KINGSWAY FINANCIAL SERVICES INC (KFS)

Latest Insider Confidence Score

2026Q1

42.8
Bearish

Company insider confidence (by quarter)

2017Q2 2026Q1

Largest shareholders

Insider Role (last 12 mo) Shares held Filed at
Stilwell Joseph Director 5,968,290 May 12, 2025
Stilwell Value LLC 10% Owner 5,968,290 May 12, 2025
Stilwell Activist Investments, L.P. 10% Owner 5,968,290 May 12, 2025
Stilwell Activist Fund, L.P. 10% Owner 5,968,290 May 12, 2025
Stilwell Value Partners VII, L.P. 10% Owner 5,968,290 May 12, 2025

Recent buy/sell transactions

Exec date Filing date Insider Role Signal Confidence Shares % of shares Under plan? Amount (USD)
Feb 27, 2026 Mar 2, 2026 Hansen Kent A CFO Buy 55.0 +126 0.11% ✗ $1.6K
Feb 27, 2026 Mar 2, 2026 Fitzgerald John Taylor Maloney CEO Buy 47.5 +202 0.01% ✗ $2.5K
Feb 17, 2026 Feb 18, 2026 Hansen Kent A CFO Buy 55.0 +128 0.11% ✗ $1.6K
Feb 17, 2026 Feb 18, 2026 Fitzgerald John Taylor Maloney CEO Buy 47.5 +205 0.01% ✗ $2.5K
Feb 2, 2026 Feb 2, 2026 Fitzgerald John Taylor Maloney CEO Buy 47.5 +183 0.01% ✗ $2.5K
Feb 2, 2026 Feb 2, 2026 Hansen Kent A CFO Buy 55.0 +114 0.10% ✗ $1.6K
Jan 15, 2026 Jan 29, 2026 Fitzgerald John Taylor Maloney CEO Buy 47.5 +185 0.01% ✗ $2.5K
Jan 15, 2026 Jan 29, 2026 Hansen Kent A CFO Buy 55.0 +116 0.10% ✗ $1.6K
Dec 31, 2025 Jan 5, 2026 Hansen Kent A CFO Buy 55.0 +115 0.10% ✗ $1.6K
Dec 31, 2025 Jan 5, 2026 Fitzgerald John Taylor Maloney CEO Buy 47.5 +184 0.01% ✗ $2.5K
Dec 29, 2025 Dec 31, 2025 Hansen Kent A CFO Sell 42.5 -16,988 -12.46% ✗ $224.2K
Dec 23, 2025 Dec 29, 2025 Fitzgerald John Taylor Maloney CEO Sell 20.0 -30,000 -1.88% ✗ $399.7K
Dec 22, 2025 Dec 29, 2025 Stilwell Joseph Director Sell 22.5 -19,229 -3.99% ✗ $246.1K
Dec 17, 2025 Dec 19, 2025 Stilwell Joseph Director Neutral 52.5 - 0.00% ✗ -
Dec 17, 2025 Dec 19, 2025 OAKMONT CAPITAL INC 10% Owner Neutral 52.5 - 0.00% ✗ -
Dec 17, 2025 Dec 19, 2025 Kavanagh Terence Michael Director Neutral 52.5 - 0.00% ✗ -
Dec 17, 2025 Dec 19, 2025 Hannon Gregory Paul Director Neutral 52.5 - 0.00% ✗ -
Dec 16, 2025 Dec 18, 2025 Hansen Kent A CFO Buy 55.0 +122 0.09% ✗ $1.6K
Dec 16, 2025 Dec 18, 2025 Fitzgerald John Taylor Maloney CEO Buy 47.5 +195 0.01% ✗ $2.5K
