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KINGSWAY Corp

KWY Net buying
CIK 0001072627 #3618 in the set updated 17 Sep 2026
Bought (120 mo)
$33.88M
out of their own pocket, the only kind of buying there is
Sold (120 mo)
$28.39M
$95.50K on a plan · $0.00 straight out of an exercise
Sold at will
$28.29M
96 of 98 sales
Net
+$5.49M
+$5.59M against sales at will

By person

15 insiders · 1,259 transactions
25.2×

John T. Fitzgerald holds 25.2 times base salary in stock. $15.16M of shares against $600.00K in salary for 2025.

Salary from the company's own proxy. The shares are what John T. Fitzgerald last reported holding, valued at $9.82, the price Common Stock was last bought or sold at on the open market here, on 15 Sep 2026.

Insider
Role
Bought
Sold
Net
Holding
Of company
Worth
Change
Stilwell Joseph
Director
$28.10M (424)
$25.14M (68)
+$2.96M
1,308,833
4.52%
$12.85M
−14.8%
LEVINE DOUGLAS
Director
$728.58K (27)
—
+$728.58K
1,157,671
4.00%
$11.37M
+71.9%
Frischer Charles L
Director
$592.49K (10)
—
+$592.49K
1,835,798
6.35%
$18.03M
+5.2%
Schaevitz Gary
Director
$438.15K (17)
—
+$438.15K
395,472
1.37%
$3.88M
+24.9%
Fitzgerald John Taylor Maloney
President and CEO
$708.44K (306)
$554.04K (4)
+$154.40K
1,543,561
5.34%
$15.16M
+74.6%
Horowitz Joshua
Director
$134.11K (5)
—
+$134.11K
413,603
1.43%
$4.06M
+230.9%
SWETS LARRY G JR
Director
$126.92K (50)
—
+$126.92K
963,273
3.33%
$9.46M
−53.5%
OAKMONT CAPITAL INC entity
10% owner
$899.68K (7)
$775.00K (6)
+$124.69K
1,987,830
6.87%
$19.52M
+6.7%
Hickey William August Jr
CFO & EVP
$124.50K (78)
—
+$124.50K
198,831
0.6873%
$1.95M
−32.8%
Hansen Kent A
CFO & EVP
$200.02K (144)
$102.51K (1)
+$97.51K
136,503
0.4718%
$1.34M
+1,364,930%
BAQAR HASSAN
Vice President
$46.63K (51)
—
+$46.63K
160,512
0.5548%
$1.58M
+7.9%
Hannon Gregory Paul
Director
$944.88K (11)
$971.85K (10)
−$26.97K
2,996,830
10.36%
$29.43M
−10.9%
Kavanagh Terence Michael
Director
$819.41K (10)
$845.66K (9)
−$26.25K
2,983,830
10.31%
$29.30M
−11.0%
Hogan Paul R.
Secretary and General Counsel
$14.97K (15)
—
+$14.97K
3,968
0.0137%
$38.97K
—
Patinkin Adam Jonathan
Director
—
—
—
1,524,000
5.27%
$14.97M
+629.2%

