Latest Insider Transactions at Kingsway Financial Services Inc (KFS)
This section provides a real-time view of insider transactions for Kingsway Financial Services Inc (KFS). The data is sourced from Form 4 filings with the SEC, which are filed by insiders of KINGSWAY FINANCIAL SERVICES INC to disclose their transactions in the company's securities. By reviewing this information, investors can gain insights into the trading activity of KINGSWAY FINANCIAL SERVICES INC's insiders and make more informed investment decisions.
Insider Transaction List
| Date | Insider | Transaction | Ownership Type | Shares Traded | Value / Price |
|---|---|---|---|---|---|
|
Dec 31
2025
|
Kent A Hansen CFO & EVP |
BUY
Open market or private purchase
|
Direct |
115
+0.1%
|
$1,495
$13.58 P/Share
|
|
Dec 31
2025
|
John Taylor Maloney Fitzgerald President and CEO |
BUY
Open market or private purchase
|
Direct |
184
+0.01%
|
$2,392
$13.58 P/Share
|
|
Dec 30
2025
|
Kent A Hansen CFO & EVP |
SELL
Payment of exercise price or tax liability
|
Direct |
9,488
-2.52%
|
$113,856
$12.83 P/Share
|
|
Dec 29
2025
|
Kent A Hansen CFO & EVP |
SELL
Open market or private sale
|
Direct |
7,500
-5.5%
|
$97,500
$13.67 P/Share
|
|
Dec 23
2025
|
John Taylor Maloney Fitzgerald President and CEO |
SELL
Open market or private sale
|
Direct |
30,000
-2.01%
|
$390,000
$13.32 P/Share
|
|
Dec 22
2025
|
Joseph Stilwell Director |
SELL
Open market or private sale
|
Indirect |
19,229
-6.02%
|
$230,748
$12.8 P/Share
|
|
Dec 17
2025
|
Joseph Stilwell Director |
SELL
Exercise of in-the-money or at-the-money derivatives securities
|
Indirect |
1,750,000
-29.57%
|
$14,000,000
$8.25 P/Share
|
|
Dec 17
2025
|
Oakmont Capital Inc > 10% Shareholder |
SELL
Exercise of in-the-money or at-the-money derivatives securities
|
Direct |
500,000
-20.1%
|
$4,000,000
$8.25 P/Share
|
|
Dec 17
2025
|
Gregory Paul Hannon Director |
SELL
Exercise of in-the-money or at-the-money derivatives securities
|
Indirect |
500,000
-20.1%
|
$4,000,000
$8.25 P/Share
|
|
Dec 17
2025
|
Terence Michael Kavanagh Director |
SELL
Exercise of in-the-money or at-the-money derivatives securities
|
Indirect |
500,000
-20.1%
|
$4,000,000
$8.25 P/Share
|
|
Dec 17
2025
|
Adam Jonathan Patinkin Director |
BUY
Exercise of in-the-money or at-the-money derivatives securities
|
Indirect |
1,315,000
+26.81%
|
$10,520,000
$8.25 P/Share
|
|
Dec 17
2025
|
Joshua Horowitz Director |
BUY
Exercise of in-the-money or at-the-money derivatives securities
|
Indirect |
252,500
+40.73%
|
$2,020,000
$8.25 P/Share
|
|
Dec 17
2025
|
Joshua Horowitz Director |
BUY
Exercise of in-the-money or at-the-money derivatives securities
|
Direct |
22,500
+40.91%
|
$180,000
$8.25 P/Share
|
|
Dec 16
2025
|
Kent A Hansen CFO & EVP |
BUY
Open market or private purchase
|
Direct |
122
+0.09%
|
$1,464
$12.82 P/Share
|
|
Dec 16
2025
|
John Taylor Maloney Fitzgerald President and CEO |
BUY
Open market or private purchase
|
Direct |
195
+0.01%
|
$2,340
$12.82 P/Share
|
|
Dec 16
2025
|
Joseph Stilwell Director |
SELL
Open market or private sale
|
Indirect |
10,429
-1.91%
|
$125,148
$12.8 P/Share
|
|
Dec 15
2025
|
Joseph Stilwell Director |
SELL
Open market or private sale
|
Indirect |
34,269
-5.91%
|
$411,228
$12.8 P/Share
|
|
Dec 11
2025
|
Joseph Stilwell Director |
SELL
Open market or private sale
|
Indirect |
67,500
-10.43%
|
$810,000
$12.8 P/Share
|
|
Dec 09
2025
|
Joseph Stilwell Director |
SELL
Open market or private sale
|
Indirect |
20,000
-3.0%
|
$240,000
$12.8 P/Share
|
|
Dec 08
2025
|
Joseph Stilwell Director |
SELL
Open market or private sale
|
Indirect |
35,000
-4.99%
|
$420,000
$12.82 P/Share
|
|
Nov 28
2025
|
John Taylor Maloney Fitzgerald President and CEO |
BUY
Open market or private purchase
|
Direct |
192
+0.01%
|
$2,496
$13.03 P/Share
|
|
Nov 28
2025
|
Kent A Hansen CFO & EVP |
BUY
Open market or private purchase
|
Direct |
120
+0.09%
|
$1,560
