The Fearless Stoic with Ryan Holiday

Ryan Holiday is a multiple-time NYT #1 bestselling author, whose books include Trust me, I’m Lying, The Obstacle is the Way, Ego is the Enemy, and Discipline is Destiny. He is the host of the Daily Stoic Podcast, and the owner of The Painted Porch bookstore in Bastrop, Texas.

The Fearless Stoic with Ryan Holiday on my Substack

Next episode:

Death and defiance with Daniele Bolelli



00:03:03Chapter 1: Ryan’s Mamba Work Ethic

00:10:35Chapter 2: The Dark Arts of Marketing

00:19:06Chapter 3: Overcoming Fear

00:31:32Chapter 4: The Obstacle Is The Way

00:45:33Chapter 5: The Stoic Virtues

00:52:44Chapter 6: Ryan’s Mission In Life

Mentioned in this Episode:

Ryan’s books and courses can be found here.

Here’s a link to Ryan’s Daily Stoic.

The jazz album co-produced by Ryan, and which won the Grammy Award for Best Large Jazz Ensemble in 2017, is Ted Nash’s Presidential Suite: Eight Variations on Freedom.

The 50th Law is a fantastic little book by Robert Greene and 50 Cent, and expounds on the law of fearlessness, a theme that Ryan and I kept getting back to in this interview.

Character Strengths and Virtues by Martin Seligman and Christopher Peterson, is a masterful study of the universal virtues that exist across all major human cultures.

The Happiness Hypothesis by Jonathan Haidt is a brilliant book, which studies ten great ideas discovered by ancient civilizations, in light of the latest scientific research and psychology findings:

Ryan’s bookstore The Painted Porch in Bastrop, Texas, is bound to become a must-stop for all serious lovers of indie bookstores.


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