Dec 17, 2025 Dec 18, 2025 Patinkin Adam Jonathan Director Neutral 52.5 - 0.00% ✗ -
Dec 17, 2025 Dec 18, 2025 Horowitz Joshua Director Neutral 52.5 - 0.00% ✗ -
Dec 15, 2025 Dec 17, 2025 Stilwell Joseph Director Sell 20.0 -44,698 -6.02% ✗ $572.2K
Dec 11, 2025 Dec 15, 2025 Stilwell Joseph Director Sell 20.0 -67,500 -8.34% ✗ $864K
Dec 8, 2025 Dec 10, 2025 Stilwell Joseph Director Sell 20.0 -55,000 -6.36% ✗ $704.7K
Nov 28, 2025 Dec 2, 2025 Fitzgerald John Taylor Maloney CEO Buy 47.5 +192 0.01% ✗ $2.5K
Nov 28, 2025 Dec 2, 2025 Hansen Kent A CFO Buy 55.0 +120 0.09% ✗ $1.6K
Nov 17, 2025 Nov 19, 2025 Hansen Kent A CFO Buy 55.0 +123 0.09% ✗ $1.6K
Nov 17, 2025 Nov 19, 2025 Fitzgerald John Taylor Maloney CEO Buy 47.5 +197 0.01% ✗ $2.5K
Oct 30, 2025 Nov 3, 2025 Hansen Kent A CFO Buy 55.0 +111 0.08% ✗ $1.6K
Oct 30, 2025 Nov 3, 2025 Fitzgerald John Taylor Maloney CEO Buy 47.5 +177 0.01% ✗ $2.5K
Oct 15, 2025 Oct 17, 2025 Hansen Kent A CFO Buy 55.0 +98 0.07% ✗ $1.6K
Oct 15, 2025 Oct 17, 2025 Fitzgerald John Taylor Maloney CEO Buy 47.5 +157 0.01% ✗ $2.5K
Sep 30, 2025 Oct 2, 2025 Fitzgerald John Taylor Maloney CEO Buy 47.5 +171 0.01% ✗ $2.5K
Sep 30, 2025 Oct 2, 2025 Hansen Kent A CFO Buy 55.0 +107 0.08% ✗ $1.6K
Sep 26, 2025 Sep 30, 2025 Fitzgerald John Taylor Maloney CEO Neutral 52.5 - 0.00% ✗ -
Sep 16, 2025 Sep 18, 2025 Stilwell Joseph Director Sell 30.0 -68,000 -0.72% ✗ $982.6K
Sep 15, 2025 Sep 16, 2025 Fitzgerald John Taylor Maloney CEO Buy 47.5 +174 0.01% ✗ $2.5K
Sep 15, 2025 Sep 16, 2025 Hansen Kent A CFO Buy 55.0 +109 0.08% ✗ $1.6K
Sep 8, 2025 Sep 10, 2025 Stilwell Joseph Director Sell 30.0 -25,000 -0.52% ✗ $360.3K
Aug 29, 2025 Sep 2, 2025 Hansen Kent A CFO Buy 55.0 +107 0.08% ✗ $1.6K
Aug 29, 2025 Sep 2, 2025 Fitzgerald John Taylor Maloney CEO Buy 47.5 +173 0.01% ✗ $2.5K
Aug 22, 2025 Aug 26, 2025 STILWELL JOSEPH Director Sell 17.5 -75,000 -1.52% ✗ $1.1M
Aug 18, 2025 Aug 20, 2025 STILWELL JOSEPH Director Sell 27.5 -71,429 -0.73% ✗ $1M
Aug 18, 2025 Aug 18, 2025 Fitzgerald John Taylor Maloney CEO Buy 47.5 +176 0.01% ✗ $2.5K
Aug 18, 2025 Aug 18, 2025 Hansen Kent A CFO Buy 55.0 +111 0.08% ✗ $1.6K
