Insider Trading activities at Kingsway Financial Services Inc (KFS) , Part 4

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 4
  Trade Date   Insider Name Trade Type     Shares       Price ($)   Value ($)
2019-05-15 Fitzgerald John Taylor Maloney (CEO and President) Buy 776 2.69 2,085
2019-05-15 Hickey William August Jr (CFO, EVP and SEC) Buy 558 2.69 1,499
2019-04-30 Hickey William August Jr (CFO, EVP and SEC) Buy 672 2.23 1,499
2019-04-15 Fitzgerald John Taylor Maloney (CEO and President) Buy 830 2.52 2,089
2019-04-15 Hickey William August Jr (CFO, EVP and SEC) Buy 596 2.52 1,500
2019-03-29 Fitzgerald John Taylor Maloney (CEO and President) Buy 666 3.13 2,081
2019-03-29 Stilwell Value Partners Vii, L.p. Buy 75,337 3.09 233,092
2019-03-29 Hickey William August Jr (CFO, EVP and SEC) Buy 480 3.13 1,500
2019-03-28 Stilwell Value Partners Vii, L.p. Buy 60,004 2.90 173,831
2019-03-27 Stilwell Value Partners Vii, L.p. Buy 24,400 2.78 67,929
2019-03-26 Stilwell Value Partners Vii, L.p. Buy 109,282 2.68 292,766
2019-03-25 Fitzgerald John Taylor Maloney (CEO and President) Buy 5,905 2.43 14,337
2019-03-25 Stilwell Value Partners Vii, L.p. Buy 48,637 2.43 118,041
2019-03-22 Stilwell Value Partners Vii, L.p. Buy 140,507 2.40 337,216
2019-03-21 Fitzgerald John Taylor Maloney (CEO and President) Buy 6,900 2.41 16,642
2019-03-21 Stilwell Value Partners Vii, L.p. Buy 18,287 2.40 43,888
2019-03-20 Fitzgerald John Taylor Maloney (CEO and President) Buy 6,900 2.25 15,490
2019-03-20 Stilwell Value Partners Vii, L.p. Buy 55,926 2.27 127,063
2019-03-20 Levine Douglas (Director) Buy 158,053 2.23 352,616
2019-03-19 Levine Douglas (Director) Buy 32,947 2.17 71,261
2019-03-18 Fitzgerald John Taylor Maloney (CEO and President) Buy 948 2.19 2,079
2019-03-18 Hickey William August Jr (CFO, EVP and SEC) Buy 684 2.19 1,500
2019-03-18 Levine Douglas (Director) Buy 13,900 2.14 29,746
2019-02-28 Fitzgerald John Taylor Maloney (CEO and President) Buy 908 2.29 2,083
2019-02-28 Hickey William August Jr (CFO, EVP and SEC) Buy 654 2.29 1,500
2019-02-15 Fitzgerald John Taylor Maloney (CEO and President) Buy 788 2.65 2,084
2019-02-15 Hickey William August Jr (CFO, EVP and SEC) Buy 566 2.65 1,497
2019-01-31 Fitzgerald John Taylor Maloney (CEO and President) Buy 894 2.33 2,084
2019-01-31 Hickey William August Jr (CFO, EVP and SEC) Buy 644 2.33 1,501
2019-01-31 Baqar Hassan (Vice President) Buy 428 2.33 998
2019-01-15 Fitzgerald John Taylor Maloney (CEO & President) Buy 918 2.27 2,082
2019-01-15 Hickey William August Jr (CFO, EVP and SEC) Buy 662 2.27 1,502
2019-01-15 Baqar Hassan (Vice President) Buy 442 2.27 1,002
2018-12-31 Stilwell Value Partners Vii, L.p. Buy 445,919 2.70 1,205,764
2018-12-28 Fitzgerald John Taylor Maloney (CEO & President) Buy 906 2.30 2,083
2018-12-28 Stilwell Value Partners Vii, L.p. Buy 117,695 2.08 245,394
2018-12-28 Hickey William August Jr (CFO, EVP and SEC) Buy 652 2.30 1,499
2018-12-28 Baqar Hassan (Vice President) Buy 434 2.30 998
2018-12-17 Hickey William August Jr (CFO, EVP and Secretary) Buy 658 2.27 1,496
2018-12-17 Baqar Hassan (Vice President) Buy 440 2.27 1,001
2018-12-11 Fitzgerald John Taylor Maloney (CEO and President) Buy 4,320 2.29 9,914
2018-12-10 Fitzgerald John Taylor Maloney (CEO and President) Buy 5,000 2.31 11,545
2018-12-07 Fitzgerald John Taylor Maloney (CEO and President) Buy 5,000 2.39 11,940
2018-12-06 Fitzgerald John Taylor Maloney (CEO and President) Buy 5,000 2.27 11,375
2018-12-05 Levine Douglas (Director) Buy 8,303 2.40 19,927
2018-12-04 Levine Douglas (Director) Buy 1,136 2.40 2,726
