Podcast by @jposhaughnessy & @osvllc | Upgrade your HumanOS 🧠 | Download our free list of 100 timeless, underappreciated books (link in bio).

"Pain's power relies on surprise. If you expect it, it's weaker. If you choose it, it's gone." Derek Sivers (@sivers is an author, entrepreneur, and TED speaker. He founded CD Baby, once the largest seller of independent music online, with more than $100 million in sales for over 150,000 musicians. After more than a year of saying no to every podcast, he said yes to this one. The conversation covers raising a son, why he moves countries on purpose, the certainty slider, leading a team as an explorer, and how AI can make you more independent from big tech. Out now on Infinite Loops, with host @jposhaughnessy. TIMESTAMPS 0:00 Intro 1:30 30 Hours a Week With His Son 4:41 From Manager to Consultant 9:57 Letting Kids Feel the Consequences 15:16 Why He Moves Countries on Purpose 22:31 Who We Become for Other People 28:47 Why Bangalore 32:35 Living Many Lives in One Lifetime 36:41 Using AI to Steelman the Other Side 42:24 A $1,000-a-Year Company for a China Visa 46:47 The Certainty Slider 55:49 Why Saying "I Don't Know" Builds Trust 58:18 Speaking Only When There Is Something to Say 1:00:21 Explorers vs. Straight-Line Leaders 1:07:22 Tech Independence and Punk Tech 1:11:12 How AI Can Make You More Independent 1:20:07 Science Is Punk 1:26:28 Cutting a Paragraph Down to One Line 1:31:25 The Vicious AI Critic 1:34:40 Restrictions Will Set You Free 1:38:07 Useful Not True and the Bridge of Nihilism
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Why does uncertainty keep a mind open? Entrepreneur, author, and speaker @sivers on why he reserves the word "true" for what has no other possible answer, and why his book Useful Not True treats everything else as open to question. On Infinite Loops with @jposhaughnessy.
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Why must parents step back from making every decision for their teenagers? Entrepreneur, author, and speaker @sivers on the moment he realized his 14-year-old son was no longer a kid, and how the parent's role shifts to consultant. On Infinite Loops with @jposhaughnessy.
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What does tech independence look like in practice? Entrepreneur, author, and speaker Derek Sivers on running personal email, files, calendars, and contacts from one small server instead of Big Tech's cloud. On Infinite Loops with @jposhaughnessy. Tech Independence: sive.rs/ti
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Why does unexpected pain hit the hardest? Entrepreneur, author, and speaker Derek Sivers (@sivers) on the core idea of the Pursue Pain chapter in his book How to Live, and why choosing the hard path takes away pain's power. On Infinite Loops with @jposhaughnessy.
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How can one idea in a book change the rest of a life? Entrepreneur, author, and speaker @sivers on the idea that led him to leave the US at almost 40: live somewhere different enough to surprise him daily, and stay until it feels like home. On Infinite Loops with @jposhaughnessy.
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The me that was sleeping in that car and eating cold Burger King whoppers for every meal of my life couldn’t have imagined I would be a Surgeon driving a G Wagon on the daily. I learned a long time ago that No one is coming to save you. You just have to survive.
“A powerful and deeply moving account of a boy forced to grow up too soon and the man he fought to become.” — @robkhenderson You’ve never read a biography like this. Preorders are now live! infinitebooks.com/products/n…
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"Pain's power relies on surprise. If you expect it, it's weaker. If you choose it, it's gone." Derek Sivers (@sivers is an author, entrepreneur, and TED speaker. He founded CD Baby, once the largest seller of independent music online, with more than $100 million in sales for over 150,000 musicians. After more than a year of saying no to every podcast, he said yes to this one. The conversation covers raising a son, why he moves countries on purpose, the certainty slider, leading a team as an explorer, and how AI can make you more independent from big tech. Out now on Infinite Loops, with host @jposhaughnessy. TIMESTAMPS 0:00 Intro 1:30 30 Hours a Week With His Son 4:41 From Manager to Consultant 9:57 Letting Kids Feel the Consequences 15:16 Why He Moves Countries on Purpose 22:31 Who We Become for Other People 28:47 Why Bangalore 32:35 Living Many Lives in One Lifetime 36:41 Using AI to Steelman the Other Side 42:24 A $1,000-a-Year Company for a China Visa 46:47 The Certainty Slider 55:49 Why Saying "I Don't Know" Builds Trust 58:18 Speaking Only When There Is Something to Say 1:00:21 Explorers vs. Straight-Line Leaders 1:07:22 Tech Independence and Punk Tech 1:11:12 How AI Can Make You More Independent 1:20:07 Science Is Punk 1:26:28 Cutting a Paragraph Down to One Line 1:31:25 The Vicious AI Critic 1:34:40 Restrictions Will Set You Free 1:38:07 Useful Not True and the Bridge of Nihilism
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This journey has been long and I never realized what I had truly accomplished - or how much I curse - and until it was written in this book. I pray that my story helps others and can be a source of inspiration. With that said, can you please share this?
