#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

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#1053 - Richard Shotton - 11 Psychology Tricks From the World’s Best Brands

#1053 - Richard Shotton - 11 Psychology Tricks From the World’s Best Brands

Richard Shotton is a behavioural scientist, founder of Astroten and an author. How do billion-dollar brands actually do it? From genius marketing tactics that make them instantly memorable to some of...

31 Jan 1h 34min

#1052 - Paul Rosolie - Uncontacted Tribes, Jungle Warfare & Being Eaten Alive

#1052 - Paul Rosolie - Uncontacted Tribes, Jungle Warfare & Being Eaten Alive

Paul Rosolie is a naturalist, author, and wildlife filmmaker. What is it actually like to live a real-life Indiana Jones adventure? From surviving the Amazon, encountering dangerous animals, and com...

29 Jan 2h 12min

#1051 - HARDY - The Personal Pain of Country Music

#1051 - HARDY - The Personal Pain of Country Music

HARDY is a singer-songwriter and producer. Odds are, your favorite country song wasn’t written by the person singing it; it was probably written by HARDY (or someone in his writing circle, maybe). So...

26 Jan 1h 3min

#1050 - Donald Robertson - Practical Tools for a Less Anxious Life

#1050 - Donald Robertson - Practical Tools for a Less Anxious Life

Donald Robertson is a cognitive-behavioral psychotherapist, an author and an expert on ancient philosophy. Why are we so anxious in the safest time in human history? Our brains evolved for real dange...

24 Jan 1h 53min

#1049 - Dr Jay Wiles - A Masterclass in Improving Your HRV

#1049 - Dr Jay Wiles - A Masterclass in Improving Your HRV

Dr Jay Wiles is https://ohm.health's Chief Health & Performance Officer and HRV researcher. HRV is the new health flex, but is it lying to you? Everyone’s comparing HRV scores, but what does HRV real...

22 Jan 2h 10min

#1048 - Trevor Wallace - Autism is the New Stolen Valor

#1048 - Trevor Wallace - Autism is the New Stolen Valor

Trevor Wallace is a comedian, writer, and content creator. What does going viral actually feel like? If you’re Trevor Wallace, it’s just another week. From Celsius kids to Zyn bros, Cybertrucks to Mo...

19 Jan 2h 2min

#1047 - Jonathan Swanson - The Obvious Strategy to Take Back Your Time

#1047 - Jonathan Swanson - The Obvious Strategy to Take Back Your Time

Jonathan Swanson is an entrepreneur and co-founder of Thumbtack. What if instead of using extra money to buy things, you used it to buy time? Delegation has never been easier, and with AI, you can 10...

17 Jan 1h 12min

#1046 - Russ - Can Ambitious People Ever Have Balance?

#1046 - Russ - Can Ambitious People Ever Have Balance?

Russ is a rapper, singer, songwriter, and producer. Is obsession a gift or a choice? If you want to do something truly great, the idea of balance can start to feel like a comforting lie. So what does...

15 Jan 2h 12min

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