KWY insider buying and SEC filings, explained
Kingsway Financial Services Inc. · CIK 1072627
Tracked: Forms 3/4/5, 8-K, NT · All filings on sec.gov
Insider activity in the last 12 months
Bought
$167K
Insiders who bought
1
Sold (not marked 10b5-1)
$4.0M
Planned sales (10b5-1)
$0
Insider purchases and sales, last 12 months
| Traded | Type | What was filed | Source |
|---|---|---|---|
| Oct 30, 2026 | Open-market purchase | Kent A Hansen (CFO) bought 163 shares at $9.61 ($2K) in an open-market purchase. Holdings up <1% to 136,995 shares. Not marked as a 10b5-1 plan trade. | SEC filing Filed Nov 3, 2026, 5:22 PM ET |
| Oct 30, 2026 | Open-market purchase | John Taylor Maloney Fitzgerald (CEO and Director) bought 260 shares at $9.61 ($2K) in an open-market purchase. Holdings up <1% to 1,428,047 shares. Not marked as a 10b5-1 plan trade. | SEC filing Filed Nov 3, 2026, 5:20 PM ET |
| Oct 15, 2026 | Open-market purchase | John Taylor Maloney Fitzgerald (CEO and Director) bought 357 shares at $9.74 ($3K) in an open-market purchase. Holdings up <1% to 1,427,787 shares. Not marked as a 10b5-1 plan trade. | SEC filing Filed Oct 16, 2026, 5:23 PM ET |
| Oct 16, 2026 | Open-market purchase | Kent A Hansen (CFO) bought 160 shares at $9.74 ($2K) in an open-market purchase. Holdings up <1% to 136,832 shares. Not marked as a 10b5-1 plan trade. | SEC filing Filed Oct 16, 2026, 5:23 PM ET |
| Sep 30, 2026 | Open-market purchase | John Taylor Maloney Fitzgerald (CEO and Director) bought 269 shares at $9.30 ($3K) in an open-market purchase. Holdings up <1% to 1,427,430 shares. Not marked as a 10b5-1 plan trade. | SEC filing Filed Sep 30, 2026 |
| Sep 30, 2026 | Open-market purchase | Kent A Hansen (CFO) bought 169 shares at $9.30 ($2K) in an open-market purchase. Holdings up <1% to 136,672 shares. Not marked as a 10b5-1 plan trade. | SEC filing Filed Sep 30, 2026 |
| Sep 28–30, 2026 | Purchase (code P) | Joshua Horowitz (Director) bought 3,575 shares indirectly (by entity) between Sep 28 and Sep 30 at about $9.27 ($33K), reported as a purchase (code P). Holdings by entity up 1% to 384,678 shares. Not marked as a 10b5-1 plan trade. | SEC filing Filed Sep 30, 2026 |
| Sep 15, 2026 | Open-market purchase | Kent A Hansen (CFO) bought 159 shares at $9.82 ($2K) in an open-market purchase. Holdings up <1% to 136,503 shares. Not marked as a 10b5-1 plan trade. | SEC filing Filed Sep 16, 2026 |
| Sep 15, 2026 | Open-market purchase | John Taylor Maloney Fitzgerald (CEO and Director) bought 254 shares at $9.82 ($2K) in an open-market purchase. Holdings up <1% to 1,427,161 shares. Not marked as a 10b5-1 plan trade. | SEC filing Filed Sep 16, 2026 |
| Aug 31, 2026 | Open-market purchase | Kent A Hansen (CFO) bought 149 shares at $10.45 ($2K) in an open-market purchase. Holdings up <1% to 136,344 shares. Not marked as a 10b5-1 plan trade. | SEC filing Filed Sep 1, 2026 |
| Aug 31, 2026 | Open-market purchase | John Taylor Maloney Fitzgerald (CEO and Director) bought 239 shares at $10.45 ($2K) in an open-market purchase. Holdings up <1% to 1,426,907 shares. Not marked as a 10b5-1 plan trade. | SEC filing Filed Sep 1, 2026 |
