#1001 - Ryan Holiday - Stoicism’s Lessons on Becoming Wise
Modern Wisdom2 Okt 2025

#1001 - Ryan Holiday - Stoicism’s Lessons on Becoming Wise

Ryan Holiday is a podcaster, marketer and an author. If intelligence were enough, the smartest among us would also be the wisest. Yet time and again, they stumble over life’s simplest lessons. Wisdom isn’t about knowing more; it’s about seeing deeper. So how do we shed the illusion of being ‘smart,’ and actually grow into wisdom? Expect to learn what Ryan learned from his near-death experience, what most people get wrong about wisdom, how daily habits compound into wisdom across a lifetime, what Ryan learned from studying the Wright Brothers, why in a culture of shortcuts and “life hacks,” how Ryan convinces people that wisdom is worth the long, uncomfortable path, what a Stoic would say about when you’ve lost yourself in life, why humility is such a crucial ingredient for wisdom, and much more… Sponsors: See discounts for all the products I use and recommend: https://chriswillx.com/deals Get 5 Free Travel Packs, Free Liquid Vitamin D, and more from AG1 at https://ag1.info/modernwisdom Get $100 off the best bloodwork analysis in America at https://functionhealth.com/modernwisdom Get a Free Sample Pack of LMNT’s most popular flavours with your first purchase at https://drinklmnt.com/modernwisdom Timestamps: (0:00) Why We Need to Push Outside Our Comfort Zone (5:13) Banning Books Isn't Ethical (16:41) Does Learning Keeps Us Humble? (27:48) Why We Learn Lessons from Old Tales (33:41) Literally True, Figuratively False (50:33) Do the Work Now to Build Your Wisdom (57:55) Stoic Advice for When You’re Lost in Life (01:03:45) How Stockdale Remained Unbroken Extra Stuff: Get my free reading list of 100 books to read before you die: https://chriswillx.com/books Try my productivity energy drink Neutonic: https://neutonic.com/modernwisdom Episodes You Might Enjoy: #577 - David Goggins - This Is How To Master Your Life: https://tinyurl.com/43hv6y59 #712 - Dr Jordan Peterson - How To Destroy Your Negative Beliefs: https://tinyurl.com/2rtz7avf #700 - Dr Andrew Huberman - The Secret Tools To Hack Your Brain: https://tinyurl.com/3ccn5vkp - Get In Touch: Instagram: https://www.instagram.com/chriswillx Twitter: https://www.twitter.com/chriswillx YouTube: https://www.youtube.com/modernwisdompodcast Email: https://chriswillx.com/contact - Learn more about your ad choices. Visit megaphone.fm/adchoices

Episoder(1083)

#1061 - Oliver Burkeman - Why You Can’t Stop Your Productivity Addiction

#1061 - Oliver Burkeman - Why You Can’t Stop Your Productivity Addiction

Oliver Burkeman is a journalist, a writer for The Guardian and an author. How does the insecure overachiever evolve? You think success will quiet the doubt, then you hit 30, and it’s still there. Mor...

19 Feb 1h 32min

#1060 - Rick Glassman - The Case Against Condoms & Fake Friendship

#1060 - Rick Glassman - The Case Against Condoms & Fake Friendship

Rick Glassman is a comedian, actor, and podcaster. Why do humans act so complicated? We’re simple creatures — farts are funny, everyone does awkward stuff, yet we all pretend we don’t. Maybe life get...

16 Feb 2h 28min

#1059 - James Sexton - Marriage Lessons from Divorce Court

#1059 - James Sexton - Marriage Lessons from Divorce Court

James Sexton is a New York-based divorce attorney and author, known for his expertise in family law and insights on marriage and divorce. What does it actually take to avoid divorce? In a world where...

14 Feb 1h 58min

#1058 - 4.1M Q&A - Health Update, Sobriety & Finding The One

#1058 - 4.1M Q&A - Health Update, Sobriety & Finding The One

I hit 4.1 million Subscribers on YouTube!! To celebrate, I asked for questions from YouTube, X, and Instagram, so here’s another 90ish minutes of me trying to answer as many as possible. Expect to l...

12 Feb 1h 45min

#1057 - Matthew Hussey - Uncertain About Your Relationship? You Need This...

#1057 - Matthew Hussey - Uncertain About Your Relationship? You Need This...

Matthew Hussey is the world’s #1 dating coach, a YouTuber, public speaker and an author. How do you know if you’re with the right person — or if you're just telling yourself you are? If you’re questi...

9 Feb 1h 50min

#1056 - Dr Paul Eastwick - Did Evolutionary Psychology Get Dating All Wrong?

#1056 - Dr Paul Eastwick - Did Evolutionary Psychology Get Dating All Wrong?

Dr Paul Eastwick is a psychologist, professor, and a researcher. Much of what we think we know about relationships comes from an evolutionary psychology lens, but what if that framework is flawed? In...

7 Feb 1h 36min

#1055 - Morgan Housel - Mastering the Art of Spending Money

#1055 - Morgan Housel - Mastering the Art of Spending Money

Morgan Housel is a partner at The Collaborative Fund, an investor and an author. Why is spending money well a skill most people never learn? In a world obsessed with saving, why does saying “it’s oka...

5 Feb 2h

#1054 - Bryan Johnson - The 2026 Immortality Protocol

#1054 - Bryan Johnson - The 2026 Immortality Protocol

Bryan Johnson is the founder of Braintree, Kernel, a futurist, biohacker and an author. Is it possible for humans to never die? In recent years, Bryan Johnson has drawn global attention for the extre...

2 Feb 1h 54min

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