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United States Insurance

Kingsway Financial Services Inc (KFS)

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Over the last 90 days, Kingsway Financial Services Inc. has seen a net insider selling of $909,466.87, with executives contributing $135,571.77 in net sales. Total sell transactions amounted to $308,875.50, while buy transactions totaled $67,446.33. The stock price has decreased by 2.9% in the past 90 days.
Stock chart
Ticker: KFS Exchange: NYS
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• Purchase • Sale • Planned purchase • Planned sale Net purchase Net sale Activity signal Earnings
Top insiders
Trades
Hansen Kent A
CFO & EVP
1 purchase — total 100,000 USD
Buy 15 Jun 2026
Value US$2,770,289.98 | Price 116.46 | Shares 27,458
Buy 15 Jun 2026
Value US$3,513,606.05 | Price 287.99 | Shares 32,836
Buy 29 May 2026
Value US$1,564.68 | Price 10.03 | Shares 156
Buy 29 May 2026
Value US$2,507.50 | Price 10.03 | Shares 250
Buy 29 May 2026
Value US$37,659.90 | Price 9.91 | Shares 3,800
Buy 28 May 2026
Value US$6,965.00 | Price 9.95 | Shares 700
Sale 21 May 2026
Value US$50,675.00 | Price 10.14 | Shares 5,000
Proposed sale 21 May 2026
Value US$51,150.00 | Price 10.23 | Shares 5,000
Sale 20 May 2026
Value US$52,144.00 | Price 10.43 | Shares 5,000
Proposed sale 20 May 2026
Value US$51,200.00 | Price 10.24 | Shares 5,000
Sale 19 May 2026
Value US$51,506.50 | Price 10.30 | Shares 5,000
Proposed sale 19 May 2026
Value US$52,200.00 | Price 10.44 | Shares 5,000
Buy 15 May 2026
Value US$2,495.50 | Price 10.85 | Shares 230
Buy 15 May 2026
Value US$1,562.40 | Price 10.85 | Shares 144
Buy 30 Apr 2026
Value US$1,562.99 | Price 10.93 | Shares 143
Buy 30 Apr 2026
Value US$2,502.97 | Price 10.93 | Shares 229
Buy 15 Apr 2026
Value US$2,500.35 | Price 11.85 | Shares 211
Buy 30 Mar 2026
Value US$2,493.68 | Price 10.22 | Shares 244
Buy 30 Mar 2026
Value US$1,563.66 | Price 10.22 | Shares 153
Buy 13 Mar 2026
Value US$2,506.14 | Price 10.71 | Shares 234
Buy 13 Mar 2026
Value US$1,563.66 | Price 10.71 | Shares 146
Buy 27 Feb 2026
Value US$1,554.84 | Price 12.34 | Shares 126
Buy 27 Feb 2026
Value US$2,492.68 | Price 12.34 | Shares 202
Buy 17 Feb 2026
Value US$1,560.32 | Price 12.19 | Shares 128
Buy 17 Feb 2026
Value US$2,498.95 | Price 12.19 | Shares 205
Buy 2 Feb 2026
Value US$2,505.27 | Price 13.69 | Shares 183
Buy 2 Feb 2026
Value US$1,560.66 | Price 13.69 | Shares 114
Buy 15 Jan 2026
Value US$2,504.90 | Price 13.54 | Shares 185
Buy 15 Jan 2026
Value US$1,570.64 | Price 13.54 | Shares 116
Buy 31 Dec 2025
Value US$2,498.72 | Price 13.58 | Shares 184
Buy 31 Dec 2025
Value US$1,561.70 | Price 13.58 | Shares 115
Sale 29 Dec 2025
Value US$102,508.50 | Price 13.67 | Shares 7,500
Proposed sale 29 Dec 2025
Value US$105,000.00 | Price 14.00 | Shares 7,500
Sale 23 Dec 2025
Value US$399,714.00 | Price 13.32 | Shares 30,000
Proposed sale 23 Dec 2025