| Aug 18–20, 2026 | Purchase (code P) | Joshua Horowitz (Director) bought 9,103 shares indirectly (by entity) between Aug 18 and Aug 20 at about $9.83 ($89K), reported as a purchase (code P). Holdings by entity up 2% to 381,103 shares. Not marked as a 10b5-1 plan trade. | SEC filing Filed Aug 20, 2026 |
| Aug 17, 2026 | Open-market purchase | John Taylor Maloney Fitzgerald (CEO and Director) bought 254 shares at $9.87 ($3K) in an open-market purchase. Holdings up <1% to 1,426,668 shares. Not marked as a 10b5-1 plan trade. | SEC filing Filed Aug 18, 2026 |
| Aug 17, 2026 | Open-market purchase | Kent A Hansen (CFO) bought 158 shares at $9.87 ($2K) in an open-market purchase. Holdings up <1% to 136,195 shares. Not marked as a 10b5-1 plan trade. | SEC filing Filed Aug 18, 2026 |
| Aug 13, 2026 | Sale | Joseph Stilwell (Director and 10% owner) sold 100,000 shares indirectly at $10.00 ($1.0M). Indirect holdings down 23% to 330,718 shares. Not marked as a 10b5-1 plan trade. Filed jointly with 5 other reporting owners. | SEC filing Filed Aug 17, 2026 |
| Jul 30, 2026 | Open-market purchase | Kent A Hansen (CFO) bought 174 shares at $8.98 ($2K) in an open-market purchase. Holdings up <1% to 136,037 shares. Not marked as a 10b5-1 plan trade. | SEC filing Filed Jul 31, 2026 |
| Jul 30, 2026 | Open-market purchase | John Taylor Maloney Fitzgerald (CEO and Director) bought 278 shares at $8.98 ($2K) in an open-market purchase. Holdings up <1% to 1,426,414 shares. Not marked as a 10b5-1 plan trade. | SEC filing Filed Jul 31, 2026 |
| Jul 15, 2026 | Open-market purchase | Kent A Hansen (CFO) bought 161 shares at $9.76 ($2K) in an open-market purchase. Holdings up <1% to 135,863 shares. Not marked as a 10b5-1 plan trade. | SEC filing Filed Jul 16, 2026 |
| Jul 15, 2026 | Open-market purchase | John Taylor Maloney Fitzgerald (CEO and Director) bought 256 shares at $9.76 ($2K) in an open-market purchase. Holdings up <1% to 1,426,136 shares. Not marked as a 10b5-1 plan trade. | SEC filing Filed Jul 16, 2026 |
| Jun 30, 2026 | Open-market purchase | Kent A Hansen (CFO) bought 149 shares at $10.45 ($2K) in an open-market purchase. Holdings up <1% to 135,702 shares. Not marked as a 10b5-1 plan trade. | SEC filing Filed Jul 1, 2026 |
| Jun 30, 2026 | Open-market purchase | John Taylor Maloney Fitzgerald (CEO and Director) bought 239 shares at $10.45 ($2K) in an open-market purchase. Holdings up <1% to 1,425,880 shares. Not marked as a 10b5-1 plan trade. | SEC filing Filed Jul 1, 2026 |
| Jun 15, 2026 | Open-market purchase | Kent A Hansen (CFO) bought 150 shares at $10.43 ($2K) in an open-market purchase. Holdings up <1% to 135,553 shares. Not marked as a 10b5-1 plan trade. | SEC filing Filed Jun 15, 2026 |
| Jun 15, 2026 | Open-market purchase | John Taylor Maloney Fitzgerald (CEO and Director) bought 240 shares at $10.43 ($3K) in an open-market purchase. Holdings up <1% to 1,455,874 shares. Not marked as a 10b5-1 plan trade. | SEC filing Filed Jun 15, 2026 |
| May 29, 2026 | Open-market purchase | Kent A Hansen (CFO) bought 156 shares at $10.03 ($2K) in an open-market purchase. Holdings up <1% to 135,403 shares. Not marked as a 10b5-1 plan trade. | SEC filing Filed Jun 1, 2026 |
