KFS
Kingsway Financial Services Inc.$10.24+0.00 (—)Prev Close$10.76·MCap$293.1M·P/E—·Vol—·Yield—
▲
Buys (12M)
43
$87.8K
▼
Sells (12M)
10
$8.45M
◆
Net Activity
Net Seller
$8.37M
●
Active Insiders
5
last 12 mo
Over the past 12 months, insider activity at Kingsway Financial Services Inc. (KFS) has been dominated by selling, with 43 insider purchases totaling $87.8K and 10 insider sales totaling $8.45M. The most recent insider transaction was by Fitzgerald John Taylor Maloney (director, officer: President and CEO), who purchased $2.5K worth of shares on May 4, 2026. Kingsway Financial Services Inc. operates in the Consumer Cyclical sector, within the Auto - Dealerships industry, with a market cap of $293.1M.
KFS Insider Trading Activity
| Date | Insider | Role | Type | Shares | Avg Price | Value | Shares After |
|---|---|---|---|---|---|---|---|
| May 4, 2026 | Fitzgerald John Taylor Maloney | director, officer: President and CEO | Buy | 229 | $10.93 | $2.5K | 1,461,411 |
| May 4, 2026 | Hansen Kent A | officer: CFO & EVP | Buy | 143 | $10.93 | $1.6K | 135,103 |
| Apr 15, 2026 | Fitzgerald John Taylor Maloney | director, officer: President and CEO | Buy | 211 | $11.85 | $2.5K | 1,461,182 |
| Mar 31, 2026 | Fitzgerald John Taylor Maloney | director, officer: President and CEO | Buy | 244 | $10.22 | $2.5K | 1,460,971 |
| Mar 31, 2026 | Hansen Kent A | officer: CFO & EVP | Buy | 153 | $10.22 | $1.6K | 120,260 |
| Mar 16, 2026 | Fitzgerald John Taylor Maloney | director, officer: President and CEO | Buy | 234 | $10.71 | $2.5K | 1,460,727 |
| Mar 16, 2026 | Hansen Kent A | officer: CFO & EVP | Buy | 146 | $10.71 | $1.6K | 120,107 |
| Mar 2, 2026 | Fitzgerald John Taylor Maloney | director, officer: President and CEO | Buy | 202 | $12.34 | $2.5K | 1,460,493 |
| Mar 2, 2026 | Hansen Kent A | officer: CFO & EVP | Buy | 126 | $12.34 | $1.6K | 119,961 |
| Feb 17, 2026 | Fitzgerald John Taylor Maloney | President and CEO | Buy | 205 | $12.19 | $2.5K | 0 |
| Feb 17, 2026 | Hansen Kent A | CFO & EVP | Buy | 128 | $12.19 | $1.6K | 0 |
| Feb 2, 2026 | Fitzgerald John Taylor Maloney | director, officer: President and CEO | Buy | 183 | $13.69 | $2.5K | 1,460,086 |
| Feb 2, 2026 | Hansen Kent A | officer: CFO & EVP | Buy | 114 | $13.69 | $1.6K | 119,707 |
| Jan 29, 2026 | Fitzgerald John Taylor Maloney | director, officer: President and CEO | Buy | 185 | $13.54 | $2.5K | 1,459,903 |
| Jan 29, 2026 | Hansen Kent A | officer: CFO & EVP | Buy | 116 | $13.54 | $1.6K | 119,593 |
| Jan 5, 2026 | Fitzgerald John Taylor Maloney | director, officer: President and CEO | Buy | 184 | $13.58 | $2.5K | 1,459,718 |
| Jan 5, 2026 | Hansen Kent A | officer: CFO & EVP | Buy | 115 | $13.58 | $1.6K | 119,477 |
| Dec 29, 2025 | Fitzgerald John Taylor Maloney | President and CEO | Sell | 30,000 | $13.32 | $399.7K | 1,459,534 |
| Dec 29, 2025 | Stilwell Joseph | Director | Sell | 19,229 | $12.80 | $246.1K | 300,000 |
| Dec 18, 2025 | Fitzgerald John Taylor Maloney | President and CEO | Buy | 195 | $12.82 | $2.5K | 1,489,534 |