Value US$398,400.00 | Price 13.28 | Shares 30,000
Sale 22 Dec 2025
Value US$246,131.20 | Price 12.80 | Shares 19,229
Buy 16 Dec 2025
Value US$1,564.04 | Price 12.82 | Shares 122
Buy 16 Dec 2025
Value US$2,499.90 | Price 12.82 | Shares 195
Sale 16 Dec 2025
Value US$133,491.20 | Price 12.80 | Shares 10,429
Sale 15 Dec 2025
Value US$438,660.33 | Price 12.80 | Shares 34,269
Sale 11 Dec 2025
Value US$864,000.00 | Price 12.80 | Shares 67,500
Sale 9 Dec 2025
Value US$256,000.00 | Price 12.80 | Shares 20,000
Sale 8 Dec 2025
Value US$448,700.00 | Price 12.82 | Shares 35,000
Buy 28 Nov 2025
Value US$2,501.76 | Price 13.03 | Shares 192
Buy 28 Nov 2025
Value US$1,563.60 | Price 13.03 | Shares 120
Buy 17 Nov 2025
Value US$2,501.90 | Price 12.70 | Shares 197
Buy 17 Nov 2025
Value US$1,562.10 | Price 12.70 | Shares 123
Buy 30 Oct 2025
Value US$1,562.88 | Price 14.08 | Shares 111
Buy 30 Oct 2025
Value US$2,492.16 | Price 14.08 | Shares 177
Buy 15 Oct 2025
Value US$1,560.16 | Price 15.92 | Shares 98
Buy 15 Oct 2025
Value US$2,499.44 | Price 15.92 | Shares 157
Buy 30 Sep 2025
Value US$2,501.73 | Price 14.63 | Shares 171
Buy 30 Sep 2025
Value US$1,565.41 | Price 14.63 | Shares 107
Sale 17 Sep 2025
Value US$206,747.36 | Price 14.47 | Shares 14,288
Sale 17 Sep 2025
Value US$73,145.85 | Price 14.47 | Shares 5,055
Sale 17 Sep 2025
Value US$414,666.79 | Price 14.47 | Shares 28,657
Sale 16 Sep 2025
Value US$85,723.20 | Price 14.40 | Shares 5,953
Sale 16 Sep 2025
Value US$30,326.40 | Price 14.40 | Shares 2,106
Sale 16 Sep 2025
Value US$171,950.40 | Price 14.40 | Shares 11,941
Buy 15 Sep 2025
Value US$1,565.24 | Price 14.36 | Shares 109
Buy 15 Sep 2025
Value US$2,498.64 | Price 14.36 | Shares 174
Sale 8 Sep 2025
Value US$108,147.05 | Price 14.41 | Shares 7,505
Sale 8 Sep 2025
Value US$36,759.91 | Price 14.41 | Shares 2,551
Sale 8 Sep 2025
Value US$215,343.04 | Price 14.41 | Shares 14,944
Buy 29 Aug 2025
Value US$2,506.77 | Price 14.49 | Shares 173
Buy 29 Aug 2025
Value US$1,550.43 | Price 14.49 | Shares 107
Sale 22 Aug 2025
Value US$320,233.34 | Price 14.18 | Shares 22,586
Sale 22 Aug 2025
Value US$108,351.33 | Price 14.18 | Shares 7,642
Sale 22 Aug 2025
Value US$634,795.32 | Price 14.18 | Shares 44,772
Sale 18 Aug 2025
Value US$133,274.77 | Price 14.16 | Shares 9,410
Sale 18 Aug 2025
Value US$45,095.31 | Price 14.16 | Shares 3,184
Sale 18 Aug 2025
Value US$266,761.99 | Price 14.16 | Shares 18,835
Sale 18 Aug 2025
Value US$169,115.85 | Price 13.95 | Shares 12,123
Sale 18 Aug 2025
Value US$57,167.10 | Price 13.95 | Shares 4,098
Sale 18 Aug 2025
Value US$331,717.05 | Price 13.95 | Shares 23,779
Abbreviations B: Buy, S: Sell, PP: Planned purchase, PlS: Planned sale, PrS: Proposed sale, O: Option / Other
Notification date Transaction date B/S Transaction type Insider and/or position Nb. shares
Price
Value 		Number of shares Price Value Details
2026-06-15 2026-06-15 B Purchase
3.4
Hansen Kent A

