Episode 73: How to Find the Mindsets that Work For You (ft. Derek Sivers)

April 2, 2025

About the Episode

I’ve got a special episode for you today. I sat down in person with my longtime friend and first-ever podcast guest, Derek Sivers. We haven’t recorded live before, and honestly, it shows—in the best way. It’s raw, weird, and filled with the kind of conversations we usually when we’re just hanging out together.

We dig into Derek’s new book *Useful, Not True*, and the big idea behind it: that our beliefs don’t need to be true to be helpful. That spins off into everything from remixing creative influences (metal + Dixieland jazz, anyone?) to why most podcasts—including mine—have gotten painfully predictable. We talk artistic reinvention, Bob Dylan, Bowie, Miles Davis, why most “thought leaders” are just regurgitating each other’s ideas, and why I’m ending the podcast as you know it—and what’s next!

We also dive into the deeper stuff: the emotional power of belief, authenticity vs. performative vulnerability, therapy culture, and why sometimes the most liberating thing you can do is reject what everyone else thinks is necessary—relationships, kids, all of it.

This was one of the most honest, meandering, and creatively energizing conversations I’ve had in a while. If you’re into big questions, unconventional ideas, and the occasional musical metaphor, this one’s for you.

Quotes From the Episode

I’d rather be different and suffer the consequences of failure than to just replicate what everybody else is doing.
Don’t glorify your impulse and call it authenticity.
The whole point of beliefs is to affect your actions. If your beliefs are not improving your actions, then there’s no point for the belief.

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