Ryan Holiday of @DailyStoic joins the show to explore his unconventional path from college dropout to bestselling author, including lessons from American Apparel, media manipulation, and the search for meaning through Stoicism. They dive into the philosophy as a practical tool, its limits, and whether introspection still has a place in modern politics in 2026.
00:00 Ryan Knows Sacramento
7:35 College Dropout Turns Writer
15:45 American Apparel, Ego & Implosions
24:18 How to Manipulate The Media
32:04 Finding Stoicism From An Unlikely Source
49:45 Stoicism Is A Practical Tool
54:11 Is There Room For Introspection In Politics?
1:04:06 The Erosion of American Institutions & Civilian Action
1:13:01 What’s So Scary About Banned Books
1:22:28 What Stoicism Gets Wrong
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