CFO & EVP

Officer
27,458 +39.8%
116.46
US$2,770,290 		27,458 +39.8% 116.46 US$2,770,290
2026-06-15 2026-06-15 B Purchase
3.9
Fitzgerald John Taylor Maloney

President and CEO

Executive Director
32,836 +28.6%
287.99
US$3,513,606 		32,836 +28.6% 287.99 US$3,513,606
2026-06-01 2026-05-29 B Purchase
3.4
Hansen Kent A

CFO & EVP

Officer
84,391 +40.9%
162.52
US$2,527,629 		84,391 +40.9% 162.52 US$2,527,629
2026-06-01 2026-05-29 B Purchase
3.9
Fitzgerald John Taylor Maloney

President and CEO

Executive Director
250 +0.0%
10.03
US$2,508 		250 +0.0% 10.03 US$2,508
2026-06-01 2026-05-29 B Purchase
3.3
Horowitz Joshua
Non-Executive Director
3,800 +1.0%
9.91
US$37,660 		3,800 +1.0% 9.91 US$37,660
2026-06-01 2026-05-28 B Purchase
3.3
Horowitz Joshua
Non-Executive Director
700 +0.2%
9.95
US$6,965 		700 +0.2% 9.95 US$6,965
2026-05-22 2026-05-21 S Sale
3.9
Fitzgerald John Taylor Maloney

President and CEO

Executive Director
5,000 -14.7%
10.14
US$50,675 		5,000 -14.7% 10.14 US$50,675
2026-05-21 2026-05-21 PrS Proposed sale
3.9
John T. Fitzgerald

Officer

Officer
5,000
10.23
US$51,150 		5,000 10.23 US$51,150
2026-05-21 2026-05-20 S Sale
3.9
Fitzgerald John Taylor Maloney

President and CEO

Executive Director
5,000 -14.7%
10.43
US$52,144 		5,000 -14.7% 10.43 US$52,144
2026-05-20 2026-05-20 PrS Proposed sale
3.9
John T. Fitzgerald

Officer

Officer
5,000
10.24
US$51,200 		5,000 10.24 US$51,200
2026-05-21 2026-05-19 S Sale
3.9
Fitzgerald John Taylor Maloney

President and CEO

Executive Director
5,000 -14.7%
10.30
US$51,506 		5,000 -14.7% 10.30 US$51,506
2026-05-19 2026-05-19 PrS Proposed sale
3.9
John T. Fitzgerald

Officer

Officer
5,000
10.44
US$52,200 		5,000 10.44 US$52,200
2026-05-19 2026-05-15 B Purchase
3.9
Fitzgerald John Taylor Maloney

President and CEO

Executive Director
230 +0.0%
10.85
US$2,496 		230 +0.0% 10.85 US$2,496
2026-05-19 2026-05-15 B Purchase
3.4
Hansen Kent A

CFO & EVP

Officer
144 +0.1%
10.85
US$1,562 		144 +0.1% 10.85 US$1,562
2026-05-04 2026-04-30 B Purchase
3.4
Hansen Kent A

CFO & EVP

Officer
143 +0.1%
10.93
US$1,563 		143 +0.1% 10.93 US$1,563
2026-05-04 2026-04-30 B Purchase
3.9
Fitzgerald John Taylor Maloney

President and CEO

Executive Director
229 +0.0%
10.93
US$2,503 		229 +0.0% 10.93 US$2,503
2026-04-15 2026-04-15 B Purchase
3.9
Fitzgerald John Taylor Maloney

President and CEO

Executive Director
211 +0.0%
11.85
US$2,500 		211 +0.0% 11.85 US$2,500
2026-03-31 2026-03-30 B Purchase
3.9
Fitzgerald John Taylor Maloney

President and CEO

Executive Director
244 +0.0%
10.22
US$2,494 		244 +0.0% 10.22 US$2,494
2026-03-31 2026-03-30 B Purchase
3.4
Hansen Kent A

