | Buy | 37 | 8.33 | 308 |
| 2025-01-30 | Fitzgerald John Taylor Maloney (President and CEO) | Buy | 300 | 8.33 | 2,499 |
| 2025-01-16 | Hansen Kent A (CFO & EVP) | Buy | 38 | 8.30 | 315 |
| 2025-01-16 | Fitzgerald John Taylor Maloney (President and CEO) | Buy | 301 | 8.30 | 2,498 |
| 2024-12-19 | Stilwell Value Partners Vii, L.p. | Sale | 225,000 | 8.43 | 1,896,750 |
| 2024-12-18 | Stilwell Value Partners Vii, L.p. | Sale | 365,000 | 8.43 | 3,076,950 |
| 2024-12-16 | Hansen Kent A (CFO & EVP) | Buy | 182 | 8.56 | 1,557 |
| 2024-12-16 | Fitzgerald John Taylor Maloney (President and CEO) | Buy | 291 | 8.56 | 2,490 |
| 2024-11-29 | Hansen Kent A (CFO & EVP) | Buy | 175 | 8.95 | 1,566 |
| 2024-11-29 | Fitzgerald John Taylor Maloney (President and CEO) | Buy | 279 | 8.95 | 2,497 |
| 2024-11-19 | Stilwell Value Partners Vii, L.p. | Sale | 25,000 | 8.78 | 219,525 |
| 2024-11-15 | Hansen Kent A (CFO & EVP) | Buy | 174 | 8.96 | 1,559 |
| 2024-11-15 | Fitzgerald John Taylor Maloney (President and CEO) | Buy | 279 | 8.96 | 2,499 |
| 2024-11-06 | Stilwell Value Partners Vii, L.p. | Sale | 10,000 | 9.55 | 95,500 |
| 2024-10-30 | Hansen Kent A (CFO & EVP) | Buy | 166 | 9.40 | 1,560 |
| 2024-10-30 | Fitzgerald John Taylor Maloney (President and CEO) | Buy | 266 | 9.40 | 2,500 |
| 2024-10-15 | Hansen Kent A (CFO & EVP) | Buy | 178 | 8.81 | 1,568 |
| 2024-10-15 | Fitzgerald John Taylor Maloney (President and CEO) | Buy | 284 | 8.81 | 2,502 |
| 2024-09-30 | Hansen Kent A (CFO & EVP) | Buy | 187 | 8.34 | 1,559 |
| 2024-09-30 | Fitzgerald John Taylor Maloney (President and CEO) | Buy | 299 | 8.34 | 2,493 |
| 2024-09-13 | Hansen Kent A (CFO & EVP) | Buy | 200 | 7.83 | 1,566 |
| 2024-09-13 | Fitzgerald John Taylor Maloney (President and CEO) | Buy | 320 | 7.83 | 2,505 |
| 2024-08-30 | Hansen Kent A (CFO & EVP) | Buy | 190 | 8.21 | 1,559 |
| 2024-08-30 | Fitzgerald John Taylor Maloney (President and CEO) | Buy | 304 | 8.21 | 2,495 |
| 2024-08-15 | Hansen Kent A (CFO & EVP) | Buy | 196 | 7.96 | 1,560 |
| 2024-08-15 | Fitzgerald John Taylor Maloney (President and CEO) | Buy | 315 | 7.96 | 2,507 |
| 2024-07-30 | Hansen Kent A (CFO & EVP) | Buy | 179 | 8.74 | 1,564 |
| 2024-07-30 | Fitzgerald John Taylor Maloney (President and CEO) | Buy | 286 | 8.74 | 2,499 |
| 2024-07-15 | Hansen Kent A (CFO & EVP) | Buy | 184 | 8.49 | 1,562 |
| 2024-07-15 | Fitzgerald John Taylor Maloney (President and CEO) | Buy | 294 | 8.49 | 2,496 |
| 2024-06-17 | Hansen Kent A (CFO & EVP) | Buy | 194 | 8.06 | 1,563 |
| 2024-06-17 | Fitzgerald John Taylor Maloney (President and CEO) | Buy | 310 | 8.06 | 2,498 |
