KWY insider transaction filings

KINGSWAY Corp — 26 most recent Form 4 filings from SEC EDGAR, normalized by FilingPulse. Latest filing: 2026-09-16. Screen KWY transaction legs live →

Insider transaction summary — last 90 days

2026-06-24 to 2026-09-22, from the filings listed below: 14 Form 4 filings. Counts and totals are arithmetic on values as filed — descriptive data, not a recommendation.

By insider — same window

Open-market purchase/sale legs on non-derivative securities, grouped by the filing's reporting owner(s); joint filings appear once. Dollar totals cover priced legs only (shares × price as filed). Ordered by priced transaction value, largest first.

InsiderFilingsPurchases (P)Sales (S)Other legs
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% owner13 legs · 100,000 sh · $1,000,000
Horowitz Joshua — Director13 legs · 9,103 sh · $89,484
Fitzgerald John Taylor Maloney — President and CEO, Director66 legs · 1,520 sh · $14,991
Hansen Kent A — CFO & EVP66 legs · 950 sh · $9,369

Recent Form 4 filings — KINGSWAY Corp

FiledFormInsiderReported transactionsSource
2026-09-164Hansen Kent A — CFO & EVPPurchase (P): 159 @ $9.82EDGAR
2026-09-164Fitzgerald John Taylor Maloney — President and CEO, DirectorPurchase (P): 254 @ $9.82EDGAR
2026-09-014Fitzgerald John Taylor Maloney — President and CEO, DirectorPurchase (P): 239 @ $10.45EDGAR
2026-09-014Hansen Kent A — CFO & EVPPurchase (P): 149 @ $10.45EDGAR
2026-08-204Horowitz Joshua — DirectorPurchase (P): 1,300 @ $9.75 · Purchase (P): 7,034 @ $9.84 · Purchase (P): 769 @ $9.89EDGAR
2026-08-184Fitzgerald John Taylor Maloney — President and CEO, DirectorPurchase (P): 254 @ $9.87EDGAR
2026-08-184Hansen Kent A — CFO & EVPPurchase (P): 158 @ $9.87EDGAR
2026-08-174Stilwell 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): 32,982 @ $10 · Sale (S): 26,168 @ $10 · Sale (S): 40,850 @ $10EDGAR
2026-07-314Hansen Kent A — CFO & EVPPurchase (P): 174 @ $8.98EDGAR
2026-07-314Fitzgerald John Taylor Maloney — President and CEO, DirectorPurchase (P): 278 @ $8.98EDGAR
2026-07-164Hansen Kent A — CFO & EVPPurchase (P): 161 @ $9.76EDGAR
2026-07-164Fitzgerald John Taylor Maloney — President and CEO, DirectorPurchase (P): 256 @ $9.76EDGAR
2026-07-014Hansen Kent A — CFO & EVPPurchase (P): 149 @ $10.45EDGAR
2026-07-014Fitzgerald John Taylor Maloney — President and CEO, DirectorPurchase (P): 239 @ $10.45EDGAR
2026-06-174Fitzgerald John Taylor Maloney — President and CEO, DirectorTax withholding (F): 30,233 @ $10.12EDGAR
2026-06-154Hansen Kent A — CFO & EVPPurchase (P): 150 @ $10.43EDGAR
2026-06-154Fitzgerald John Taylor Maloney — President and CEO, DirectorPurchase (P): 240 @ $10.43EDGAR
2026-06-014Horowitz Joshua — DirectorPurchase (P): 700 @ $9.95 · Purchase (P): 3,800 @ $9.91EDGAR
2026-06-014Hansen Kent A — CFO & EVPPurchase (P): 156 @ $10.03EDGAR
2026-06-014Fitzgerald John Taylor Maloney — President and CEO, DirectorPurchase (P): 250 @ $10.03EDGAR
2026-05-294Fitzgerald John Taylor Maloney — President and CEO, DirectorGift (G): 6,257 @ $9.99EDGAR
2026-05-224Fitzgerald John Taylor Maloney — President and CEO, DirectorSale (S): 5,000 @ $10.13EDGAR
2026-05-214Fitzgerald John Taylor Maloney — President and CEO, DirectorSale (S): 5,000 @ $10.30 · Sale (S): 5,000 @ $10.43EDGAR
2026-05-204Patinkin Adam Jonathan — DirectorGrant/award (A): 200,000 (derivative) @ $0 · Grant/award (A): 200,000 (derivative) @ $0EDGAR
2026-05-194Fitzgerald John Taylor Maloney — President and CEO, DirectorPurchase (P): 230 @ $10.85EDGAR
2026-05-194Hansen Kent A — CFO & EVPPurchase (P): 144 @ $10.85EDGAR

Recent 8-K events — KINGSWAY Corp

FiledFormItems reportedSource
2026-08-068-K2.02 — Results of Operations and Financial Condition
9.01 — Financial Statements and Exhibits
EDGAR
2026-05-218-K5.07 — Submission of Matters to a Vote of Security HoldersEDGAR
2026-05-198-K5.03 — 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
2026-05-118-K1.01 — Entry into a Material Definitive Agreement
7.01 — Regulation FD Disclosure
9.01 — Financial Statements and Exhibits
EDGAR
2026-05-078-K2.02 — Results of Operations and Financial Condition
9.01 — Financial Statements and Exhibits
EDGAR
2026-03-168-K7.01 — Regulation FD Disclosure
9.01 — Financial Statements and Exhibits
EDGAR
2026-03-128-K2.02 — Results of Operations and Financial Condition
9.01 — Financial Statements and Exhibits
EDGAR
2025-11-068-K2.02 — Results of Operations and Financial Condition
9.01 — Financial Statements and Exhibits
EDGAR
2025-08-078-K2.02 — Results of Operations and Financial Condition
9.01 — Financial Statements and Exhibits
EDGAR
2025-07-078-K1.01 — 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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