AI answers with the same calm confidence whether it’s right or wrong. Before you paste its answer into an offer or email, ask what would make it wrong.
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Samuel Langley had a 53-horsepower engine and a $50,000 grant. His flying machine still dropped into the Potomac, and he blamed the launch.
AI output disappoints, and we blame the tool. Usually the constraint is what we gave it to work with.
Just sayin’.
1
Your notes remember what you learned. Your workflow doesn’t.
A decision file closes the gap: what you decided, how you got there, what happened next.
Which decision do you keep making over and over?
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Check out the latest article in my newsletter: Proof Is the Leverage: How Experts Earn Trust in the Age of AI linkedin.com/pulse/proof-lev… via @LinkedIn
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Before you reorganize a single file, make sure each one can answer three questions without being opened:
1. When was this made?
2. Where did it come from?
3. What is it about?
A file that can’t answer those is hard to find for you, and for any AI helping you.
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If your AI output sounds like everyone else’s, the prompt probably isn’t the problem.
It doesn’t know the decisions you’ve already made about your business, so it guesses.
What’s one call you keep re-explaining to it?
6
Organizing everything before you ask for help sounds responsible.
It’s the costly order. Your folder structure is a guess about what you’ll search for, and mine was wrong for years.
Find out what to fix first. Then move a single file.
8
The task you keep putting off is rarely too big. It’s usually too vague.
What’s one thing on your list that needs a clearer first step, not more willpower?
4
You know you’ve explained it before. A podcast, an article, a client call.
What do you do when you need it again: search your files, or write it from scratch?
12
This cat has the costume and the bucket. You have one almost-done project.
Which one are you finishing before Saturday night?
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A voice document teaches AI how you sound. It doesn’t teach it how you decide.
So you get a draft that sounds like you and makes the calls of someone who has never met your ideal client.
7
Most of the drain happens before the first word, when you picture the finished version and measure yourself against it.
Decide what “done” means first. What has to be true for this to go out?
5
My AI chief of staff ranked filing the conference folder below speaker outreach. Logical, except that folder held my outreach templates.
He couldn’t have known. I supplied the one missing fact, and the plan made sense.
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