United States Insurance

Kingsway Corp (KWY)

Kingsway Corp experienced eighteen insider trading transactions over the past ninety days, resulting in a net value of negative $856,109. Despite significant selling, executives actively purchased shares, totaling $21,285 in net buying. These activities occurred following the August earnings report, while the stock price remains near its lower annual range.
Ticker: KWY Exchange: NYS
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• Purchase • Sale • Planned purchase • Planned sale Net purchase Net sale Buy signal Sell signal Earnings
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Insider trades have triggered activity signals for Kingsway Corp. Upgrade to see score, net flow, insiders and the full signal context.

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Top insiders
Trades
Abbreviations B: Buy, S: Sell, PP: Planned purchase, PlS: Planned sale, PrS: Proposed sale, O: Option / Other
3.4
Hansen Kent A CFO & EVP Officer
Transaction date
Purchase
Price
185.93
Quantity 35,445 -11.7%
Value US$761,389
3.8
Fitzgerald John Taylor Maloney President and CEO Executive Director
Transaction date
Purchase
Price
110.20
Quantity 88,080 -40.1%
Value US$4,966,450
3.4
Hansen Kent A CFO & EVP Officer
Transaction date
Purchase
Price
364.66
Quantity 90,254 -33.2%
Value US$2,162,363
3.3
Horowitz Joshua Non-Executive Director
Transaction date
Purchase
Price
9.23
Quantity 858 +0.2%
Value US$7,919
3.4
Hansen Kent A CFO & EVP Officer
Transaction date
Purchase
Price
9.30
Quantity 169 +0.1%
Value US$1,572
3.3
Horowitz Joshua Non-Executive Director
Transaction date
Purchase
Price
9.28
Quantity 2,717 +0.7%
Value US$25,202
3.4
Hansen Kent A CFO & EVP Officer
Transaction date
Purchase
Price
9.82
Quantity 159 +0.1%
Value US$1,561
3.4
Hansen Kent A CFO & EVP Officer
Transaction date
Purchase
Price
10.45
Quantity 149 +0.1%
Value US$1,557
3.3
Horowitz Joshua Non-Executive Director
Transaction date
Purchase
Price
9.89
Quantity 769 +0.2%
Value US$7,605
3.3
Horowitz Joshua Non-Executive Director
Transaction date
Purchase
Price
9.84
Quantity 7,034 +1.9%
Value US$69,203
3.3
Horowitz Joshua Non-Executive Director
Transaction date
Purchase
Price
9.75
Quantity 1,300 +0.3%
Value US$12,675
3.4
Hansen Kent A CFO & EVP Officer
Transaction date
Purchase
Price
9.87
Quantity 158 +0.1%
Value US$1,559
3.4
Stilwell Joseph Non-Executive Director Large shareholder
Transaction date
Sale
Price
10.00
Quantity 40,850 -11.0%
Value US$408,500
3.4
Stilwell Joseph Non-Executive Director Large shareholder
Transaction date
Sale
Price
10.00
Quantity 26,168 -1.2%
Value US$261,680
3.4
Stilwell Joseph Non-Executive Director Large shareholder
Transaction date
Sale
Price
10.00
Quantity 32,982 -11.0%
Value US$329,820
3.4
Hansen Kent A CFO & EVP Officer
Transaction date
Purchase
Price
8.98
Quantity 174 +0.1%
Value US$1,563
3.4
Hansen Kent A CFO & EVP Officer
Transaction date
Purchase
Price
9.76
Quantity 161 +0.1%
Value US$1,571
3.4
Hansen Kent A CFO & EVP Officer
Transaction date
Purchase
Price
10.45
Quantity 149 +0.1%
Value US$1,557
3.4
Hansen Kent A CFO & EVP Officer
Transaction date
Purchase
Price
10.43
Quantity 150 +0.1%
Value US$1,564
3.4
Hansen Kent A CFO & EVP Officer
Transaction date
Purchase
Price
10.03
Quantity 156 +0.1%
Value US$1,565
3.3
Horowitz Joshua Non-Executive Director
Transaction date
Purchase
Price
9.91
Quantity 3,800 +1.0%
Value US$37,660
3.3
Horowitz Joshua Non-Executive Director
Transaction date
Purchase
Price
9.95
Quantity 700 +0.2%
