Legacy Branding

Ep 34. Exit Regret is Real: Here’s How to Avoid It with Brian Dukes 

Many founders dream of a big exit, but what happens when it doesn't feel like a win?

In this episode, Brian Dukes, entrepreneur and co-founder of ExitWise, the identity crisis so many founders face after selling their business, and why most aren't ready for what comes next.

He shares how taking time off, redefining success, and setting clear boundaries helped him reset and build again, this time, on his own terms.

We talk about identity loss, founder ego, post-exit regret, why empathy matters so much in M&A and how to avoid the post-exit regret no one prepares you for.

If you're building to sell, or already thinking about what comes after, this conversation will help you prepare beyond just the numbers.

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