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Community Financial System Makes Minority Investment in Rental Housing InsurTech Leap Holdings

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Community Financial System, Inc. (NYSE: CBU) has made a minority investment of approximately $37.35 million in Leap Holdings, Inc., a Delaware corporation. This strategic move aims to complement Community Financial System’s existing insurance services business and reinforces its commitment to scaling as a diversified financial services company.\n\nLeap’s wholly owned subsidiary, Leap Insurance Agency, LLC, operates as a tech-first managing general agent (MGA) that provides insurance solutions specifically for the rental housing sector. These offerings are designed to help housing operators mitigate risk, expedite leasing processes, and enhance accessibility across their property portfolios.\n\nLeap’s flagship products include Agile Rent Guaranty, which functions by having Leap act as a co-signer for renters, and Leap Deposit Replacement, an alternative that substitutes traditional security deposits with more manageable low monthly payments. Both solutions are supported by insurance company capacity that holds an A- (Excellent) rating from A.

M. Best, provided through the Accelerant Risk Exchange. Since its inception in 2018, Leap has demonstrated consistent and rapid growth.\n\nCommunity Financial System, Inc. is a diversified financial services entity organized around four primary business lines: banking services, employee benefit services, insurance services, and wealth management services. Its banking subsidiary, Community Bank, N.

A., is recognized among the 100 largest banking institutions in the United States, managing over $16 billion in assets and operating approximately 200 customer facilities across Upstate New York, Northeastern Pennsylvania, Vermont, and Western Massachusetts.\n\nThe company’s other key subsidiaries include Benefit Plans Administrative Services, Inc., a leading national provider of employee benefits administration, trust services, collective investment fund administration, and actuarial consulting. OneGroup NY, Inc. operates as a top 68 U.

S. insurance agency, and the Nottingham Financial Group operating unit delivers comprehensive financial planning, trust administration, and wealth management services. Community Financial System, Inc. is publicly traded on the New York Stock Exchange under the ticker symbol CBU.

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