KINGSWAY Corp
KWYFigures shown here come from public SEC filings. Dates beside each section show the available history.
How KINGSWAY Corp Makes Money
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Financial Summary
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SEC filings supply these figures; updates after the dates shown are not included. This page includes 11 annual periods. The latest annual period ends Dec 31, 2025. The latest insider filing shown is dated Jun 17, 2026.
Ownership
Who holds the shares, as reported in SEC ownership filings.
Unusually large insider trades
Each trade is compared with the other insider trades of the same kind in the same security among KINGSWAY Corp's recent filings on file. Size alone is context, not a prediction or evidence of improper trading.
- 2025-06-27 · STILWELL JOSEPH: Larger than 53 of the 58 other insider sales of Common Stock on file. SEC filing
- 2025-03-26 · STILWELL JOSEPH: Larger than 56 of the 58 other insider sales of Common Stock on file. SEC filing
- 2025-03-26 · STILWELL JOSEPH: Larger than 55 of the 58 other insider sales of Common Stock on file. SEC filing
- 2025-03-26 · STILWELL JOSEPH: Larger than all 58 other insider sales of Common Stock on file. SEC filing
- 2024-12-19 · STILWELL JOSEPH: Larger than 54 of the 58 other insider sales of Common Stock on file. SEC filing
- 2024-12-18 · STILWELL JOSEPH: Larger than 57 of the 58 other insider sales of Common Stock on file. SEC filing
Independent insiders buying near the same time
- 2026-06-15–2026-06-15: 2 event(s) across 2 owner(s) — A cluster counts independent reporting owners that reported purchases within a set time. Co-filers and declared affiliates count once, and duplicate reports of the same event count once. ( filing , filing )
- 2026-05-28–2026-05-29: 4 event(s) across 3 owner(s) — A cluster counts independent reporting owners that reported purchases within a set time. Co-filers and declared affiliates count once, and duplicate reports of the same event count once. ( filing , filing , filing , filing )
- 2026-05-15–2026-05-15: 2 event(s) across 2 owner(s) — A cluster counts independent reporting owners that reported purchases within a set time. Co-filers and declared affiliates count once, and duplicate reports of the same event count once. ( filing , filing )
- 2026-04-30–2026-04-30: 2 event(s) across 2 owner(s) — A cluster counts independent reporting owners that reported purchases within a set time. Co-filers and declared affiliates count once, and duplicate reports of the same event count once. ( filing , filing )
- 2026-03-30–2026-03-30: 2 event(s) across 2 owner(s) — A cluster counts independent reporting owners that reported purchases within a set time. Co-filers and declared affiliates count once, and duplicate reports of the same event count once. ( filing , filing )
- 2026-03-13–2026-03-13: 2 event(s) across 2 owner(s) — A cluster counts independent reporting owners that reported purchases within a set time. Co-filers and declared affiliates count once, and duplicate reports of the same event count once. ( filing , filing )
- 2026-02-27–2026-02-27: 2 event(s) across 2 owner(s) — A cluster counts independent reporting owners that reported purchases within a set time. Co-filers and declared affiliates count once, and duplicate reports of the same event count once. ( filing , filing )
- 2026-02-17–2026-02-17: 2 event(s) across 2 owner(s) — A cluster counts independent reporting owners that reported purchases within a set time. Co-filers and declared affiliates count once, and duplicate reports of the same event count once. ( filing , filing )
- 2026-02-02–2026-02-02: 2 event(s) across 2 owner(s) — A cluster counts independent reporting owners that reported purchases within a set time. Co-filers and declared affiliates count once, and duplicate reports of the same event count once. ( filing , filing )
- 2026-01-15–2026-01-15: 2 event(s) across 2 owner(s) — A cluster counts independent reporting owners that reported purchases within a set time. Co-filers and declared affiliates count once, and duplicate reports of the same event count once. ( filing , filing )
- 2025-12-31–2025-12-31: 2 event(s) across 2 owner(s) — A cluster counts independent reporting owners that reported purchases within a set time. Co-filers and declared affiliates count once, and duplicate reports of the same event count once. ( filing , filing )
- 2025-12-16–2025-12-16: 2 event(s) across 2 owner(s) — A cluster counts independent reporting owners that reported purchases within a set time. Co-filers and declared affiliates count once, and duplicate reports of the same event count once. ( filing , filing )
- 2025-11-28–2025-11-28: 2 event(s) across 2 owner(s) — A cluster counts independent reporting owners that reported purchases within a set time. Co-filers and declared affiliates count once, and duplicate reports of the same event count once. ( filing , filing )
- 2025-11-17–2025-11-17: 2 event(s) across 2 owner(s) — A cluster counts independent reporting owners that reported purchases within a set time. Co-filers and declared affiliates count once, and duplicate reports of the same event count once. ( filing , filing )
