Winning With AI Is Headed to Delaware

From Trolley Square down Route 13 to Georgetown and out to the Sussex beach towns, the same three things are sitting there at closing time: messages nobody answered, an estimate half typed, and a week of posts that never got written. Bring whatever you run, a crab house, a paving crew, a hair studio, a two-van cleaning outfit, and put the tools on it while somebody is standing there to help.
What is the seminar in Delaware?
Winning With AI is one live evening in Delaware, in person, and it is open to owners of every kind of business: a diner in Dover, a landscaping crew in Middletown, a title office in Wilmington, a shop that ships orders out of a Seaford garage. In plain English you learn to hand AI the customer questions, the follow-up nobody got to, the quotes and proposals, the marketing, the scheduling, and the routine paperwork. There is no coding, nothing to install, and no course or subscription sold at the end. Early-bird seats are $49 while they last, and if you sit through the evening and decide it is not for you, say so before you leave the room and the registration fee is refunded.
- Ninety-six miles top to bottom: you can start the day above the Chesapeake and Delaware Canal and finish it in Fenwick Island without leaving the state.
- Three counties and three different weeks. New Castle runs on commuter traffic, Kent runs on Dover's state offices and the air base, and Sussex runs on the beach season.
- Route 13 and Route 1 carry almost everything. Where an owner's customers live usually comes down to which of those two roads gets them there.
- Most payrolls here are small: a storefront on Market Street, a truck out of Milford, a spare room in Newark with a laptop in it.
Which cities in Delaware have a seminar page?
- Dover, DE · Coming soon. Pre-register to hear first.
- Wilmington, DE · Coming soon. Pre-register to hear first.
What happens on the night in Delaware?
One room, one night, the tools open on a screen at the front. Nobody writes code and nobody leaves holding a software invoice. The jobs that eat a Delaware week get done live: the ninth version of the same customer answer, an estimate priced at eleven at night, a month of marketing put together in one sitting. You work along on your own laptop or phone with your own business in front of you.
Mike Filsaime teaches it. Twenty-five years building companies, Groove, Kartra, WebinarJam, and EverWebinar among them, and he will not use a word of tech vocabulary. Every example gets typed live at the front, so what you carry out of the room is the actual wording, not a page of notes about it.
How business actually works in Delaware
Wilmington sits at the top of the state and stays the busiest part of it. Market Street, the Riverfront, and Trolley Square all fall inside a couple of miles, and plenty of owners up there also work Pennsylvania and New Jersey customers, since both lines are twenty minutes off.
Below the canal the state slows down and spreads out. Dover, Smyrna, Milford, and Seaford are each their own trade town, and an owner covering Kent County can put fifty miles on the truck before lunch. Days spent out like that are exactly when a phone that can write the follow-up earns its keep.
Sussex County lives on the season. Lewes, Rehoboth, Dewey, and Bethany swell between Memorial Day and Labor Day and empty out again, so a year here is a crush of work followed by months of catching up on what slid. The crush and the quiet stretch both take help, just not the same kind.
How Delaware businesses use AI right now
Answering customer questions. In Delaware the same question shows up by text, by web form, and in a DM inside an hour, and the first real answer usually gets the job. AI drafts it in your own words and keeps a running list of who is still waiting.
Follow-up that does not die. Somebody asks for a price in March and buys in September. The list holds the name, tells you when to circle back, and writes the message so it actually goes out.
Notes into a quote. Walk the job, talk five rough sentences into your phone in the driveway, and get back a clean estimate on your own template with your own terms. Fix what is wrong and send it before you pull onto Route 1.
Marketing in batches. One sitting produces a month of posts, two emails, and the copy for a flyer or a menu card, all about what you actually sell.
Less scheduling back-and-forth, and the written admin that piles up: confirmations, reminders, reschedules, plus the summaries, checklists, work instructions, and standard documents you keep retyping.
Part of the night is spent on what to keep away from it. You set prices. The furious caller is yours to take. Anything your name rides on stays with a person, because in a state this small a bad sentence travels faster than the minutes it saved.
What do Delaware attendees take home?
- Every Job Done Live, Not Described. Each one is typed in front of the room with the prompt showing, then you run it on your own business before the night is over. The wording goes home with you.
- Nothing Technical Anywhere In It. No code, no jargon, no prior experience. If you can write a text to a customer, the whole evening is inside your reach.
- Every Trade In One Room. Shops, restaurants, contractors, salons, gyms, repair crews, cleaners, landscapers, accountants, law offices, real estate agents, dental and medical offices, nonprofits, online sellers, agencies, and plenty of one-person operations. The tools do not ask what you sell.
- Where The Line Sits. Pricing calls, hard conversations with unhappy customers, and anything touching your reputation stay with you. You leave knowing which side of that line each job belongs on.
- Nothing Sold On The Way Out. No course, no subscription, no pitch at the back of the room. Early-bird seats are $49 while they last, and if the evening is not right for you, say so before you leave and the registration fee is refunded.
What do people who have seen this say about it?
When I saw what Winning With AI could do, I knew we had to move fast. Work that used to drag out for three months now gets delivered by my team in two or three days.
I'm a tougher critic, but Winning With AI blew me away. One idea showed me how to save thousands of dollars a month.
I had no coding experience. No technical background. Nothing. After seeing how to use AI in plain English, I built software and workflows that completely changed my company.
My project lead was wearing too many hats, and the team felt it. This one event showed us how AI could take that work off people's plates. The impact on our sanity has been massive.
What do people in Delaware ask about the seminar?
Which Delaware cities will the Winning With AI evening be held in?
Rooms are being lined up for Wilmington and Dover first, with Newark, Middletown, and the Sussex beach towns in the mix after that. Pre-register and you hear first when a date near you is set, and you keep the $49 early-bird rate.
I run a small business in Delaware and I am not technical. Will I be lost?
No. Everything is typed in ordinary English, the way you would explain a task to a new hire on their first morning. Mike works each example in front of the room and stops for questions. Nothing has to be installed ahead of time.
Is the Delaware evening aimed at particular kinds of companies?
No. Owners of every type sit in the same room. A pizza shop in Newark, a fencing crew in Smyrna, a bookkeeping office in Wilmington, and a two-person rental business in Lewes all lose their weeks to the same handful of jobs.
What does a Delaware seat cost, and what if the night is a waste of my time?
Early-bird registration is $49 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.
Is there anything a Delaware owner should keep away from AI?
Yes, and it gets real time on stage. Setting prices, straightening out a dispute, and anything your reputation rides on stay with you. Where that line sits matters as much as anything on the screen.
Where do the Delaware dates sit in the wider program?
Every Delaware room is one stop on the Winning With AI seminar, the touring live AI seminar Mike Filsaime teaches one evening at a time in cities across the United States. The teacher, the demonstrations, and the money-back guarantee are the same in every city; the examples change to match the businesses sitting in the room.