Should Stoics use AI? Michael and Caleb tackle this modern question by examining how ancient philosophy guides our relationship with new technology. They explore the risks of overconfidence, the difference between knowledge and mere reminders, and when AI becomes a useful tool versus a dangerous crutch.

The conversation reveals why Plato's concerns about writing still matter today and how the Stoic concept of "digesting theory" applies to our AI-assisted lives. They examine practical examples from programming to philosophy, showing when AI helps and when it hinders genuine learning.

Overconfidence and the Conceit of Learning

(03:14) AI and overconfidence risks

(12:40) Writing as a tool to avoid overconfidence

(18:30) AI and digesting theory

(24:50) AI as indifferent external

(34:40) Stoics against AI friends

(41:30) AI as mirror of the logos

(45:20) The virtue of prudence with AI

(48:30) Closing thoughts on major technology shifts

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

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