| Dec 18, 2025 | Hansen Kent A | CFO & EVP | Buy | 122 | $12.82 | $1.6K | 136,472 |
| Dec 17, 2025 | Stilwell Joseph | Director | Sell | 44,698 | $12.80 | $572.2K | 545,135 |
| Dec 15, 2025 | Stilwell Joseph | Director | Sell | 67,500 | $12.80 | $864.0K | 579,404 |
| Dec 10, 2025 | Stilwell Joseph | Director | Sell | 55,000 | $12.81 | $704.7K | 666,904 |
| Dec 2, 2025 | Fitzgerald John Taylor Maloney | President and CEO | Buy | 192 | $13.03 | $2.5K | 1,489,339 |
| Dec 2, 2025 | Hansen Kent A | CFO & EVP | Buy | 120 | $13.03 | $1.6K | 136,350 |
| Nov 19, 2025 | Fitzgerald John Taylor Maloney | President and CEO | Buy | 197 | $12.70 | $2.5K | 1,489,147 |
| Nov 19, 2025 | Hansen Kent A | CFO & EVP | Buy | 123 | $12.70 | $1.6K | 136,230 |
| Nov 3, 2025 | Fitzgerald John Taylor Maloney | President and CEO | Buy | 177 | $14.08 | $2.5K | 1,488,950 |
| Nov 3, 2025 | Hansen Kent A | CFO & EVP | Buy | 111 | $14.08 | $1.6K | 136,107 |
| Oct 17, 2025 | Fitzgerald John Taylor Maloney | President and CEO | Buy | 157 | $15.92 | $2.5K | 1,488,773 |
| Oct 17, 2025 | Hansen Kent A | CFO & EVP | Buy | 98 | $15.92 | $1.6K | 135,996 |
| Oct 2, 2025 | Fitzgerald John Taylor Maloney | President and CEO | Buy | 171 | $14.63 | $2.5K | 1,488,616 |
| Oct 2, 2025 | Hansen Kent A | CFO & EVP | Buy | 107 | $14.63 | $1.6K | 135,898 |
| Sep 18, 2025 | Stilwell Joseph | Director | Sell | 68,000 | $14.45 | $982.6K | 3,579,039 |
| Sep 16, 2025 | Fitzgerald John Taylor Maloney | President and CEO | Buy | 174 | $14.36 | $2.5K | 1,530,745 |
| Sep 16, 2025 | Hansen Kent A | CFO & EVP | Buy | 109 | $14.36 | $1.6K | 135,791 |
| Sep 10, 2025 | Stilwell Joseph | Director | Sell | 25,000 | $14.41 | $360.3K | 3,590,980 |
| Sep 2, 2025 | Fitzgerald John Taylor Maloney | President and CEO | Buy | 173 | $14.49 | $2.5K | 1,530,571 |
| Sep 2, 2025 | Hansen Kent A | CFO & EVP | Buy | 107 | $14.49 | $1.6K | 135,682 |
| Aug 26, 2025 | STILWELL JOSEPH | Director | Sell | 75,000 | $14.18 | $1.06M | 3,605,924 |
| Aug 20, 2025 | STILWELL JOSEPH | Director | Sell | 71,429 | $14.04 | $1.00M | 3,669,531 |
| Aug 18, 2025 | Fitzgerald John Taylor Maloney | President and CEO | Buy | 176 | $14.16 | $2.5K | 1,530,398 |
| Aug 18, 2025 | Hansen Kent A | CFO & EVP | Buy | 111 | $14.16 | $1.6K | 135,575 |
| Jul 31, 2025 | Fitzgerald John Taylor Maloney | President and CEO | Buy | 174 | $14.42 | $2.5K | 1,530,222 |
| Jul 31, 2025 | Hansen Kent A | CFO & EVP | Buy | 108 | $14.42 | $1.6K | 135,464 |
| Jul 16, 2025 | Fitzgerald John Taylor Maloney | President and CEO | Buy | 172 | $14.49 | $2.5K | 1,530,048 |
| Jul 16, 2025 | Hansen Kent A | CFO & EVP | Buy | 108 | $14.49 | $1.6K | 135,356 |
| Jul 1, 2025 | Fitzgerald John Taylor Maloney | President and CEO | Buy | 179 | $14.02 | $2.5K | 1,529,876 |
| Jul 1, 2025 | Hansen Kent A | CFO & EVP | Buy | 111 | $14.02 | $1.6K | 135,248 |
Showing 1–50 of 268
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KFS Insider Buying Activity
The following table shows recent insider purchases of Kingsway Financial Services Inc. (KFS) stock reported via SEC Form 4 filings.
