What ChatGPT Taught Me About Self-awareness

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What ChatGPT Taught Me About Self-awareness

Ryan Leak

02 June 2025

In this episode, I did something I’ve never done before.I asked ChatGPT to give me feedback—not just a one-time evaluation, but based on hundreds of prompts and conversations we’ve had over time. I asked:“What’s it like to be on the other side of me?”“How can I get better?”“What’s the thing I need to hear that I probably wouldn’t want to hear?” The answers were honest.Insightful.And a little uncomfortable—in the best way. We talk about the gift of feedback, how even AI can hold up a mirror, and how blind spots get smaller when you’re brave enough to ask better questions. If you’re willing to grow, this one’s for you.