| 2024-05-30 | Hansen Kent A (CFO & EVP) | Buy | 192 | 8.11 | 1,557 |
| 2024-05-30 | Fitzgerald John Taylor Maloney (President and CEO) | Buy | 308 | 8.11 | 2,497 |
| 2024-05-15 | Hansen Kent A (CFO & EVP) | Buy | 194 | 8.07 | 1,565 |
| 2024-05-15 | Fitzgerald John Taylor Maloney (President and CEO) | Buy | 310 | 8.07 | 2,501 |
| 2024-05-01 | Hansen Kent A (CFO & EVP) | Buy | 174 | 8.97 | 1,560 |
| 2024-05-01 | Fitzgerald John Taylor Maloney (President and CEO) | Buy | 279 | 8.97 | 2,502 |
| 2024-04-15 | Hansen Kent A (CFO & EVP) | Buy | 185 | 8.44 | 1,561 |
| 2024-04-15 | Fitzgerald John Taylor Maloney (President and CEO) | Buy | 296 | 8.44 | 2,498 |
| 2024-04-01 | Hansen Kent A (CFO & EVP) | Buy | 189 | 8.27 | 1,563 |
| 2024-04-01 | Fitzgerald John Taylor Maloney (President and CEO) | Buy | 302 | 8.27 | 2,497 |
| 2024-03-18 | Hansen Kent A (CFO & EVP) | Buy | 184 | 8.49 | 1,562 |
| 2024-03-18 | Fitzgerald John Taylor Maloney (President and CEO) | Buy | 294 | 8.49 | 2,496 |
| 2024-03-11 | Stilwell Value Partners Vii, L.p. | Sale | 7,300 | 8.76 | 63,926 |
| 2024-03-08 | Stilwell Value Partners Vii, L.p. | Sale | 13,095 | 8.84 | 115,720 |
| 2024-02-15 | Hansen Kent A (CFO & EVP) | Buy | 187 | 8.37 | 1,565 |
| 2024-02-15 | Fitzgerald John Taylor Maloney (President and CEO) | Buy | 299 | 8.37 | 2,502 |
| 2024-01-30 | Hansen Kent A (CFO & EVP) | Buy | 177 | 8.86 | 1,568 |
| 2024-01-30 | Fitzgerald John Taylor Maloney (President and CEO) | Buy | 283 | 8.86 | 2,507 |
| 2024-01-12 | Hansen Kent A (CFO & EVP) | Buy | 192 | 8.14 | 1,562 |
| 2024-01-12 | Fitzgerald John Taylor Maloney (President and CEO) | Buy | 307 | 8.14 | 2,498 |
| 2023-12-29 | Hansen Kent A (CFO & EVP) | Buy | 185 | 8.46 | 1,565 |
| 2023-12-29 | Fitzgerald John Taylor Maloney (President and CEO) | Buy | 296 | 8.46 | 2,504 |
| 2023-12-15 | Hansen Kent A (CFO & EVP) | Buy | 187 | 8.32 | 1,555 |
| 2023-12-15 | Fitzgerald John Taylor Maloney (President and CEO) | Buy | 300 | 8.32 | 2,496 |
| 2023-11-30 | Hansen Kent A (CFO & EVP) | Buy | 213 | 7.31 | 1,557 |
| 2023-11-30 | Fitzgerald John Taylor Maloney (President and CEO) | Buy | 341 | 7.31 | 2,492 |
| 2023-11-15 | Hansen Kent A (CFO & EVP) | Buy | 211 | 7.42 | 1,565 |
| 2023-11-15 | Fitzgerald John Taylor Maloney (President and CEO) | Buy | 337 | 7.42 | 2,500 |
| 2023-10-30 | Hansen Kent A (CFO & EVP) | Buy | 207 | 7.53 | 1,558 |
| 2023-10-30 | Fitzgerald John Taylor Maloney (President and CEO) | Buy | 332 | 7.53 | 2,499 |
| 2023-10-13 | Hansen Kent A (CFO & EVP) | Buy | 225 | 6.97 | 1,568 |
