One Winning With AI Evening in Portland, Maine

Southern Maine businesses run two different years back to back. From June the phone never stops, and by November there is time to think and a stack of writing nobody got to. Replies, follow ups, estimates, marketing, scheduling, forms. That stack is the entire subject of this evening. Pre-register and the Portland date reaches you first.

Coming soon to Portland, ME. The date and venue are not set yet. Pre-register to be the first alerted when they are.

Pre-register for the seminar in Portland

What is the seminar in Portland, ME?

• One evening, in person, in Portland. No sessions afterward, nothing to finish at home.
• Any small business in greater Portland fits, from an Old Port storefront to a crew based in Westbrook to a one person shop in Cape Elizabeth.
• $49 early bird while seats last. Attend, and if it is not right for you, say so before you leave the room and the registration fee is refunded.
• Explained in ordinary words. No code on the screen, no acronyms, nothing to set up beforehand.
• Nothing is sold at the end. No course to buy, no membership, and nobody stopping you on the way out.
• The Portland date is not on the calendar. Pre-registered names hear the date and the venue ahead of everyone else.

What does the evening in Portland actually cover?

It is a demonstration, not a talk. The work gets built on a screen at the front of the room at a pace where writing it down actually works.

What gets built is the writing your business already does. The question that arrives before somebody books. The follow up from last Thursday that nobody made. A page of site notes that has to become an estimate. A season of emails and posts written in one sitting. A scheduling thread that went seven messages. The intake sheet you rebuild from scratch every time.

The evening also says where the tools stop. Pricing is a judgment you make. The difficult phone call is yours to take. Anything published under your name gets read by you first. Get the draft, keep the decision.

Is AI worth it for a small business in Portland, Maine?

$49 while early bird seats hold. Stay for the whole evening, and if it turns out not to be for you, say so before you leave and your registration fee comes back.

Nobody in Maine needs to be told to work. The problem is that the desk work waits for the off season, and by then the people who asked in August have hired somebody else. Estimates get typed at ten at night in July. The mailing list goes quiet from May to September.

This night takes that apart and gives you an order to work through. What needs a person stays with a person, and the rest is set up in one sitting.

Why is this AI seminar built for Portland businesses?

A room of Portland owners covers most of the local economy. A framing crew working Falmouth. A breakfast spot on Forest Avenue. A barber on Munjoy Hill. A landscaper covering Cape Elizabeth and Scarborough. A two person bookkeeping office in Bayside. A gym in Westbrook. A dental office in South Portland. An agent showing condos on the East End. A nonprofit downtown. Somebody boxing orders near the airport.

None of them sell the same thing. All of them answer the same questions, lose the same follow ups, and retype the same documents.

Nothing that goes up on the screen is built around a single trade. A demonstration that only pays off for one kind of business does not earn a place in a room this mixed.

What do Portland attendees walk away with?

• The message that lands on a Sunday night. People contact a few places before they choose. When your standard answers are already written, yours is the reply sitting there while they are still deciding.
• Follow up that survives a full season. The lead from the first week of July is quiet, not gone. You watch one follow up built and then left running straight through the busy stretch.
• Site notes in, estimate out the same day. Speak the notes into a phone before you leave the driveway and read a written estimate in your own wording by the time you are back at the shop.
• A season of marketing built in an afternoon. One thing you already know about your customers becomes the emails, posts, and offers for the next stretch, and your job becomes approving them.
• Fewer messages to settle a time. Seven messages to book one appointment is standard and it should not be. The short version gets built in front of you.
• Build the standing paperwork once. The intake sheet, the checklist, the instructions for a new hire, the notice you send every month. Write it one time and stop rebuilding it.
• What stays in your hands. Pricing, the hard conversation, anything that carries your name in public. The night explains why those never get handed over.

Who is the Portland seminar for?

How does a live seminar compare with free videos and an online course?

What is Portland, ME actually like?

Portland is small enough to cross in fifteen minutes and busy enough in July that fifteen minutes turns into forty. The peninsula fills, the bridges back up, and everything that could have been settled in writing gets settled by phone tag instead.

Then the season turns and the town goes quiet. That swing is what makes the written work slip both ways. In summer there is no time for it, and by winter the person who asked in August is long gone.

Which is why the evening stays on things you can set up once and leave running through a packed August and an empty February, with no help and nothing installed.

How Portland businesses are using AI right now

This is already in use around southern Maine, usually by owners with no technical background at all.

A caterer in Westbrook turns a phone call into a written proposal before the customer has finished dinner, because the notes go in and the draft comes back in the wording she already uses. A boat maintenance shop in South Portland answers its winter storage questions from a saved set of replies instead of writing each one fresh. A gym on Forest Avenue builds six weeks of member emails in one sitting and approves them a week at a time. A charter operator wrote the customer prep instructions once and sends the same document with every booking.

Nobody hired anyone. Nobody bought a system. They each spent one evening finding out which handful of jobs were worth handing off, then handed those off.

Who teaches the Portland seminar?

The Portland evening is led by Mike Filsaime, who has 25 years of building companies behind him. Groove, Kartra, WebinarJam, and EverWebinar came out of that work.

He does not teach with terminology. He opens the tool, does the job on screen, and says which parts matter and which parts you can skip entirely.

In Portland the examples come from the writing a Maine business produces in a normal week, and the night leaves room for questions about your own operation.

What do people who have seen this say about it?

When is the seminar coming to Portland?

We have not set the Portland date yet. Pre-register and you will be the first to know when we do, before seats go on sale to everyone else.

Pre-register for the seminar in Portland

Where does the Portland evening sit in the wider program?

The Portland room is one stop on the Winning With AI program, the touring live AI seminar Mike Filsaime teaches one evening at a time in cities across the United States. Same teacher, same demonstrations, same money-back guarantee in every city; the examples change to match the businesses in the room.

Which other Maine cities have a seminar page?

• Bangor, ME

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