KFS insider transaction filings
KINGSWAY FINANCIAL SERVICES INC — 50 most recent Form 4 filings from SEC EDGAR, normalized by FilingPulse. Latest filing: 2026-05-04. Screen KFS transaction legs live →
| Filed | Form | Insider | Reported transactions | Source |
|---|---|---|---|---|
| 2026-05-04 | 4 | Hansen Kent A — CFO & EVP | Purchase (P): 143 @ $10.93 | EDGAR |
| 2026-05-04 | 4 | Fitzgerald John Taylor Maloney — President and CEO, Director | Purchase (P): 229 @ $10.93 | EDGAR |
| 2026-04-15 | 4 | Fitzgerald John Taylor Maloney — President and CEO, Director | Purchase (P): 211 @ $11.85 | EDGAR |
| 2026-04-08 | 4 | Hansen Kent A — CFO & EVP | Grant/award (A): 14,568 @ $11.02 | EDGAR |
| 2026-03-31 | 4 | Hansen Kent A — CFO & EVP | Purchase (P): 153 @ $10.22 | EDGAR |
| 2026-03-31 | 4 | Fitzgerald John Taylor Maloney — President and CEO, Director | Purchase (P): 244 @ $10.22 | EDGAR |
| 2026-03-16 | 4 | Fitzgerald John Taylor Maloney — President and CEO, Director | Purchase (P): 234 @ $10.71 | EDGAR |
| 2026-03-16 | 4 | Hansen Kent A — CFO & EVP | Purchase (P): 146 @ $10.71 | EDGAR |
| 2026-03-02 | 4 | Hansen Kent A — CFO & EVP | Purchase (P): 126 @ $12.34 | EDGAR |
| 2026-03-02 | 4 | Fitzgerald John Taylor Maloney — President and CEO, Director | Purchase (P): 202 @ $12.34 | EDGAR |
| 2026-02-18 | 4 | Hansen Kent A — CFO & EVP | Purchase (P): 128 @ $12.19 | EDGAR |
| 2026-02-18 | 4 | Fitzgerald John Taylor Maloney — President and CEO, Director | Purchase (P): 205 @ $12.19 | EDGAR |
| 2026-02-02 | 4 | Fitzgerald John Taylor Maloney — President and CEO, Director | Purchase (P): 183 @ $13.69 | EDGAR |
| 2026-02-02 | 4 | Hansen Kent A — CFO & EVP | Purchase (P): 114 @ $13.69 | EDGAR |
| 2026-01-29 | 4 | Fitzgerald John Taylor Maloney — President and CEO, Director | Purchase (P): 185 @ $13.54 | EDGAR |
| 2026-01-29 | 4 | Hansen Kent A — CFO & EVP | Purchase (P): 116 @ $13.54 | EDGAR |
| 2026-01-05 | 4 | Hansen Kent A — CFO & EVP | Purchase (P): 115 @ $13.58 | EDGAR |
| 2026-01-05 | 4 | Fitzgerald John Taylor Maloney — President and CEO, Director | Purchase (P): 184 @ $13.58 | EDGAR |
| 2025-12-31 | 4 | Hansen Kent A — CFO & EVP | Sale (S): 7,500 @ $13.67 · Tax withholding (F): 3,565 @ $12.83 · Tax withholding (F): 3,004 @ $12.83 · Tax withholding (F): 2,919 @ $12.83 | EDGAR |
| 2025-12-29 | 4 | Stilwell Joseph — Director, 10% owner Stilwell Value LLC — 10% owner Stilwell Associates, L.P. — 10% owner Stilwell Activist Fund, L.P. — 10% owner Stilwell Activist Investments, L.P. — 10% owner Stilwell Value Partners VII, L.P. — 10% owner | Sale (S): 19,229 @ $12.80 | EDGAR |
| 2025-12-29 | 4 | Fitzgerald John Taylor Maloney — President and CEO, Director | Sale (S): 30,000 @ $13.32 | EDGAR |
| 2025-12-19 | 4 | Stilwell Joseph — Director, 10% owner Stilwell Value LLC — 10% owner Stilwell Associates, L.P. — 10% owner Stilwell Activist Fund, L.P. — 10% owner Stilwell Activist Investments, L.P. — 10% owner Stilwell Value Partners VII, L.P. — 10% owner | Option exercise/expiry (X): 215,477 @ $8.25 · Option exercise/expiry (X): 1,295,411 @ $8.25 · Option exercise/expiry (X): 20,270 @ $8.25 · Option exercise/expiry (X): 218,842 @ $8.25 · Option exercise/expiry (X): 215,477 (derivative) @ $0 · Option exercise/expiry (X): 1,295,411 (derivative) @ $0 · +2 more | EDGAR |
