Kingsway Corp president and CEO buys $2,497 in company stock By Investing.com

John Taylor Maloney Fitzgerald, President and CEO of KINGSWAY Corp (), recently acquired company stock totaling $2,497. The transaction, reported on an SEC Form 4 filing dated August 31, 2026, involved the purchase of 239 common shares at a price of $10.45 per share. The purchase price sits slightly above the current stock price of $10.09, which has declined nearly 25% year-to-date. According to InvestingPro analysis, the stock appears overvalued at current levels.

These shares were acquired through the Kingsway America Inc. Employee Share Purchase Plan (ESPP). Under the ESPP, eligible employees can contribute up to 5% of their adjusted salary, with the company providing a 100% matching contribution for employees with 12 months or more of service. An administrator for the ESPP purchases these shares on the open market.

Following this transaction, Mr. Fitzgerald directly holds 1,426,907 shares of common stock, which includes 300,000 shares of restricted stock granted on March 31, 2021. Additionally, he indirectly holds 29,100 shares each through three separate trusts: Trust-GEF, Trust-LTF, and Trust-MPF. Mr. Fitzgerald also serves as a Director for Kingsway Corp. For deeper insights into KWY’s financial health and additional ProTips, investors can access the comprehensive Pro Research Report available on InvestingPro.

In other recent news, Kingsway Corporation reported robust financial results for the second quarter of 2026. The company’s revenue increased by 27.6% year-over-year, reaching $39.4 million, while adjusted EBITDA more than tripled to $5.2 million. Kingsway also swung to a net income of $200,000, a significant improvement from a $3.2 million loss in the same period last year. The Kingsway Search Xcelerator (KSX) segment contributed notably, posting a record $4.3 million in adjusted EBITDA. Additionally, the company’s portfolio EBITDA hit a quarterly record of $7.2 million. Management expressed optimism about potential acquisitions and organic growth in the latter half of the year. These developments mark the strongest operating quarter since CEO J.T. Fitzgerald assumed leadership.

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  • Ramit Sethi

    Ramit Singh Sethi is an American author, entrepreneur, and media personality. He is the author of the 2009 New York Times Best Seller, I Will Teach You to Be Rich, host of the I Will Teach You To Be Rich podcast, and host of the 2023 Netflix series titled How to Get Rich.

Ramit Sethi

Ramit Singh Sethi is an American author, entrepreneur, and media personality. He is the author of the 2009 New York Times Best Seller, I Will Teach You to Be Rich, host of the I Will Teach You To Be Rich podcast, and host of the 2023 Netflix series titled How to Get Rich.