What if buying a business isn’t the shortcut you think it is? In this episode, I sat down with Will Fry of Main Shares to ask the hard questions: Who shouldn’t buy a business? Why do so many “dream deals” turn into five-year holes? And what does it really take to succeed on Main Street when the hype says it’s easy? We go deep on capital, culture fit, and the one thing you must know before signing a personal guarantee. Would you still chase acquisition if you knew the truth?