2018-12-03 Fitzgerald John Taylor Maloney (CEO and President) Buy 847 2.46 2,081
2018-12-03 Hickey William August Jr (CFO, EVP and SEC) Buy 610 2.46 1,499
2018-12-03 Baqar Hassan (Vice President) Buy 406 2.46 997
2018-12-03 Levine Douglas (Director) Buy 164 2.40 393
2018-11-30 Levine Douglas (Director) Buy 1,497 2.40 3,592
2018-11-16 Fitzgerald John Taylor Maloney (CEO and President) Buy 761 2.74 2,082
2018-11-16 Hickey William August Jr (CFO, EVP and SEC) Buy 550 2.74 1,504
2018-11-16 Baqar Hassan (Vice President) Buy 366 2.74 1,001
2018-11-15 Stilwell Activist Investments, L.p. Buy 10,000 2.69 26,930
2018-11-14 Stilwell Activist Investments, L.p. Buy 10,000 2.75 27,500
2018-10-31 Fitzgerald John Taylor Maloney (CEO and President) Buy 763 2.73 2,081
2018-10-31 Hickey William August Jr (CFO, EVP and SEC) Buy 548 2.73 1,494
2018-10-31 Baqar Hassan (Vice President) Buy 366 2.73 998
2018-10-15 Fitzgerald John Taylor Maloney (CEO and President) Buy 773 2.70 2,084
2018-10-15 Hickey William August Jr (EVP, CFO and SEC) Buy 558 2.70 1,504
2018-10-15 Baqar Hassan (Vice President) Buy 370 2.70 997
2018-10-01 Fitzgerald John Taylor Maloney (CEO and President) Buy 743 2.81 2,086
2018-10-01 Hickey William August Jr (CFO, EVP and Secretary) Buy 534 2.81 1,499
2018-10-01 Baqar Hassan (Vice President) Buy 356 2.81 999
2018-09-25 Stilwell Activist Investments, L.p. Buy 13,800 2.95 40,710
2018-09-24 Stilwell Activist Investments, L.p. Buy 18,900 2.94 55,660
2018-09-21 Stilwell Activist Investments, L.p. Buy 9,000 2.97 26,748
2018-09-20 Stilwell Activist Investments, L.p. Buy 5,000 2.96 14,810
2018-09-19 Stilwell Activist Investments, L.p. Buy 4,100 2.95 12,090
2018-09-17 Fitzgerald John Taylor Maloney (CEO and President) Buy 656 3.06 2,004
2018-09-17 Hickey William August Jr (CFO, EVP and SEC) Buy 490 3.06 1,496
2018-09-17 Baqar Hassan (Vice President) Buy 328 3.06 1,002
2018-09-17 Swets Larry G Jr (Director) Buy 190 3.06 580
2018-09-14 Stilwell Activist Investments, L.p. Buy 25,000 2.95 73,750
2018-09-13 Stilwell Activist Investments, L.p. Buy 50,000 2.80 140,000
2018-09-12 Stilwell Activist Investments, L.p. Buy 78,601 2.78 218,667
2018-09-11 Fitzgerald John Taylor Maloney (CEO and President) Buy 10,000 2.70 27,000
2018-09-11 Stilwell Activist Investments, L.p. Buy 264,500 2.70 714,150
2018-09-10 Fitzgerald John Taylor Maloney (CEO and President) Buy 13,700 2.45 33,565
2018-09-10 Stilwell Activist Investments, L.p. Buy 69,112 2.63 181,764
2018-09-10 Levine Douglas (Director) Buy 101,900 2.42 246,190
2018-08-30 Fitzgerald John Taylor Maloney (President and COO) Buy 624 2.67 1,667
2018-08-30 Hickey William August Jr (CFO, EVP and Secretary) Buy 562 2.67 1,501
2018-08-30 Baqar Hassan (Vice President) Buy 374 2.67 999
2018-08-30 Swets Larry G Jr (CEO) Buy 780 2.67 2,084
2018-08-15 Fitzgerald John Taylor Maloney (President and COO) Buy 522 3.19 1,666
2018-08-15 Hickey William August Jr (CFO, EVP and SEC) Buy 470 3.19 1,500
2018-08-15 Baqar Hassan (Vice Presdient) Buy 314 3.19 1,002
2018-08-15 Swets Larry G Jr (CEO) Buy 652 3.19 2,081
2018-07-31 Fitzgerald John Taylor Maloney (President & COO) Buy 578 2.88 1,667
2018-07-31 Hickey William August Jr (CFO,EVP and Secretary) Buy 520 2.88 1,500
2018-07-31 Baqar Hassan (Vice President) Buy 346 2.88 998
2018-07-31 Swets Larry G Jr (CEO) Buy 722 2.88 2,082
2018-07-13 Fitzgerald John Taylor Maloney (President and COO) Buy 596 2.79 1,663
2018-07-13 Hickey William August Jr (CFO and EVP) Buy 538 2.79 1,501
2018-07-13 Baqar Hassan (Vice President) Buy 358 2.79 999
