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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


What I Actually Built to Get Running by Day One
Last week's post was about how it felt. This one is about what's actually running underneath it: two scheduled tasks, no code, and the specific guardrails that kept it from falling apart the first two weeks. If you want to build something like this yourself, this is the version with the actual mechanics.

Amy Westlake
Aug 184 min read


I Was Running by Day One. Usually That Takes Weeks.
I started a new job about a month ago and braced for the usual rebuild, recreating every script and process I'd relied on before. Instead, I connected a few tools on day one. By week two, someone said a name I didn't recognize, and I already had a profile on them. This is what changed when the context showed up before I did.

Amy Westlake
Aug 113 min read


How to Use AI to Get Better at Reading a Room
There was one person I just wasn't clicking with, and I couldn't say why. So I did something a little embarrassing: I had AI build a communication profile of me, then one of them, then compared the two side by side. What came back wasn't dramatic. It was just true, and I hadn't sat with it before. Includes the exact prompt I use to build a stakeholder profile from meeting transcripts.

Amy Westlake
Aug 47 min read


The Transcript Tells You More Than You Asked For
Most people use meeting transcripts to capture what was said. That's not the same as understanding who said it — and why. Here's how I started using transcripts as behavioral data, and what changed when I did.

Amy Westlake
Jun 233 min read


The Stakeholder Cheat Sheet I Built From Meeting Transcripts
Every meeting generates data about the people in it. Most of it lives nowhere — in your gut, in half-formed impressions. Here's how I started turning meeting transcripts into communication profiles I actually use.

Amy Westlake
May 53 min read


Catching Weak Signals Before They Become Problems
Meeting transcripts are a record of what was said. That's not the same as what was meant. Here's how I started using AI to find the signal I was too busy to catch in the room.

Amy Westlake
Apr 283 min read
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