Jay Shetty talks to Ryan Holiday about why being too comfortable won’t help you grow. When you take risks, you prepare yourself to be mentally and emotionally present and be ready for what may happen. Taking risks without fearing what might happen is the foundation that allows us to evolve for better even when constraints are present and some things are just out of our control. Ryan is a Wall Street Journal bestselling author, book store owner, public-relations strategist, and host of the podcast The Daily Stoic. Some of his best selling books are The Obstacle Is The Way, Ego Is the Enemy, Stillness is the Key, and The Daily Stoic. He owns and operates Painted Porch Bookshop, an independent bookstore in Bastrop, Texas. He lives on a 40-acre ranch in Bastrop County, Texas with his wife and two sons. What to Listen For: 00:00 Intro 04:42 It takes 10,000 hours to get to mastery 05:45 Opening a bookstore during the pandemic 10:27 How do you know which books to read? 17:36 What courage truly means 20:37 We’re all self-interested people but we value other people’s opinion 26:17 If you’re in a place where you identify with external results, you become vulnerable 30:34 Cultivating the ability to push through your fear 33:55 Being too comfortable makes you afraid to take risks 40:25 Deciding not to see the world as a zero sum place 45:00 When you make trade offs that aren’t worth it 46:07 Just how much is out of your control? 48:54 Positive changes out of situational constraints 51:17 What is heroism? 55:58 Ryan on Fast Five