The Entry Plan Coach You Wish Your District Gave You

Why 90% of entry plans fail — and the tool that blew school leaders’ minds at the MSAA Summer Institute

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Most principals spend more time choosing their back-to-school outfit than designing their entry plan.

That’s not a dig. It’s what I have observed.

Principals are told to “hit the ground running” ... but no one ever teaches them how to aim.

At the MSAA Summer Institute in Plymouth, Massachusetts, I walked a group of school leaders through my 90-Day Entry Plan framework. They were locked in for this 3-hour workshop.

Nods. Notes. Lightbulbs flickering.

And then I did something different.

I said, “Now watch this,” and opened the custom GPT I built just for Ruckus Makers.

They started uploading drafts of their entry plans.

In seconds, this AI-powered coach analyzed tone, structure, clarity, and alignment — and gave direct, personalized feedback.

Line by line. Strategy by strategy.

One principal literally gasped.

Another laughed and said, “This is better than the feedback I got from my mentor.”

A third said, “Can I use this... tomorrow?”

Here’s why this tool works:

• It’s trained on my exact framework from Build Leadership Momentum.

• It’s engineered to spot fluff and push for clarity.

• It doesn’t let you get away with vague goals or copy-paste vision statements.

• And unlike most PD, it’s actually fun to use.

School leaders left the room with better plans — and more importantly, more confidence in how they’d show up on Day One.

So here’s the part that matters:

You can have this tool too.

• But it’s not public.

• Not searchable.

• Not sitting on a district PD site collecting dust.

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