Workshops & coaching · two hours

AI Working Sessions


Not a lecture about AI — a working session with it. You bring a real task from your business, we set the tools up on your accounts, and you leave with that task done and the habit of doing it again.

The right room

Who it’s for

Owners and small teams who keep hearing about AI — from a vendor, a competitor, a kid — and want two useful hours instead of another webinar. No slides about the future. A laptop, your real work, and a tool that earns its keep or doesn’t.

This is for you if

  • You run a trade, shop, office, or service business and writing things down is the part that eats your evenings.
  • You’ve opened one of these tools once, typed something, got something generic back, and closed the tab.
  • You want your team using the same tool the same way — not five people with five subscriptions and no rules.
  • You’d rather see it work on your quote, your spreadsheet, your reviews than watch a demo on someone else’s.

This is not

  • A seminar on what AI means for your industry. We spend the time doing, not forecasting.
  • A software pitch. The tools we use are the mainstream ones; whichever you already have access to is usually fine.
  • A replacement for judgment. Part of every session is what not to hand these tools — pricing decisions, legal questions, anything you couldn’t check yourself.

Two hours, one agenda

The working session

One rule makes the whole thing work: bring a real task. An email you owe someone, a spreadsheet you dread, a stack of job notes — whatever is actually sitting on your desk. The session is built around working it, not talking about it.

  1. 0:00 – 0:15

    Set up on your accounts

    Everyone signed in to a tool on their own device — the one you’ll still have next week, not a demo login. Each person names the task they brought, out loud, so the room knows what done looks like.

  2. 0:15 – 0:45

    First pass, together

    We work one task live from the front of the room: what to give the tool, what to ask for, what came back, what’s wrong with it, and how to push back until it’s right. The push-back is the lesson.

  3. 0:45 – 1:15

    Your task, your hands

    Everyone works their own task while I move around the room. This is where the generic-answer problem gets fixed person by person — usually the fix is giving the tool the context it never had.

  4. 1:15 – 1:45

    Make it repeatable

    The prompts that worked get saved where you’ll find them again — a shared doc, a note, whatever your team already uses — so Tuesday’s win doesn’t evaporate by Friday.

  5. 1:45 – 2:00

    Rules of the road

    Fifteen honest minutes on limits: what these tools get wrong, what never goes into them (customer data you wouldn’t email, anything you can’t verify), and which of today’s habits are worth keeping.

  6. 2:00

    Leave with it working

    The task you brought is done, on your own account, with the steps written down. That’s the whole promise.

What “a real task” means

Tasks that fit a session

Three examples of the kind of task that fits inside a session — small enough to finish in the room, real enough that finishing it matters. Yours will look like your business, not like these.

Job notes → quote email

The notes exist — scribbled measurements, a materials list, what was said in the driveway. The email doesn’t. In a session, the tool turns those notes into a clear, professional quote email, and you learn to correct its tone until it sounds like you.

Bring Rough notes from a real job you owe a quote on
Leave with The email, sent — and the prompt saved for the next one

Messy spreadsheet → plain answer

A working-but-messy sheet — jobs, hours, sales, whatever yours tracks — and a question you’ve never gotten around to answering with it. The tool summarizes what’s in there and answers in plain English; you learn how to check its arithmetic before trusting it.

Bring The spreadsheet and one question you want it to answer
Leave with The answer, checked — and a repeatable way to ask again

Review → reply worth posting

The glowing review you never thanked, or the unfair one you’ve drafted six angry replies to. The tool drafts a measured response in minutes; you supply the facts and the final word. Works the same for the whole backlog.

Bring A real review — good or bad — you haven’t answered
Leave with A reply you’d actually post, in your own voice

These are generic examples of session-sized work, not accounts of past engagements — the point is the shape of the task: notes in, finished thing out, checkable by you.

Just you and the work

One-on-one coaching

Some things don’t belong in a room full of people — your pricing, your customer list, the proposal you’re nervous about. One-on-one coaching is the same bring-a-real-task format, hourly, at your desk or on a call, working directly on the material you’d rather keep private.

It also fits the owner who learns by asking “wait, go back” forty times — there’s no pace but yours. One hour is enough to get a first task working; a few hours across a few weeks is enough to make it a habit you don’t need me for.

Common ground covered

  • Getting set up: which tool, which plan, what it costs, what to skip
  • Working your actual documents — quotes, proposals, follow-ups
  • A sensible rule set for what stays out of these tools
  • Building a small prompt library your team can share
  • An honest read on where AI won’t help your business yet

No hype, either direction

Where I stand on AI

I’m transparent about using AI tools where they help me do better work faster. The thinking and judgment are mine.

That’s the same line that’s on my main page, and it’s the whole teaching philosophy too. These tools are genuinely useful for a specific kind of work — drafting, summarizing, reformatting, first-passing — and genuinely unreliable when you hand them the judgment: what to charge, what to promise, what’s true.

So the sessions teach both halves. You’ll leave faster at the work AI is good at, and clearer about the work it isn’t. If a task you bring turns out to be one these tools handle badly, that’s what I’ll tell you — that answer is part of what you’re paying for.

Plain numbers

Pricing & logistics

Group workshop

$25–$75 per attendee

The two-hour working session for a team or a room of owners. Where in the range depends on group size and how much preparation your setup needs — quoted before anything is booked.

One-on-one coaching

$75–$200 per hour

Hourly, scheduled around your week. Rate depends on scope — a setup-and-first-task hour sits at the low end; working through your own business documents and workflows sits higher.

On-site North-Central New Jersey — your shop, office, or meeting room. Everyone brings a laptop or the phone they actually work from.
Remote Video call with screen sharing, anywhere. Same format, same bring-a-real-task rule.
To book Email a sentence or two about your team and the tasks you’d bring. You’ll get a fixed quote and a couple of dates back.

Sessions use mainstream, publicly available AI tools on your own accounts — I don’t resell software or take referral fees from any tool I recommend. Nothing from your business is retained by me after a session beyond what you ask me to keep.