Jul 30, 2025 Jul 31, 2025 Fitzgerald John Taylor Maloney CEO Buy 47.5 +174 0.01% ✗ $2.5K
Jul 30, 2025 Jul 31, 2025 Hansen Kent A CFO Buy 55.0 +108 0.08% ✗ $1.6K
Jul 15, 2025 Jul 16, 2025 Hansen Kent A CFO Buy 55.0 +108 0.08% ✗ $1.6K
Jul 15, 2025 Jul 16, 2025 Fitzgerald John Taylor Maloney CEO Buy 47.5 +172 0.01% ✗ $2.5K
Jun 27, 2025 Jul 1, 2025 STILWELL JOSEPH Director Sell 17.5 -161,221 -1.61% ✗ $2.3M
Jul 1, 2025 Jul 1, 2025 Fitzgerald John Taylor Maloney CEO Buy 47.5 +179 0.01% ✗ $2.5K
Jul 1, 2025 Jul 1, 2025 Hansen Kent A CFO Buy 55.0 +111 0.08% ✗ $1.6K
Jun 13, 2025 Jun 16, 2025 Hansen Kent A CFO Buy 55.0 +114 0.08% ✗ $1.6K
Jun 13, 2025 Jun 16, 2025 Fitzgerald John Taylor Maloney CEO Buy 47.5 +181 0.01% ✗ $2.5K
May 30, 2025 Jun 2, 2025 Hansen Kent A CFO Buy 47.5 +24 0.02% ✗ $307.7
May 30, 2025 Jun 2, 2025 Fitzgerald John Taylor Maloney CEO Buy 47.5 +195 0.01% ✗ $2.5K
May 15, 2025 May 19, 2025 Fitzgerald John Taylor Maloney CEO Buy 47.5 +247 0.02% ✗ $2.5K
May 15, 2025 May 19, 2025 Hansen Kent A CFO Buy 47.5 +31 0.02% ✗ $313.7
May 8, 2025 May 12, 2025 STILWELL JOSEPH Director Neutral 52.5 - 0.00% ✗ -
May 12, 2025 May 12, 2025 LEVINE DOUGLAS Director Neutral 52.5 - 0.00% ✗ -
May 8, 2025 May 9, 2025 Horowitz Joshua Director Neutral 52.5 - 0.00% ✗ -
May 7, 2025 May 9, 2025 Patinkin Adam Jonathan Director Neutral 52.5 - 0.00% ✗ -
Apr 30, 2025 May 1, 2025 Hansen Kent A CFO Buy 47.5 +36 0.03% ✗ $313.6
Apr 30, 2025 May 1, 2025 Fitzgerald John Taylor Maloney CEO Buy 47.5 +287 0.02% ✗ $2.5K
Apr 15, 2025 Apr 16, 2025 Hansen Kent A CFO Buy 47.5 +39 0.03% ✗ $312.8
Apr 15, 2025 Apr 16, 2025 Fitzgerald John Taylor Maloney CEO Neutral 47.5 +311 0.02% ✗ -
Apr 8, 2025 Horowitz Joshua Director Neutral 52.5 - 0.00% ✗ -
Apr 8, 2025 Patinkin Adam Jonathan Director Neutral 52.5 - 0.00% ✗ -
Mar 28, 2025 Mar 31, 2025 Hansen Kent A CFO Buy 47.5 +38 0.03% ✗ $311.6
Mar 28, 2025 Mar 31, 2025 Fitzgerald John Taylor Maloney CEO Buy 47.5 +305 0.02% ✗ $2.5K
Mar 26, 2025 Mar 27, 2025 STILWELL JOSEPH Director Sell 16.3 -1,000,000 -14.57% ✗ $8M
Mar 14, 2025 Mar 17, 2025 Hansen Kent A CFO Buy 47.5 +42 0.03% ✗ $308.7
Mar 14, 2025 Mar 17, 2025 Fitzgerald John Taylor Maloney CEO Buy 47.5 +340 0.02% ✗ $2.5K
