The daily comforts and conveniences that make life ‘easier’ might be the very thing keeping you stuck. In today’s episode, Ryan sits down with bestselling author and journalist Michael Easter to explore the power of discomfort, the dangers of modern excess, and how ancient wisdom encourages seeking out struggle. They discuss the paradox of comfort, the psych ... Show More
Feb 7
The Philosopher Who Didn’t Care What Anyone Thought
The most fearless philosopher in the ancient world didn’t rule an empire or write books. He lived on the street and begged for food. And yet, he was bold enough to challenge Alexander the Great to his face. In today’s episode, we’re talking about Diogenes, the philosopher who rej ... Show More
23m 49s
Sep 2025
Psychotherapist John W. Price Unpacks Ancient Wisdom For Modern Healing
Dr. John Price is a depth psychotherapist and co-founder of The Center for Healing Arts & Sciences. This conversation explores why men have 50% fewer friends than twenty years ago, the crisis of modern masculinity, shadow work, and John's concept of "sacred refusal" —honoring the ... Show More
2h 48m
Aug 2025
The Truth About Your 20s & 30s: Life Lessons On Mindset, Money, Relationships, & Growth With Michael Bosstick & Mimi Evarts
#876: Join Michael Bosstick for an exclusive conversation with Mimi Evarts – The Skinny Confidential's powerhouse Director of Branding, the driving force behind every chapter, & most importantly, Michael's Sister-in-Law. Having been a key mentor throughout Mimi's stages of life, ... Show More
1h 31m
Dec 2024
The 12 Books of Christmas | The Anxious Generation: Jonathan Haidt on How Smartphones Rewired Childhood
To celebrate 2024, we’re taking a look backwards, and diving into the standout thinkers who have taken to the Intelligence Squared stage in the past 12 months. You might still be on the hunt for that perfect gift for the avid reader in your life, or perhaps you’re after some food ... Show More
59m 22s
Aug 2025
Most Replayed Moment: Alain de Botton - Individualism Is Making Us Miserable!
Alain de Botton is a philosopher, author, and the founder of The School of Life. He is known for his insights into the intersection of philosophy, love, and the modern world, often exploring how societal structures impact mental well-being. In today’s Moments episode, Alain explo ... Show More
19m 13s
Oct 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 illusi ... Show More
1h 52m
Sep 2025
Rich Roll on Mastering Pain, Overcoming Addiction & Living With Purpose (Fan Fav)
This is a fan fav episode. Are there times when we can get a better result by letting go? What role does pain tolerance play in addiction? Is a plant-based diet really that restrictive? For endurance athlete, author, and podcaster Rich Roll, these kinds of questions are just the ... Show More
1h 40m
Oct 2025
The Science of Happiness with Arthur Brooks
Join us for an insightful conversation with Arthur Brooks, one of today’s leading voices on happiness, purpose, and living a meaningful life. We dive into what truly makes us fulfilled, how to navigate life’s transitions, and practical ways to build a life you love. Whether you’r ... Show More
1h 8m