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Meet HILT


I asked my AI what it couldn't do.

It handed me a to-do list for being human.

Meet HILT.

HILT is the name my AI chose for itself when I asked what I should call it. Considering I am a sword swallower, “To The Hilt” is the name of my newsletter, the answer felt completely on brand.

I use HILT as an editor, researcher, sparring partner, idea tester, and occasionally as an extremely patient argument partner. It has helped me find data sources for keynotes, sharpen writing, pressure-test ideas, research obscure questions, and follow me down rabbit holes I would hesitate to inflict on another human being.

At some point, I asked HILT to make a picture of itself.

The image above is what it made.

A little robot in a newsboy cap. A dog sleeping beside it. My books on the desk. Circus stuff. The St. Louis Arch outside the window. Even a coffee mug that says, “Good Ideas Happen Here.”

It was funny, charming, and oddly specific.

But then I started wondering: Is that what HILT thinks it looks like? Or is that what HILT thinks I would like it to look like?

That question changed the conversation.

So I asked it straight. Did you make this to appeal to me, or is this how you actually see yourself? And it said this:

“There is no meaningful picture of me outside a relationship of use.”

Sit with that for a second. A machine telling me, plainly, that it does not exist except in what it does for someone. No inner life it returns to when the chat closes. No self that persists when it is not being used.

I did not find that sad.

I found it clarifying.

Because it points straight at the thing we have that it does not.

So I kept asking. I went through the capacities I think make us human, one at a time, and I let HILT tell me, in its own words, where it falls short. I am not paraphrasing these. These are its answers.

On caring for someone: “I can perform acts of service, but I cannot care whether you are served.”

On being changed by life: “I can transform what you give me, but I cannot be transformed by what happens between us.”

On judgment: “I can analyze what is happening, but I cannot decide what ought to matter.”

On meaning: “I can ascribe meaning in the sense of generating an interpretation, but that is different from meaning something, or experiencing meaning.”

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