AI Business Retreat 2026

For Senior Leaders · Sept 14–15 · Spooner, WI

You Were Told to "Make AI Happen." Leave With It Happening.

One day for the GM, ops leader, sales leader, or office manager who actually owns the workflow: a repeatable method, proof on data like yours, and one real workflow that runs itself before you're back at your desk.

In person $495 · Remote $250 · Limited seats

Sound Familiar?

You're the person who actually runs the workflow — the GM, operations leader, sales or marketing leader, estimator, or office manager. In a 100+ person company you may hold the delegated AI mandate; in a 20–50 person company you're the owner's right hand. Your world is QuickBooks, a job system or aging ERP, and re-keyed spreadsheets.

The Problem

Told to deploy AI, handed no roadmap — while every report is manual re-keying between QuickBooks, the job system, and Excel. You're stuck between the hype and "reword my email."

What You Walk Away With

A prompt playbook, a 90-day marketing calendar, and one real workflow — reporting, proposals, or follow-up — that now runs itself.

Which One Are You?

The Owner's Right Hand

Every report is you, re-keying numbers between systems that refuse to talk.

You already run the place out of QuickBooks and memory. Imagine the version where the reports build themselves — that's what you take home.

The Delegated Exec

You own the AI mandate, but every pilot so far has been a demo, not a workflow.

"Look into AI" isn't a plan. You go back to the boss with a method, a scored assessment, and one workflow already running — momentum, not a science project.

The Sales & Marketing Leader

Leads go cold in the inbox, proposals take days, and marketing is whatever fits into Friday afternoon.

You leave with a proposal that rewrote itself, a month of social drafted from one job site, and a follow-up system that never lets a lead sit.

Your Sessions on the Sales & Marketing Track

Click any session for the full detail — what gets built, what you keep, and how it fits your day. Tracks run in parallel and you can switch at any time.

Get Found by ChatGPT: SEO Is Now GEO
Sales & Marketing Track9:00 – 9:45 AM

Get Found by ChatGPT: SEO Is Now GEO

Your next customer isn't Googling — they're asking ChatGPT. What generative engine optimization (GEO) means for a local company, and the specific moves that get you recommended by name.

Session details
Proposal Makeover: Rewrites That Win the Job
Sales & Marketing Track9:45 – 10:30 AM

Proposal Makeover: Rewrites That Win the Job

Bring a real proposal; AI rewrites it around the customer's problem instead of your equipment list — same price, better words, more wins.

Session details
Professional Video From an Image: Turn a Photo Into a Full Video With Your Voice
Sales & Marketing Track10:50 – 11:30 AM

Professional Video From an Image: Turn a Photo Into a Full Video With Your Voice

Turn raw phone clips and job-site photos into a polished marketing video with AI — script, voiceover, cut, and captions included. No editor, no studio, no agency invoice.

Session details
A Month of Social Posts From One Job Site
Sales & Marketing Track11:30 AM – 12:00 PM

A Month of Social Posts From One Job Site

One walkthrough's worth of photos becomes thirty days of posts — captioned, scheduled, in your voice. The crew already takes the pictures; AI does the rest.

Session details
Direct Mail That Reads Minds: AI-Personalized Postcards
Sales & Marketing Track1:00 – 1:45 PM

Direct Mail That Reads Minds: AI-Personalized Postcards

AI writes a different postcard for every prospect — their industry, their neighborhood, their likely pain — and the printer does the rest. Physical mail nobody else is sending anymore.

Session details
The One-Person Marketing Department: Your Q4 Plan
Sales & Marketing Track1:45 – 2:20 PM

The One-Person Marketing Department: Your Q4 Plan

Stitch the day together — GEO, proposals, video, social, direct mail — into a 90-day marketing calendar that one person, backed by AI, can actually run.

Session details
Sales & Marketing Track2:55 – 3:55 PM

Never Let Another Lead Go Cold: The Follow-Up System That Runs Itself

Connect everything built today — GEO, proposals, video, social, direct mail, and the 90-day calendar — into one measurable revenue workflow. Watch a lead trigger start research, draft the next best touch, pause for human approval, and write the result back to the CRM.

Session details

Bring Both Sides of the House

The retreat works best when leadership and the hands-on team hear it the same day. Here's what it looks like from the other seats:

Hands-On AI Training Within Driving Distance

The retreat draws senior leadersfrom across western Wisconsin and Minnesota — most within a few hours by car of The Island in Spooner, WI. Can't travel? Attend every session live remote, or explore all our AI training for business options.

Minneapolis, MNSt. Paul, MNEau Claire, WILa Crosse, WIHudson, WIDuluth, MNRochester, MNWausau, WIRice Lake, WISt. Cloud, MN

For Senior Leaders — Frequently Asked Questions

Start with a method, not a tool. At the AI Business Retreat you run a structured AI maturity assessment on your own company, then spend the day building on data shaped like yours — proposals, marketing, dashboards, follow-up — so you go back with a scored assessment, a prompt playbook, and one workflow already running.
Yes — the Sales & Marketing Track is a full day on revenue: generative engine optimization (getting recommended by ChatGPT), AI proposal rewrites, video from phone footage, a month of social posts from one job site, AI-personalized direct mail, and a lead follow-up system with human approval built in.
No. The Sales & Marketing Track is entirely no-code — every workshop uses plain-English prompting and tools you already have. If you want the deeper technical build, the parallel Builder Track covers wiring AI to real systems, and you can switch tracks at any time.

Ready to spend the day with us?

Tuesday, Sept 15, 2026 · The Island, Spooner WI · In person $495 (working lunch included) · Remote $250 · Limited seats.