Fitzgerald John Taylor Maloney 4

What Happened

• Fitzgerald John Taylor Maloney (President, CEO and Director) purchased 230 shares of KINGSWAY Corp (KWY) on May 15, 2026 at $10.85 per share, for a total cash outlay of $2,496. The shares were acquired through the company’s Employee Share Purchase Plan (ESPP).

Key Details

• Transaction date and price: 2026-05-15, 230 shares at $10.85 each.
• Total value: $2,496.
• Acquisition method: Shares purchased under the Kingsway America Inc. ESPP; the plan administrator buys shares on the open market through a broker (Footnote F1).
• Ownership note: Filing references 400,000 restricted shares granted March 31, 2021 (Footnote F2). The filing does not state a full post-transaction total beneficial ownership figure.
• Filing timeliness: Report filed May 19, 2026; based on the May 15 transaction date, the Form 4 was filed within the standard two-business-day window (timely).

Context

• This was a small open‑market purchase made under an ESPP (payroll contributions with possible company matching), a routine way executives accumulate shares. Purchases can be interpreted as a modest affirmative action by the insider, but the size ($2.5k) is small and should be weighed alongside other signals and company fundamentals.