| Date | Insider | Role | Type | Shares | Avg Price | Value | Shares After |
|---|---|---|---|---|---|---|---|
| May 4, 2026 | Fitzgerald John Taylor Maloney | director, officer: President and CEO | Buy | 229 | $10.93 | $2.5K | 1,461,411 |
| May 4, 2026 | Hansen Kent A | officer: CFO & EVP | Buy | 143 | $10.93 | $1.6K | 135,103 |
| Apr 15, 2026 | Fitzgerald John Taylor Maloney | director, officer: President and CEO | Buy | 211 | $11.85 | $2.5K | 1,461,182 |
| Mar 31, 2026 | Fitzgerald John Taylor Maloney | director, officer: President and CEO | Buy | 244 | $10.22 | $2.5K | 1,460,971 |
| Mar 31, 2026 | Hansen Kent A | officer: CFO & EVP | Buy | 153 | $10.22 | $1.6K | 120,260 |
| Mar 16, 2026 | Fitzgerald John Taylor Maloney | director, officer: President and CEO | Buy | 234 | $10.71 | $2.5K | 1,460,727 |
| Mar 16, 2026 | Hansen Kent A | officer: CFO & EVP | Buy | 146 | $10.71 | $1.6K | 120,107 |
| Mar 2, 2026 | Fitzgerald John Taylor Maloney | director, officer: President and CEO | Buy | 202 | $12.34 | $2.5K | 1,460,493 |
| Mar 2, 2026 | Hansen Kent A | officer: CFO & EVP | Buy | 126 | $12.34 | $1.6K | 119,961 |
| Feb 17, 2026 | Fitzgerald John Taylor Maloney | President and CEO | Buy | 205 | $12.19 | $2.5K | 0 |
| Feb 17, 2026 | Hansen Kent A | CFO & EVP | Buy | 128 | $12.19 | $1.6K | 0 |
| Feb 2, 2026 | Fitzgerald John Taylor Maloney | director, officer: President and CEO | Buy | 183 | $13.69 | $2.5K | 1,460,086 |
| Feb 2, 2026 | Hansen Kent A | officer: CFO & EVP | Buy | 114 | $13.69 | $1.6K | 119,707 |
| Jan 29, 2026 | Fitzgerald John Taylor Maloney | director, officer: President and CEO | Buy | 185 | $13.54 | $2.5K | 1,459,903 |
| Jan 29, 2026 | Hansen Kent A | officer: CFO & EVP | Buy | 116 | $13.54 | $1.6K | 119,593 |
| Jan 5, 2026 | Fitzgerald John Taylor Maloney | director, officer: President and CEO | Buy | 184 | $13.58 | $2.5K | 1,459,718 |
| Jan 5, 2026 | Hansen Kent A | officer: CFO & EVP | Buy | 115 | $13.58 | $1.6K | 119,477 |
| Dec 18, 2025 | Fitzgerald John Taylor Maloney | President and CEO | Buy | 195 | $12.82 | $2.5K | 1,489,534 |
| Dec 18, 2025 | Hansen Kent A | CFO & EVP | Buy | 122 | $12.82 | $1.6K | 136,472 |
| Dec 2, 2025 | Fitzgerald John Taylor Maloney | President and CEO | Buy | 192 | $13.03 | $2.5K | 1,489,339 |
| Dec 2, 2025 | Hansen Kent A | CFO & EVP | Buy | 120 | $13.03 | $1.6K | 136,350 |
| Nov 19, 2025 | Fitzgerald John Taylor Maloney | President and CEO | Buy | 197 | $12.70 | $2.5K | 1,489,147 |
| Nov 19, 2025 | Hansen Kent A | CFO & EVP | Buy | 123 | $12.70 | $1.6K | 136,230 |
| Nov 3, 2025 | Fitzgerald John Taylor Maloney | President and CEO | Buy | 177 | $14.08 | $2.5K | 1,488,950 |
| Nov 3, 2025 | Hansen Kent A | CFO & EVP | Buy | 111 | $14.08 | $1.6K | 136,107 |
