President and CEO John Taylor Maloney Fitzgerald filed a Form 4 with the SEC on November 3, 2026, disclosing a purchase of 260 shares of Kingsway Corporation common stock on October 30, 2026, through the company's Employee Share Purchase Plan.

Key Highlights

  • Transaction: 260 shares of common stock acquired (transaction code P) on October 30, 2026, at a price of $9.61 per share.
  • Plan: Shares were acquired pursuant to the Kingsway America Inc. Employee Share Purchase Plan, as amended and restated effective May 29, 2014.
  • Direct ownership following transaction: 1,428,047 shares of common stock held directly, including 300,000 shares of restricted stock granted on March 31, 2021.
  • Indirect holdings: 29,100 shares held indirectly through each of three trusts: Trust-GEF, Trust-LTF, and Trust-MPF.
  • Reporting person roles: Fitzgerald is identified as both a Director and President and CEO of Kingsway Corporation (NYSE:KWY).
  • Open market acquisition: According to the filing, shares under the ESPP are purchased on the open market through a duly registered stockbroker.

ESPP Purchase Details and Beneficial Ownership for Maloney Fitzgerald at Kingsway Corporation

According to the Form 4 filed on November 3, 2026, John Taylor Maloney Fitzgerald, serving as President and CEO and Director of Kingsway Corporation (NYSE:KWY), acquired 260 shares of common stock on October 30, 2026, at $9.61 per share. The filing states the acquisition was made pursuant to the Kingsway America Inc. Employee Share Purchase Plan (ESPP), as amended and restated effective May 29, 2014.

The filing explains that under the ESPP, eligible employees may contribute up to 5% of adjusted salary per regular payroll period. For employees who have been employed by Kingsway America Inc. and its subsidiaries for 12 months, the company makes "a matching contribution equal to 100% of such employee's contribution." Both employee and company contributions are used to purchase shares on the open market through a registered stockbroker as soon as administratively practicable after contributions are made.

Following the reported transaction, the filing indicates Maloney Fitzgerald directly holds 1,428,047 shares of common stock, a figure the filing notes includes 300,000 shares of restricted stock granted on March 31, 2021. In addition, he holds 29,100 shares indirectly through each of three separate trusts identified as Trust-GEF, Trust-LTF, and Trust-MPF. The Form 4 was signed by Debra S. Rouse as attorney-in-fact for John Taylor Maloney Fitzgerald.

What Was Disclosed

The filing reports a purchase of 260 common shares at $9.61 by Kingsway Corporation's President and CEO through the company's ESPP on October 30, 2026, bringing his direct beneficial ownership to 1,428,047 shares, plus indirect holdings of 29,100 shares in each of three trusts.