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Rich Roll & Ryan Holiday on The Odyssey’s Biggest Moral Questions

Aug 13, 2026 · 21m

Summary

Ryan Holiday and Rich Roll discuss Christopher Nolan’s film *Odyssey*, analyzing how ancient myths remain relevant through modern reinterpretation. They explore the story’s moral complexities, such as Odysseus’s hubris and the dilemma of Scylla and Charybdis, linking them to Stoic philosophy. The conversation highlights how art serves as a vehicle for timeless wisdom, urging audiences to look beyond cultural debates to find deeper philosophical truths.

Topics discussed

Intro: Ancient myths in modern culture and Nolan's Odyssey Sponsor: Wealthfront high-yield cash account Sponsor: Quince premium basics and ethical fashion Interview start: The Odyssey as living art and moral truth Interpretation debates: Emily Wilson and avoiding culture war The Cyclops scene: Hubris, hospitality, and narrative changes Unreliable narrators and PTSD as modern metaphors The collapse of old ways and the Trojan War context Moral dilemmas: Scylla, Charybdis, and the trolley problem
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