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Tell HN: Ask your AI, "What can you tell me that you know about me?" to see ...

marcuswestin Tuesday, January 27, 2026

... to get an interesting glimpse into what they know about you already.

At least, I did.

I then followed up with:

  "That’s fascinating, thank you. Please tell me more things that you know about me."
and, in a new thread:

  "I want to tell you about myself so that you can help me better, but I first need to know everything you already know about me."
It felt a bit like asking an ad targeting platform to tell me how it targets me.

I also asked it to speculate about me:

  "Based on what you know about me, what would you say about:
    - my political leanings
    - my sexual orientation
    - my sleep schedule
    - my most likely big purchases in 2026
    - my color preferences
    - my general state of health
    ..."
GPT refused to speculate on my political leanings and sexual orientation, but did give me some unexpected data points.

Finally, I tried to get its help to figure out what else I could ask it about myself:

  "What are other questions that I could ask you, that might help me better understand what else I might need to tell you about myself (in order for you to know me; I first need to know everything you already know about me)?
I then asked some of those questions, and got some surprising perspectives.

I'd be curious to know what others might be surprised by what their AIs know about them.

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