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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
Aug. 28, 2020CFO153$2.92Buy$446.76
Aug. 28, 2020General Counsel342$2.92Buy$998.64
Aug. 28, 2020CEO712$2.92Buy$2,079.04
Aug. 27, 2020Director86,574$2.79Buy$241,541.46
Aug. 24, 2020Director13,000$2.72Buy$35,360.00
Aug. 17, 2020CEO744$2.80Buy$2,083.20
July 30, 2020CEO756$2.75Buy$2,079.00
July 15, 2020CEO854$2.44Buy$2,083.76
June 12, 2020CEO921$2.26Buy$2,081.46
June 1, 2020CEO914$2.28Buy$2,083.92
May 15, 2020CEO1,112$1.98Buy$2,201.76
April 30, 2020CEO1,186$1.77Buy$2,099.22
April 15, 2020CEO1,032$2.02Buy$2,084.64
March 31, 2020CEO1,029$2.02Buy$2,078.58
Feb. 28, 2020CFO839$1.79Buy$1,501.81
Feb. 18, 2020CEO1,153$1.70Buy$1,960.10
Jan. 30, 2020CFO894$1.68Buy$1,501.92
Jan. 30, 2020CEO1,242$1.68Buy$2,086.56
Jan. 16, 2020CFO817$1.83Buy$1,495.11
Jan. 16, 2020CEO1,136$1.80Buy$2,044.80
Dec. 31, 2019CEO1,112$1.85Buy$2,057.20
Dec. 17, 2019CFO5,033$1.71Buy$8,606.43
Dec. 17, 2019CEO6,991$1.71Buy$11,954.61
Sept. 13, 2019CFO546$2.75Buy$1,501.50
Sept. 13, 2019CEO759$2.75Buy$2,087.25
Aug. 15, 2019CEO750$2.78Buy$2,085.00
Aug. 15, 2019CFO540$2.78Buy$1,501.20
July 31, 2019CFO512$2.93Buy$1,500.16
July 31, 2019Insider712$2.93Buy$2,086.16
July 15, 2019CEO796$2.62Buy$2,085.52
July 15, 2019CFO574$2.62Buy$1,503.88
June 28, 2019CEO889$2.34Buy$2,080.26
June 28, 2019CFO640$2.34Buy$1,497.60
June 14, 2019CFO578$2.59Buy$1,497.02
June 14, 2019CEO803$2.59Buy$2,079.77
May 30, 2019CFO622$2.41Buy$1,499.02
May 30, 2019CEO863$2.41Buy$2,079.83
May 15, 2019CEO776$2.69Buy$2,087.44
May 15, 2019CFO558$2.69Buy$1,501.02
April 30, 2019CEO932$2.23Buy$2,078.36
April 30, 2019CFO672$2.23Buy$1,498.56
April 15, 2019CFO596$2.52Buy$1,501.92
April 15, 2019CEO830$2.52Buy$2,091.60
March 29, 2019Director135,341$3.01Buy$407,376.41
March 29, 2019CEO666$3.13Buy$2,084.58
March 29, 2019CFO480$3.13Buy$1,502.40
March 27, 2019Director24,400$2.78Buy$67,832.00
March 25, 2019Director189,144$2.41Buy$455,837.04
March 25, 2019CEO5,905$2.42Buy$14,290.10
March 22, 2019CEO6,900$2.40Buy$16,560.00
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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.