Stoicism’s Lessons on Becoming Wise - Ryan Holiday - #1001
October 2, 2025
1 hr 52 min
1001
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999 of 1,112
Episode 1001 · October 2, 2025
Stoicism’s Lessons on Becoming Wise - Ryan Holiday - #1001
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Chris Williamson Episodes Around October 2, 2025
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Stoicism’s Lessons on Becoming Wise - Ryan Holiday - #1001
Summary
Ryan Holiday is a podcaster, marketer and an author.
If intelligence were enough, the smartest among us would also be the wisest. Yet time and again, they stumble over life’s simplest lessons. Wisdom isn’t about knowing more; it’s about seeing deeper. So how do we shed the illusion of being ‘smart,’ and actually grow into wisdom?
Expect to learn what Ryan learned from his near-death experience, what most people get wrong about wisdom, how daily habits compound into wisdom across a lifetime, what Ryan learned from studying the Wright Brothers, why in a culture of shortcuts and “life hacks,” how Ryan convinces people that wisdom is worth the long, uncomfortable path, what a Stoic would say about when you’ve lost yourself in life, why humility is such a crucial ingredient for wisdom, and much more…
Timestamps:
(0:00) Why We Need to Push Outside Our Comfort Zone
(5:13) Banning Books Isn't Ethical
(16:41) Does Learning Keeps Us Humble?
(27:48) Why We Learn Lessons from Old Tales
(33:41) Literally True, Figuratively False
(50:33) Do the Work Now to Build Your Wisdom
(57:55) Stoic Advice for When You’re Lost in Life
(01:03:45) How Stockdale Remained Unbroken
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