KINGSWAY Corp (KWY) President and CEO and director John Taylor Maloney Fitzgerald purchased 357 common shares on October 15, 2026, at $9.74 per share through the Kingsway America Inc. Employee Share Purchase Plan. The plan administrator acquires shares on the open market; eligible employees may contribute up to 5% of adjusted salary per regular payroll period, and a 100% company match applies after 12 months of employment. Direct holdings after the purchase were 1,427,787 shares, including 300,000 restricted shares. Trust-GEF, Trust-LTF and Trust-MPF each reported indirect holdings of 29,100 shares. No Rule 10b5-1 plan is reported.
Kingsway Corp CFO & EVP Kent A. Hansen purchased 160 shares of common stock at $9.74 per share on October 16, 2026, under the Kingsway America Inc. Employee Share Purchase Plan (ESPP). The plan administrator acquired the shares on the open market through a registered stockbroker. Hansen reported direct holdings of 136,832 shares after the purchase, including 6,909 restricted shares granted December 4, 2024, and 14,568 restricted shares granted March 17, 2026. No Rule 10b5-1 plan is reported.
Kingsway Corp director Joshua Horowitz reported that Palm Global Small Cap Master Fund LP purchased 2,717 common shares on September 28, 2026, at a weighted average $9.2757 per share, and 858 shares on September 30, 2026, at $9.23 per share. As reported on September 28, 2026, the fund held 14,000 Class D Preferred Stock shares, convertible at the holder’s option at an initial $9.50 per-share price; Horowitz directly held 32,500 common shares. Horowitz disclaimed beneficial ownership except to the extent of his pecuniary interest.
Kingsway Corp President and CEO John Taylor Maloney Fitzgerald purchased 269 common shares at $9.30 per share on September 30, 2026, through Kingsway America Inc.’s Employee Share Purchase Plan; the plan administrator acquired the shares on the open market. The filing does not indicate a Rule 10b5-1 plan. His reported direct holdings after the purchase were 1,427,430 shares, including 300,000 shares of restricted stock granted March 31, 2021. Separate indirect holdings are listed as 29,100 shares each in Trust-GEF, Trust-LTF, and Trust-MPF.
Kingsway Corp (KWY) CFO & EVP Kent A. Hansen purchased 169 common shares at $9.30 per share on September 30, 2026. His reported direct holdings after the purchase were 136,672 shares, including restricted stock grants of 6,909 shares on December 4, 2024, and 14,568 shares on March 17, 2026. The purchase was under the Kingsway America Inc. Employee Share Purchase Plan, which permits eligible employees to contribute up to 5% of adjusted salary per regular payroll period; for employees with 12 months of service, the company matches employee contributions at 100%. The transaction was not reported as made under a Rule 10b5-1 plan.
KINGSWAY Corp (KWY) chief financial officer and executive vice president Kent A. Hansen purchased 159 shares of common stock on September 15, 2026 at $9.82 per share, through participation in Kingsway America Inc.’s Employee Share Purchase Plan. After this purchase, he directly holds 136,503 shares, including 6,909 restricted shares granted on December 4, 2024 and 14,568 restricted shares granted on March 17, 2026.
KINGSWAY Corp (KWY) reported that President and CEO, and director, John Taylor Maloney purchased 254 shares of Common Stock on September 15, 2026 at $9.82 per share through the company’s Employee Share Purchase Plan. Following this, he directly holds 1,427,161 shares, including 300,000 restricted shares, plus additional indirect holdings through family trusts. No Rule 10b5-1 trading plan is reported.
KINGSWAY Corp (KWY) reported that its CFO & EVP, Kent A. Hansen, purchased common stock. On August 31, 2026, he acquired 149 shares of common stock at $10.45 per share, in a transaction reported as a purchase in the open market or a private transaction. The shares were acquired through the Kingsway America Inc. Employee Share Purchase Plan (ESPP). After this transaction, Hansen directly holds 136,344 shares of KINGSWAY Corp common stock, which include 6,909 restricted shares granted on December 4, 2024, and 14,568 restricted shares granted on March 17, 2026.
KINGSWAY Corp (KWY) director and President & CEO John Taylor Maloney purchased 239 shares of Common Stock on August 31, 2026 at $10.45 per share, through the Kingsway America Inc. Employee Share Purchase Plan. Following this purchase, his direct holdings total 1,426,907 shares, including 300,000 restricted shares granted on March 31, 2021. The filing also reports three indirect holdings of 29,100 shares each in separate trusts.
KINGSWAY Corp (KWY) director Joshua Horowitz reported indirect open-market purchases of Common Stock through Palm Global Small Cap Master Fund LP on August 18–20, 2026, totaling 9,103 shares at weighted-average prices around $9.75–$9.89 per share. Horowitz also reports 32,500 Common shares held directly and an indirect derivative position in Class D Preferred Stock convertible into 36,842.4 Common shares at a $9.50 conversion price. Palm Management (US) LLC and Horowitz may be deemed beneficial owners of Palm Global’s holdings but each disclaims beneficial ownership except to the extent of pecuniary interest.