Ryan Holiday
Modern Stoic, Author of The Obstacle Is the Way
Ryan Holiday is the most influential voice of modern Stoicism. Former marketing director for American Apparel turned bestselling author, his Stoic Virtues series and books on Marcus Aurelius have sold millions of copies and been adopted as required reading inside Fortune 500 companies, Division I athletic programs, and Special Operations commands. The Daily Stoic newsletter reaches over 1 million readers. His podcast has 200M+ downloads.
About Ryan Holiday
Ryan Holiday was born in 1987 in Sacramento, California. He dropped out of the University of California, Riverside at 19 to apprentice under strategist Robert Greene — the author of The 48 Laws of Power — researching and helping edit Greene’s books. At 21 he was running marketing for Tucker Max. By 22 he was the Director of Marketing at American Apparel, running some of the most controversial and effective guerrilla-marketing campaigns of the 2000s.
He could have stayed on that track. He didn’t. In his mid-twenties, working 80-hour weeks inside the fashion industry’s media machine, Holiday discovered the Roman Stoics — Marcus Aurelius, Seneca, Epictetus — and the discovery reordered his life. He walked away from the marketing world, moved to a ranch outside Austin, Texas, and began writing philosophy for modern readers.
His first Stoic book, The Obstacle Is the Way, came out in 2014. It was not a New York Times bestseller. Not at first. Holiday spent the next several years doing what Marcus Aurelius himself might have done — walking the book into locker rooms, board rooms, and barracks in person. The New England Patriots adopted it. Head coaches across the NFL started passing it around. Special Operations commanders ordered cases of it. Arnold Schwarzenegger wrote its foreword in a later edition. By 2020 it had sold more than a million copies.
Then the floodgates opened. Ego Is the Enemy (2016) — on the one thing guaranteed to derail a successful person at every stage of their career. The Daily Stoic (2016) — a 366-day meditation book built around one short Stoic lesson per day, co-authored with Stephen Hanselman. Stillness Is the Key (2019) — the third book in what became known as the original trilogy. Then the four-book Stoic Virtues series, each focused on one of the four cardinal Stoic virtues: Courage Is Calling (2021), Discipline Is Destiny (2022), Right Thing, Right Now (2024, on justice), and the forthcoming volume on wisdom.
Holiday’s cumulative work has sold more than 6 million copies and been translated into over 40 languages. His Daily Stoic newsletter — one short Stoic email every morning — reaches over 1 million subscribers. The Daily Stoic podcast has accumulated more than 200 million downloads. He runs The Painted Porch, an independent bookstore in Bastrop, Texas, and appears regularly on the Tim Ferriss Show, Joe Rogan Experience, School of Greatness, and every major podcast on the mental-performance circuit.
His central contribution is simple: Stoic philosophy is not a dead-language academic subject. It is a 2,300-year-old operating system for making decisions under pressure — and it still works. Marcus Aurelius wrote Meditations as a self-help journal, not a philosophy textbook. Holiday has spent a career making sure people read it that way.
Books & audiobooks
The Obstacle Is the Way
The Timeless Art of Turning Trials into Triumph
The book that launched the modern Stoic movement — adopted by NFL coaches, Fortune 500 CEOs, and Special Operations commanders. A turning-obstacles-into-fuel operating system, translated directly from Marcus Aurelius.
The Daily Stoic
366 Meditations on Wisdom, Perseverance, and the Art of Living
One Stoic meditation per day for an entire year — selections from Marcus, Seneca, Epictetus with Holiday's own modern commentary. The entry-point book most newcomers start with, co-authored with Stephen Hanselman.
Stillness Is the Key
An Ancient Strategy for Modern Life
The third book in the original trilogy — stillness as a performance technology, drawn from Stoicism, Buddhism, and Christian contemplative practice alike.
Courage Is Calling
Fortune Favors the Brave (Stoic Virtues Series, Book 1)
First installment in the four-book virtues series. Courage as the gateway virtue — without it, none of the others are reachable.
Discipline Is Destiny
The Power of Self-Control (Stoic Virtues Series, Book 2)
The second virtue — discipline as the mother of all the others. Self-control applied to the body, the mind, and the soul.
Podcast appearances
Ryan's own daily podcast — one short Stoic lesson every weekday
Ryan Holiday on Stoicism, Marcus Aurelius, and Read Until You Find Something That Matters
Ryan Holiday — Stoicism, Ego, and the Stories We Tell Ourselves
Ryan Holiday on Courage, Discipline, and Living a Stoic Life
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