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The District AI Pilot Checklist

A 90-day map for running your first AI pilot, without betting the district on it.

A real plan, not another think piece

Most AI advice for schools is either hype or fear. This is the checklist I use to help teams run a pilot that's small enough to be safe and real enough to learn from. Four sections, start to finish.

01

Pick the right first pilot

How to choose a use case that's narrow, low-risk, and genuinely useful, so a win is actually a win and a miss costs you almost nothing.

02

Set the guardrails, including FERPA

The privacy, data, and student-information questions to settle before anyone touches a tool. FERPA is built into the checklist, not bolted on after.

03

Run the 90 days

Who's involved, what to communicate, and the week-by-week rhythm that keeps a pilot from quietly stalling out after the kickoff meeting.

04

Measure and decide

How to tell whether it worked, what to show leadership, and how to make the keep-it, kill-it, or scale-it call with evidence instead of vibes.

It's vendor-neutral and free. No tool names you have to buy, no strings. It's useful even if you never hire me, and that's the point.

Where should I send it?

Drop your email and the checklist is yours right away. I'll also send the occasional practical note on AI in education from Evalve Out Loud. Unsubscribe anytime.

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