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businessJun 25, 20257:32pending

The Trap of Success (& How to Escape It)

About this episode

I have a close friend—we'll call him Ben.


Ben is very successful. He's in his 30s, sold a company for $100 million, and earns over $10 million per year in his current role.


I was recently out on a walk with Ben when he admitted something interesting:

He hates his current job. He finds no fulfillment in the work and dreams of leaving to start something new. Something that would bring him alive again.


So, naturally, I told him to quit. I mean, he has enough money for many, many lifetimes, and that affords him the freedom to do so.


My logic was basically ​this classic​ from Bobby Axelrod on Billions:

"What's the point of having f*ck you money if you never say f*ck you?"

Well, as it turns out, he can't quit. He's trapped. Perhaps not in a literal sense, but in an even more damning psychological one.


Today, I want to talk about this fascinating trap, how success and freedom can find themselves at odds, and how to design your life to avoid that fate...


•••

Andrew Huberman called my book "An important clarifying force in anyone’s search to make the best possible choices for their life."

You can get it now on a big 50% sale.


Order The 5 Types of Wealth!

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The Trap of Success (& How to Escape It)

Curiosity Chronicle

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