- 2025-10-30–2025-10-30: 2 event(s) across 2 owner(s) — A cluster counts independent reporting owners that reported purchases within a set time. Co-filers and declared affiliates count once, and duplicate reports of the same event count once. ( filing , filing )
- 2025-10-15–2025-10-15: 2 event(s) across 2 owner(s) — A cluster counts independent reporting owners that reported purchases within a set time. Co-filers and declared affiliates count once, and duplicate reports of the same event count once. ( filing , filing )
- 2025-09-30–2025-09-30: 2 event(s) across 2 owner(s) — A cluster counts independent reporting owners that reported purchases within a set time. Co-filers and declared affiliates count once, and duplicate reports of the same event count once. ( filing , filing )
- 2025-09-15–2025-09-15: 2 event(s) across 2 owner(s) — A cluster counts independent reporting owners that reported purchases within a set time. Co-filers and declared affiliates count once, and duplicate reports of the same event count once. ( filing , filing )
- 2025-08-29–2025-08-29: 2 event(s) across 2 owner(s) — A cluster counts independent reporting owners that reported purchases within a set time. Co-filers and declared affiliates count once, and duplicate reports of the same event count once. ( filing , filing )
- 2025-08-18–2025-08-18: 2 event(s) across 2 owner(s) — A cluster counts independent reporting owners that reported purchases within a set time. Co-filers and declared affiliates count once, and duplicate reports of the same event count once. ( filing , filing )
Purchases & sales (open market or private)
| Security | Code | Price | Filing | |||
|---|---|---|---|---|---|---|
| 2026-06-15 | Fitzgerald John Taylor Maloney · President and CEO | Common Stock | P — Open market or private purchase | +240 | 10.43 | SEC filing |
| 2026-06-15 | Hansen Kent A · CFO & EVP | Common Stock | P — Open market or private purchase | +150 | 10.43 | SEC filing |
| 2026-05-29 | Fitzgerald John Taylor Maloney · President and CEO | Common Stock | P — Open market or private purchase | +250 | 10.03 | SEC filing |
| 2026-05-29 | Hansen Kent A · CFO & EVP | Common Stock | P — Open market or private purchase | +156 | 10.03 | SEC filing |
| 2026-05-29 | Horowitz Joshua · Director | Common Stock | P — Open market or private purchase | +3,800 | 9.91 | SEC filing |
| 2026-05-28 | Horowitz Joshua · Director | Common Stock | P — Open market or private purchase | +700 | 9.95 | SEC filing |
| 2026-05-21 | Fitzgerald John Taylor Maloney · President and CEO | Common Stock | S — Open market or private sale | −5,000 | 10.14 | SEC filing |
| 2026-05-20 | Fitzgerald John Taylor Maloney · President and CEO | Common Stock | S — Open market or private sale | −5,000 | 10.43 | SEC filing |
Showing 8 of 20 rows
Grants, exercises, tax & gifts
| Security | Code | Filing | |||
|---|---|---|---|---|---|
| 2026-06-15 | Fitzgerald John Taylor Maloney · President and CEO | Common Stock | F — Payment of exercise price or tax by delivering securities | −30,233 | SEC filing |
| 2026-05-27 | Fitzgerald John Taylor Maloney · President and CEO | Common Stock | G — Bona fide gift | −6,257 | SEC filing |
| 2026-05-18 | Patinkin Adam Jonathan · Director | Nonqualified Stock Option | A — Grant, award, or other acquisition | +200,000 | SEC filing |
| 2026-03-17 | Hansen Kent A · CFO & EVP | Common Stock | A — Grant, award, or other acquisition | +14,568 | SEC filing |
| 2025-12-30 | Hansen Kent A · CFO & EVP | Common Stock | F — Payment of exercise price or tax by delivering securities | −3,004 | SEC filing |
| 2025-12-30 | Hansen Kent A · CFO & EVP | Common Stock | F — Payment of exercise price or tax by delivering securities | −2,919 | SEC filing |
| 2025-12-30 | Hansen Kent A · CFO & EVP | Common Stock | F — Payment of exercise price or tax by delivering securities | −3,565 | SEC filing |
| 2025-12-17 | OAKMONT CAPITAL INC · 10% owner | Common Stock | X — Exercise of in-the-money or at-the-money derivative security | −500,000 | SEC filing |
Showing 8 of 31 rows
Other activity
| Security | Code | Filing | |||
|---|---|---|---|---|---|
| 2025-09-26 | Fitzgerald John Taylor Maloney · President and CEO | Common Stock | J — Other acquisition or disposition | +14,100 | SEC filing |
| 2025-09-26 | Fitzgerald John Taylor Maloney · President and CEO | Common Stock | J — Other acquisition or disposition | −14,100 | SEC filing |
| 2023-12-20 | Fitzgerald John Taylor Maloney · President and CEO | Common Stock | J — Other acquisition or disposition | −20,000 | SEC filing |
| 2023-12-20 | Fitzgerald John Taylor Maloney · President and CEO | Common Stock | J — Other acquisition or disposition | +20,000 | SEC filing |
Showing 4 of 4 rows
These tables describe filed transactions, not current holdings. Prices are shown as filed; a currency is added only when the filing's data names one. Amended and possible duplicate rows are left out of size comparisons and transaction groups.