Individual transactions

78
Insider
Date
Role
Action
Shares
Price
Amount
Stilwell Joseph
13 Aug 2026
Director
Sell indirect
40,850
$10.00
$408.50K
Stilwell Joseph
13 Aug 2026
Director
Sell indirect
26,168
$10.00
$261.68K
Stilwell Joseph
13 Aug 2026
Director
Sell indirect
32,982
$10.00
$329.82K
Fitzgerald John Taylor Maloney
21 May 2026
President and CEO
Sell indirect
5,000
$10.14
$50.68K
Fitzgerald John Taylor Maloney
20 May 2026
President and CEO
Sell indirect
5,000
$10.43
$52.14K
Fitzgerald John Taylor Maloney
19 May 2026
President and CEO
Sell indirect
5,000
$10.30
$51.51K
Hansen Kent A
29 Dec 2025
CFO & EVP
Sell
7,500
$13.67
$102.51K
Fitzgerald John Taylor Maloney
23 Dec 2025
President and CEO
Sell
30,000
$13.32
$399.71K
Stilwell Joseph
22 Dec 2025
Director
Sell indirect
19,229
$12.80
$246.13K
Stilwell Joseph
16 Dec 2025
Director
Sell indirect
10,429
$12.80
$133.49K
Stilwell Joseph
15 Dec 2025
Director
Sell indirect
34,269
$12.80
$438.66K
Stilwell Joseph
11 Dec 2025
Director
Sell indirect
67,500
$12.80
$864.00K
Stilwell Joseph
9 Dec 2025
Director
Sell indirect
20,000
$12.80
$256.00K
Stilwell Joseph
8 Dec 2025
Director
Sell indirect
35,000
$12.82
$448.70K
Stilwell Joseph
17 Sep 2025
Director
Sell indirect
14,288
$14.47
$206.75K
Stilwell Joseph
17 Sep 2025
Director
Sell indirect
5,055
$14.47
$73.15K
Stilwell Joseph
17 Sep 2025
Director
Sell indirect
28,657
$14.47
$414.67K
Stilwell Joseph
16 Sep 2025
Director
Sell indirect
5,953
$14.40
$85.72K
Stilwell Joseph
16 Sep 2025
Director
Sell indirect
2,106
$14.40
$30.33K
Stilwell Joseph
16 Sep 2025
Director
Sell indirect
11,941
$14.40
$171.95K
Stilwell Joseph
8 Sep 2025
Director
Sell indirect
7,505
$14.41
$108.15K
Stilwell Joseph
8 Sep 2025
Director
Sell indirect
2,551
$14.41
$36.76K
Stilwell Joseph
8 Sep 2025
Director
Sell indirect
14,944
$14.41
$215.34K
Stilwell Joseph
22 Aug 2025
Director
Sell indirect
22,586
$14.18
$320.23K
Stilwell Joseph
22 Aug 2025
Director
Sell indirect
7,642
$14.18
$108.35K
Stilwell Joseph
22 Aug 2025
Director
Sell indirect
44,772
$14.18
$634.80K
Stilwell Joseph
18 Aug 2025
Director
Sell indirect
9,410
$14.16
$133.27K
Stilwell Joseph
18 Aug 2025
Director
Sell indirect
3,184
$14.16
$45.10K
Stilwell Joseph
18 Aug 2025
Director
Sell indirect
18,835
$14.16
$266.76K
Stilwell Joseph
18 Aug 2025
Director
Sell indirect
12,123
$13.95
$169.12K
Stilwell Joseph
18 Aug 2025
Director
Sell indirect
4,098
$13.95
$57.17K
Stilwell Joseph
18 Aug 2025
Director
Sell indirect
23,779
$13.95
$331.72K
Stilwell Joseph
30 Jun 2025
Director
Sell indirect
18,763
$13.90
$260.90K
Stilwell Joseph
30 Jun 2025
Director
Sell indirect
5,896
$13.90
$81.98K
Stilwell Joseph
30 Jun 2025
Director
Sell indirect
8,319
$13.90
$115.67K
Stilwell Joseph
27 Jun 2025
Director
Sell indirect
31,828
$14.03
$446.63K
Stilwell Joseph
27 Jun 2025
Director
Sell indirect
11,224
$14.03
$157.50K
Stilwell Joseph
27 Jun 2025
Director
Sell indirect
85,191
$14.03
$1.20M
Stilwell Joseph
26 Mar 2025
Director
Sell indirect
202,753
$8.00
$1.62M
Stilwell Joseph
26 Mar 2025
Director
Sell indirect
205,920
$8.00
$1.65M
Stilwell Joseph
26 Mar 2025
Director
Sell indirect
68,675
$8.00
$549.40K
Stilwell Joseph
