KINGSWAY (KWY) CEO Fitzgerald Maloney Buys 254 Shares via ESPP

What Happened
Fitzgerald John Taylor Maloney (President & CEO, Director) purchased 254 shares of KINGSWAY Corporation (KWY) on 2026-08-17 at $9.87 per share, for a total of approximately $2,507. The purchase was made under the company’s Employee Share Purchase Plan (ESPP) and is coded as a purchase (P) on the Form 4.

Key Details

• Transaction date and price: 2026-08-17, 254 shares at $9.87 each.
• Total transaction value: ~$2,507.
• Filing date / timeliness: Form 4 filed 2026-08-18 (timely).
• Transaction code: P (purchase via ESPP).
• Shares owned after transaction: not specified in the provided excerpt; filing notes include 300,000 restricted shares granted March 31, 2021 (see footnote F2).
• Notable footnote (F1): Shares were acquired pursuant to the Kingsway America Inc. ESPP; employees may contribute up to 5% of salary and, after 12 months of employment, the company matches 100% of contributions. ESPP purchases are executed on the open market by the plan administrator through a broker.

Context
This was an ESPP purchase — a routine payroll-deduction and company-match program — rather than a direct, discretionary open-market buy by the insider. The amount is modest, typical of periodic ESPP contributions; such purchases indicate participation in the company plan but should not be over-interpreted as a strong market signal.