Stilwell Joseph reports Kingsway Financial Services Inc. sales

Stilwell Value LLC, Stilwell Associates, L.P., Stilwell Activist Fund, L.P., Stilwell Activist Investments, L.P., Stilwell Value Partners VII, L.P. and Joseph Stilwell, who is a director and ten percent owner of KINGSWAY FINANCIAL SERVICES INC (NASDAQ:KFS), reported selling shares of common stock on September 8, 2025. The sales amounted to a total value of $360250, with shares sold at a price of $14.41. The timing of these sales follows an impressive 91% surge in KFS stock over the past six months, according to InvestingPro data.

Specifically, Stilwell Activist Investments, L.P. sold 14,944 shares. Stilwell Activist Fund, L.P. sold 2,551 shares and Stilwell Value Partners VII, L.P. sold 7,505 shares. With a current market capitalization of $407 million, InvestingPro analysis indicates the stock is trading above its Fair Value, suggesting the insider’s timing may be strategic.

Following these transactions, Stilwell Joseph directly owns 162,500 shares of common stock. Stilwell Associates, L.P. indirectly owns 701,904 shares of common stock and 20,000 shares of Class D Preferred Stock. Stilwell Activist Investments, L.P. indirectly owns 3,590,980 shares of common stock and 33,600 shares of Class C Preferred Stock. Stilwell Activist Fund, L.P. indirectly owns 464,342 shares of common stock and 6,400 shares of Class C Preferred Stock. Stilwell Value Partners VII, L.P. indirectly owns 610,651 shares of common stock. For comprehensive analysis of KFS’s valuation and 6 additional key insights, visit InvestingPro.

In other recent news, Kingsway Financial Services Inc . reported a notable rise in revenue for the second quarter of 2025. The company achieved consolidated revenue of $30.9 million, representing a 16.9% increase compared to the same period last year. This growth was attributed to strategic acquisitions and strong performance in its KSX segment. Despite the positive revenue results, the company’s stock experienced a decline. No analyst upgrades or downgrades were mentioned in the recent reports. The earnings call highlighted the company’s focus on acquisitions as a driver for its financial performance. Investors may find these developments significant as they assess the company’s future prospects.

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