Modern Wisdom

#1001 - Ryan Holiday - Stoicism’s Lessons on Becoming Wise

1538 snips
Oct 2, 2025
Ryan Holiday, an author and marketing strategist known for his insights on Stoicism and resilience, explores the nuanced difference between intelligence and wisdom. He shares lessons from his near-death experience and how daily habits contribute to acquiring wisdom over time. Ryan discusses the value of humility, the importance of learning from classic stories, and the need for emotional regulation. He emphasizes that true wisdom is gained through lived experiences, urging listeners to invest in wisdom early rather than relying on shortcuts.
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Giving A Talk With No Slides

  • Ryan described improvising a 45-minute talk with no slides after travel delays and tech failures.
  • He learned that forcing yourself outside comfort reveals new strengths and sometimes yields a better result.
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Naval Academy Invitation Revoked

  • Ryan recounted being uninvited from the Naval Academy after refusing to omit criticism about book removals.
  • He argued military leaders must challenge orders and engage with difficult ideas rather than censoring them.
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Wisdom Grows Shoreline Of Ignorance

  • Wisdom combines experience, knowledge, creativity, and perspective rather than raw intelligence alone.
  • The more you learn, the larger the shoreline of ignorance becomes, which humbles you.
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