
Bookworm 236: Wisdom Takes Work by Ryan Holiday
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Nov 21, 2025 Explore the art of wisdom as hosts discuss listening more than talking and the importance of nuanced thinking. They dive into practical learning experiences, emphasizing the value of community and intellectual scenes. The dangers of distractions and groupthink are examined, along with the necessity of curating quality information. The conversation encourages lifelong learning and the importance of empathy. They conclude by reflecting on wisdom as the cornerstone of all virtues and offering actionable insights for personal development.
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Growth Happens In Low-Stakes Learning
- Good education helps you 'grow up' by exposing you to criticism and low-stakes failure.
- Universities and apprenticeships are valuable because they let you learn, fail, and improve safely.
Embrace Mystery And Steelman Views
- Embrace the mystery: the more you learn the more you see how much you don't know.
- Steelman opposing views by trying to convince yourself they are right to sharpen your own thinking.
Teach To Learn Deeply
- Stay a student for life while also teaching what you know to solidify learning.
- Teaching forces clarity and helps you grasp the essence of ideas more deeply.





