26 Mar 2025
Director
Sell indirect
522,652
$8.00
$4.18M
Stilwell Joseph
19 Dec 2024
Director
Sell indirect
26,131
$8.43
$220.28K
Stilwell Joseph
19 Dec 2024
Director
Sell indirect
198,869
$8.43
$1.68M
Stilwell Joseph
18 Dec 2024
Director
Sell indirect
42,416
$8.43
$357.57K
Stilwell Joseph
18 Dec 2024
Director
Sell indirect
322,584
$8.43
$2.72M
Stilwell Joseph
19 Nov 2024
Director
Sell indirect
2,613
$8.78
$22.94K
Stilwell Joseph
19 Nov 2024
Director
Sell indirect
22,387
$8.78
$196.58K
Stilwell Joseph
28 Jun 2024
Director
Sell indirect
12,472
$8.13
$101.44K
Stilwell Joseph
28 Jun 2024
Director
Sell indirect
12,666
$8.13
$103.01K
Stilwell Joseph
28 Jun 2024
Director
Sell indirect
8,689
$8.13
$70.67K
Stilwell Joseph
28 Jun 2024
Director
Sell indirect
66,173
$8.13
$538.19K
Stilwell Joseph
11 Mar 2024
Director
Sell indirect
908
$8.76
$7.95K
Stilwell Joseph
11 Mar 2024
Director
Sell indirect
922
$8.76
$8.07K
Stilwell Joseph
11 Mar 2024
Director
Sell indirect
635
$8.76
$5.56K
Stilwell Joseph
11 Mar 2024
Director
Sell indirect
4,835
$8.76
$42.34K
Stilwell Joseph
8 Mar 2024
Director
Sell indirect
1,619
$8.84
$14.31K
Stilwell Joseph
8 Mar 2024
Director
Sell indirect
1,644
$8.84
$14.53K
Stilwell Joseph
8 Mar 2024
Director
Sell indirect
1,141
$8.84
$10.08K
Stilwell Joseph
8 Mar 2024
Director
Sell indirect
8,691
$8.84
$76.80K
OAKMONT CAPITAL INC
21 Jun 2023
10% owner
Sell
4,898
$8.75
$42.84K
Kavanagh Terence Michael
21 Jun 2023
Director
Sell indirect
4,898
$8.75
$42.84K
Hannon Gregory Paul
21 Jun 2023
Director
Sell indirect
4,898
$8.75
$42.84K
OAKMONT CAPITAL INC
20 Jun 2023
10% owner
Sell
17,063
$8.88
$151.50K
Kavanagh Terence Michael
20 Jun 2023
Director
Sell indirect
17,063
$8.88
$151.50K
Hannon Gregory Paul
20 Jun 2023
Director
Sell indirect
17,063
$8.88
$151.50K
OAKMONT CAPITAL INC
16 Jun 2023
10% owner
Sell
12,011
$8.74
$104.92K
Kavanagh Terence Michael
16 Jun 2023
Director
Sell indirect
12,011
$8.74
$104.92K
Hannon Gregory Paul
16 Jun 2023
Director
Sell indirect
12,011
$8.74
$104.92K
OAKMONT CAPITAL INC
15 Jun 2023
10% owner
Sell
15,000
$8.65
$129.75K
Kavanagh Terence Michael
15 Jun 2023
Director
Sell indirect
15,000
$8.65
$129.75K
Hannon Gregory Paul
15 Jun 2023
Director
Sell indirect
15,000
$8.65
$129.75K
OAKMONT CAPITAL INC
13 Jun 2023
10% owner
Sell
15,131
$8.60
$130.11K
Kavanagh Terence Michael
13 Jun 2023
Director
Sell indirect
15,131
$8.60
$130.11K
Hannon Gregory Paul
13 Jun 2023
Director
Sell indirect
15,131
$8.60
$130.11K
Kavanagh Terence Michael
12 Jun 2023
Director
Sell indirect
24,762
$8.72
$215.88K
OAKMONT CAPITAL INC
12 Jun 2023
10% owner
Sell
24,762
$8.72
$215.88K
Hannon Gregory Paul
12 Jun 2023
Director
Sell indirect
24,762
$8.72
$215.88K
Showing 250 of 1,259 transactions. The figures above use every one of them.

What was left out

Form 4 filings counted 859
Amendments (4/A) skipped 19
Filings about a different issuer 8
Unreadable filings 0
Joint filings 102
Sales on a Rule 10b5-1 plan 2
Sales straight out of an exercise 0
Sales at will 96
Transactions with no price 0
Shares from compensation/vesting 9,983,207
Sales filed before the plan box existed 11
History held since 19 Sep 2016