| May 29, 2026 | Open-market purchase | John Taylor Maloney Fitzgerald (CEO and Director) bought 250 shares at $10.03 ($3K) in an open-market purchase. Holdings up <1% to 1,455,634 shares. Not marked as a 10b5-1 plan trade. | SEC filing Filed Jun 1, 2026 |
| May 28–29, 2026 | Purchase (code P) | Joshua Horowitz (Director) bought 4,500 shares indirectly (by entity) between May 28 and May 29 at about $9.92 ($45K), reported as a purchase (code P). Holdings by entity up 1% to 372,000 shares. Not marked as a 10b5-1 plan trade. | SEC filing Filed Jun 1, 2026 |
| May 21, 2026 | Sale | John Taylor Maloney Fitzgerald (CEO and Director) sold 5,000 shares indirectly (by trust) at $10.14 ($51K). Holdings by trust down 15% to 29,100 shares. Not marked as a 10b5-1 plan trade. | SEC filing Filed May 22, 2026 |
| May 19–20, 2026 | Sale | John Taylor Maloney Fitzgerald (CEO and Director) sold 10,000 shares indirectly (by trust) between May 19 and May 20 at about $10.37 ($104K). Holdings by trust down 15% to 29,100 shares. Not marked as a 10b5-1 plan trade. | SEC filing Filed May 21, 2026 |
| May 15, 2026 | Open-market purchase | John Taylor Maloney Fitzgerald (CEO and Director) bought 230 shares at $10.85 ($2K) in an open-market purchase. Holdings up <1% to 1,461,641 shares. Not marked as a 10b5-1 plan trade. | SEC filing Filed May 19, 2026 |
| May 15, 2026 | Open-market purchase | Kent A Hansen (CFO) bought 144 shares at $10.85 ($2K) in an open-market purchase. Holdings up <1% to 135,247 shares. Not marked as a 10b5-1 plan trade. | SEC filing Filed May 19, 2026 |
| Apr 30, 2026 | Open-market purchase | Kent A Hansen (CFO) bought 143 shares at $10.93 ($2K) in an open-market purchase. Holdings up <1% to 135,103 shares. Not marked as a 10b5-1 plan trade. | SEC filing Filed May 4, 2026 |
| Apr 30, 2026 | Open-market purchase | John Taylor Maloney Fitzgerald (CEO and Director) bought 229 shares at $10.93 ($3K) in an open-market purchase. Holdings up <1% to 1,461,411 shares. Not marked as a 10b5-1 plan trade. | SEC filing Filed May 4, 2026 |
| Apr 15, 2026 | Open-market purchase | John Taylor Maloney Fitzgerald (CEO and Director) bought 211 shares at $11.85 ($3K) in an open-market purchase. Holdings up <1% to 1,461,182 shares. Not marked as a 10b5-1 plan trade. | SEC filing Filed Apr 15, 2026 |
| Mar 30, 2026 | Open-market purchase | Kent A Hansen (CFO) bought 153 shares at $10.22 ($2K) in an open-market purchase. Holdings up <1% to 120,260 shares. Not marked as a 10b5-1 plan trade. | SEC filing Filed Mar 31, 2026 |
| Mar 30, 2026 | Open-market purchase | John Taylor Maloney Fitzgerald (CEO and Director) bought 244 shares at $10.22 ($2K) in an open-market purchase. Holdings up <1% to 1,460,971 shares. Not marked as a 10b5-1 plan trade. | SEC filing Filed Mar 31, 2026 |
| Mar 13, 2026 | Open-market purchase | John Taylor Maloney Fitzgerald (CEO and Director) bought 234 shares at $10.71 ($3K) in an open-market purchase. Holdings up <1% to 1,460,727 shares. Not marked as a 10b5-1 plan trade. | SEC filing Filed Mar 16, 2026 |
| Mar 13, 2026 | Open-market purchase | Kent A Hansen (CFO) bought 146 shares at $10.71 ($2K) in an open-market purchase. Holdings up <1% to 120,107 shares. Not marked as a 10b5-1 plan trade. | SEC filing Filed Mar 16, 2026 |
