
"The Worst Leader of All Time" | Official Preview
Jul 11, 2026
In this episode of the Shawn Ryan Show, Ryan Holiday—bestselling author of The Obstacle Is the Way, Ego Is the Enemy, Stillness Is the Key, and founder of Daily Stoic—joins Shawn for a wide-ranging conversation on Stoicism, emotional control, fatherhood, revenge, ego, anxiety, politics, and the modern media machine. Holiday breaks down lessons from Marcus Aurelius, Epictetus, James Stockdale, and ancient philosophy while exploring how Stoic principles apply to family life, public outrage, personal discipline, success, audience capture, misinformation, and staying grounded in chaotic times.
