AI Leadership Bootcamp 2.0

Build your own AI assistant in one day.

A hands-on bootcamp for leaders who have tried AI but haven't yet made it part of how their business runs. Spend the morning learning what works. Spend the afternoon building an assistant around a real task in your business, and leave with it running.

The day, drawn to scale

Learn in the morning. Build all afternoon.

Our first bootcamp taught leaders about AI. This one has you building with it. Every block is hands-on, and the whole afternoon is spent on your own assistant.

Learn and practice
Lunch
Build your assistant

Morning: what works, and why

  1. Doors open, coffee
  2. Welcome: why AI, why now, and what has changed since 1.0
  3. AI in plain business terms
  4. Prompting with purpose: the STIL framework, hands-on
  5. Break
  6. Grounding AI in your business: your knowledge, your documents
  7. Opportunities, risks and responsible use
  8. Lunch together in the boardroom

Afternoon: your assistant

  1. Choosing what to automate first: pick your assistant
  2. Build lab: building your assistant with Claude
  3. Break
  4. Build lab: test, refine and show the room
  5. From assistant to agent, Q&A and next steps
  6. Wrap

What you walk out with

Tools you keep using after the day ends.

Your own working AI assistant

Built around a real task from your business, tested in the room, and running before you leave. We build with Claude on the day, and everything you learn carries over to the AI tools your team already uses.

  • Claude
  • ChatGPT
  • Gemini
  • Copilot

The StilwaterAI Assistant Builder project

The same builder our team uses, so you can keep creating assistants for other parts of your business long after the bootcamp.

The STIL prompting framework

Situation, Task, Identity, Learn. Our method for getting reliably better results from any AI tool, practiced hands-on.

A way to choose what to automate first

A practical method for ranking the tasks in your business so your first assistants go where they save the most time.

FindMeAI, your AI visibility check

A tool that shows how visible your business is to AI search and assistants, with an action plan to get found.

Who it's for

Built for leaders, not programmers.

If you can write an email, you can build an assistant. You bring the business knowledge; we walk you through every step.

Owners and presidents

Who want AI working inside their business, not just talked about in it.

Operations leaders

Who see hours lost every week to repeatable work and want them back.

Leadership teams

Who want to bring their people along with AI, from a shared starting point.

Your facilitators

Two people who build assistants for a living.

Jason Hurlbut

Jason Hurlbut

Founder, Chief DreamWeaver and Principal Trainer, StilwaterAI

Jason helps leaders across Ontario adopt AI with a human-first approach, translating complex technology into plain business value.

Aaron Key

Aaron Key

DreamForge Catalyst, StilwaterAI

Aaron created the STIL prompting framework and designs the AI assistants StilwaterAI builds and supports for clients.

Lauft Muskoka at 27 Main St E in Huntsville, with a StilwaterAI sign on the facade below the Lauft lettering
Lauft Muskoka, 27 Main St E. Yes, we added our sign for the day.

The venue

A converted bank on Main Street.

Lauft Muskoka
27 Main St E, Huntsville, ON P1H 2C6

We have the whole building for the day: an open workspace for the build lab, a boardroom for lunch, and the original bank vault for good measure.

Parking
Free parking behind the building on Minerva Street East
Internet
High-speed internet throughout
Workspace
A table for everyone, with a second monitor at most seats
Food
Coffee, lunch and an afternoon break included. Tell us your dietary needs when you register.
Nearby
A short walk to downtown Huntsville's restaurants and coffee shops

Questions

Before you register

Do I need technical skills?

No. If you can write an email, you can build an assistant. We walk you through every step, and two facilitators are in the room to help.

What should I bring?

A laptop and charger. We email a short setup guide a week before so you can start building from the first minute.

Which AI tool do I need?

We build with Claude on the day, and everything we teach works in ChatGPT, Gemini and Copilot. The setup guide tells you which account to have ready.

Isn't a full day a long time?

It would be if you sat and listened all day. Every session is hands-on, lunch is together in the boardroom, and the entire afternoon is spent building your own assistant.

Can I bring a colleague?

Yes, and teams get more out of the day. Each person needs their own seat.

Will I get a receipt for expensing?

Yes. You receive an emailed receipt showing HST as soon as you register.

What is the refund policy?

Full refund until November 12, 2026. After that, you can transfer your seat to a colleague at no charge.

25 seats ยท November 19, 2026

Leave with an assistant that's already working for you.

Lunch, coffee, the Assistant Builder project and FindMeAI are all included. Questions? Email info@stilwater.ai or call +1 (365) 747-5066.

$396 + HST

Reserve your seat on Luma

Thursday, November 19, 2026, 9:00 AM to 4:30 PM ET
Lauft Muskoka, Huntsville

No humans were harmed in the making of this page, and yes, AI was used extensively.

Not sure where to start?

You're not alone. And we know exactly where to start.

Whether you lead a team, a department, or an entire organization, the path begins with the AI Awareness and Readiness program: your team trained, your leaders ready, a policy that protects you, and a clear roadmap of what to build first.