| Feb 27, 2026 | Open-market purchase | Kent A Hansen (CFO) bought 126 shares at $12.34 ($2K) in an open-market purchase. Holdings up <1% to 119,961 shares. Not marked as a 10b5-1 plan trade. | SEC filing Filed Mar 2, 2026 |
| Feb 27, 2026 | Open-market purchase | John Taylor Maloney Fitzgerald (CEO and Director) bought 202 shares at $12.34 ($2K) in an open-market purchase. Holdings up <1% to 1,460,493 shares. Not marked as a 10b5-1 plan trade. | SEC filing Filed Mar 2, 2026 |
| Feb 17, 2026 | Open-market purchase | Kent A Hansen (CFO) bought 128 shares at $12.19 ($2K) in an open-market purchase. Holdings up <1% to 119,835 shares. Not marked as a 10b5-1 plan trade. | SEC filing Filed Feb 18, 2026 |
| Feb 17, 2026 | Open-market purchase | John Taylor Maloney Fitzgerald (CEO and Director) bought 205 shares at $12.19 ($2K) in an open-market purchase. Holdings up <1% to 1,460,291 shares. Not marked as a 10b5-1 plan trade. | SEC filing Filed Feb 18, 2026 |
| Feb 2, 2026 | Open-market purchase | John Taylor Maloney Fitzgerald (CEO and Director) bought 183 shares at $13.69 ($3K) in an open-market purchase. Holdings up <1% to 1,460,086 shares. Not marked as a 10b5-1 plan trade. | SEC filing Filed Feb 2, 2026 |
| Feb 2, 2026 | Open-market purchase | Kent A Hansen (CFO) bought 114 shares at $13.69 ($2K) in an open-market purchase. Holdings up <1% to 119,707 shares. Not marked as a 10b5-1 plan trade. | SEC filing Filed Feb 2, 2026 |
| Jan 15, 2026 | Open-market purchase | John Taylor Maloney Fitzgerald (CEO and Director) bought 185 shares at $13.54 ($3K) in an open-market purchase. Holdings up <1% to 1,459,903 shares. Not marked as a 10b5-1 plan trade. | SEC filing Filed Jan 29, 2026 |
| Jan 15, 2026 | Open-market purchase | Kent A Hansen (CFO) bought 116 shares at $13.54 ($2K) in an open-market purchase. Holdings up <1% to 119,593 shares. Not marked as a 10b5-1 plan trade. | SEC filing Filed Jan 29, 2026 |
| Dec 31, 2025 | Open-market purchase | Kent A Hansen (CFO) bought 115 shares at $13.58 ($2K) in an open-market purchase. Holdings up <1% to 119,477 shares. Not marked as a 10b5-1 plan trade. | SEC filing Filed Jan 5, 2026 |
| Dec 31, 2025 | Open-market purchase | John Taylor Maloney Fitzgerald (CEO and Director) bought 184 shares at $13.58 ($2K) in an open-market purchase. Holdings up <1% to 1,459,718 shares. Not marked as a 10b5-1 plan trade. | SEC filing Filed Jan 5, 2026 |
| Dec 29, 2025 | Sale | Kent A Hansen (CFO) sold 7,500 shares at $13.67 ($103K). Holdings down 6% to 128,850 shares. Not marked as a 10b5-1 plan trade. | SEC filing Filed Dec 31, 2025 |
| Dec 23, 2025 | Sale | John Taylor Maloney Fitzgerald (CEO and Director) sold 30,000 shares at $13.32 ($400K). Holdings down 2% to 1,459,534 shares. Not marked as a 10b5-1 plan trade. | SEC filing Filed Dec 29, 2025 |
| Dec 22, 2025 | Sale | Joseph Stilwell (Director and 10% owner) sold 19,229 shares indirectly at $12.80 ($246K). Indirect holdings down 6% to 300,000 shares. Not marked as a 10b5-1 plan trade. Filed jointly with 5 other reporting owners. | SEC filing Filed Dec 29, 2025 |
