#887: Q&A with Tim — The 4-Hour Workweek in a World of AI, Rebuilding Personal Agency, The 4-Hour Body After 40, and More

20/10/2026 • 01:19:06

This episode explores what The 4-Hour Workweek looks like in the age of AI, rebuilding momentum when you’re stuck, navigating friendships, making room...

#886: The Random Show — AI Super Assistants, Boner Pills, Dream Engineering, Wizards, Supplements, Books, and More

08/10/2026 • 01:54:22

In this edition of The Random Show, Tim and Kevin reunite in L.A. to talk AI super assistants that run your life over text message, agentic shopping, ...

#885: How to Simplify Your Life — Tips from Oliver Burkeman, Chip Conley, Elizabeth Gilbert, and More

02/10/2026 • 00:46:33

Many of us feel like we’re drowning in invisible complexity. So I wanted to hit pause and ask a simple question: What are 1–3 decisions that could dra...

#884: How to Spot 10-Year Trends and Build Billion-Dollar Companies — Kevin Ryan of DoubleClick, MongoDB, Business Insider, and Many More

24/09/2026 • 01:26:20

Kevin Ryan is one of the leading entrepreneurs and investors in New York. Often called the “Godfather of NYC tech,” he is the founder and CEO of Alley...

#883: How to Legalize Medical Psychedelics in Your Country — Tania de Jong on The Playbook Behind Australia's World-First Breakthrough

18/09/2026 • 02:11:33

My guest today is Tania de Jong, co-founder of Mind Medicine Australia. Tania and her husband, Peter, helped lead the push that, in 2023, made Austral...

#882: How to Teach a 3-Year-Old to Read and Rethinking Education — Tim Coaches Niels Hoven of Mentava

10/09/2026 • 02:13:41

This episode is a bit different. It's a live, unscripted working session with a founder, and I've only done one other earlier this year.Niels Hoven (@...

#881: Tales of Overcoming The Odds, and How to Turn Losses Into Wins — Tim McGraw, Terry Crews, Dax Shepard, and More

04/09/2026 • 01:05:23

This is a special episode about overcoming mistakes and failure. What do you do when your work is rejected, when the big bet fails, or when the path a...

#880: Relationship Tools That Work — Esther Perel, Brené Brown, Dr. Sue Johnson, Terry Real, and More on Conflict, Repair, and Lasting Love

19/08/2026 • 00:57:11

This episode is devoted to one deceptively simple question: How do you stay close to your partner over time through the inevitable exhaustion, misunde...

#879: How to Reinvent Yourself and Make Bold Moves — Decisive Stories from Matthew McConaughey, Steve Young, Samin Nosrat, and More

12/08/2026 • 01:01:20

This is a special compilation devoted to reinvention: how to shed an identity that no longer fits, decide on a new chapter, navigate uncertainty, and ...

#878: How to Start When You're Stuck, Finish What You Begin, and Stop Waiting for Inspiration — Creative Advice from Elizabeth Gilbert, Seth Godin, Joyce Carol Oates, Anne Lamott and More

05/08/2026 • 00:58:50

This is a special compilation devoted to a subject very close to my heart and currently consuming a large percentage of my waking hours: writing. Over...