The Workshop — Pineapple Squared

From Stranger
to Sidekick.

A one-day, hands-on AI workshop built for people with experience — not engineers. By the end of the day, you walk out with a working AI assistant built in your voice, shaped by your values, and ready to go to work Monday morning.

You don't learn a tool by watching someone else use it. This is 80% building, 20% teaching. Your hands will be on a keyboard more than your ears will be listening to me. That's by design.

Why We Start Here

Years ago I was running a crew rebuilding an old wooden warehouse — massive yellow pine posts, 22 feet from the ground to the roof deck, January cold that would cut through you. One day a red Hilti van pulled up. Out stepped Warren Brindle, the local rep. He climbed up on that roof and told me his tools were better than what we had.

He said: "I'll leave you a nail gun and a powder gun. Use them for a week. Use them. Abuse them. Find out if they're worth the extra price tag." He went to his van, pulled out two brand-new boxes, handed them to me, shook my hand, and drove away.

What did I do? I walked to the edge of the roof deck and dropped both tools to the concrete floor below — a 22-foot fall. They worked. A day or two later I threw them in a mud puddle. They fired. Warren came back a week later. I told him to send us an invoice.

That's what I want you to do with AI. Bang it around like a tool on a jobsite. That's how a tradesman learns any tool — not by reading the manual, but by putting it to work.
How the Day Works
🎓
5 Minutes
I Teach
Just enough to explain what you're building and why. No lectures. No slides for 45 minutes. Get in, get out, get to work.
⌨️
20–30 Minutes
You Build
Hands on keyboard. Talking to AI. Filling in your templates. This is where the real work happens — and where the real learning happens.
🤝
5 Minutes
We Share
A few people read what they built. We celebrate. We learn from each other. Then we do it again. Six times.

80% Building — 20% Teaching — Repeat Six Times — Walk Out with a Working AI Assistant

The Six Things You Build
1
The Bio
Before AI can help you, it needs to know who you are. Not your resume — your story. The struggles, the strengths, the passions.
2
The Front Porch
The voices and places that made you. The people who shaped your values, your backbone, your way of seeing the world.
3
What I Believe
Your foundation. The compass heading your AI will protect in every conversation. The lines that don't get crossed.
4
You Are My Assistant
Now your AI becomes a person. Name it. Define its role. Tell it who it's going to be and how it's going to work with you.
5
Guardrails
AI will do whatever you let it do. These are the boundaries that keep your assistant useful without becoming dangerous or dishonest.
6
The Memory Loop
How to keep your assistant alive and learning across sessions. 60 seconds in the morning. 60 seconds at night. That's it.
What You Leave With
Not information. A working tool.
A personalized AI assistant built in your voice
A master prompt you load every morning
A 42-term AI glossary — in plain English
A 30-day roadmap to keep building
The Memory Loop — how to start and end every day
Confidence to keep going when you get stuck
Who This Workshop Is Built For
Churches & Ministry
Pastors and staff ready to multiply their impact without burning out
🔧
Trades & Blue Collar
Contractors and skilled workers who learn by doing — not by lecture
🏪
Small Business
Owners ready to compete smarter using tools that cost next to nothing
🏥
Healthcare & Caregivers
Professionals navigating a field being reshaped faster than anyone expected
🎓
Educators & Nonprofits
Organizations serving communities who deserve access to these tools too
👷
Anyone 50–70
If you've been told AI isn't for you — this workshop was built to prove that wrong
Bring From Stranger to Sidekick to Your Community
Churches, companies, trade associations, nonprofits — if you have a room and people who are ready, we'll come to you. Let's talk about what it looks like for your group.