Insider Trading activities at Kingsway Financial Services Inc (KFS) , Part 2

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. (See page 1 of this report.) 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.


16 insiders reported insider trading activities at Kingsway Financial Services Inc (KFS):
Insider trading activities of Baqar Hassan
Insider trading activities of Hansen Kent A
Insider trading activities of Stilwell Joseph
Insider trading activities of Stilwell Activist Investments, L.p.
Insider trading activities of Hogan Paul R.
Insider trading activities of Frischer Charles L
Insider trading activities of Schaevitz Gary
Insider trading activities of Hickey William August Jr
Insider trading activities of Hannon Gregory Paul
Insider trading activities of Kavanagh Terence Michael
Insider trading activities of Swets Larry G Jr
Insider trading activities of Stilwell Value Llc
Insider trading activities of Fitzgerald John Taylor Maloney
Insider trading activities of Stilwell Value Partners Vii, L.p.
Insider trading activities of Levine Douglas
Insider trading activities of Oakmont Capital Inc

Table 1. Yearly summary of insider stock purchases, sales, and option exercises at Kingsway Financial Services Inc (KFS).
Insider Buying Insider Sales Option Exercises
Year Shares Value Shares Value Shares Value
2025 4,110 $44,364 1,307,650 $12,325,620 0 $0
2024 10,084 $85,285 645,395 $5,468,371 0 $0
2023 62,312 $538,904 457,170 $4,041,198 0 $0
2022 745,866 $4,089,934 0 $0 0 $0
2021 840,481 $4,246,546 0 $0 0 $0
2020 834,431 $2,629,788 0 $0 0 $0
2019 822,714 $2,040,073 0 $0 0 $0
2018 1,317,444 $3,496,145 0 $0 0 $0
2017 422,839 $2,324,635 60,000 $302,640 0 $0
2016 2,839,516 $15,963,674 0 $0 0 $0
2015 24,510 $124,232 0 $0 0 $0
2014 275,743 $1,547,287 0 $0 0 $0


Table 3. Detailed insider trading at Kingsway Financial Services Inc (KFS) , Part 2
  Trade Date   Insider Name Trade Type     Shares       Price ($)   Value ($)
2023-02-15 Fitzgerald John Taylor Maloney (President and CEO) Buy 234 8.88 2,077
2023-01-30 Hansen Kent A (CFO & EVP) Buy 186 8.06 1,499
2023-01-30 Fitzgerald John Taylor Maloney (President and CEO) Buy 258 8.06 2,079
2023-01-17 Hansen Kent A (CFO & EVP) Buy 181 8.25 1,493
2023-01-17 Fitzgerald John Taylor Maloney (President and CEO) Buy 252 8.25 2,079
2023-01-03 Hansen Kent A (CFO & EVP) Buy 186 8.06 1,499
2023-01-03 Fitzgerald John Taylor Maloney (President and CEO) Buy 258 8.06 2,079
2022-12-07 Frischer Charles L (Director) Buy 11,723 7.13 83,643
2022-11-30 Hansen Kent A (CFO & EVP) Buy 205 7.31 1,498
2022-11-30 Fitzgerald John Taylor Maloney (President and CEO) Buy 284 7.31 2,076
2022-11-16 Hansen Kent A (CFO & EVP) Buy 208 7.18 1,493
2022-11-16 Fitzgerald John Taylor Maloney (President and CEO) Buy 290 7.18 2,082
2022-10-14 Hansen Kent A (CFO & EVP) Buy 250 5.98 1,495
2022-10-14 Fitzgerald John Taylor Maloney (President and CEO) Buy 348 5.98 2,081
2022-09-15 Hansen Kent A (CFO & EVP) Buy 217 6.90 1,497
2022-09-15 Fitzgerald John Taylor Maloney (President and CEO) Buy 302 6.90 2,083
