Risk-taking means diving into the unknown, which is scary because anything could happen, but not taking risks is the only guarantee that nothing will change. That’s what Chase Jarvis is here to talk with Ryan about in today’s episode, as his latest book, Never Play It Safe, is a guide for anyone looking to overcome fear around the unknown, trust their intuition, and become comfortable taking the uncomfortable risks in order to get to where they want to go.

Chase talks to Ryan about managing risks when pursuing creative projects, balancing urgency with long-term thinking, the necessity of constraints in fostering creativity, maintaining personal and artistic authenticity, and the role of intuition and wisdom in achieving a well-lived life.

Chase is an acclaimed artist, photographer, entrepreneur, podcast host of The Chase Jarvis LIVE Show, and author of Creative Calling and Never Play It Safe.

You can follow Chase on Instagram , YouTube, and X @ ChaseJarvis and check out his website

Watch Ryan’s first appearance on The Chase Jarvis Live Show back in 2012 for Trust Me, I’m Lying: https://www.youtube.com/watch?v=odfH7LZwAQ8

Listen to Chase’s podcast: The Chase Jarvis LIVE Show

🎟 Ryan Holiday is going on tour! Grab tickets for London, Rotterdam, Dublin, Vancouver, and Toronto at ryanholiday.net/tour

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Chase Jarvis on Why Embracing Risks is Necessary for Creative Success

The Daily Stoic