| 2025-12-19 | 4 | Kavanagh Terence Michael — Director | Option exercise/expiry (X): 500,000 @ $8.25 · Option exercise/expiry (X): 500,000 (derivative) @ $0 | EDGAR |
| 2025-12-19 | 4 | Hannon Gregory Paul — Director | Option exercise/expiry (X): 500,000 @ $8.25 · Option exercise/expiry (X): 500,000 (derivative) @ $0 | EDGAR |
| 2025-12-19 | 4 | OAKMONT CAPITAL INC — 10% owner | Option exercise/expiry (X): 500,000 @ $8.25 · Option exercise/expiry (X): 500,000 (derivative) @ $0 | EDGAR |
| 2025-12-18 | 4 | Horowitz Joshua — Director | Option exercise/expiry (X): 22,500 @ $8.25 · Option exercise/expiry (X): 252,500 @ $8.25 · Option exercise/expiry (X): 22,500 (derivative) @ $0 · Option exercise/expiry (X): 252,500 (derivative) @ $0 | EDGAR |
| 2025-12-18 | 4 | Hansen Kent A — CFO & EVP | Purchase (P): 122 @ $12.82 | EDGAR |
| 2025-12-18 | 4 | Fitzgerald John Taylor Maloney — President and CEO, Director | Purchase (P): 195 @ $12.82 | EDGAR |
| 2025-12-18 | 4 | Patinkin Adam Jonathan — Director | Option exercise/expiry (X): 275,000 @ $8.25 · Option exercise/expiry (X): 540,000 @ $8.25 · Option exercise/expiry (X): 500,000 @ $8.25 · Option exercise/expiry (X): 275,000 (derivative) @ $0 · Option exercise/expiry (X): 540,000 (derivative) @ $0 · Option exercise/expiry (X): 500,000 (derivative) @ $0 | EDGAR |
| 2025-12-17 | 4 | Stilwell Joseph — Director, 10% owner Stilwell Value LLC — 10% owner Stilwell Associates, L.P. — 10% owner Stilwell Activist Fund, L.P. — 10% owner Stilwell Activist Investments, L.P. — 10% owner Stilwell Value Partners VII, L.P. — 10% owner | Sale (S): 34,269 @ $12.80 · Sale (S): 10,429 @ $12.80 | EDGAR |
| 2025-12-15 | 4 | Stilwell Joseph — Director, 10% owner Stilwell Value LLC — 10% owner Stilwell Associates, L.P. — 10% owner Stilwell Activist Fund, L.P. — 10% owner Stilwell Activist Investments, L.P. — 10% owner Stilwell Value Partners VII, L.P. — 10% owner | Sale (S): 67,500 @ $12.80 | EDGAR |
| 2025-12-10 | 4 | Stilwell Joseph — Director, 10% owner Stilwell Value LLC — 10% owner Stilwell Associates, L.P. — 10% owner Stilwell Activist Fund, L.P. — 10% owner Stilwell Activist Investments, L.P. — 10% owner Stilwell Value Partners VII, L.P. — 10% owner | Sale (S): 35,000 @ $12.82 · Sale (S): 20,000 @ $12.80 | EDGAR |
| 2025-12-02 | 4 | Fitzgerald John Taylor Maloney — President and CEO, Director | Purchase (P): 192 @ $13.03 | EDGAR |
| 2025-12-02 | 4 | Hansen Kent A — CFO & EVP | Purchase (P): 120 @ $13.03 | EDGAR |
| 2025-11-19 | 4 | Hansen Kent A — CFO & EVP | Purchase (P): 123 @ $12.70 | EDGAR |
| 2025-11-19 | 4 | Fitzgerald John Taylor Maloney — President and CEO, Director | Purchase (P): 197 @ $12.70 | EDGAR |
| 2025-11-03 | 4 | Hansen Kent A — CFO & EVP | Purchase (P): 111 @ $14.08 | EDGAR |
| 2025-11-03 | 4 | Fitzgerald John Taylor Maloney — President and CEO, Director | Purchase (P): 177 @ $14.08 | EDGAR |
| 2025-10-17 | 4 | Hansen Kent A — CFO & EVP | Purchase (P): 98 @ $15.92 | EDGAR |
| 2025-10-17 | 4 | Fitzgerald John Taylor Maloney — President and CEO, Director | Purchase (P): 157 @ $15.92 | EDGAR |
| 2025-10-02 | 4 | Fitzgerald John Taylor Maloney — President and CEO, Director | Purchase (P): 171 @ $14.63 | EDGAR |
| 2025-10-02 | 4 | Hansen Kent A — CFO & EVP | Purchase (P): 107 @ $14.63 | EDGAR |