2022-08-30 Hansen Kent A (CFO & EVP) Buy 210 7.11 1,493
2022-08-30 Fitzgerald John Taylor Maloney (President and CEO) Buy 293 7.11 2,083
2022-08-15 Hansen Kent A (CFO & EVP) Buy 199 7.53 1,498
2022-08-15 Fitzgerald John Taylor Maloney (President and CEO) Buy 276 7.53 2,078
2022-08-02 Hansen Kent A (CFO & EVP) Buy 236 6.33 1,493
2022-08-02 Fitzgerald John Taylor Maloney (President and CEO) Buy 328 6.33 2,076
2022-07-18 Hansen Kent A (CFO & EVP) Buy 246 6.07 1,493
2022-07-18 Fitzgerald John Taylor Maloney (President and CEO) Buy 343 6.07 2,082
2022-07-01 Hansen Kent A (CFO & EVP) Buy 261 5.73 1,495
2022-07-01 Fitzgerald John Taylor Maloney (President and CEO) Buy 363 5.73 2,079
2022-06-30 Hannon Gregory Paul (Director) Buy 28,986 5.67 164,379
2022-06-30 Kavanagh Terence Michael (Director) Buy 28,986 5.67 164,379
2022-06-30 Oakmont Capital Inc (10% Owner) Buy 28,986 5.67 164,379
2022-06-29 Hannon Gregory Paul (Director) Buy 25,000 5.67 141,650
2022-06-29 Kavanagh Terence Michael (Director) Buy 25,000 5.67 141,650
2022-06-29 Oakmont Capital Inc (10% Owner) Buy 25,000 5.67 141,650
2022-06-27 Hannon Gregory Paul (Director) Buy 3,858 5.40 20,825
2022-06-27 Kavanagh Terence Michael (Director) Buy 3,858 5.40 20,825
2022-06-27 Oakmont Capital Inc (10% Owner) Buy 3,858 5.40 20,825
2022-06-24 Hannon Gregory Paul (Director) Buy 6,454 5.35 34,535
2022-06-24 Kavanagh Terence Michael (Director) Buy 6,454 5.35 34,535
2022-06-24 Oakmont Capital Inc (10% Owner) Buy 6,454 5.35 34,535
2022-06-23 Stilwell Value Partners Vii, L.p. Buy 500 5.34 2,668
2022-06-23 Hannon Gregory Paul (Director) Buy 34,600 5.31 183,691
2022-06-23 Kavanagh Terence Michael (Director) Buy 34,660 5.31 184,009
2022-06-23 Oakmont Capital Inc (10% Owner) Buy 34,660 5.31 184,009
2022-06-22 Stilwell Value Partners Vii, L.p. Buy 308 5.15 1,586
2022-06-22 Hannon Gregory Paul (Director) Buy 9,699 5.29 51,288
2022-06-22 Kavanagh Terence Michael (Director) Buy 9,699 5.29 51,288
2022-06-22 Oakmont Capital Inc (10% Owner) Buy 9,699 5.29 51,288
2022-06-21 Stilwell Value Partners Vii, L.p. Buy 15,000 5.33 79,875
2022-06-17 Stilwell Value Partners Vii, L.p. Buy 1,056 5.30 5,596
2022-06-16 Hansen Kent A (CFO & EVP) Buy 279 5.36 1,495
2022-06-16 Fitzgerald John Taylor Maloney (President and CEO) Buy 388 5.36 2,079
2022-06-16 Stilwell Value Partners Vii, L.p. Buy 8,724 5.30 46,237
2022-06-15 Stilwell Value Partners Vii, L.p. Buy 6,315 5.30 33,469
2022-06-14 Stilwell Value Partners Vii, L.p. Buy 10,000 5.30 52,990
2022-06-09 Stilwell Value Partners Vii, L.p. Buy 11,017 5.34 58,852
2022-06-09 Frischer Charles L (Director) Buy 11,000 5.35 58,849
2022-06-08 Stilwell Value Partners Vii, L.p. Buy 15,002 5.38 80,650
2022-06-07 Stilwell Value Partners Vii, L.p. Buy 6,517 5.40 35,165
2022-06-06 Stilwell Value Partners Vii, L.p. Buy 10,000 5.40 53,970
2022-06-03 Stilwell Value Partners Vii, L.p. Buy 5,867 5.40 31,675
2022-06-02 Stilwell Value Partners Vii, L.p. Buy 10,000 5.40 53,970
2022-06-02 Frischer Charles L (Director) Buy 27,000 5.40 145,800
