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

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.

Derek’s new book- Useful, Not True: https://www.amazon.com/Useful-Not-True-Derek-Sivers-ebook/dp/B0D86K4XF5

CHAPTERS

Chapters

00:00:00 Introduction: A Special Live Recording with Derek Sivers 00:01:03 Finding Ideas: Chinese Dictionaries and Creative Remixing 00:03:52 The Miles Davis Principle: Why Success Means It's Time to Stop 00:05:59 The London Scene vs. The Welsh Countryside 00:07:49 Mark's Podcast Pivot: Breaking Out of the Interview Format 00:06:50 The Bookshelf Problem: Conformity in Podcasting 00:16:20 Introducing Useful, Not True: The Core Concept 00:20:09 Why All That Really Matters Are Your Actions 00:32:31 Religion as Actions, Not Beliefs 00:27:53 The Other Side of the River: Perspective Is Everything 00:30:15 Social Norms as Useful, Not True Beliefs 00:36:28 The Emotional Resistance to Questioning Your Beliefs 00:37:49 Against Authenticity: Why Your First Thought Is an Obstacle 00:38:42 Therapy Culture: When Private Concepts Go Public 00:42:37 The Pilot Analogy: Why We Want Some People to Lie 00:45:59 Optimistic Nihilism: The Joy of Nothing Meaning Anything 00:49:16 Everything Is Feelings: Why Emotions Are the Ultimate Metric 00:50:22 Optimizing for Happiness, Not Money 00:56:03 The Jordan Peterson Paradox: Brilliant Openings, Absolute Endings 01:03:37 Derek's Relationship Revelation: I Don't Want a Life Partner 01:07:25 The Biology Question: Should You Want What You're Supposed to Want? 01:08:07 Middle Age and Dating: Why Single Parents Check Out 01:20:26 The Companionship Paradox: Friends vs. Partners 01:21:23 Drew's Influence and the Coldplay Problem 01:23:15 The Closing: Changing Formats and Creative Courage

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Theme Song: Icarus Lives by @Periphery , used with permission from Periphery.