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KINGSWAY CORP SEC Filings

KWY NYSE

Welcome to our dedicated page for KINGSWAY SEC filings (Ticker: KWY), a comprehensive resource for investors and traders seeking official regulatory documents including 10-K annual reports, 10-Q quarterly earnings, 8-K material events, and insider trading forms.

Our SEC filing database is enhanced with expert analysis from Rhea-AI, providing insights into the potential impact of each filing on KINGSWAY's stock performance. Each filing includes a concise AI-generated summary, sentiment and impact scores, and end-of-day stock performance data showing the actual market reaction. Navigate easily through different filing types including 10-K annual reports, 10-Q quarterly reports, 8-K current reports, proxy statements (DEF 14A), and Form 4 insider trading disclosures.

Designed for fundamental investors and regulatory compliance professionals, our page simplifies access to critical SEC filings. By combining real-time EDGAR feed updates, Rhea-AI's analytical insights, and historical stock performance data, we provide comprehensive visibility into KINGSWAY's regulatory disclosures and financial reporting.

Rhea-AI Summary

KINGSWAY Corp executive Kent A. Hansen, the CFO and EVP, bought 156 shares of Common Stock in an open-market employee purchase on May 29, 2026 at $10.03 per share. The shares were acquired through the Kingsway America Inc. Employee Share Purchase Plan.

Under this plan, eligible employees may contribute up to 5% of adjusted salary, and, after 12 months of employment, the company makes a 100% matching contribution, with all contributions used to buy shares on the open market. Following this transaction, Hansen directly owns 135,403 shares, including 6,909 shares of restricted stock granted on December 4, 2024 and 14,568 shares of restricted stock granted on March 17, 2026.

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Rhea-AI Summary

KINGSWAY Corp executive Kent A. Hansen, the CFO and EVP, bought 156 shares of Common Stock in an open-market employee purchase on May 29, 2026 at $10.03 per share. The shares were acquired through the Kingsway America Inc. Employee Share Purchase Plan.

Under this plan, eligible employees may contribute up to 5% of adjusted salary, and, after 12 months of employment, the company makes a 100% matching contribution, with all contributions used to buy shares on the open market. Following this transaction, Hansen directly owns 135,403 shares, including 6,909 shares of restricted stock granted on December 4, 2024 and 14,568 shares of restricted stock granted on March 17, 2026.

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Rhea-AI Summary

KINGSWAY Corp President and CEO John Taylor Maloney increased his stake through the company’s employee share plan. On May 29, he bought 250 shares of Common Stock in an open-market purchase at $10.03 per share under the Employee Share Purchase Plan.

After this transaction, his direct ownership rose to 1,455,634 Common shares, which includes 400,000 shares of restricted stock granted on March 31, 2021. He also reports indirect holdings of 29,100 shares of Common Stock in each of three family trusts labeled MPF, LTF, and GEF.

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Rhea-AI Summary

KINGSWAY Corp President and CEO John Taylor Maloney increased his stake through the company’s employee share plan. On May 29, he bought 250 shares of Common Stock in an open-market purchase at $10.03 per share under the Employee Share Purchase Plan.

After this transaction, his direct ownership rose to 1,455,634 Common shares, which includes 400,000 shares of restricted stock granted on March 31, 2021. He also reports indirect holdings of 29,100 shares of Common Stock in each of three family trusts labeled MPF, LTF, and GEF.

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Kingsway Corp director-linked fund increases stake with open-market buys. Palm Global Small Cap Master Fund LP, an entity associated with director Joshua Horowitz, purchased 3,800 shares of Kingsway common stock on May 29, 2026 at $9.9105 per share and 700 shares on May 28, 2026 at $9.95 per share, for a total of 4,500 shares. After these trades, Palm Global indirectly holds 372,000 common shares, while Horowitz directly holds 32,500 shares. In addition, Palm Global holds Class D Preferred Stock that is convertible into 36,842.4 common shares at a $9.50 conversion price, with all such preferred shares to be redeemed for cash on May 8, 2032. The filing notes Palm Management (US) LLC and Horowitz may be deemed beneficial owners of Palm Global’s holdings but expressly disclaim beneficial ownership except to the extent of their pecuniary interest.

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Rhea-AI Summary

Kingsway Corp director-linked fund increases stake with open-market buys. Palm Global Small Cap Master Fund LP, an entity associated with director Joshua Horowitz, purchased 3,800 shares of Kingsway common stock on May 29, 2026 at $9.9105 per share and 700 shares on May 28, 2026 at $9.95 per share, for a total of 4,500 shares. After these trades, Palm Global indirectly holds 372,000 common shares, while Horowitz directly holds 32,500 shares. In addition, Palm Global holds Class D Preferred Stock that is convertible into 36,842.4 common shares at a $9.50 conversion price, with all such preferred shares to be redeemed for cash on May 8, 2032. The filing notes Palm Management (US) LLC and Horowitz may be deemed beneficial owners of Palm Global’s holdings but expressly disclaim beneficial ownership except to the extent of their pecuniary interest.

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Rhea-AI Summary

KINGSWAY Corp President and CEO John Taylor Maloney reported a bona fide charitable gift of 6,257 shares of common stock on May 27, 2026 at a value of $9.99 per share. After the gift, he directly holds 1,455,384 shares, including 400,000 restricted shares granted on March 31, 2021, and reports additional indirect holdings through three family trusts.

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KINGSWAY Corp President and CEO John Taylor Maloney reported a bona fide charitable gift of 6,257 shares of common stock on May 27, 2026 at a value of $9.99 per share. After the gift, he directly holds 1,455,384 shares, including 400,000 restricted shares granted on March 31, 2021, and reports additional indirect holdings through three family trusts.

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FAQ

How many KINGSWAY (KWY) SEC filings are available on StockTitan?

StockTitan tracks 8 SEC filings for KINGSWAY (KWY), including 10-K annual reports, 10-Q quarterly reports, 8-K current reports, and Form 4 insider trading disclosures. Each filing includes AI-generated summaries, impact scoring, and sentiment analysis.

When was the most recent SEC filing for KINGSWAY (KWY)?

The most recent SEC filing for KINGSWAY (KWY) was filed on June 1, 2026.