Episode 8: Navigating Transitions: Insights on Seller's Remorse with Paul Cronin
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About this listen
So, what happens after you finally hand over the keys?
In this episode of the Long Strange Trip, Paul Cronin and I dive into the messy, often uncomfortable reality of transitions—specifically that nagging sense of seller’s remorse so many of us feel but rarely talk about. Paul gets real about his own walk through the corporate world and the emotional gut-punch that comes when you leave a career that’s defined you for decades.
We’re not just talking about money here; we’re looking at the hard work of finding purpose and meaning when your old identity is gone. It’s a challenge, right? You lose the built-in social life of the office and suddenly realize you need to reinvent who you are from the ground up. We explore why building a new social network and a fresh identity isn't just a "nice to have"—it’s a late-life necessity if you want to actually enjoy the trip.