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We teach AI to

Southwest Florida businesses.

Usually over lunch, in a room full of contractors, CPAs, attorneys, and office managers.

They all turn out to have the same two problems. Their staff is already using AI, and nobody ever wrote down the rules. Here is where we teach, what we teach, and the toolkit you can take without attending anything.

Bring a session to your team.

No membership required. Tell us who your audience is and we will build it around them.

Two Questions We Ask Every Room

The gap between the answers is the whole problem.

 

"Who here has used AI at least once?"

At the Carlisle Inn in September, in front of eighty-odd contractors, project managers, CPAs, and office managers, most of the hands in the room went up.

Somebody at your company used AI this week. They tried it at home, it helped, and they brought it to work on Monday. Maybe they pasted a contract in to summarize it. Maybe they cleaned up a client email.
 

"Who has a written rule at work about it?"

Almost every hand went back down. Same result in law firms, medical practices, accounting offices, and manufacturers across Southwest Florida.

So the question is not whether your company should adopt AI. Your company already did. The only question is whether you direct it, or it keeps happening in the dark.
 

It Is Not an Industry Problem

The construction room looked exactly like the law firm room, the medical practice, the accounting office, and the manufacturer.

Different software, different compliance obligations, same two facts: the staff is ahead of the policy, and nobody has written the rules down. That is why these sessions work for a mixed room.
 

You Do Not Need a Strategy Deck

Nobody leaves these sessions with a transformation roadmap or a six-figure implementation plan.

They leave with three rules their whole team can remember, a one-page policy to adapt, and a prompting recipe that makes the tools genuinely useful. That is about an afternoon of work.
 

80+

in the room at our last construction session

5

AI sessions taught so far in 2026

3

organizations that bring us in to teach

0

sales pitches in any session we run

 

Where We Teach

Two ongoing programs, plus a standing offer to bring the session to your own team.

 

GCBX MEMBERS ONLY

GCBX AI in Construction Series

A four-part progressive series for construction professionals, built with the Gulf Coast Builders Exchange education committee. Four Winds helped plan the series and presented the opening session in September 2026.

Carlisle Inn, Sarasota. Registration 11:15 AM, lunch and program until 1:30 PM. Attendance requires GCBX membership.

See the GCBX events calendar →

Not a member? Get the AI Starter Kit →

 

CHAMBER MEMBERS ONLY

Sarasota Chamber AI Business Lab

A peer group, not a lecture series. Each session opens with a short demo, then the room takes over: what people are actually using, what worked, and what they are stuck on. Hosted by Dylan Borden, launched June 2026, meets bi-monthly.

Three tracks: Ai Explorers for getting started, Ai Builders for practical use, Ai Architects for workflows, integration, and agents. Seats are arranged through the Chamber.
 

NO MEMBERSHIP REQUIRED

Bring a Session to Your Team

The first two programs are excellent, and both are closed unless you belong to the organization running them. This one is not. We present to associations, boards, and individual companies, in person and remote.

We build the session around your audience, your industry, and the software your people actually use. If your team is the audience, we will come to you and run it as a lunch and learn.

Ask about a session →

 

 

The AI Toolkit We Hand Out in Every Room

Three documents. Free, ungated, and yours whether or not you ever sit through one of our sessions.

PRINT AND POST

The AI Traffic Light

One question, asked before anything gets typed into an AI tool: what color is this information? It is the whole policy, compressed into something a person will actually recall under deadline pressure.

 

DESK REFERENCE

The AI Cheat Sheet

Everything a person needs on a single sheet: the color rule, the five-part prompting recipe, three prompts to try this week, and the two habits worth building first.

 

EDITABLE TEMPLATE

AI Acceptable Use Policy Starter

A complete policy in adoptable language, with blanks for your approved tool, your contacts, and your rules. Thirteen sections covering classification, human review, and prohibited uses.

 

The Three Rules We Teach

If you never make it to a session, this is the part that matters most.

 

Rule 1: The account is the safety feature

Everyone wants to start with a tool shootout. ChatGPT or Copilot? Claude or Gemini?

For the work happening in your office, all four are good. This is Ford versus Chevy. What actually protects you is the account type behind the tool. On a free personal account, the license belongs to the employee. When they leave, they walk out with the account and everything in it. On a business account, the company owns the seat, the history, and the access. Roughly $20 to $30 per user per month.
 

Rule 2: Know what color your information is

Nobody reads the 40-page AI policy. They will not apply it at 4:45 on a Friday with a proposal due.

They will remember a traffic light. Green is public and safe in any tool. Yellow is internal and belongs in a company-controlled account only. Red is pricing, financials, client and employee records, and never goes in a free tool in any form. When in doubt, move up a color.
 

Rule 3: A human signs off, every time

Picture the best intern you ever had, on the day they finally got good. Fast, eager, and brand new.

It invents things confidently. A code section, a price, a statistic, even a source. Attorneys have been sanctioned for filing AI-invented citations. It also wants to please you, so make it argue against you instead. If AI drafted it and you sent it, it is your work, your name, and your reputation.
 

The part most companies skip

Rules without capability just produce a policy nobody needed.

Most people type into AI the way they type into Google, three words and hope, then conclude the tool is mediocre. The tool is not mediocre. The ask was. Role, task, context, format, guardrail. The guardrail is the piece almost everyone skips, and it is what stops a warranty or a deadline you never offered from landing in front of a client.
 

 

What Every Session Covers

Same core material whether the room is contractors, CPAs, or a single leadership team.

 

What Belongs in an AI Tool
The traffic light: green, yellow, red. One question your whole team can answer before anything gets typed or pasted.

 

Free vs Paid Accounts
Why the account type matters more than the logo, and what happens to your data when an employee leaves with a personal login.

 

The Prompting Recipe
Role, task, context, format, guardrail. Ten extra seconds on the ask saves ten minutes fixing the answer.

 

Where AI Gets It Wrong
It invents citations and it wants to agree with you. Both failure modes, and the habit that catches them before a client sees it.

 

What You Might Already Own
If your email is Outlook and your files live in SharePoint, there is a good chance you are paying for AI capability nobody turned on.

 

A First Look at Agents
Chat makes one person faster. An agent makes the whole team consistent. Where that line sits, and when to cross it.

 

Questions We Get Asked

The honest answers, including the ones that are not a yes.

Want a Session for Your Own Team?

We build it around your industry, your people, and the software they actually use. Associations, boards, and individual companies. No membership required anywhere.

Call (941) 315-2380

or email dmborden@fourwindsit.com