The Screwtape Challenge: What an AI Revealed

Your favorite AI knows your habits. In this challenge, ask it how an adversdary would use them against you.

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The Screwtape Letters Challenge

    C.S. Lewis’s masterpiece, The Screwtape Letters, is written from the perspective of Screwtape, a senior demon training his nephew Wormwood.

    Wormwood is a junior demon learning how to subvert the spiritual development of a human being. Screwtape's counsel is subtle, and it serves as a striking commentary on the human psyche.

    A friend shared with me a brilliant idea where someone used their favorite AI LLM to write a similar letter about themself.

    The Challenge

    Step 1

    In your favorite AI agent/LLM, use the following prompt:

    Write a Screwtape letter about me based on what you know of me from our conversations, in the format of CS Lewis's book.

    The results may vary, but a picture will emerge.

    Step 2

    Then ask the LLM:

    Reverse-engineer this letter. What are the key steps I should take to grow?

    Feel free to share your thoughts and feedback in the comments below.