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Kingsway Financial Services Inc (KFS) Insider Trading

Total insider buys:
  • $22,820,586.10
Total insider sells:
  • $16,211,185.50
Most recent insider trade:
  • July 30, 2025
Most active insider trader:
  • John Taylor Maloney Fitzgerald
Trader NameDateTitleAmountPriceTypeTotal Value
Sept. 15, 2023CFO188$8.30Buy$1,560.40
Sept. 15, 2023CEO301$8.30Buy$2,498.30
Sept. 12, 2023Director3,900$8.50Buy$33,150.00
Aug. 30, 2023CFO177$8.83Buy$1,562.91
Aug. 30, 2023CEO283$8.83Buy$2,498.89
July 31, 2023CEO302$8.28Buy$2,500.56
July 31, 2023CFO189$8.28Buy$1,564.92
July 14, 2023CFO193$8.10Buy$1,563.30
July 14, 2023CEO309$8.10Buy$2,502.90
July 3, 2023CEO310$8.06Buy$2,498.60
July 3, 2023CFO194$8.06Buy$1,563.64
June 21, 2023Major Shareholder4,898$8.75Sell$42,857.50
June 20, 2023CEO281$8.90Buy$2,500.90
June 20, 2023Director17,063$8.88Sell$151,519.44
June 20, 2023CFO175$8.90Buy$1,557.50
June 16, 2023Major Shareholder12,011$8.73Sell$104,856.03
June 15, 2023Director15,000$8.65Sell$129,750.00
June 13, 2023Major Shareholder15,131$8.60Sell$130,126.60
June 12, 2023Director24,762$8.72Sell$215,924.64
May 16, 2023CEO301$8.34Buy$2,510.34
May 16, 2023CFO188$8.34Buy$1,567.92
May 4, 2023CFO177$8.86Buy$1,568.22
May 4, 2023CEO282$8.86Buy$2,498.52
April 14, 2023CFO183$8.53Buy$1,560.99
April 14, 2023CEO284$8.53Buy$2,422.52
March 31, 2023CEO230$9.05Buy$2,081.50
March 31, 2023CFO165$9.05Buy$1,493.25
March 23, 2023Director22,000$8.96Buy$197,120.00
March 16, 2023CFO184$8.98Buy$1,652.32
March 16, 2023CEO249$8.98Buy$2,236.02
March 13, 2023Director65,000$9.03Sell$586,950.00
Feb. 15, 2023CFO168$8.88Buy$1,491.84
Feb. 15, 2023CEO234$8.88Buy$2,077.92
Jan. 30, 2023CFO186$8.06Buy$1,499.16
Jan. 30, 2023CEO258$8.06Buy$2,079.48
Jan. 17, 2023CEO252$8.25Buy$2,079.00
Jan. 17, 2023CFO181$8.25Buy$1,493.25
Nov. 30, 2022CFO205$7.31Buy$1,498.55
Nov. 30, 2022CEO284$7.31Buy$2,076.04
Oct. 31, 2022CFO216$6.94Buy$1,499.04
Oct. 31, 2022CEO300$6.94Buy$2,082.00
Oct. 14, 2022CEO348$5.98Buy$2,081.04
Oct. 14, 2022CFO250$5.98Buy$1,495.00
Oct. 3, 2022CEO293$7.11Buy$2,083.23
Oct. 3, 2022CFO211$7.11Buy$1,500.21
Sept. 15, 2022CEO302$6.90Buy$2,083.80
Sept. 15, 2022CFO217$6.90Buy$1,497.30
Aug. 30, 2022CFO210$7.11Buy$1,493.10
Aug. 30, 2022CEO293$7.11Buy$2,083.23
Aug. 15, 2022CFO199$7.53Buy$1,498.47
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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 244 trades.

  • Joseph Stilwell has sold the most Kingsway Financial Services Inc stock with a total value of $15,894,545.49.

  • 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 July 30, 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.