Value US$6,965
3.8
Fitzgerald John Taylor Maloney President and CEO Executive Director
Transaction date
Sale
Price
10.14
Quantity 5,000 -14.7%
Value US$50,675
3.8
John T. Fitzgerald Officer Officer
Transaction date
Proposed sale
Price
10.23
Quantity 5,000
Value US$51,150
3.8
Fitzgerald John Taylor Maloney President and CEO Executive Director
Transaction date
Sale
Price
10.43
Quantity 5,000 -14.7%
Value US$52,144
3.8
John T. Fitzgerald Officer Officer
Transaction date
Proposed sale
Price
10.24
Quantity 5,000
Value US$51,200
3.8
Fitzgerald John Taylor Maloney President and CEO Executive Director
Transaction date
Sale
Price
10.30
Quantity 5,000 -14.7%
Value US$51,506
3.8
John T. Fitzgerald Officer Officer
Transaction date
Proposed sale
Price
10.44
Quantity 5,000
Value US$52,200
3.4
Hansen Kent A CFO & EVP Officer
Transaction date
Purchase
Price
10.85
Quantity 144 +0.1%
Value US$1,562
3.4
Hansen Kent A CFO & EVP Officer
Transaction date
Purchase
Price
10.93
Quantity 143 +0.1%
Value US$1,563
3.4
Hansen Kent A CFO & EVP Officer
Transaction date
Purchase
Price
10.22
Quantity 153 +0.1%
Value US$1,564
3.4
Hansen Kent A CFO & EVP Officer
Transaction date
Purchase
Price
10.71
Quantity 146 +0.1%
Value US$1,564
3.4
Hansen Kent A CFO & EVP Officer
Transaction date
Purchase
Price
12.34
Quantity 126 +0.1%
Value US$1,555
3.4
Hansen Kent A CFO & EVP Officer
Transaction date
Purchase
Price
12.19
Quantity 128 +0.1%
Value US$1,560
3.4
Hansen Kent A CFO & EVP Officer
Transaction date
Purchase
Price
13.69
Quantity 114 +0.1%
Value US$1,561
3.4
Hansen Kent A CFO & EVP Officer
Transaction date
Purchase
Price
13.54
Quantity 116 +0.1%
Value US$1,571
3.4
Hansen Kent A CFO & EVP Officer
Transaction date
Purchase
Price
13.58
Quantity 115 +0.1%
Value US$1,562
3.4
Hansen Kent A CFO & EVP Officer
Transaction date
Sale
Price
13.67
Quantity 7,500 -5.5%
Value US$102,508
3.4
Hansen Kent A Officer Officer
Transaction date
Proposed sale
Price
14.00
Quantity 7,500
Value US$105,000
3.8
John T. Fitzgerald Officer Officer
Transaction date
Proposed sale
Price
13.28
Quantity 30,000
Value US$398,400
3.4
Stilwell Joseph Non-Executive Director Large shareholder
Transaction date
Sale
Price
12.80
Quantity 19,229 -6.0%
Value US$246,131
3.4
Hansen Kent A CFO & EVP Officer
Transaction date
Purchase
Price
12.82
Quantity 122 +0.1%
Value US$1,564
3.4
Stilwell Joseph Non-Executive Director Large shareholder
Transaction date
Sale
Price
12.80
Quantity 10,429 -1.9%
Value US$133,491
3.4
Stilwell Joseph Non-Executive Director Large shareholder
Transaction date
Sale
Price
12.80
Quantity 34,269 -5.9%
Value US$438,660
3.4
Stilwell Joseph Non-Executive Director Large shareholder
Transaction date
Sale
Price
12.80
Quantity 67,500 -10.4%
Value US$864,000
3.4
Stilwell Joseph Non-Executive Director Large shareholder
Transaction date
Sale
Price
12.80
Quantity 20,000 -3.0%
Value US$256,000
3.4
Stilwell Joseph Non-Executive Director Large shareholder
Transaction date
Sale
Price
12.82
Quantity 35,000 -5.0%
Value US$448,700
3.4
Hansen Kent A CFO & EVP Officer
Transaction date
Purchase
Price
13.03
Quantity 120 +0.1%
Value US$1,564
3.4
Hansen Kent A CFO & EVP Officer
Transaction date
Purchase
Price
12.70
Quantity 123 +0.1%
Value US$1,562
3.4
Hansen Kent A CFO & EVP Officer
Transaction date
Purchase
Price
14.08
Quantity 111 +0.1%
Value US$1,563
Notification date Transaction date B/S Transaction type Insider and/or position Nb. shares
Price
Value 		Number of shares Price Value Details
2026-11-03 2026-10-30 B Purchase
3.4
Hansen Kent A