2018-07-13 Swets Larry G Jr (CEO) Buy 746 2.79 2,082
2018-07-02 Fitzgerald John Taylor Maloney (President and COO) Buy 594 2.81 1,666
2018-07-02 Hickey William August Jr (CFO and EVP) Buy 534 2.81 1,497
2018-07-02 Baqar Hassan (Vice President) Buy 358 2.81 1,004
2018-07-02 Swets Larry G Jr (CEO) Buy 743 2.81 2,084
2018-06-18 Fitzgerald John Taylor Maloney (President & COO) Buy 516 3.23 1,666
2018-06-18 Hickey William August Jr (CFO and EVP) Buy 466 3.23 1,504
2018-06-18 Baqar Hassan (Vice President) Buy 310 3.23 1,000
2018-06-18 Swets Larry G Jr (CEO) Buy 645 3.23 2,082
2018-05-30 Fitzgerald John Taylor Maloney (President and COO) Buy 384 4.35 1,670
2018-05-30 Hickey William August Jr (CFO and EVP) Buy 344 4.35 1,496
2018-05-30 Baqar Hassan (Vice President) Buy 230 4.35 1,000
2018-05-30 Swets Larry G Jr (CEO) Buy 480 4.35 2,088
2018-05-15 Fitzgerald John Taylor Maloney (President and COO) Buy 398 4.18 1,664
2018-05-15 Hickey William August Jr (CFO and EVP) Buy 358 4.18 1,496
2018-05-15 Baqar Hassan (Vice President) Buy 238 4.18 995
2018-05-15 Swets Larry G Jr (CEO) Buy 498 4.18 2,082
2018-04-30 Fitzgerald John Taylor Maloney (President & COO) Buy 419 3.98 1,668
2018-04-30 Hickey William August Jr (CFO and EVP) Buy 378 3.98 1,505
2018-04-30 Baqar Hassan (Vice President) Buy 252 3.98 1,003
2018-04-30 Swets Larry G Jr (CEO) Buy 522 3.98 2,079
2018-04-13 Fitzgerald John Taylor Maloney (President and COO) Buy 433 3.84 1,664
2018-04-13 Hickey William August Jr (CFO and EVP) Buy 390 3.84 1,498
2018-04-13 Baqar Hassan (Vice President) Buy 260 3.84 999
2018-04-13 Swets Larry G Jr (CEO) Buy 542 3.84 2,082
2018-04-02 Fitzgerald John Taylor Maloney (President and COO) Buy 424 3.93 1,667
2018-04-02 Hickey William August Jr (CFO and EVP) Buy 382 3.93 1,502
2018-04-02 Baqar Hassan (Vice President) Buy 254 3.93 998
2018-04-02 Swets Larry G Jr (CEO) Buy 530 3.93 2,083
2018-03-15 Fitzgerald John Taylor Maloney (President & COO) Buy 384 4.34 1,666
2018-03-15 Hickey William August Jr (CFO and EVP) Buy 346 4.34 1,501
2018-03-15 Baqar Hassan (Vice President) Buy 230 4.34 997
2018-03-15 Swets Larry G Jr (CEO) Buy 481 4.34 2,087
2018-03-01 Fitzgerald John Taylor Maloney (President and COO) Buy 343 4.88 1,672
2018-03-01 Hickey William August Jr (CFO and EVP) Buy 308 4.88 1,501
2018-03-01 Baqar Hassan (Vice President) Buy 206 4.88 1,004
2018-03-01 Swets Larry G Jr (CEO) Buy 427 4.88 2,081
2018-02-15 Fitzgerald John Taylor Maloney (President and COO) Buy 293 5.69 1,667
2018-02-15 Hickey William August Jr (CFO and EVP) Buy 262 5.69 1,491
2018-02-15 Baqar Hassan (Vice President) Buy 176 5.69 1,001
2018-02-15 Swets Larry G Jr (CEO) Buy 366 5.69 2,082
2018-01-30 Fitzgerald John Taylor Maloney (President and COO) Buy 292 5.71 1,667
2018-01-30 Hickey William August Jr (CFO and EVP) Buy 264 5.71 1,507
2018-01-30 Baqar Hassan (Vice President) Buy 174 5.71 993
2018-01-30 Swets Larry G Jr (CEO) Buy 366 5.71 2,089
2018-01-12 Fitzgerald John Taylor Maloney (President and COO) Buy 314 5.29 1,661
2018-01-12 Hickey William August Jr (CFO and EVP) Buy 282 5.29 1,491
2018-01-12 Swets Larry G Jr (CEO) Buy 394 5.29 2,084
2017-12-29 Fitzgerald John Taylor Maloney (President and COO) Buy 325 5.14 1,670
2017-12-29 Hickey William August Jr (CFO and EVP) Buy 292 5.14 1,500
2017-12-29 Baqar Hassan (Vice President) Buy 194 5.14 996
2017-12-29 Swets Larry G Jr (CEO) Buy 404 5.14 2,076
2017-12-29 Stilwell Joseph (Director) Buy 2,500 5.09 12,715

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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