Ryan Holiday is an author of three books, including Growth Hacker Marketing, and he’s an Editor at Large at the New York Observer. He dropped out of college at 19 to become director of marketing of American Apparel, and has since advised writer and artist clients such as Robert Greene, Tucker Max, and Tim Ferriss and many more. In this chat, we discuss Ryan’s writing process, both for books and articles, and advice for aspiring writers. We also discuss the media space — Buzzfeed, Vice, the NYT — and the misaligned incentives in journalism today, as elaborated upon in his first book, Trust me I’m Lying. And then we discuss life stuff: why he lives in the south, why he loves the Stoics, why he dropped out of college, why he reads so much, and what's next for him in his career. Edited by Alex Kontis