“A powerful and deeply moving account of a boy forced to grow up too soon and the man he fought to become.” — @robkhenderson You’ve never read a biography like this. Preorders are now live! infinitebooks.com/products/n…
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“A powerful and deeply moving account of a boy forced to grow up too soon and the man he fought to become.” — @robkhenderson You’ve never read a biography like this. Preorders are now live! infinitebooks.com/products/n…
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What is written inside scrolls burned by Mount Vesuvius? Vesuvius Challenge co-founder Dr. Brent Seales on how 2,000 competitors pulled words from the ashes, one letter at a time. Dr. Brent Seales is the Stanley and Karen Pigman Chair of Heritage Science at the University of Kentucky and co-founder of the Vesuvius Challenge. From his conversation with @nicktawil on Infinite Loops.
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What happens when a 2,000-year-old library can finally be read? Vesuvius Challenge co-founder Dr. Brent Seales on why his technical work is substantially complete, and why the focus now shifts to the scholars who read the ancient texts. On Infinite Loops with @nicktawil.
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What is virtual unwrapping? Vesuvius Challenge co-founder Dr. Brent Seales: the X-ray gives a model of everything inside a sealed scroll, still wound and compressed. The software that flattens it into a readable page is what his team invented. On Infinite Loops with @nicktawil.
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How does AI learn to find ink nobody can see? Vesuvius Challenge co-founder Dr. Brent Seales on why labeling was the real bottleneck, and how 2,000 competitors broke it in parallel. On Infinite Loops with @nicktawil.
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Why does Herculaneum matter more than Pompeii? Vesuvius Challenge co-founder Dr. Brent Seales on the only library from antiquity that survived: roughly 1,800 scrolls, while Alexandria is known only through medieval copies. On Infinite Loops with @nicktawil.
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What makes the Herculaneum scrolls impossible to fake? Dr. Brent Seales on why being burned and buried leaves a fingerprint no forger can copy, and why these are the original books, never recopied by medieval scribes. On Infinite Loops with @nicktawil .
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How do you read a book that cannot be opened? Dr. Brent Seales has spent decades on that question. This summer his team showed they can unwrap and read a complete scroll, and presented results from three, without unrolling a single one. Two things made it work: a synchrotron that scans finer than a red blood cell, and machine learning that finds an ink signal the human eye cannot see. Out now on Infinite Loops, with guest host @nicktawil. TIMESTAMPS 0:00 Intro 1:50 Reading a Book You Cannot Open 5:20 Inside the Only Library From Antiquity 9:12 From Computer Vision to Ancient Scrolls 11:35 Synchrotrons & Seeing Inside a Scroll 14:57 Why He Open Sourced a Decade of Work 18:24 How the Contest Became a Recruiting Funnel 19:51 What Was Revealed in Naples 22:51 Why the Tech Improves With Every Scroll 25:39 AI Used to Look Backward 27:08 What Is Still Buried at the Villa 29:06 Original Works, Not Medieval Copies 31:24 The New $1 Million Prize 34:27 Bench Sources, Beamlines & Grid Scans 39:29 The Colleagues Who Said It Was Impossible 42:05 The Labeling Problem 2,000 People Solved 45:44 The En-Gedi Scroll & the Book of Leviticus 50:54 What the Lost Library Might Still Hold 56:00 Two ideas: be kind and seize the day
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What happens when every NBA team works from the same data? Former Phoenix Suns Assistant GM Ryan Resch on why dashboards show lagging indicators, and why the edge comes from proprietary questions built on public data. On Infinite Loops with @jimmyasoni.
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