Why do so many business owners retire broke—even after a big exit?

In this episode, we break down the uncomfortable truth most entrepreneurs ignore: selling your business doesn’t guarantee financial freedom.

From poor tax planning to lifestyle creep and bad reinvestment decisions, we unpack the real reasons wealth disappears—and what to do differently.

What you’ll learn:

- The #1 mistake that can cost you 50% of your exit proceeds

- Why your “$50M exit” might actually be $25M (or less)

- How lifestyle creep quietly drains post-exit wealth

- The difference between running a business and managing wealth

- A simple framework to never run out of money after an exit

- Smart allocation strategies (and why you don’t need to take big risks)

- How top operators think about exit planning years in advance

Key takeaway:

Most business owners are elite operators—but completely unprepared for what comes after the exit. That gap is where fortunes are lost.

If you’re planning to sell your business in the next 3–5 years, this is required listening.

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