CFO & EVP

Officer
153 +0.1%
10.22
US$1,564 		153 +0.1% 10.22 US$1,564
2026-03-16 2026-03-13 B Purchase
3.9
Fitzgerald John Taylor Maloney

President and CEO

Executive Director
234 +0.0%
10.71
US$2,506 		234 +0.0% 10.71 US$2,506
2026-03-16 2026-03-13 B Purchase
3.4
Hansen Kent A

CFO & EVP

Officer
146 +0.1%
10.71
US$1,564 		146 +0.1% 10.71 US$1,564
2026-03-02 2026-02-27 B Purchase
3.4
Hansen Kent A

CFO & EVP

Officer
126 +0.1%
12.34
US$1,555 		126 +0.1% 12.34 US$1,555
2026-03-02 2026-02-27 B Purchase
3.9
Fitzgerald John Taylor Maloney

President and CEO

Executive Director
202 +0.0%
12.34
US$2,493 		202 +0.0% 12.34 US$2,493
2026-02-18 2026-02-17 B Purchase
3.4
Hansen Kent A

CFO & EVP

Officer
128 +0.1%
12.19
US$1,560 		128 +0.1% 12.19 US$1,560
2026-02-18 2026-02-17 B Purchase
3.9
Fitzgerald John Taylor Maloney

President and CEO

Executive Director
205 +0.0%
12.19
US$2,499 		205 +0.0% 12.19 US$2,499
2026-02-02 2026-02-02 B Purchase
3.9
Fitzgerald John Taylor Maloney

President and CEO

Executive Director
183 +0.0%
13.69
US$2,505 		183 +0.0% 13.69 US$2,505
2026-02-02 2026-02-02 B Purchase
3.4
Hansen Kent A

CFO & EVP

Officer
114 +0.1%
13.69
US$1,561 		114 +0.1% 13.69 US$1,561
2026-01-29 2026-01-15 B Purchase
3.9
Fitzgerald John Taylor Maloney

President and CEO

Executive Director
185 +0.0%
13.54
US$2,505 		185 +0.0% 13.54 US$2,505
2026-01-29 2026-01-15 B Purchase
3.4
Hansen Kent A

CFO & EVP

Officer
116 +0.1%
13.54
US$1,571 		116 +0.1% 13.54 US$1,571
2026-01-05 2025-12-31 B Purchase
3.9
Fitzgerald John Taylor Maloney

President and CEO

Executive Director
184 +0.0%
13.58
US$2,499 		184 +0.0% 13.58 US$2,499
2026-01-05 2025-12-31 B Purchase
3.4
Hansen Kent A

CFO & EVP

Officer
115 +0.1%
13.58
US$1,562 		115 +0.1% 13.58 US$1,562
2025-12-31 2025-12-29 S Sale
3.4
Hansen Kent A

CFO & EVP

Officer
7,500 -5.5%
13.67
US$102,508 		7,500 -5.5% 13.67 US$102,508
2025-12-29 2025-12-29 PrS Proposed sale
3.4
Hansen Kent A

Officer

Officer
7,500
14.00
US$105,000 		7,500 14.00 US$105,000
2025-12-29 2025-12-23 S Sale
3.9
Fitzgerald John Taylor Maloney

President and CEO

Executive Director
30,000 -2.0%
13.32
US$399,714 		30,000 -2.0% 13.32 US$399,714
2025-12-23 2025-12-23 PrS Proposed sale
3.9
John T. Fitzgerald

Officer

Officer
30,000
13.28
US$398,400 		30,000 13.28 US$398,400
2025-12-29 2025-12-22 S Sale
3.4
Stilwell Joseph
Non-Executive Director Large shareholder
19,229 -6.0%
12.80
US$246,131 		19,229 -6.0% 12.80 US$246,131
2025-12-18 2025-12-16 B Purchase
3.4
Hansen Kent A

CFO & EVP

Officer
122 +0.1%
12.82
US$1,564 		122 +0.1% 12.82 US$1,564
2025-12-18 2025-12-16 B Purchase
3.9
Fitzgerald John Taylor Maloney