| 2023-10-13 | Fitzgerald John Taylor Maloney (President and CEO) | Buy | 359 | 6.97 | 2,502 |
| 2023-09-29 | Hansen Kent A (CFO & EVP) | Buy | 199 | 7.85 | 1,562 |
| 2023-09-29 | Fitzgerald John Taylor Maloney (President and CEO) | Buy | 318 | 7.85 | 2,496 |
| 2023-09-15 | Hansen Kent A (CFO & EVP) | Buy | 188 | 8.30 | 1,560 |
| 2023-09-15 | Fitzgerald John Taylor Maloney (President and CEO) | Buy | 301 | 8.30 | 2,498 |
| 2023-09-13 | Frischer Charles L (Director) | Buy | 4,100 | 8.32 | 34,112 |
| 2023-09-12 | Frischer Charles L (Director) | Buy | 3,900 | 8.50 | 33,150 |
| 2023-08-30 | Hansen Kent A (CFO & EVP) | Buy | 177 | 8.83 | 1,562 |
| 2023-08-30 | Fitzgerald John Taylor Maloney (President and CEO) | Buy | 283 | 8.83 | 2,498 |
| 2023-08-15 | Hansen Kent A (CFO & EVP) | Buy | 182 | 8.58 | 1,561 |
| 2023-08-15 | Fitzgerald John Taylor Maloney (President and CEO) | Buy | 292 | 8.58 | 2,505 |
| 2023-07-31 | Hansen Kent A (CFO & EVP) | Buy | 189 | 8.28 | 1,564 |
| 2023-07-31 | Fitzgerald John Taylor Maloney (President and CEO) | Buy | 302 | 8.28 | 2,500 |
| 2023-07-14 | Hansen Kent A (CFO & EVP) | Buy | 193 | 8.10 | 1,563 |
| 2023-07-14 | Fitzgerald John Taylor Maloney (President and CEO) | Buy | 309 | 8.10 | 2,502 |
| 2023-07-03 | Hansen Kent A (CFO & EVP) | Buy | 194 | 8.06 | 1,563 |
| 2023-07-03 | Fitzgerald John Taylor Maloney (President and CEO) | Buy | 310 | 8.06 | 2,498 |
| 2023-06-21 | Hannon Gregory Paul (Director) | Sale | 4,898 | 8.75 | 42,842 |
| 2023-06-21 | Kavanagh Terence Michael (Director) | Sale | 4,898 | 8.75 | 42,842 |
| 2023-06-21 | Oakmont Capital Inc (10% Owner) | Sale | 4,898 | 8.75 | 42,842 |
| 2023-06-20 | Hansen Kent A (CFO & EVP) | Buy | 175 | 8.90 | 1,557 |
| 2023-06-20 | Fitzgerald John Taylor Maloney (President and CEO) | Buy | 281 | 8.90 | 2,500 |
| 2023-06-20 | Hannon Gregory Paul (Director) | Sale | 17,063 | 8.88 | 151,502 |
| 2023-06-20 | Kavanagh Terence Michael (Director) | Sale | 17,063 | 8.88 | 151,502 |
| 2023-06-20 | Oakmont Capital Inc (10% Owner) | Sale | 17,063 | 8.88 | 151,502 |
| 2023-06-16 | Hannon Gregory Paul (Director) | Sale | 12,011 | 8.73 | 104,916 |
| 2023-06-16 | Kavanagh Terence Michael (Director) | Sale | 12,011 | 8.73 | 104,916 |
| 2023-06-16 | Oakmont Capital Inc (10% Owner) | Sale | 12,011 | 8.73 | 104,916 |
| 2023-06-15 | Hannon Gregory Paul (Director) | Sale | 15,000 | 8.65 | 129,750 |
| 2023-06-15 | Kavanagh Terence Michael (Director) | Sale | 15,000 | 8.65 | 129,750 |
| 2023-06-15 | Oakmont Capital Inc (10% Owner) | Sale | 15,000 | 8.65 | 129,750 |
| 2023-06-13 | Hannon Gregory Paul (Director) | Sale | 15,131 | 8.60 | 130,111 |
