Stoicism and the Nature of Risk

In this episode, Caleb and Michael explore how Stoicism reframes our understanding of risk, teaching us to embrace uncertainty while focusing on what truly matters. They discuss:

• Why Stoics aren't reckless, but cultivate caution
• How Stoicism offers the highest reward with the lowest real risk
• Critiques that Stoicism is for the risk-averse, and why they fall short
• Why Stoicism may provide the ultimate psychological aid for meaningful risk-taking

Learn how ancient wisdom can help you navigate life's gambles with grace and purpose. The Stoics knew: true risk lies not in external outcomes, but in compromising your character.

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Thanks to Michael Levy for graciously letting us use his music in the conversations: https://ancientlyre.com/