Fitzgerald John Taylor Maloney 4

What Happened

• John Taylor Fitzgerald Maloney, President & CEO and Director of Kingsway Financial Services Inc. (KFS), acquired 244 shares of KFS common stock on 2026-03-30 at $10.22 per share, for a total of about $2,494. This was a purchase (code P) reported on a Form 4 filed 2026-03-31.

Key Details

• Transaction date and price: 2026-03-30 — 244 shares at $10.22/share (total ≈ $2,494).
• Transaction type: Purchase under the Kingsway America Inc. Employee Share Purchase Plan (ESPP); shares were bought on the open market by the plan administrator through a broker.
• Shares owned after transaction: Not specified in the provided filing summary; filing notes holdings include 400,000 restricted shares granted on 2021-03-31 (footnote F2).
• Footnotes: F1 explains the ESPP lets eligible employees contribute up to 5% of adjusted salary with a 100% company match after 12 months; contributions are used to buy shares on the open market. F2 notes inclusion of 400,000 restricted shares granted 3/31/2021.
• Filing timeliness: Form 4 was filed on 2026-03-31 for a 2026-03-30 transaction (timely filing).

Context

• This was a routine ESPP purchase funded by payroll contributions and company matching rather than a direct market order by the insider. The purchase value is small (~$2.5k) and consistent with ongoing employee share plan participation; it should be viewed as a personal purchase rather than a material directional signal.