Ryan Holiday: Cynic in the Streets, Stoic in the Sheets


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"The negative actually gives us information, the positive never gives us information"

On the heels of his most recent book's release, author, entrepreneur, and (most recently) independent bookstore operator Ryan Holiday returns to the podcast.

Discipline Is Destiny: The Power of Self-Control is the second book in Ryan's 4-book series on The Stoic Virtues, and this book "draws on the stories of historical figures we can emulate as pillars of self-discipline, including Lou Gehrig, Queen Elizabeth II, boxer Floyd Patterson, Marcus Aurelius and writer Toni Morrison"*

Additional Topics Include:

  • Book Soup owner's 3 keys to owning a bookshop. (04:27)
  • Bookstores have been immune from the profit motive. (10:37)
  • The social caste system in America. (13:22)
  • "Freedom is the opportunity for self-discipline" (21:04)
  • Jimmy Carter's moral dilemma: "Did you always do your best?" (26:57)
  • "The negative actually gives us information, the positive never gives us information" (31:53)
  • The Cynics vs the Stoics (41:18)
  • The psychology of managing your goals through difficult public reactions. (58:38)
  • Queen Elizabeth's magnanimous restraint (70:05)

Editor’s note: Topic times don’t account for sponsor ads and may appear a few minutes later in the episode on your podcast player)


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