2022-06-01 Stilwell Value Partners Vii, L.p. Buy 10,000 5.39 53,900
2022-05-31 Stilwell Value Partners Vii, L.p. Buy 10,000 5.39 53,890
2022-05-27 Hansen Kent A (CFO & EVP) Buy 276 5.42 1,495
2022-05-27 Fitzgerald John Taylor Maloney (President and CEO) Buy 384 5.42 2,081
2022-05-27 Stilwell Value Partners Vii, L.p. Buy 10,000 5.39 53,890
2022-05-26 Stilwell Value Partners Vii, L.p. Buy 500 5.38 2,688
2022-05-26 Frischer Charles L (Director) Buy 10,500 5.40 56,700
2022-05-24 Stilwell Value Partners Vii, L.p. Buy 10,000 5.39 53,900
2022-05-23 Stilwell Value Partners Vii, L.p. Buy 2,500 5.39 13,467
2022-05-20 Stilwell Value Partners Vii, L.p. Buy 7,089 5.30 37,571
2022-05-18 Stilwell Value Partners Vii, L.p. Buy 10,000 5.35 53,500
2022-05-17 Hansen Kent A (CFO & EVP) Buy 278 5.40 1,501
2022-05-17 Fitzgerald John Taylor Maloney (President and CEO) Buy 386 5.40 2,084
2022-05-17 Stilwell Value Partners Vii, L.p. Buy 10,000 5.40 54,000
2022-05-16 Stilwell Value Partners Vii, L.p. Buy 10,000 5.40 53,980
2022-05-13 Stilwell Value Partners Vii, L.p. Buy 10,000 5.41 54,100
2022-05-12 Stilwell Value Partners Vii, L.p. Buy 10,000 5.40 54,000
2022-05-11 Stilwell Value Partners Vii, L.p. Buy 10,000 5.45 54,500
2022-05-03 Hansen Kent A (CFO & EVP) Buy 263 5.70 1,499
2022-05-03 Fitzgerald John Taylor Maloney (President and CEO) Buy 365 5.70 2,080
2022-04-19 Hansen Kent A (CFO & EVP) Buy 276 5.43 1,498
2022-04-19 Fitzgerald John Taylor Maloney (President and CEO) Buy 383 5.43 2,079
2022-04-01 Hansen Kent A (CFO & EVP) Buy 266 5.63 1,497
2022-04-01 Fitzgerald John Taylor Maloney (President and CEO) Buy 369 5.63 2,077
2022-03-29 Stilwell Value Partners Vii, L.p. Buy 2,984 5.48 16,352
2022-03-28 Stilwell Value Partners Vii, L.p. Buy 10,000 5.50 55,000
2022-03-25 Stilwell Value Partners Vii, L.p. Buy 10,000 5.50 55,000
2022-03-24 Stilwell Value Partners Vii, L.p. Buy 10,000 5.50 55,000
2022-03-23 Stilwell Value Partners Vii, L.p. Buy 10,000 5.50 55,000
2022-03-22 Stilwell Value Partners Vii, L.p. Buy 10,000 5.50 55,000
2022-03-21 Stilwell Value Partners Vii, L.p. Buy 2,795 5.50 15,372
2022-03-18 Stilwell Value Partners Vii, L.p. Buy 10,000 5.50 55,000
2022-03-17 Stilwell Value Partners Vii, L.p. Buy 10,000 5.50 55,000
2022-03-16 Hansen Kent A (CFO & EVP) Buy 272 5.51 1,498
2022-03-16 Fitzgerald John Taylor Maloney (President and CEO) Buy 378 5.51 2,082
2022-03-16 Stilwell Value Partners Vii, L.p. Buy 10,000 5.50 55,000
2022-03-15 Stilwell Value Partners Vii, L.p. Buy 10,000 5.50 55,000
2022-03-14 Stilwell Value Partners Vii, L.p. Buy 500 5.54 2,770
2022-03-11 Stilwell Value Partners Vii, L.p. Buy 10,000 5.50 55,000
2022-03-10 Stilwell Value Partners Vii, L.p. Buy 1,212 5.50 6,666
2022-03-09 Stilwell Value Partners Vii, L.p. Buy 3 5.35 16
2022-03-08 Stilwell Value Partners Vii, L.p. Buy 10,000 5.39 53,900
2022-03-07 Stilwell Value Partners Vii, L.p. Buy 10,000 5.50 55,000
2022-03-04 Stilwell Value Partners Vii, L.p. Buy 10,000 5.50 55,000
2022-02-28 Fitzgerald John Taylor Maloney (President and CEO) Buy 406 5.13 2,082
