Stop Treating Every Objection the Same. Start Asking Who It's For.
Strategic Stakeholder Engagement means sorting an objection before you decide to act on it. The first sort is whether the person raising it is who the deliverable was built for.
Topic
Newsletter Archive
A collection of 36 issues
The File That Stops You From Re-Briefing Claude Every Monday
A CLAUDE.md file is a plain text file, saved at the top level of a project folder, that Claude reads automatically at the start of every session, before anyone types a word.
Are you saving prompts yet?
Here's the part I want you to sit with: no one convinced her she needed something more than prompts. No vendor pitched her, no course sold her the upgrade. The pull came from her own friction.
You Think It Understands You. That's the Problem.
What if the most dangerous thing about AI is how human it feels?
Your brain names it understanding. Your AI produced a prediction. Here's what that gap is costing you.
Sit with this for a moment.
You open your AI tool, describe a complex project situation, and receive
The Unnamed PM Brain Problem
anthropomorphism — the cognitive tendency to attribute human intentions, feelings, and motivations to things and situations that haven't communicated any.
The Credibility Moment
Most AI training for project managers fails before anyone opens a laptop. The failure point is sequence, not content quality.
The Experience Maker's Question
You are always making an experience for your team. The question is whether you're doing it on purpose.
How Markdown Has Come to Rule the World
What if the tool you're already using spoke a language you've never learned?
The format that powers GitHub, Obsidian, and every AI model you've ever used — and why project managers need to know it.
You've already seen it hundreds of times. Maybe
The Distinction Almost Nobody Is Teaching
Are you using AI to go faster or to think better?
So you have been using GenAI for a while now. A year. Two years. Three years.
You run everything through it. Status reports, meeting prep, email drafts, risk summaries. You have excelled at prompting. Your outputs are consistent. Your
The Ladder Most PMs Don't Know They're On
What if your AI already knew your project?
Project managers have been using (or trying to use) GenAI for a few years now.
Status reports, meeting prep, risk summaries, funder updates.
It saves time. The outputs are decent. We keep using it.
But...is that beginning to bother you?
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