Fitzgerald John Taylor Maloney 4

What Happened
Fitzgerald John Taylor Maloney (President, CEO and Director) purchased 234 shares of Kingsway Financial Services Inc. common stock on March 13, 2026 at $10.71 per share, a total cost of $2,506. The shares were acquired through the company’s Employee Share Purchase Plan (ESPP). This was a purchase (often viewed as a more informative/positive signal than a sale), though the size is modest and consistent with routine ESPP contributions.

Key Details

• Transaction date: 2026-03-13; 234 shares at $10.71 each; total $2,506. (Code: P = Purchase)
• Acquisition method: ESPP — shares are bought on the open market by the plan administrator (Footnote F1).
• Shares owned after transaction: Not specified in the provided excerpt; consult the full Form 4 for total beneficial ownership.
• Relevant footnotes: F1 describes the ESPP (employees may contribute up to 5% of salary; company matches 100% after 12 months; purchases made on the open market). F2 notes 400,000 restricted shares granted March 31, 2021 are included in reported holdings.
• Filing timeliness: Report filed 2026-03-16 for a 2026-03-13 transaction — appears timely (not marked late).

Context: ESPP purchases are typically payroll-driven contributions and company matching rather than large discretionary market bets. Because the plan administrator buys shares on the open market, these transactions reflect participation in the ESPP rather than direct issuances by the company. For complete holdings and to assess significance, review the full Form 4 filing.