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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
Sept. 17, 2018CEO656$3.06Buy$2,007.36
Sept. 17, 2018Director190$3.06Buy$581.40
Sept. 17, 2018CFO490$3.06Buy$1,499.40
Sept. 17, 2018VP328$3.06Buy$1,003.68
Sept. 14, 2018Director75,000$2.85Buy$213,750.00
Sept. 12, 2018Director343,101$2.72Buy$933,234.72
Sept. 10, 2018CEO13,700$2.45Buy$33,565.00
Sept. 10, 2018Director101,900$2.42Buy$246,598.00
Aug. 30, 2018VP374$2.67Buy$998.58
Aug. 30, 2018CEO780$2.67Buy$2,082.60
Aug. 30, 2018Insider624$2.67Buy$1,666.08
Aug. 30, 2018CFO562$2.67Buy$1,500.54
Aug. 15, 2018CFO470$3.19Buy$1,499.30
Aug. 15, 2018Insider314$3.19Buy$1,001.66
Aug. 15, 2018CEO652$3.19Buy$2,079.88
Aug. 15, 2018COO522$3.19Buy$1,665.18
July 31, 2018CFO520$2.88Buy$1,497.60
July 31, 2018VP346$2.88Buy$996.48
July 31, 2018COO578$2.88Buy$1,664.64
July 31, 2018CEO722$2.88Buy$2,079.36
July 13, 2018VP358$2.79Buy$998.82
July 13, 2018CFO538$2.79Buy$1,501.02
July 13, 2018CEO746$2.79Buy$2,081.34
July 13, 2018Insider596$2.79Buy$1,662.84
July 2, 2018CFO534$2.81Buy$1,500.54
July 2, 2018Insider594$2.81Buy$1,669.14
July 2, 2018CEO743$2.81Buy$2,087.83
July 2, 2018VP358$2.81Buy$1,005.98
June 18, 2018CFO466$3.23Buy$1,505.18
June 18, 2018VP310$3.23Buy$1,001.30
June 18, 2018COO516$3.23Buy$1,666.68
June 18, 2018CEO645$3.23Buy$2,083.35
May 30, 2018VP230$4.35Buy$1,000.50
May 30, 2018CEO480$4.35Buy$2,088.00
May 30, 2018CFO344$4.35Buy$1,496.40
May 30, 2018Insider384$4.35Buy$1,670.40
May 15, 2018VP238$4.18Buy$994.84
May 15, 2018Insider398$4.18Buy$1,663.64
May 15, 2018CEO498$4.18Buy$2,081.64
May 15, 2018CFO358$4.18Buy$1,496.44
April 30, 2018CFO378$3.98Buy$1,504.44
April 30, 2018COO419$3.98Buy$1,667.62
April 30, 2018CEO522$3.98Buy$2,077.56
April 30, 2018VP252$3.98Buy$1,002.96
April 13, 2018VP260$3.84Buy$998.40
April 13, 2018CFO390$3.84Buy$1,497.60
April 13, 2018COO433$3.84Buy$1,662.72
April 13, 2018CEO542$3.84Buy$2,081.28
April 2, 2018VP254$3.93Buy$998.22
April 2, 2018CEO530$3.93Buy$2,082.90
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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.