Episode 400: 7 Factors That Shape How You Feel About Your Exit

You’ve built something incredible. But when it’s time to sell, are you unknowingly making your exit harder than it needs to be? Most founders focus on the financial side of an exit—negotiating terms, securing the best deal, maximizing their payout. But what about the psychological side? If you’re not prepared, selling your business can feel like losing a piece of yourself—leading to bad deals, self-sabotage, and regret. In this episode, Dr. Sherry Walling, clinical psychologist and entrepreneur, breaks down seven factor that shape how you feel about an exit, including some common self-sabotage situations and how to avoid them. You’ll learn: The identity trap: why over-identifying with your business makes letting go so painful The hidden rebel: how your own psychology could push you to blow up a good deal Why money mindset matters—and how it shapes your exit experience