The AI Operator Cohort
Six weeks to get your team actually using AI — built on Claude and the Microsoft 365 you already pay for. For operations and team leaders in established small businesses who want adoption that sticks, with the guardrails built in.
AI is everywhere — but it still isn't how your team works
You’ve seen what AI can do. Maybe one or two keen people on the team are quietly using it. But across the business it’s still a novelty — a clever demo, not the way the work actually gets done.
Meanwhile you’re already paying for Microsoft 365, and most of what it can do sits untouched. The gap isn’t the technology — it’s turning scattered, ad-hoc experiments into shared, repeatable workflows the whole team uses, safely, day in and day out.
That’s exactly what this cohort is built to fix — using Claude and the Microsoft 365 you already own, not another tool to buy and bolt on.
Who it's for — and who it's not
This is for you if…
- ✓You lead operations or a team in an established small business (not a startup experiment).
- ✓Your team already lives in Microsoft 365 — Teams, Outlook, SharePoint — and you want more from it.
- ✓A few keen people are dabbling with AI, but it hasn't become how the work actually gets done.
- ✓You want adoption that sticks across the team, with sensible guardrails — not a one-off demo.
It’s probably not for you if…
- ✕You want a tool you can buy once and never think about again.
- ✕You're looking for a generic ChatGPT prompt course with no connection to your real work.
- ✕You're a pre-revenue startup still figuring out the business itself.
- ✕You're not willing to put a few hours a week into building something with your team.
Six weeks, from scattered to systemised
Map the work worth automating
We find the real, repeatable work across your team — and pick the handful of wins that will prove the value fastest.
Set up Claude + Microsoft 365
Get Claude and your M365 stack working together cleanly and safely, with the access and data rules sorted up front.
Build your first team workflows
Turn the week-1 wins into shared, repeatable AI workflows your team can actually run — not one-off prompts.
Roll it out to the team
Move from one or two keen people to the wider team, with simple playbooks so the approach is consistent.
Guardrails & governance
Put light-touch policy, approved tools and data rules in place so adoption is safe and you can sleep at night.
Embed & measure
Lock in what's working, measure the time it's giving back, and leave with a plan to keep going without me.
Everything you need to make it stick
A systems operator, not an AI hype merchant
I’m Greg Roworth. I help established small businesses turn AI from a novelty into how the work actually gets done — using Claude and Microsoft 365. I’m a SYSTEMology®-certified practitioner and a Microsoft 365 modern-workplace specialist, and I build real software and AI tools for clients every week.
That combination matters: I think in systems, not one-off prompts, so what we build in six weeks keeps working after the cohort ends. No hype, no jargon, no “rip out everything you own” — just practical adoption built on the tools your team already has.
Apply for one of 10 founding seats
Tell me a little about your team and the challenge you’re facing. It’s an application, not a checkout — I’ll be in touch to talk through fit before anyone commits. Prefer to talk first? Book a call below.
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