Make Stoicism Your Anchor in Chaos (Ryan Holiday Live at FreedomFest)

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Nov 16, 2025

Ryan Holiday explores how living with virtue can anchor us amidst chaos. He emphasizes the importance of Stoic courage and discipline, linking them to the values of the American founders. Holiday challenges listeners to practice justice and resist societal admiration for vice. He argues for the necessity of hard ideas in education to foster maturity. The conversation highlights that turbulent times present unique opportunities to embody Stoic principles like courage, self-command, and wisdom.

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INSIGHT

Freedom Demands Personal Virtue

Freedom requires virtue because legality doesn't equal rightness.
Ryan Holiday argues we must choose virtuous character where law leaves choices open.

ADVICE

Choose Courage And Act

Cultivate courage by studying classical heroes and modeling their resolve.
Act now: speak up, try new things, and accept the risk of criticism.

ANECDOTE

Founders Drew Strength From Cato

The founders drew courage from plays like Joseph Addison's Cato.
Washington staged Cato to inspire troops at Valley Forge.

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