Kingsway (KWY) President and CEO Fitzgerald Buys $3.5K of Stock
The top executive at Kingsway Corporation added to his holdings with a purchase of 357 shares.
Reviewed by automated data checks against the source filing. How we make and check alerts
John Taylor Maloney Fitzgerald, President and CEO at Kingsway Corporation ($KWY), bought 357 shares at an average price of $9.74, worth about $3,477.18, on October 15, 2026. The trade was reported to the SEC in a Form 4 filing.
Since the trade, $KWY is down 1.2% to date (from the $9.71 close on Oct 15, 2026).
KWY
Kingsway Corporation
Key Points
- Kingsway Corporation CEO John Taylor Maloney Fitzgerald bought 357 shares of company stock on October 15, 2026.
- After the trade, John Taylor Maloney Fitzgerald holds 1,427,787 $KWY shares, up 0.03% from before the trade.
- The purchase cost roughly $3,477 at an average price of $9.74 per share, according to an SEC Form 4 filing.
- The transaction follows several earlier insider purchases by executives and directors over the summer.
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Kingsway Corporation (NYSE: KWY) president and chief executive officer John Taylor Maloney Fitzgerald picked up more company stock recently. A Form 4 filing with the Securities and Exchange Commission shows the top boss added to his personal holdings in the asset management firm.
John Taylor Maloney Fitzgerald vs. the S&P 500
Hypothetical returns from John Taylor Maloney Fitzgerald's disclosed trades, not real profit or advice. How we model this.
Inside John Taylor Maloney Fitzgerald's KWY Trade
On October 15, 2026, Fitzgerald bought 357 shares of Kingsway Corporation at a price of $9.74 per share. The transaction totaled about $3,477. This purchase was not part of a pre-arranged trading plan. On the day of the trade, the stock closed at $9.71.
Other Institutional Activity in Kingsway Corporation
Stilwell Value LLC held steady with 3,363,450 shares worth about $32,255,486. Greenhaven Road Investment Management, L.p. cut its position by 155,542 shares, ending with 1,696,149 shares valued at roughly $16,266,069. Capricorn Fund Managers Ltd lowered its stake by 374,272 shares to finish with 1,410,526 shares worth about $13,526,944. Belpointe Asset Management LLC trimmed its holdings by 1,983 shares, leaving it with 358,511 shares valued at about $3,438,120. Renaissance Technologies, LLC reduced its stake by 16,846 shares, holding 302,815 shares worth roughly $2,903,995.
Kingsway Corporation Stock Down 0.8%
The stock recently traded around $9.59, putting it down about 1.2% since Fitzgerald's purchase date when shares closed at $9.71.
Recent Earnings
For the trailing twelve months, the firm brought in $158,876,992 in revenue with negative earnings per share of $0.30.
Insider Buying and Selling at Kingsway Corporation
Insiders have been active with their personal accounts leading up to this trade. Earlier, CEO Fitzgerald bought 254 shares on August 17, 2026, at $9.87 each for a total of $2,507. Chief Financial Officer Kent A Hansen bought 158 shares on the same day at $9.87 apiece, totaling $1,559. Director Joshua S Horowitz picked up 9,103 shares on August 20, 2026, worth $89,484, and later added 3,575 shares on September 30, 2026, valued at $33,121.
About Kingsway Corporation
Kingsway Corporation operates in the financial services sector out of Chicago, Illinois, focusing on extended warranties and business services. Its core operations include marketing and administering vehicle service agreements for cars, motorcycles, and all-terrain vehicles.
Bottom Line
Investors keep an eye on insider transactions to gauge leadership confidence. Watch for any further reports from company executives ahead of upcoming financial announcements.
Related Filing Alerts
Source: John Taylor Maloney Fitzgerald's Form 4 filing on $KWY (Oct 15, 2026). Read the original filing: Form 4 filing on SEC EDGAR. Written by software, not financial advice. How we make alerts