CFO & EVP

Officer
35,445 -11.7%
185.93
US$761,389 		35,445 -11.7% 185.93 US$761,389
2026-11-03 2026-10-30 B Purchase
3.8
Fitzgerald John Taylor Maloney

President and CEO

Executive Director
88,080 -40.1%
110.20
US$4,966,450 		88,080 -40.1% 110.20 US$4,966,450
2026-10-16 2026-10-16 B Purchase
3.4
Hansen Kent A

CFO & EVP

Officer
90,254 -33.2%
364.66
US$2,162,363 		90,254 -33.2% 364.66 US$2,162,363
2026-10-16 2026-10-15 B Purchase
3.8
Fitzgerald John Taylor Maloney

President and CEO

Executive Director
357 +0.0%
9.74
US$3,477 		357 +0.0% 9.74 US$3,477
2026-09-30 2026-09-30 B Purchase
3.3
Horowitz Joshua
Non-Executive Director
858 +0.2%
9.23
US$7,919 		858 +0.2% 9.23 US$7,919
2026-09-30 2026-09-30 B Purchase
3.8
Fitzgerald John Taylor Maloney

President and CEO

Executive Director
269 +0.0%
9.30
US$2,502 		269 +0.0% 9.30 US$2,502
2026-09-30 2026-09-30 B Purchase
3.4
Hansen Kent A

CFO & EVP

Officer
169 +0.1%
9.30
US$1,572 		169 +0.1% 9.30 US$1,572
2026-09-30 2026-09-28 B Purchase
3.3
Horowitz Joshua
Non-Executive Director
2,717 +0.7%
9.28
US$25,202 		2,717 +0.7% 9.28 US$25,202
2026-09-16 2026-09-15 B Purchase
3.4
Hansen Kent A

CFO & EVP

Officer
159 +0.1%
9.82
US$1,561 		159 +0.1% 9.82 US$1,561
2026-09-16 2026-09-15 B Purchase
3.8
Fitzgerald John Taylor Maloney

President and CEO

Executive Director
254 +0.0%
9.82
US$2,494 		254 +0.0% 9.82 US$2,494
2026-09-01 2026-08-31 B Purchase
3.4
Hansen Kent A

CFO & EVP

Officer
149 +0.1%
10.45
US$1,557 		149 +0.1% 10.45 US$1,557
2026-09-01 2026-08-31 B Purchase
3.8
Fitzgerald John Taylor Maloney

