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Why Your AI Training Isn't Working (And What to Do Instead)
I've watched the same AI training get built more than once now, in more than one place. The content is usually fine. People walk out able to tell you the difference between a vague prompt and a specific one, and then nothing changes on Tuesday. What people are missing isn't knowledge. Here's what actually moved people, and why one slide did more than a full curriculum.

Amy Westlake
Sep 14 min read


How I Use AI to Practice Hard Conversations Before They Happen
There was a conversation I needed to have with another program manager, and I kept not having it. He didn't report to me, he was good at the job, and I didn't want to spend the working relationship badly. So I practiced it first, against a Gem built to play him. It pushed back the way he pushes back, told me exactly where I was hedging, and by the time I sat down with the real person, nothing in it was a surprise. Full prompt at the bottom of the post.

Amy Westlake
Aug 258 min read


Where I Was Wrong (And What the Pattern Showed Me)
I sat down to update my resume thinking I knew what I'd accomplished. Months of daily journal entries told me otherwise — not by surfacing things I'd forgotten, but by showing me things I was actively doing that I'd never thought to claim. Turns out the gap between what you do and what you say you do is wider than you think. And it has nothing to do with memory.

Amy Westlake
Jun 94 min read
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