President and CEO

Executive Director
195 +0.0%
12.82
US$2,500 		195 +0.0% 12.82 US$2,500
2025-12-17 2025-12-16 S Sale
3.4
Stilwell Joseph
Non-Executive Director Large shareholder
10,429 -1.9%
12.80
US$133,491 		10,429 -1.9% 12.80 US$133,491
2025-12-17 2025-12-15 S Sale
3.4
Stilwell Joseph
Non-Executive Director Large shareholder
34,269 -5.9%
12.80
US$438,660 		34,269 -5.9% 12.80 US$438,660
2025-12-15 2025-12-11 S Sale
3.4
Stilwell Joseph
Non-Executive Director Large shareholder
67,500 -10.4%
12.80
US$864,000 		67,500 -10.4% 12.80 US$864,000
2025-12-10 2025-12-09 S Sale
3.4
Stilwell Joseph
Non-Executive Director Large shareholder
20,000 -3.0%
12.80
US$256,000 		20,000 -3.0% 12.80 US$256,000
2025-12-10 2025-12-08 S Sale
3.4
Stilwell Joseph
Non-Executive Director Large shareholder
35,000 -5.0%
12.82
US$448,700 		35,000 -5.0% 12.82 US$448,700
2025-12-02 2025-11-28 B Purchase
3.9
Fitzgerald John Taylor Maloney

President and CEO

Executive Director
192 +0.0%
13.03
US$2,502 		192 +0.0% 13.03 US$2,502
2025-12-02 2025-11-28 B Purchase
3.4
Hansen Kent A

CFO & EVP

Officer
120 +0.1%
13.03
US$1,564 		120 +0.1% 13.03 US$1,564
2025-11-19 2025-11-17 B Purchase
3.9
Fitzgerald John Taylor Maloney

President and CEO

Executive Director
197 +0.0%
12.70
US$2,502 		197 +0.0% 12.70 US$2,502
2025-11-19 2025-11-17 B Purchase
3.4
Hansen Kent A

CFO & EVP

Officer
123 +0.1%
12.70
US$1,562 		123 +0.1% 12.70 US$1,562
2025-11-03 2025-10-30 B Purchase
3.4
Hansen Kent A

CFO & EVP

Officer
111 +0.1%
14.08
US$1,563 		111 +0.1% 14.08 US$1,563
2025-11-03 2025-10-30 B Purchase
3.9
Fitzgerald John Taylor Maloney

President and CEO

Executive Director
177 +0.0%
14.08
US$2,492 		177 +0.0% 14.08 US$2,492
2025-10-17 2025-10-15 B Purchase
3.4
Hansen Kent A

CFO & EVP

Officer
98 +0.1%
15.92
US$1,560 		98 +0.1% 15.92 US$1,560
2025-10-17 2025-10-15 B Purchase
3.9
Fitzgerald John Taylor Maloney

President and CEO

Executive Director
157 +0.0%
15.92
US$2,499 		157 +0.0% 15.92 US$2,499
2025-10-02 2025-09-30 B Purchase
3.9
Fitzgerald John Taylor Maloney

President and CEO

Executive Director
171 +0.0%
14.63
US$2,502 		171 +0.0% 14.63 US$2,502
2025-10-02 2025-09-30 B Purchase
3.4
Hansen Kent A

CFO & EVP

Officer
107 +0.1%
14.63
US$1,565 		107 +0.1% 14.63 US$1,565
2025-09-18 2025-09-17 S Sale
3.4
Stilwell Joseph
Non-Executive Director Large shareholder
14,288 -2.4%
14.47
US$206,747 		14,288 -2.4% 14.47 US$206,747
2025-09-18 2025-09-17 S Sale
3.4
Stilwell Joseph
Non-Executive Director Large shareholder
5,055 -1.1%
14.47
US$73,146 		5,055 -1.1% 14.47 US$73,146
2025-09-18 2025-09-17 S Sale
3.4
Stilwell Joseph
Non-Executive Director Large shareholder
28,657 -0.8%
14.47
US$414,667 		28,657 -0.8% 14.47 US$414,667
2025-09-18 2025-09-16 S Sale
3.4
Stilwell Joseph
Non-Executive Director Large shareholder
5,953 -1.0%
14.40
US$85,723 		5,953 -1.0% 14.40 US$85,723
2025-09-18 2025-09-16 S Sale
3.4
Stilwell Joseph
Non-Executive Director Large shareholder
2,106 -0.5%
14.40
US$30,326 		2,106 -0.5% 14.40 US$30,326
2025-09-18 2025-09-16 S Sale
3.4
Stilwell Joseph
Non-Executive Director Large shareholder
11,941 -0.3%
14.40
US$171,950 		11,941 -0.3% 14.40 US$171,950
2025-09-16 2025-09-15 B Purchase
3.4
Hansen Kent A

