KINGSWAY (KWY) CEO John Maloney Buys 269 Shares

What Happened
John Taylor Fitzgerald Maloney, President & CEO and a director of KINGSWAY Corp (KWY), acquired 269 shares on 2026-09-30 at $9.30 per share in an open-market purchase under the company's Employee Share Purchase Plan (ESPP), for a total cost of $2,502. This was a purchase (insider buy) rather than a sale.

Key Details

• Transaction date and price: 2026-09-30 — 269 shares at $9.30 each (total $2,502). Transaction code: P (purchase).
• Mechanism: Shares were acquired pursuant to the Kingsway America Inc. ESPP; the plan’s administrator purchases shares on the open market through a broker on behalf of participating employees. (Footnote F1)
• Holdings note: The filing references 300,000 shares of restricted stock granted March 31, 2021 as part of the insider’s reported holdings. The filing extract provided does not state the total shares owned after this purchase. (Footnote F2)
• Filing timeliness: Form 4 filed on 2026-09-30 — appears to be timely (no late-filing indication).

Context
This purchase was made under an ESPP that allows employees to contribute up to 5% of adjusted salary, with a 100% company match after 12 months; contributions are used to buy shares as administratively practicable. Employee-plan purchases are common and reflect routine participation in company plans rather than direct open-market trading decisions by the insider.