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Kingsway Financial Services Inc (KFS) Insider Trading

Total insider buys:
  • $22,828,083.67
Total insider sells:
  • $19,620,358.66
Most recent insider trade:
  • Sept. 17, 2025
Most active insider trader:
  • John Taylor Maloney Fitzgerald
Trader NameDateTitleAmountPriceTypeTotal Value
May 28, 2021CEO422$4.93Buy$2,080.46
May 14, 2021CFO301$4.98Buy$1,498.98
May 14, 2021CEO418$4.98Buy$2,081.64
April 15, 2021CFO322$4.66Buy$1,500.52
April 15, 2021CEO447$4.66Buy$2,083.02
April 1, 2021CEO444$4.69Buy$2,082.36
April 1, 2021CFO319$4.69Buy$1,496.11
April 1, 2021General Counsel213$4.69Buy$998.97
March 16, 2021CFO328$4.57Buy$1,498.96
March 16, 2021General Counsel218$4.57Buy$996.26
March 16, 2021CEO455$4.57Buy$2,079.35
March 1, 2021CFO321$4.67Buy$1,499.07
March 1, 2021General Counsel214$4.67Buy$999.38
March 1, 2021CEO446$4.67Buy$2,082.82
Jan. 29, 2021CEO445$4.68Buy$2,082.60
Jan. 29, 2021CFO320$4.68Buy$1,497.60
Jan. 29, 2021General Counsel213$4.68Buy$996.84
Jan. 15, 2021CFO305$4.92Buy$1,500.60
Jan. 15, 2021General Counsel203$4.92Buy$998.76
Dec. 28, 2020Director10,000$4.62Buy$46,200.00
Dec. 23, 2020Director5,400$4.61Buy$24,894.00
Dec. 21, 2020Director5,000$4.58Buy$22,900.00
Dec. 18, 2020Director5,000$4.50Buy$22,500.00
Dec. 16, 2020Director5,000$4.35Buy$21,750.00
Dec. 15, 2020General Counsel221$4.51Buy$996.71
Dec. 15, 2020CFO332$4.51Buy$1,497.32
Dec. 15, 2020CEO462$4.51Buy$2,083.62
Dec. 14, 2020Director9,701$4.30Buy$41,714.30
Dec. 11, 2020Director10,000$4.30Buy$43,000.00
Nov. 30, 2020General Counsel322$3.10Buy$998.20
Nov. 30, 2020CFO145$3.10Buy$449.50
Nov. 30, 2020CEO672$3.10Buy$2,083.20
Nov. 13, 2020CEO647$3.22Buy$2,083.34
Nov. 13, 2020CFO139$3.22Buy$447.58
Nov. 13, 2020General Counsel311$3.22Buy$1,001.42
Oct. 20, 2020CEO661$3.15Buy$2,082.15
Oct. 20, 2020CFO142$3.15Buy$447.30
Oct. 20, 2020General Counsel317$3.15Buy$998.55
Sept. 30, 2020CEO697$2.99Buy$2,084.03
Sept. 30, 2020General Counsel334$2.99Buy$998.66
Sept. 30, 2020CFO150$2.99Buy$448.50
Sept. 18, 2020Director190,000$3.10Buy$589,000.00
Sept. 16, 2020Director35,000$3.03Buy$106,050.00
Sept. 15, 2020CEO691$3.01Buy$2,079.91
Sept. 15, 2020General Counsel332$3.01Buy$999.32
Sept. 15, 2020CFO149$3.01Buy$448.49
Sept. 14, 2020Director36,307$2.96Buy$107,468.72
Sept. 10, 2020Director25,412$2.96Buy$75,219.52
Sept. 8, 2020Director25,000$2.95Buy$73,750.00
Sept. 3, 2020Director25,000$2.90Buy$72,500.00
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  • Insiders are both buying and selling Kingsway Financial Services Inc stock.

  • The insider traders at Kingsway Financial Services Inc are: John Taylor Maloney Fitzgerald, Joseph Stilwell, William August Hickey, Jr., Hassan Baqar, Kent A Hansen, Larry G. Swets, Jr., Larry G Swets Jr, William August Hickey Jr, Gary Schaevitz, Gregory Paul Hannon, Paul R Hogan, Kent A. Hansen, Oakmont Capital Inc, Douglas Levine, Charles L Frischer, Terence Michael Kavanagh, Fitzgerald John Taylor Maloney, and Hansen Kent A

  • The most active insider trader at Kingsway Financial Services Inc is John Taylor Maloney Fitzgerald with 247 trades.

  • Joseph Stilwell has sold the most Kingsway Financial Services Inc stock with a total value of $19,539,884.45.

  • Joseph Stilwell has bought the most Kingsway Financial Services Inc stock with a total value of $18,778,027.29.

  • The most recent insider trade for Kingsway Financial Services Inc was on Sept. 17, 2025.

  • The single biggest insider buy for Kingsway Financial Services Inc was from Joseph Stilwell with a total value of $6,591,029.62 on Sept. 30, 2016.

  • The single biggest insider sell for Kingsway Financial Services Inc was from Joseph Stilwell with a total value of $8,000,000.00 on March 26, 2025.