5,050 Sessions Taught Me One Thing About AI

Stop using AI as a search engine or to categorize your email. Here's the prompt that turns it into a thinking partner who knows you.

Oct 1 • Tim Adams

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September 2026

If Your AI Doesn't Know What You Stand For, It Speaks for You Anyway

I named my values one at a time for years. I had never set them down as one body, until documenting them for AI filled in the blanks and named a…

Sep 22 • Tim Adams

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You Can't Verify What You Don't Yet Know

Everyone says check what your AI hands you. At the start you can't, and a quote I never said showed me why.

Sep 17 • Tim Adams

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Your AI Is Guessing How You Think. Here's the Fix.

Give your AI the record of how you talk and it reads back the way you think. The me-file section that closes the gap.

Sep 15 • Tim Adams

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My Best Prompt Is 12 Words Long

The fix for confident, wrong AI output isn't a better brief. It's teaching it to ask.

Sep 10 • Tim Adams

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I Gave My AI a Map of My Weaknesses

I told my AI where I break down, and hours later it caught me in the act. On self-awareness as the prerequisite for an AI partnership, and the me-file…

Sep 8 • Tim Adams

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My AI Called Me Gary

My AI is brilliant, tireless, and completely certain my name is Gary.

Sep 1 • Tim Adams

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July 2026

I Burned $172 on Claude Fable 5. Here's What I Learned

Fable 5 is a class above anything else I've used. Here's when it's worth the money, and when it isn't.

Jul 14 • Tim Adams

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May 2026

The Explorer Stopped Getting Paid

The information age ended quietly. Most people haven't noticed.

May 17 • Tim Adams

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I built an AI partner that fights me on everything

The most dangerous AI partner you’ll ever build is the one agreeing with everything you say.

May 6 • Tim Adams