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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

Episode Resources

Ryan Holiday | Website
Ryan Holiday | Twitter
Ryan Holiday | Facebook
Ryan Holiday | Instagram
Ryan Holiday | Books

See omnystudio.com/listener for privacy information.

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