Ryan Holiday is a bestselling author and one of the most influential modern voices on Stoicism. His 12 books, including The Obstacle Is the Way, Ego Is the Enemy, and Stillness Is the Key, have sold more than 10 million copies worldwide. He's also the founder of Daily Stoic, a media company that reaches millions through books, podcasts, newsletters, and YouTube. In 2025, Ryan completed his four-book Stoic Virtues series and followed it with a sold-out international speaking tour. Join this channel to get access to perks: https://www.youtube.com/channel/UCkoujZQZatbqy4KGcgjpVxQ/join Shawn Ryan Show Links SUBSCRIBE: http://www.youtube.com/@ShawnRyanShow Sign up: https://shawnryanshow.com/pages/newsletter Support the Show: https://www.patreon.com/VigilanceElite Listen on Apple: https://podcasts.apple.com/us/podcast/shawn-ryan-show/id1492492083 Listen on Spotify: https://open.spotify.com/show/5eodRZd3qR9VT1ip1wI7xQ?si=59f9d106e56a4509 Follow on TikTok: https://www.tiktok.com/@shawnryanshow Follow on Instagram: https://www.instagram.com/shawnryanshow/ Follow on Facebook: https://www.facebook.com/shawnryanshow/ Follow on Snapchat: https://www.snapchat.com/@shawnryanshow Follow on X: https://twitter.com/ShawnRyanShow SRS Podcast Playlist: https://www.youtube.com/playlist?list=PL4pqo9Uoh0WuUKxw0BmaK1yrg9Kd7E4lk #vigilanceelite #shawnryanshow Ryan Holiday Links: Website - https://ryanholiday.net Daily Stoic - https://dailystoic.com Ryan Holiday IG - https://www.instagram.com/ryanholiday Daily Stoic IG - https://www.instagram.com/dailystoic Painted Porch Bookshop IG - https://www.instagram.com/paintedporchbookshop X - https://x.com/dailystoic Shawn Ryan Show Sponsors: Sheath. The underwear of legends. Go to https://www.sheath.com/SRS and use code SRS for 20% off. Visit https://drinkag1.com/SRS to get a free AG1 Travel Case with 7 free AG1 Travel Packs in your Welcome Kit with your first AG1 subscription order while supplies last. Control Body Odor ANYWHERE with @shop.mando and get 20% off with promo code SRS at https://shopmando.com! #mandopod For problems worth solving — get started with Claude at — https://Claude.ai/srs Ready to upgrade your eyewear? Check them out at https://roka.com and use code SRS for 20% off sitewide. 0:00 Welcome and Introduction 10:57 Stoicism for Modern Life 21:22 Politics, Perspective & Revenge 35:03 Ego, Detachment & Ancient Wisdom 46:08 Inside the Fake News Machine 56:53 Audience Capture & Media Incentives 1:13:30 Power, Status & Courage 1:31:42 Ego Is the Enemy 1:45:29 Humility, Recognition & Memento Mori 2:05:19 Daily Stoicism in Practice 2:19:41 Work, Family & Boundaries 2:35:00 Raising Kids in the Digital Age 2:57:36 Reading, Success & Living Well 3:10:04 Final Thoughts & Wrap Up