Mar 3, 2025 Mar 4, 2025 Fitzgerald John Taylor Maloney CEO Buy 47.5 +315 0.02% ✗ $2.5K
Mar 3, 2025 Mar 4, 2025 Hansen Kent A CFO Buy 47.5 +40 0.03% ✗ $318
Sep 24, 2024 Feb 18, 2025 Hannon Gregory Paul Director Neutral 52.5 - 0.00% ✗ -
Sep 24, 2024 Feb 18, 2025 Kavanagh Terence Michael Director Neutral 52.5 - 0.00% ✗ -
Sep 24, 2024 Feb 18, 2025 OAKMONT CAPITAL INC 10% Owner Neutral 52.5 - 0.00% ✗ -
Sep 24, 2024 Feb 18, 2025 LEVINE DOUGLAS Director Neutral 52.5 - 0.00% ✗ -
Sep 24, 2024 Feb 18, 2025 Frischer Charles L Director Neutral 52.5 - 0.00% ✗ -
Feb 14, 2025 Feb 18, 2025 Hansen Kent A CFO Buy 47.5 +39 0.03% ✗ $313.2
Sep 24, 2024 Feb 18, 2025 Fitzgerald John Taylor Maloney CEO Neutral 52.5 - 0.00% ✗ -
Feb 14, 2025 Feb 18, 2025 Fitzgerald John Taylor Maloney CEO Buy 47.5 +311 0.02% ✗ $2.5K
Feb 12, 2025 Feb 14, 2025 STILWELL JOSEPH Director Neutral 52.5 - 0.00% ✗ -
Feb 14, 2025 Feb 14, 2025 LEVINE DOUGLAS Director Neutral 52.5 - 0.00% ✗ -
Feb 13, 2025 Feb 14, 2025 Kavanagh Terence Michael Director Neutral 52.5 - 0.00% ✗ -
Feb 13, 2025 Feb 14, 2025 Hannon Gregory Paul Director Neutral 52.5 - 0.00% ✗ -
Feb 13, 2025 Feb 14, 2025 OAKMONT CAPITAL INC 10% Owner Neutral 52.5 - 0.00% ✗ -
Jan 30, 2025 Jan 31, 2025 Hansen Kent A CFO Buy 47.5 +37 0.03% ✗ $308.2
Jan 30, 2025 Jan 31, 2025 Fitzgerald John Taylor Maloney CEO Buy 47.5 +300 0.02% ✗ $2.5K
Jan 16, 2025 Jan 17, 2025 Hansen Kent A CFO Buy 47.5 +38 0.03% ✗ $315.4
Jan 16, 2025 Jan 17, 2025 Fitzgerald John Taylor Maloney CEO Buy 47.5 +301 0.02% ✗ $2.5K
Dec 31, 2024 Jan 2, 2025 Hansen Kent A CFO Buy 47.5 +37 0.03% ✗ $313.4
Dec 31, 2024 Jan 2, 2025 Fitzgerald John Taylor Maloney CEO Buy 47.5 +297 0.02% ✗ $2.5K
Dec 18, 2024 Dec 20, 2024 STILWELL JOSEPH Director Sell 17.5 -590,000 -5.50% ✗ $5M
Dec 16, 2024 Dec 17, 2024 Fitzgerald John Taylor Maloney CEO Buy 47.5 +291 0.02% ✗ $2.5K
Dec 16, 2024 Dec 17, 2024 Hansen Kent A CFO Buy 55.0 +182 0.14% ✗ $1.6K
Dec 4, 2024 Dec 6, 2024 Hansen Kent A CFO Neutral 90.0 +20,728 18.23% ✗ -
Dec 3, 2024 Dec 4, 2024 Hansen Kent A CFO Sell 46.3 -5,432 -4.56% ✗ $47.6K
Nov 29, 2024 Dec 2, 2024 Fitzgerald John Taylor Maloney CEO Buy 47.5 +279 0.02% ✗ $2.5K