$13.03 P/Share
|
|
Nov 17
2025
|
John Taylor Maloney Fitzgerald President and CEO |
BUY
Open market or private purchase
|
Direct |
197
+0.01%
|
$2,364
$12.7 P/Share
|
|
Nov 17
2025
|
Kent A Hansen CFO & EVP |
BUY
Open market or private purchase
|
Direct |
123
+0.09%
|
$1,476
$12.7 P/Share
|
|
Oct 30
2025
|
Kent A Hansen CFO & EVP |
BUY
Open market or private purchase
|
Direct |
111
+0.08%
|
$1,554
$14.08 P/Share
|
|
Oct 30
2025
|
John Taylor Maloney Fitzgerald President and CEO |
BUY
Open market or private purchase
|
Direct |
177
+0.01%
|
$2,478
$14.08 P/Share
|
|
Oct 15
2025
|
John Taylor Maloney Fitzgerald President and CEO |
BUY
Open market or private purchase
|
Direct |
157
+0.01%
|
$2,355
$15.92 P/Share
|
|
Oct 15
2025
|
Kent A Hansen CFO & EVP |
BUY
Open market or private purchase
|
Direct |
98
+0.07%
|
$1,470
$15.92 P/Share
|
|
Sep 30
2025
|
John Taylor Maloney Fitzgerald President and CEO |
BUY
Open market or private purchase
|
Direct |
171
+0.01%
|
$2,394
$14.63 P/Share
|
|
Sep 30
2025
|
Kent A Hansen CFO & EVP |
BUY
Open market or private purchase
|
Direct |
107
+0.08%
|
$1,498
$14.63 P/Share
|
|
Sep 26
2025
|
John Taylor Maloney Fitzgerald President and CEO |
BUY
Other acquisition or disposition
|
Indirect |
42,300
+29.25%
|
$592,200
$14.57 P/Share
|
|
Sep 26
2025
|
John Taylor Maloney Fitzgerald President and CEO |
SELL
Other acquisition or disposition
|
Direct |
42,300
-0.93%
|
$592,200
$14.57 P/Share
|
|
Sep 17
2025
|
Joseph Stilwell Director |
SELL
Open market or private sale
|
Indirect |
48,000
-1.42%
|
$672,000
$14.47 P/Share
|
|
Sep 16
2025
|
Joseph Stilwell Director |
SELL
Open market or private sale
|
Indirect |
20,000
-0.59%
|
$280,000
$14.4 P/Share
|
|
Sep 15
2025
|
John Taylor Maloney Fitzgerald President and CEO |
BUY
Open market or private purchase
|
Direct |
174
+0.01%
|
$2,436
$14.36 P/Share
|
|
Sep 15
2025
|
Kent A Hansen CFO & EVP |
BUY
Open market or private purchase
|
Direct |
109
+0.08%
|
$1,526
$14.36 P/Share
|
|
Sep 08
2025
|
Joseph Stilwell Director |
SELL
Open market or private sale
|
Indirect |
25,000
-0.72%
|
$350,000
$14.41 P/Share
|
|
Aug 29
2025
|
John Taylor Maloney Fitzgerald President and CEO |
BUY
Open market or private purchase
|
Direct |
173
+0.01%
|
$2,422
$14.49 P/Share
|
|
Aug 29
2025
|
Kent A Hansen CFO & EVP |
BUY
Open market or private purchase
|
Direct |
107
+0.08%
|
$1,498
$14.49 P/Share
|
|
Aug 22
2025
|
Joseph Stilwell Director |
SELL
Open market or private sale
|
Indirect |
75,000
-2.12%
|
$1,050,000
$14.18 P/Share
|
|
Aug 18
2025
|
Joseph Stilwell Director |
SELL
Open market or private sale
|
Indirect |
71,429
-0.99%
|
$1,000,006
$14.06 P/Share
|
|
Aug 18
2025
|
John Taylor Maloney Fitzgerald President and CEO |
BUY
Open market or private purchase
|
Direct |
176
+0.01%
|
$2,464
$14.16 P/Share
|
|
Aug 18
2025
|
Kent A Hansen CFO & EVP |
BUY
Open market or private purchase
|
Direct |
111
+0.08%
|
$1,554
$14.16 P/Share
|
|
Jul 30
2025
|
John Taylor Maloney Fitzgerald President and CEO |
BUY
Open market or private purchase
|
Direct |
174
+0.01%
|
$2,436
$14.42 P/Share
|
|
Jul 30
2025
|
Kent A Hansen CFO & EVP |
BUY
Open market or private purchase
|
Direct |
108
+0.08%
|
$1,512
$14.42 P/Share
|
|
Jul 15
2025
|
Kent A Hansen CFO & EVP |
BUY
Open market or private purchase
|
Direct |
108
+0.08%
|
$1,512
$14.49 P/Share
|
|
Jul 15
2025
|
John Taylor Maloney Fitzgerald President and CEO |
BUY
Open market or private purchase
|
Direct |
172
+0.01%
|
$2,408
$14.49 P/Share
|
|
Jul 01
2025
|
Kent A Hansen CFO & EVP |
BUY
Open market or private purchase
|
Direct |
111
+0.08%
|
$1,554
$14.02 P/Share
|
|
Jul 01
2025
|
John Taylor Maloney Fitzgerald President and CEO |
BUY
Open market or private purchase
|
Direct |
179
+0.01%
|
$2,506
$14.02 P/Share
|
|
Jun 30
2025
|
Joseph Stilwell Director |
SELL
Open market or private sale
|
Indirect |
32,978
-1.4%
|
$428,714
$13.9 P/Share
|