🕵️ Kingsway Corp ($KWY)
SEC insider & ownership activity, last 12 months · CIK 1072627 · every row links its SEC filing
Over the last 12 months insiders sold $6.5M against $141K of open-market buying. Stilwell Joseph sold $5.8M (Aug–Dec). 2 planned sales are pending, the largest $52K (John T. Fitzgerald). No red-flag 8-Ks in the window.
Monthly net open-market insider flow, last 12 months (up = net buying)
Insider flow
3 buyers, $141K (49 lots) · 3 sellers, $6.5M (29 lots)
| Insider | Buys | Bought | Sells | Sold | Last |
|---|---|---|---|---|---|
| Stilwell Joseph | 0 | – | 24 | $5.8M | Dec 22, 2025 |
| Fitzgerald John Taylor Maloney | 24 | $60K | 4 | $554K | Jul 15, 2026 |
| Kent A. Hansen | 23 | $36K | 1 | $103K | Jul 15, 2026 |
| Horowitz Joshua | 2 | $45K | 0 | – | May 29, 2026 |
5%+ holders
| Holder | Stake | Class | Schedule | Event | |
|---|---|---|---|---|---|
| Stilwell Joseph | 12.7% | 13D | Dec 17, 2025 | filing ↗ | |
| Stilwell Value LLC | 12.7% | 13D | Dec 17, 2025 | filing ↗ | |
| Stilwell Activist Fund, L.P. | 12.7% | 13D | Dec 17, 2025 | filing ↗ | |
| Stilwell Activist Investments, L.P. | 12.7% | 13D | Dec 17, 2025 | filing ↗ | |
| Stilwell Value Partners VII, L.P. | 12.7% | 13D | Dec 17, 2025 | filing ↗ | |
| Stilwell Associates L P | 12.7% | 13D | Dec 17, 2025 | filing ↗ | |
| 1272562 Ontario Inc. | 10.4% | 13D | Mar 31, 2025 | filing ↗ | |
| Oakmont Capital Inc. | 10.4% | 13D | Mar 31, 2025 | filing ↗ | |
| Terence M. Kavanagh | 10.4% | 13D | Mar 31, 2025 | filing ↗ | |
| Adam J. Patinkin | 10.3% | 13D | May 18, 2026 | filing ↗ | |
| David Capital Partners, LLC | 9.0% | 13D | May 18, 2026 | filing ↗ | |
| Oakmont Capital Inc. | 8.2% | 13D | Dec 17, 2025 | filing ↗ | |
| E.J.K. Holdings Inc. | 8.2% | 13D | Dec 17, 2025 | filing ↗ | |
| 1272562 Ontario Inc | 8.2% | 13D | Dec 17, 2025 | filing ↗ | |
| Terence M. Kavanagh | 8.2% | 13D | Dec 17, 2025 | filing ↗ | |
| Gregory P. Hannon | 8.2% | 13D | Dec 17, 2025 | filing ↗ | |
| Greenhaven ROAD Investment Management, L.P. | 6.8% | 13G | Nov 6, 2025 | filing ↗ | |
| MVM Funds LLC | 6.8% | 13G | Nov 6, 2025 | filing ↗ | |
| Miller Scott Stewart | 6.8% | 13G | Nov 6, 2025 | filing ↗ | |
| Charles Frischer | 6.8% | 13D | Apr 11, 2025 | filing ↗ | |
| David Capital Partners Special Situation Fund, LP | 5.5% | 13D | May 18, 2026 | filing ↗ | |
| Capricorn Fund Managers Ltd | exited | 13G | Jul 13, 2026 | filing ↗ |
Planned insider sales (Form 144)
| Seller | Planned | Approx. sale date | |
|---|---|---|---|
| John T. Fitzgerald | $51K | May 21, 2026 | filing ↗ |
| John T. Fitzgerald | $51K | May 20, 2026 | filing ↗ |
| John T. Fitzgerald | $52K | May 19, 2026 | filing ↗ |
| Kent A. Hansen | $105K | Dec 29, 2025 | filing ↗ |
| John T. Fitzgerald | $398K | Dec 23, 2025 | filing ↗ |
Material events (8-K)
| Item | Event date | |
|---|---|---|
| Shareholder vote (5.07) | May 18, 2026 | filing ↗ |
| Charter/bylaw changes (5.03) | May 18, 2026 | filing ↗ |
| Reg FD disclosure (7.01) | May 18, 2026 | filing ↗ |
| Other events (8.01) | May 18, 2026 | filing ↗ |
| Financial Statements and Exhibits (9.01) | May 18, 2026 | filing ↗ |
| Material agreement (1.01) | May 8, 2026 | filing ↗ |
| Reg FD disclosure (7.01) | May 8, 2026 | filing ↗ |
| Financial Statements and Exhibits (9.01) | May 8, 2026 | filing ↗ |
| Earnings (2.02) | May 7, 2026 | filing ↗ |
| Financial Statements and Exhibits (9.01) | May 7, 2026 | filing ↗ |
| Reg FD disclosure (7.01) | Mar 16, 2026 | filing ↗ |
| Financial Statements and Exhibits (9.01) | Mar 16, 2026 | filing ↗ |
| Earnings (2.02) | Mar 12, 2026 | filing ↗ |
| Financial Statements and Exhibits (9.01) | Mar 12, 2026 | filing ↗ |
| Earnings (2.02) | Nov 6, 2025 | filing ↗ |
| Financial Statements and Exhibits (9.01) | Nov 6, 2025 | filing ↗ |
| Earnings (2.02) | Aug 7, 2025 | filing ↗ |
| Financial Statements and Exhibits (9.01) | Aug 7, 2025 | filing ↗ |