Episode · The Daily Stoic · 2026-11-07

Ryan Holiday & Seth Wickersham: books mentioned on The Daily Stoic (Nov 2026)

3 Pieces of Advice Worth Keeping Close | Seth Wickersham

3 books · With Seth Wickersham · Listen

What are the pieces of advice you find yourself coming back to again and again? Ryan talks with bestselling author and ESPN writer Seth Wickersham about three quotes he keeps beside his laptop and why they continue to shape the way he approaches his work and life.

Ryan Holiday recommended It's Better to Be Feared by Seth Wickersham and American Kings by Seth Wickersham, and discussed Be on That Hill by Seth Wickersham.

Books mentioned, in the order they came up

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  1. It's Better to Be Feared

    Seth Wickersham · at 4:13

    It's Better to Be Feared by Seth Wickersham is an in-depth sports chronicle that explores the legendary dynasty of the New England Patriots under the leadership of Bill Belichick and Tom Brady.

    Recommended
    “American Kings is great, and his book on the Patriots is great as well.”
    Where to get it
  2. American Kings

    Seth Wickersham · at 4:13

    American Kings is a book by Seth Wickersham that delves deep into high-profile sports figures and the complex dynamics of modern athletic dynasties.

    Recommended
    “American Kings is great, and his book on the Patriots is great as well.”
    Where to get it
  3. Be on That Hill

    Seth Wickersham · at 21:11

    Be on That Hill is a nonfiction book by Seth Wickersham that compiles two decades of reporting and writing about athletes, coaches, and the internal struggles of pursuing greatness.

    Discussed
    “Okay, so the last quote was discipline, love, luck, but most of all endurance. That's be on that hill. You got to have the endurance to be on that hill and then to be on the hill the next day.”
    Where to get it
Other mentions in this episode (4) — ad reads, self-promotion and passing references, never counted
Passing It's Better to Be Feared
“He's the author of a bunch of New York Times who are selling books, including one on the New England Patriots, one on the American quarterback.”
Passing American Kings
“He's the author of a bunch of New York Times who are selling books, including one on the New England Patriots, one on the American quarterback.”
Passing Be on That Hill
“He has a new book called Beyond That Hill, which is the best of his journalism over the year.”
Passing Ego Is the Enemy
“Like, I actually talk about this in the ego book, like, it's very common, for instance, like, someone makes a great general and then somebody says you should run for office.”