Episodes featuring Ryan Holiday

Browse episodes where Ryan Holiday appears as host or guest. View all episodes →

Ryan Holiday
The Lesson Jet Li Spent His Entire Life Learning
Ryan Holiday · with Jet Li · Aug 29, 2026 · 2 recommendations

Jet Li joins Ryan Holiday to discuss ego, suffering, and mental discipline, drawing on martial arts mastery, a near-death experience, and decades of Buddhist practice.

Ryan Holiday
What’s Actually Stopping You From Doing Your Best Work
Ryan Holiday · with Steven Pressfield · Aug 22, 2026 · 5 recommendations

Ryan Holiday talks with author Steven Pressfield about what actually blocks creative work, from internal resistance and despair to giving up creative power before any real obstacle appears.

Ryan Holiday
7 Stoic Strategies For Time Management
Ryan Holiday · Aug 19, 2026 · 3 recommendations

Ryan Holiday draws on seven Stoic ideas to help listeners stop wasting time on things outside their control and live closer to their actual values.

Ryan Holiday
How To Deal With Difficult People With Comedian David Cross
Ryan Holiday · with David Cross · Aug 15, 2026 · 6 products mentioned

Ryan Holiday and comedian David Cross talk through stoic philosophy and how to handle difficult people without losing your values or becoming bitter.

Ryan Holiday
Who Was Epictetus?
Ryan Holiday · Aug 12, 2026 · 1 recommendation

Ryan Holiday explores the life of Epictetus, a first-century Roman slave turned philosopher, and what his ideas about freedom and control mean for how we handle adversity today.

Ryan Holiday
The Man Traveling America to Prove You Wrong About It
Ryan Holiday · with Peter Santenello · Aug 08, 2026 · 5 recommendations

Peter Santenello, a travel creator with 4.27M YouTube subscribers, talks with Ryan Holiday about documenting America's diversity and why curiosity beats stereotypes.

Ryan Holiday
11 Final Stoic Lessons From The Odyssey
Ryan Holiday · Aug 04, 2026 · 2 recommendations

Ryan Holiday draws on Homer's Odyssey to highlight stoic lessons about ego, restlessness, and decision-making that apply to modern leaders.

Ryan Holiday
You Don't Want Autonomy With David Epstein
Ryan Holiday · with David Epstein · Aug 03, 2026 · 5 recommendations

Ryan Holiday and David Epstein discuss why constraints, not freedom, lead to better creative work, learning, and parenting, with practical ways to apply limits to your own life.

Rich Roll
Principles of Recovery In The Odyssey w/ Ryan Holiday
Rich Roll · with Ryan Holiday · Aug 03, 2026 · 2 recommendations

Rich Roll and Ryan Holiday discuss Christopher Nolan's film adaptation of The Odyssey, using it to explore recovery, ego, hubris, and what the ancient story says about modern life.

Ryan Holiday
Fighting Modern Corruption With Ancient Stoic Wisdom
Ryan Holiday · Jul 28, 2026 · 3 products mentioned

Ryan Holiday draws on Stoic philosophers and figures like Harry Truman and Marcus Aurelius to show how to stay honest and avoid moral compromise when power, money, and status are on the line.

Ryan Holiday
Navigating A Hostile Society With Ezra Klein
Ryan Holiday · with Ezra Klein · Jul 25, 2026 · 4 recommendations

Ryan Holiday talks with Ezra Klein about why American institutions are struggling and what citizens and leaders can do to keep democratic life functioning.

Ryan Holiday
9 Stoic Habits To Change Your Life
Ryan Holiday · Jul 21, 2026 · 3 recommendations

Ryan Holiday draws on Stoic philosophy to outline nine daily habits for overcoming procrastination, perfectionism, and self-doubt, arguing that excellence is built through action, not talent.

Ryan Holiday
The Fall Of The Roman Republic With Barry Strauss
Ryan Holiday · with Barry Strauss · Jul 18, 2026 · 2 recommendations

Historian Barry Strauss joins Ryan Holiday to trace how the Roman Republic collapsed over a century, and what its fall reveals about the fragility of modern democracies.

Ryan Holiday
6 Stoic Rules To Beat Ego
Ryan Holiday · Jul 13, 2026

Ryan Holiday outlines six Stoic practices for keeping ego in check, drawing on examples from fighter pilots, entrepreneurs, and Nobel Prize winners.

Ryan Holiday
12 Lessons From Marcus Aurelius To Change Your Life
Ryan Holiday · Jul 06, 2026 · 1 recommendation

Ryan Holiday draws 12 practical lessons from Marcus Aurelius' Meditations, applying Stoic ideas to modern leadership, anxiety, and everyday decision-making.

Ryan Holiday
How to Feel Everything Without Losing Control With Dr. Becky Kennedy
Ryan Holiday · with Becky Kennedy · Jul 01, 2026 · 2 recommendations

Ryan Holiday and Dr. Becky Kennedy discuss how to process intense emotions without being controlled by them, and why emotional mastery is not the same as suppression.

Ryan Holiday
Why You Have To Stand Up To Tyrants
Ryan Holiday · Jun 27, 2026

Ryan Holiday uses the story of Roman senator Helvidius Priscus to argue that Stoicism calls for active courage and public opposition to wrongdoing, not quiet detachment.

Ryan Holiday
14 Stoic Lessons Marcus Aurelius Learned From His Father
Ryan Holiday · Jun 19, 2026 · 1 product mentioned

Ryan Holiday examines 14 lessons Marcus Aurelius learned from his adoptive father Antoninus Pius, drawing a practical leadership framework around humility, discipline, and integrity.

Ryan Holiday
A Stoic Masterclass for Ambitious People With Codie Sanchez
Ryan Holiday · with Codie Sanchez · Jun 17, 2026

Ryan Holiday and Codie Sanchez discuss how the four Stoic virtues apply to running a business, covering pricing, team standards, ethical limits, and smarter decision-making.

Ryan Holiday
A Stoic's Guide To Looksmaxxing
Ryan Holiday · Jun 13, 2026 · 3 products mentioned

Ryan Holiday applies Stoic philosophy to the looksmaxxing trend, arguing that real strength comes from virtuous choices and functional fitness, not appearance or outside approval.