| 2023-06-13 | Kavanagh Terence Michael (Director) | Sale | 15,131 | 8.60 | 130,111 |
| 2023-06-13 | Oakmont Capital Inc (10% Owner) | Sale | 15,131 | 8.60 | 130,111 |
| 2023-06-12 | Hannon Gregory Paul (Director) | Sale | 24,762 | 8.72 | 215,875 |
| 2023-06-12 | Kavanagh Terence Michael (Director) | Sale | 24,762 | 8.72 | 215,875 |
| 2023-06-12 | Oakmont Capital Inc (10% Owner) | Sale | 24,762 | 8.72 | 215,875 |
| 2023-05-30 | Hansen Kent A (CFO & EVP) | Buy | 190 | 8.23 | 1,563 |
| 2023-05-30 | Fitzgerald John Taylor Maloney (President and CEO) | Buy | 303 | 8.23 | 2,493 |
| 2023-05-19 | Frischer Charles L (Director) | Buy | 12,520 | 8.39 | 105,042 |
| 2023-05-16 | Hansen Kent A (CFO & EVP) | Buy | 188 | 8.34 | 1,567 |
| 2023-05-16 | Fitzgerald John Taylor Maloney (President and CEO) | Buy | 301 | 8.34 | 2,510 |
| 2023-05-04 | Hansen Kent A (CFO & EVP) | Buy | 177 | 8.86 | 1,568 |
| 2023-05-04 | Fitzgerald John Taylor Maloney (President and CEO) | Buy | 282 | 8.86 | 2,498 |
| 2023-04-14 | Hansen Kent A (CFO & EVP) | Buy | 183 | 8.53 | 1,560 |
| 2023-04-14 | Fitzgerald John Taylor Maloney (President and CEO) | Buy | 284 | 8.53 | 2,422 |
| 2023-03-31 | Hansen Kent A (CFO & EVP) | Buy | 165 | 9.05 | 1,493 |
| 2023-03-31 | Fitzgerald John Taylor Maloney (President and CEO) | Buy | 230 | 9.05 | 2,081 |
| 2023-03-23 | Hannon Gregory Paul (Director) | Buy | 22,000 | 8.96 | 197,142 |
| 2023-03-23 | Hannon Gregory Paul (Director) | Sale | 22,000 | 8.96 | 197,032 |
| 2023-03-23 | Kavanagh Terence Michael (Director) | Buy | 7,875 | 9.03 | 71,095 |
| 2023-03-23 | Kavanagh Terence Michael (Director) | Sale | 7,875 | 9.00 | 70,898 |
| 2023-03-16 | Hansen Kent A (CFO & EVP) | Buy | 184 | 8.98 | 1,652 |
| 2023-03-16 | Fitzgerald John Taylor Maloney (President and CEO) | Buy | 249 | 8.98 | 2,236 |
| 2023-03-14 | Stilwell Value Partners Vii, L.p. | Sale | 95,700 | 9.00 | 861,395 |
| 2023-03-13 | Stilwell Value Partners Vii, L.p. | Sale | 65,000 | 9.03 | 586,885 |
| 2023-03-01 | Hansen Kent A (CFO & EVP) | Buy | 156 | 9.61 | 1,499 |
| 2023-03-01 | Fitzgerald John Taylor Maloney (President and CEO) | Buy | 216 | 9.61 | 2,075 |
| 2023-02-15 | Hansen Kent A (CFO & EVP) | Buy | 168 | 8.88 | 1,491 |
Insider trading activities including stock purchases, stock sales, and option exercises
of KFS listed in the above tables cannot be completely guaranteed as to their accuracy.
For more insider trading information of Kingsway Financial Services Inc (symbol KFS,
CIK number 1072627) see
the Securities and Exchange Commission (SEC) website.