| Oct 17, 2025 | Fitzgerald John Taylor Maloney | President and CEO | Buy | 157 | $15.92 | $2.5K | 1,488,773 |
| Oct 17, 2025 | Hansen Kent A | CFO & EVP | Buy | 98 | $15.92 | $1.6K | 135,996 |
| Oct 2, 2025 | Fitzgerald John Taylor Maloney | President and CEO | Buy | 171 | $14.63 | $2.5K | 1,488,616 |
| Oct 2, 2025 | Hansen Kent A | CFO & EVP | Buy | 107 | $14.63 | $1.6K | 135,898 |
| Sep 16, 2025 | Fitzgerald John Taylor Maloney | President and CEO | Buy | 174 | $14.36 | $2.5K | 1,530,745 |
| Sep 16, 2025 | Hansen Kent A | CFO & EVP | Buy | 109 | $14.36 | $1.6K | 135,791 |
| Sep 2, 2025 | Fitzgerald John Taylor Maloney | President and CEO | Buy | 173 | $14.49 | $2.5K | 1,530,571 |
| Sep 2, 2025 | Hansen Kent A | CFO & EVP | Buy | 107 | $14.49 | $1.6K | 135,682 |
| Aug 18, 2025 | Fitzgerald John Taylor Maloney | President and CEO | Buy | 176 | $14.16 | $2.5K | 1,530,398 |
| Aug 18, 2025 | Hansen Kent A | CFO & EVP | Buy | 111 | $14.16 | $1.6K | 135,575 |
| Jul 31, 2025 | Fitzgerald John Taylor Maloney | President and CEO | Buy | 174 | $14.42 | $2.5K | 1,530,222 |
| Jul 31, 2025 | Hansen Kent A | CFO & EVP | Buy | 108 | $14.42 | $1.6K | 135,464 |
| Jul 16, 2025 | Fitzgerald John Taylor Maloney | President and CEO | Buy | 172 | $14.49 | $2.5K | 1,530,048 |
| Jul 16, 2025 | Hansen Kent A | CFO & EVP | Buy | 108 | $14.49 | $1.6K | 135,356 |
| Jul 1, 2025 | Fitzgerald John Taylor Maloney | President and CEO | Buy | 179 | $14.02 | $2.5K | 1,529,876 |
| Jul 1, 2025 | Hansen Kent A | CFO & EVP | Buy | 111 | $14.02 | $1.6K | 135,248 |
KFS Insider Selling Activity
The following table shows recent insider sales of Kingsway Financial Services Inc. (KFS) stock reported via SEC Form 4 filings.
| Date | Insider | Role | Type | Shares | Avg Price | Value | Shares After |
|---|---|---|---|---|---|---|---|
| Dec 29, 2025 | Fitzgerald John Taylor Maloney | President and CEO | Sell | 30,000 | $13.32 | $399.7K | 1,459,534 |
| Dec 29, 2025 | Stilwell Joseph | Director | Sell | 19,229 | $12.80 | $246.1K | 300,000 |
| Dec 17, 2025 | Stilwell Joseph | Director | Sell | 44,698 | $12.80 | $572.2K | 545,135 |
| Dec 15, 2025 | Stilwell Joseph | Director | Sell | 67,500 | $12.80 | $864.0K | 579,404 |
| Dec 10, 2025 | Stilwell Joseph | Director | Sell | 55,000 | $12.81 | $704.7K | 666,904 |
| Sep 18, 2025 | Stilwell Joseph | Director | Sell | 68,000 | $14.45 | $982.6K | 3,579,039 |
| Sep 10, 2025 | Stilwell Joseph | Director | Sell | 25,000 | $14.41 | $360.3K | 3,590,980 |
| Aug 26, 2025 | STILWELL JOSEPH | Director | Sell | 75,000 | $14.18 | $1.06M | 3,605,924 |
| Aug 20, 2025 | STILWELL JOSEPH | Director | Sell | 71,429 | $14.04 | $1.00M | 3,669,531 |
KFS Insiders
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