- December 15, 2025
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It’s a classic family business succession tale: the Osborne family had begun to discuss next steps for Naples Boat Mart. Second-generation owners Phil and Lisa Osborne sought a retirement strategy. Sons Philip and Kyle wanted to stay involved in the family boat sales and service business. But they weren’t sure about the financial side of the equation, based on the company’s current valuation.
“You work hard, put together a great team, take good care of your customer base, and one morning you wake up and it’s 30 years later,” says Philip E. Osborne, 37, of the point his parents had reached. “And you’ve built a business that has such a significant value attached to it that it’s not reasonable to just give it to a family member.”