| 2025-09-30 | 4 | Fitzgerald John Taylor Maloney — President and CEO, Director | Other (J): 14,100 @ $14.57 · Other (J): 14,100 @ $14.57 · Other (J): 14,100 @ $14.57 · Other (J): 14,100 @ $14.57 · Other (J): 14,100 @ $14.57 · Other (J): 14,100 @ $14.57 | EDGAR |
| 2025-09-18 | 4 | Stilwell Joseph — Director, 10% owner Stilwell Value LLC — 10% owner Stilwell Associates, L.P. — 10% owner Stilwell Activist Fund, L.P. — 10% owner Stilwell Activist Investments, L.P. — 10% owner Stilwell Value Partners VII, L.P. — 10% owner | Sale (S): 11,941 @ $14.40 · Sale (S): 2,106 @ $14.40 · Sale (S): 5,953 @ $14.40 · Sale (S): 28,657 @ $14.47 · Sale (S): 5,055 @ $14.47 · Sale (S): 14,288 @ $14.47 | EDGAR |
| 2025-09-16 | 4 | Fitzgerald John Taylor Maloney — President and CEO, Director | Purchase (P): 174 @ $14.36 | EDGAR |
| 2025-09-16 | 4 | Hansen Kent A — CFO & EVP | Purchase (P): 109 @ $14.36 | EDGAR |
| 2025-09-10 | 4 | Stilwell Joseph — Director, 10% owner Stilwell Value LLC — 10% owner Stilwell Associates, L.P. — 10% owner Stilwell Activist Fund, L.P. — 10% owner Stilwell Activist Investments, L.P. — 10% owner Stilwell Value Partners VII, L.P. — 10% owner | Sale (S): 14,944 @ $14.41 · Sale (S): 2,551 @ $14.41 · Sale (S): 7,505 @ $14.41 | EDGAR |
| 2025-09-02 | 4 | Hansen Kent A — CFO & EVP | Purchase (P): 107 @ $14.49 | EDGAR |
| 2025-09-02 | 4 | Fitzgerald John Taylor Maloney — President and CEO, Director | Purchase (P): 173 @ $14.49 | EDGAR |
| 2025-08-26 | 4 | STILWELL JOSEPH — Director, 10% owner Stilwell Value LLC — 10% owner STILWELL ASSOCIATES L P — 10% owner Stilwell Activist Fund, L.P. — 10% owner Stilwell Activist Investments, L.P. — 10% owner Stilwell Value Partners VII, L.P. — 10% owner | Sale (S): 44,772 @ $14.18 · Sale (S): 7,642 @ $14.18 · Sale (S): 22,586 @ $14.18 | EDGAR |
Recent 8-K events — KINGSWAY FINANCIAL SERVICES INC
| Filed | Form | Items reported | Source |
|---|---|---|---|
| 2026-08-06 | 8-K | 2.02 — Results of Operations and Financial Condition 9.01 — Financial Statements and Exhibits | EDGAR |
| 2026-05-21 | 8-K | 5.07 — Submission of Matters to a Vote of Security Holders | EDGAR |
| 2026-05-19 | 8-K | 5.03 — Amendments to Articles of Incorporation or Bylaws; Change in Fiscal Year 7.01 — Regulation FD Disclosure 8.01 — Other Events 9.01 — Financial Statements and Exhibits | EDGAR |
| 2026-05-11 | 8-K | 1.01 — Entry into a Material Definitive Agreement 7.01 — Regulation FD Disclosure 9.01 — Financial Statements and Exhibits | EDGAR |
| 2026-05-07 | 8-K | 2.02 — Results of Operations and Financial Condition 9.01 — Financial Statements and Exhibits | EDGAR |
| 2026-03-16 | 8-K | 7.01 — Regulation FD Disclosure 9.01 — Financial Statements and Exhibits | EDGAR |
| 2026-03-12 | 8-K | 2.02 — Results of Operations and Financial Condition 9.01 — Financial Statements and Exhibits | EDGAR |
| 2025-11-06 | 8-K | 2.02 — Results of Operations and Financial Condition 9.01 — Financial Statements and Exhibits | EDGAR |
| 2025-08-07 | 8-K | 2.02 — Results of Operations and Financial Condition 9.01 — Financial Statements and Exhibits | EDGAR |
| 2025-07-07 | 8-K | 1.01 — Entry into a Material Definitive Agreement 2.03 — Creation of a Direct Financial Obligation or an Obligation under an Off-Balance Sheet Arrangement of a Registrant 7.01 — Regulation FD Disclosure 9.01 — Financial Statements and Exhibits | EDGAR |
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