What happens when you get what you worked for and then realize you’re not sure what comes next?
I went back through the TPOW archive and found six conversations where very different people hit some version of that question.
An $85 million deal nearly falls apart for a reason nobody at the table is measuring. A business owner sells the company he poured himself into and starts asking who he is without it. A father drops his daughter off at kindergarten and realizes the years he thought he had are already going. And people who chased one clear goal for years have to figure out what happens when they actually reach it.
Featuring:
Denise Logan: the $85 million manufacturing deal that almost blew up over valuation but was really about a marriage, a sailboat, grandkids and what life would look like after the sale.
Meryl Johnston: hitting a seven-year North Star and resisting the urge to rush straight into the next one.
Lucia Knight: after interviewing 3,500 senior executives and 100 people who reinvented their work at midlife, why the version of success you picked when you were younger might not fit forever.
Marc Proulx: trying to untrain 15 years of worst-case-scenario thinking in the middle of his own career transition.
Adam Trainer: selling Grizzly and facing what happens when a business has become part of who you are. “The lodge took a big piece of me, or I gave it.”
Dr. Rex Hawthorne: the kindergarten wake-up call, and choosing time with his kids over squeezing out every dollar.
No formula here. Just honest stories from people who’d already done something meaningful and then had to ask: now what?
Original conversations:
- E201 Denise Logan: The Business Exit Nobody Prepares You For
- E144 Meryl Johnston: Why Your Business Shouldn’t Own You
- E143 Lucia Knight: How to Find Your Joy Superpowers and Get Paid to Use Them
- E186 Marc Proulx: The Reinvention Zone
- E200 Adam Trainer: What Happens After You Sell the Business?
- E35 Dr. Rex Hawthorne: Living a Full Life
Business. Capital. What to do with a successful life.