President and CEO

Executive Director
239 +0.0%
10.45
US$2,498 		239 +0.0% 10.45 US$2,498
2026-08-20 2026-08-20 B Purchase
3.3
Horowitz Joshua
Non-Executive Director
769 +0.2%
9.89
US$7,605 		769 +0.2% 9.89 US$7,605
2026-08-20 2026-08-19 B Purchase
3.3
Horowitz Joshua
Non-Executive Director
7,034 +1.9%
9.84
US$69,203 		7,034 +1.9% 9.84 US$69,203
2026-08-20 2026-08-18 B Purchase
3.3
Horowitz Joshua
Non-Executive Director
1,300 +0.3%
9.75
US$12,675 		1,300 +0.3% 9.75 US$12,675
2026-08-18 2026-08-17 B Purchase
3.8
Fitzgerald John Taylor Maloney

President and CEO

Executive Director
254 +0.0%
9.87
US$2,507 		254 +0.0% 9.87 US$2,507
2026-08-18 2026-08-17 B Purchase
3.4
Hansen Kent A

CFO & EVP

Officer
158 +0.1%
9.87
US$1,559 		158 +0.1% 9.87 US$1,559
2026-08-17 2026-08-13 S Sale
3.4
Stilwell Joseph
Non-Executive Director Large shareholder
40,850 -11.0%
10.00
US$408,500 		40,850 -11.0% 10.00 US$408,500
2026-08-17 2026-08-13 S Sale
3.4
Stilwell Joseph
Non-Executive Director Large shareholder
26,168 -1.2%
10.00
US$261,680 		26,168 -1.2% 10.00 US$261,680
2026-08-17 2026-08-13 S Sale
3.4
Stilwell Joseph
Non-Executive Director Large shareholder
32,982 -11.0%
10.00
US$329,820 		32,982 -11.0% 10.00 US$329,820
2026-07-31 2026-07-30 B Purchase
3.4
Hansen Kent A

CFO & EVP

Officer
174 +0.1%
8.98
US$1,563 		174 +0.1% 8.98 US$1,563
2026-07-31 2026-07-30 B Purchase
3.8
Fitzgerald John Taylor Maloney

President and CEO

Executive Director
278 +0.0%
8.98
US$2,496 		278 +0.0% 8.98 US$2,496
2026-07-16 2026-07-15 B Purchase
3.8
Fitzgerald John Taylor Maloney

President and CEO

Executive Director
256 +0.0%
9.76
US$2,499 		256 +0.0% 9.76 US$2,499
2026-07-16 2026-07-15 B Purchase
3.4
Hansen Kent A

CFO & EVP

Officer
161 +0.1%
9.76
US$1,571 		161 +0.1% 9.76 US$1,571
2026-07-01 2026-06-30 B Purchase
3.4
Hansen Kent A

CFO & EVP

Officer
149 +0.1%
10.45
US$1,557 		149 +0.1% 10.45 US$1,557
2026-07-01 2026-06-30 B Purchase
3.8
Fitzgerald John Taylor Maloney

President and CEO

Executive Director
239 +0.0%
10.45
US$2,498 		239 +0.0% 10.45 US$2,498
2026-06-15 2026-06-15 B Purchase
3.4
Hansen Kent A

CFO & EVP

Officer
150 +0.1%
10.43
US$1,564 		150 +0.1% 10.43 US$1,564
2026-06-15 2026-06-15 B Purchase
3.8
Fitzgerald John Taylor Maloney

President and CEO

Executive Director
240 +0.0%
10.43
US$2,503 		240 +0.0% 10.43 US$2,503
2026-06-01 2026-05-29 B Purchase
3.4
Hansen Kent A

CFO & EVP

Officer
156 +0.1%
10.03
US$1,565 		156 +0.1% 10.03 US$1,565
2026-06-01 2026-05-29 B Purchase
3.8
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
3.8
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
3.8
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
3.8
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
3.8
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
3.8
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
3.8
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
3.8
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
3.8
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
3.8
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
3.8
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
3.8
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
3.8
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
3.8
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
3.8
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
3.8
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
3.8
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
3.8
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
3.8
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
3.8
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
3.8
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
3.8
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
3.8
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

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