| Dec 16, 2025 | Open-market purchase | Kent A Hansen (CFO) bought 122 shares at $12.82 ($2K) in an open-market purchase. Holdings up <1% to 136,472 shares. Not marked as a 10b5-1 plan trade. | SEC filing Filed Dec 18, 2025 |
| Dec 16, 2025 | Open-market purchase | John Taylor Maloney Fitzgerald (CEO and Director) bought 195 shares at $12.82 ($2K) in an open-market purchase. Holdings up <1% to 1,489,534 shares. Not marked as a 10b5-1 plan trade. | SEC filing Filed Dec 18, 2025 |
| Dec 15–16, 2025 | Sale | Joseph Stilwell (Director and 10% owner) sold 44,698 shares indirectly between Dec 15, 2025 and Dec 16, 2025 at $12.80 ($572K). Indirect holdings down 8% to 534,706 shares. Not marked as a 10b5-1 plan trade. Filed jointly with 5 other reporting owners. | SEC filing Filed Dec 17, 2025 |
| Dec 11, 2025 | Sale | Joseph Stilwell (Director and 10% owner) sold 67,500 shares indirectly at $12.80 ($864K). Indirect holdings down 10% to 579,404 shares. Not marked as a 10b5-1 plan trade. Filed jointly with 5 other reporting owners. | SEC filing Filed Dec 15, 2025 |
| Dec 8–9, 2025 | Sale | Joseph Stilwell (Director and 10% owner) sold 55,000 shares indirectly between Dec 8, 2025 and Dec 9, 2025 at about $12.81 ($705K). Indirect holdings down 8% to 646,904 shares. Not marked as a 10b5-1 plan trade. Filed jointly with 5 other reporting owners. | SEC filing Filed Dec 10, 2025 |
| Nov 28, 2025 | Open-market purchase | John Taylor Maloney Fitzgerald (CEO and Director) bought 192 shares at $13.03 ($3K) in an open-market purchase. Holdings up <1% to 1,489,339 shares. Not marked as a 10b5-1 plan trade. | SEC filing Filed Dec 2, 2025 |
| Nov 28, 2025 | Open-market purchase | Kent A Hansen (CFO) bought 120 shares at $13.03 ($2K) in an open-market purchase. Holdings up <1% to 136,350 shares. Not marked as a 10b5-1 plan trade. | SEC filing Filed Dec 2, 2025 |
| Nov 17, 2025 | Open-market purchase | Kent A Hansen (CFO) bought 123 shares at $12.70 ($2K) in an open-market purchase. Holdings up <1% to 136,230 shares. Not marked as a 10b5-1 plan trade. | SEC filing Filed Nov 19, 2025 |
| Nov 17, 2025 | Open-market purchase | John Taylor Maloney Fitzgerald (CEO and Director) bought 197 shares at $12.70 ($3K) in an open-market purchase. Holdings up <1% to 1,489,147 shares. Not marked as a 10b5-1 plan trade. | SEC filing Filed Nov 19, 2025 |
| Oct 30, 2025 | Open-market purchase | Kent A Hansen (CFO) bought 111 shares at $14.08 ($2K) in an open-market purchase. Holdings up <1% to 136,107 shares. Not marked as a 10b5-1 plan trade. | SEC filing Filed Nov 3, 2025 |
| Oct 30, 2025 | Open-market purchase | John Taylor Maloney Fitzgerald (CEO and Director) bought 177 shares at $14.08 ($2K) in an open-market purchase. Holdings up <1% to 1,488,950 shares. Not marked as a 10b5-1 plan trade. | SEC filing Filed Nov 3, 2025 |
11 routine transactions (such as grants, option exercises or tax withholding) are not listed.
Cluster buys
No cluster buys in the last 12 months.
Red flags
No red flags in the last 12 months.
Key events
No key events in the last 12 months.
8-K filings, last 12 months
No 8-K filings in the last 12 months.
Red flags are objective triggers only: the item or form filed, never an opinion.
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