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If you think selling a business is like selling a house, this conversation will change your mind fast. We sit down with deal veteran and multi-business owner Matt Euler to pull back the curtain on how companies actually get sold—what banks fund, what buyers believe, and what makes offers fall apart at the finish line.

We start with the hard truth about “bankable” earnings. Saving 30 to 40 cents on taxes by burying expenses can slash three to five dollars of value at exit, because lenders won’t underwrite what they can’t verify. Matt explains the math lenders use—can the business pay for itself and a new owner—and the art buyers weigh: owner dependence, team stability, customer concentration, and operating systems. He shares real stories where accountant-driven valuations ignored debt service, where identity issues quietly sabotaged six serious buyers, and where a seller almost walked until a single tough day proved it was time to move on.

From there, we dig into timing and mindset. Burnout is the enemy of great exits. The goal is optionality: run the company cleanly, document cash flow, diversify risk, and you gain what Matt calls engaged indifference—the confidence to negotiate on your terms because the business is sellable and profitable either way. We walk through practical prep: monthly financial discipline, credible add-backs, financing strategy, locking in key staff, and crafting a transition plan that doesn’t depend on the seller’s heroics. Along the way, Matt contrasts the roles of brokers, advisors, and education, making the case for coaching the same way elite athletes rely on trainers.

If you’re serious about maximizing value and closing with fewer surprises, this is your playbook. Press play to learn how to price for feasibility, structure deals that fund, and prepare your next chapter with clarity. If this helped you think differently about your exit, follow the show, share it with a founder friend, and leave a quick review—it helps more owners get to a better sale.

Ready to test your readiness? Take the valuation assessment at planthatexit.com, then subscribe, share this episode with a founder who needs it, and leave a review with the one question you still have about your exit.

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Remember: Every business is sellable with the right strategy, systems, and support. Stop leaving money on the table.