Episode
Summer School: Ryan Holiday on Stoicism, Marketing, and Creating Work That Lasts
- Podcast
- The Chase Jarvis LIVE Show
- Published
- Jul 29, 2026
- Duration seconds
- 5107
- Processing state
not_requested- Canonical source
- https://chasejarvis.com/blog/summer-school-ryan-holiday-on-stoicism-marketing-and-creating-work-that-lasts
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Summary
Hey friends, Chase here. Every summer, I revisit conversations from the archive that have stood the test of time. Not because I'm nostalgic, but because the best ideas don't expire. They deepen. This is another installment of Summer School —the set of episodes I personally return to the most when I'm stuck and need something true to lean on. This one with Ryan Holiday is high on that list. I've gone back to it multiple times this year alone. Ryan is a legend—author, media strategist, New York Times bestselling writer, and the person who brought Stoic philosophy into popular culture for a generation of creatives and entrepreneurs. This conversation is from 2017, before he'd fully hit the stride we know him for now. He'd already published something like six books in five years. He was already a force. And yet you can hear, in this episode, exactly where his work was headed. What stands out isn't just marketing tactics. It's framing. Good marketing isn't only writing good copy or taking a nice product photo. It's making work that starts a discussion. It's asking better questions before you begin. And it's using your own mindset—perception, action, will—to keep going when the creative path gets hard. Those tools were spot on then. They're truer now. Nobody cares what you're thinking about doing. Talk about your ideas after you've started them and then show people what you've done. Summer School: Ryan Holiday on Stoicism, Marketing, and Creating Work That Lasts Ryan dropped out of college at 19 to work with Robert Greene, became director of marketing at American Apparel, and later built Brass Check, advising clients like Google, Tim Ferriss, and Tony Robbins. Then he did something that looked, on paper, like career suicide: he wrote Trust Me, I'm Lying —a book about how mar…