2022-02-17 Hansen Kent A (CFO & EVP) Buy 285 5.26 1,499
2022-02-17 Fitzgerald John Taylor Maloney (President and CEO) Buy 396 5.26 2,082
2022-01-28 Hansen Kent A (CFO & EVP) Buy 282 5.31 1,497
2022-01-28 Fitzgerald John Taylor Maloney (President and CEO) Buy 392 5.31 2,081
2022-01-14 Hansen Kent A (CFO & EVP) Buy 276 5.42 1,495
2022-01-14 Fitzgerald John Taylor Maloney (President and CEO) Buy 384 5.42 2,081
2021-12-31 Stilwell Value Partners Vii, L.p. Buy 974 5.44 5,298
2021-12-30 Hansen Kent A (CFO & EVP) Buy 271 5.52 1,495
2021-12-30 Fitzgerald John Taylor Maloney (President and CEO) Buy 377 5.52 2,081
2021-12-30 Stilwell Value Partners Vii, L.p. Buy 795 5.46 4,343
2021-12-29 Stilwell Value Partners Vii, L.p. Buy 10,000 5.49 54,900
2021-12-28 Stilwell Value Partners Vii, L.p. Buy 10,000 5.50 55,000
2021-12-27 Stilwell Value Partners Vii, L.p. Buy 9,083 5.50 49,956
2021-12-23 Stilwell Value Partners Vii, L.p. Buy 10,000 5.50 55,000
2021-12-22 Stilwell Value Partners Vii, L.p. Buy 10,000 5.50 55,000
2021-12-21 Stilwell Value Partners Vii, L.p. Buy 230 5.45 1,253
2021-12-20 Stilwell Value Partners Vii, L.p. Buy 10,000 5.47 54,700
2021-12-17 Stilwell Value Partners Vii, L.p. Buy 10,000 5.50 55,000
2021-12-16 Hansen Kent A (CFO & EVP) Buy 271 5.52 1,495
2021-12-16 Fitzgerald John Taylor Maloney (President and CEO) Buy 377 5.52 2,081
2021-12-15 Stilwell Value Partners Vii, L.p. Buy 300 5.44 1,632
2021-12-14 Stilwell Value Partners Vii, L.p. Buy 10,000 5.45 54,500
2021-12-13 Stilwell Value Partners Vii, L.p. Buy 10,000 5.50 55,000
2021-12-09 Stilwell Value Partners Vii, L.p. Buy 10,000 5.24 52,400
2021-12-08 Stilwell Value Partners Vii, L.p. Buy 10 5.18 51
2021-12-07 Stilwell Value Partners Vii, L.p. Buy 1,859 5.10 9,480
2021-12-06 Stilwell Value Partners Vii, L.p. Buy 2,698 5.04 13,597
2021-12-03 Stilwell Value Partners Vii, L.p. Buy 10,000 5.23 52,300
2021-12-02 Stilwell Value Partners Vii, L.p. Buy 10,000 5.34 53,400
2021-12-01 Stilwell Value Partners Vii, L.p. Buy 10,000 5.48 54,800
2021-11-30 Hansen Kent A (CFO & EVP) Buy 273 5.48 1,496
2021-11-30 Fitzgerald John Taylor Maloney (President and CEO) Buy 380 5.48 2,082
2021-11-30 Stilwell Value Partners Vii, L.p. Buy 5,178 5.40 27,961
2021-11-26 Stilwell Value Partners Vii, L.p. Buy 10,000 5.47 54,700
2021-11-24 Stilwell Value Partners Vii, L.p. Buy 10,000 5.45 54,500
2021-11-23 Stilwell Value Partners Vii, L.p. Buy 10,000 5.50 55,000
2021-11-22 Stilwell Value Partners Vii, L.p. Buy 10,000 5.50 55,000
2021-11-15 Hansen Kent A (CFO & EVP) Buy 273 5.49 1,498
2021-11-15 Fitzgerald John Taylor Maloney (President and CEO) Buy 379 5.49 2,080
2021-11-15 Stilwell Value Partners Vii, L.p. Buy 8,733 5.40 47,158
2021-11-12 Stilwell Value Partners Vii, L.p. Buy 9,115 5.40 49,221
2021-10-29 Hansen Kent A (CFO & EVP) Buy 269 5.57 1,498
2021-10-29 Fitzgerald John Taylor Maloney (President and CEO) Buy 373 5.57 2,077
2021-10-15 Hansen Kent A (CFO & EVP) Buy 265 5.64 1,494

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.



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