CFO & EVP

Officer
109 +0.1%
14.36
US$1,565 		109 +0.1% 14.36 US$1,565
2025-09-16 2025-09-15 B Purchase
3.9
Fitzgerald John Taylor Maloney

President and CEO

Executive Director
174 +0.0%
14.36
US$2,499 		174 +0.0% 14.36 US$2,499
2025-09-10 2025-09-08 S Sale
3.4
Stilwell Joseph
Non-Executive Director Large shareholder
7,505 -1.2%
14.41
US$108,147 		7,505 -1.2% 14.41 US$108,147
2025-09-10 2025-09-08 S Sale
3.4
Stilwell Joseph
Non-Executive Director Large shareholder
2,551 -0.5%
14.41
US$36,760 		2,551 -0.5% 14.41 US$36,760
2025-09-10 2025-09-08 S Sale
3.4
Stilwell Joseph
Non-Executive Director Large shareholder
14,944 -0.4%
14.41
US$215,343 		14,944 -0.4% 14.41 US$215,343
2025-09-02 2025-08-29 B Purchase
3.9
Fitzgerald John Taylor Maloney

President and CEO

Executive Director
173 +0.0%
14.49
US$2,507 		173 +0.0% 14.49 US$2,507
2025-09-02 2025-08-29 B Purchase
3.4
Hansen Kent A

CFO & EVP

Officer
107 +0.1%
14.49
US$1,550 		107 +0.1% 14.49 US$1,550
2025-08-26 2025-08-22 S Sale
3.4
STILWELL JOSEPH
Non-Executive Director Large shareholder
22,586 -3.5%
14.18
US$320,233 		22,586 -3.5% 14.18 US$320,233
2025-08-26 2025-08-22 S Sale
3.4
STILWELL JOSEPH
Non-Executive Director Large shareholder
7,642 -1.6%
14.18
US$108,351 		7,642 -1.6% 14.18 US$108,351
2025-08-26 2025-08-22 S Sale
3.4
STILWELL JOSEPH
Non-Executive Director Large shareholder
44,772 -1.2%
14.18
US$634,795 		44,772 -1.2% 14.18 US$634,795
2025-08-20 2025-08-18 S Sale
3.4
STILWELL JOSEPH
Non-Executive Director Large shareholder
9,410 -1.4%
14.16
US$133,275 		9,410 -1.4% 14.16 US$133,275
2025-08-20 2025-08-18 S Sale
3.4
STILWELL JOSEPH
Non-Executive Director Large shareholder
3,184 -0.7%
14.16
US$45,095 		3,184 -0.7% 14.16 US$45,095
2025-08-20 2025-08-18 S Sale
3.4
STILWELL JOSEPH
Non-Executive Director Large shareholder
18,835 -0.5%
14.16
US$266,762 		18,835 -0.5% 14.16 US$266,762
2025-08-20 2025-08-18 S Sale
3.4
STILWELL JOSEPH
Non-Executive Director Large shareholder
12,123 -1.8%
13.95
US$169,116 		12,123 -1.8% 13.95 US$169,116
2025-08-20 2025-08-18 S Sale
3.4
STILWELL JOSEPH
Non-Executive Director Large shareholder
4,098 -0.9%
13.95
US$57,167 		4,098 -0.9% 13.95 US$57,167
2025-08-20 2025-08-18 S Sale
3.4
STILWELL JOSEPH
Non-Executive Director Large shareholder
23,779 -0.6%
13.95
US$331,717 		23,779 -0.6% 13.95 US$331,717
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