Email 1 — The Invitation
Send 2 weeks out
Design note: This email is written for the most skeptical person on staff. If it
lands with them, it lands with everyone. Note what it deliberately does NOT do: it does
not use the words "exciting," "journey," "embrace," or "the future is here." It does not
promise transformation. It names the actual problem in the first line and gives skeptics
a reason to show up in the third paragraph.
Subject: You don't have to like AI to come to this
Alternate subject lines (A/B these):
- Six months of coursework in six hours. Let's talk about that.
- AI training — and no, we're not going to try to sell you on it
- The AI session: bring your worst-case scenario
Colleagues,
A student can now finish six months of coursework in about six hours. Most of you have
already seen a version of this — the essay that doesn't sound like the kid, the assignment
that arrived complete and empty at the same time.
On [DATE] from [TIME] in [LOCATION], we're spending the day on it.
Let me tell you what this is not.
It is not a sales pitch. Nobody is going to stand up there and tell you AI is wonderful and
you should be excited. Some of you think this technology is bad for kids, and some of you
have read enough to have specific, well-founded reasons for thinking so. **You are not the
problem to be solved in this session. You're the people we most need in the room.**
If you're in that group, you have a job that day: you're on the Red Team. Your
assignment is to break this stuff — find where it lies, where it's biased, where it leaks
student data, where it's bad pedagogy. What you find gets written up as a district document
and goes to every teacher in Irvington with your name on it. You don't have to change your
mind. Honestly, we'd rather you didn't. Skeptics build better guardrails than enthusiasts do.
What we're actually going to do:
- 🔍 Break an AI on purpose — a timed competition to catch it making things up
- ⏱️ Get some of your Sunday back — the boring tasks it genuinely handles well
- 🚦 Build a system that tells students exactly what's allowed on each assignment,
so you stop having the same argument forty times a year
- 🤖 Take a test that almost everyone fails — and learn why that matters enormously
before you ever accuse a student
- 🕵️ Practice the conversation for when something feels off, in a way that doesn't
blow up your relationship with the kid
- 🏃 Do an autopsy on the six-hour speedrun — including an honest accounting of which
fixes are yours and which ones aren't
What you'll leave with: one of your own units fully labeled, a rewritten assessment,
a conversation script, a guardrail card for your wall, and a web toolkit that works on your
laptop with no login and no internet connection. Nothing to install. Nothing that collects
your data — which would be a strange way to run a session that covers student privacy law.
The only ask: nobody has to like AI. Nobody has to use it. But every one of us has to
be able to recognize it, evaluate it, and teach students to do the same. Our students are
using it right now, today, whether we're ready or not. The only question is whether we're
the adults who help them think about it, or the adults who didn't.
Bring a laptop and a real assignment you're not happy with.
Coffee at [TIME]. It's good coffee. We checked.
— [NAME]
[TITLE], Irvington Township School District
*Questions, objections, or a prediction that this will be a waste of your time? Reply
directly. Especially the third one — those replies shape the agenda, and several already have.*