The Powerful Man Show

Purpose to Profit: The Emotional Dynamics of Exiting Your Business


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Episode #991

What if selling your business doesn’t bring the freedom you expected—but instead leaves you feeling lost?

It happens more than you'd think.

Too many business owners stay in the game too long, clinging to stress, burnout, or an outdated identity because they’re unsure of what’s next. Others rush into an exit thinking it’ll solve everything, only to realize the money didn’t bring clarity—or peace.

In this episode, you'll hear from Gary and Derek—two men who’ve navigated the emotional dynamics of exiting their businesses. One built his company from the ground up and sold it after more than 30 years. The other has gone through four exits and knows what it's like to buy in with the clear intention of getting out.

They talk openly about the warning signs they ignored, the personal toll of hanging on too long, and the surprising relief that came from admitting, “I’m done.” You’ll also hear how The Powerful Man played a crucial role in helping them step into what’s next—with intention, confidence, and clarity.

In this episode, you’ll get a behind-the-scenes look at what it really takes to leave a business well. Not just with a solid deal—but with your marriage, your health, and your purpose intact.

If you’ve been quietly wondering, “Is it time to let go?”... this conversation is your answer.

Want to save your marriage without endless talking or therapy? Grab your free copy of A Man's Guide to Saving His Marriage — just cover shipping. 👉 Get the book here

Feel like you're carrying all the weight in your marriage? Take the free Activation Method Marriage Scale and find out where you really stand. 👉 Take the assessment

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Hungry for more?

Head over to our Bonus page for special access to some of the deeper tactics and techniques we've developed at The Powerful Man.

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The Powerful Man ShowBy Tim Matthews & Doug Holt

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