KINGSWAY (KWY) CEO John Maloney Buys 254 Shares

What Happened
John Taylor Maloney, President & CEO and a director of KINGSWAY Corporation (KWY), acquired 254 shares of Common Stock on 2026-09-15 at $9.82 per share, for a total purchase price of approximately $2,494. The transaction is reported as a purchase (code P).

Key Details

• Transaction date and price: 2026-09-15 — 254 shares at $9.82 per share (total ≈ $2,494).
• Transaction type: Open market purchase under the company’s Employee Share Purchase Plan (ESPP).
• Shares owned after transaction: Not disclosed in the provided filing.
• Footnotes: F1 — shares were acquired pursuant to the Kingsway America Inc. ESPP; employee contributions (up to 5% of adjusted salary) and company matching contributions are used to buy shares on the open market via a broker. F2 — filing notes Maloney holds 300,000 restricted shares granted March 31, 2021.
• Filing timeliness: Period of report 2026-09-15; filed 2026-09-16 (timely).

Context
This purchase was made through the company’s ESPP, which funds share purchases from employee payroll contributions and a company match (100% of employee contribution after 12 months of employment). ESPP purchases are common for employees and reflect payroll-based accumulation rather than an ad hoc open-market investment decision.