Cleveland, Winning With AI Without the Tech Talk
Bring the work you keep putting off. Owners come in from Ohio City storefronts, Parma job sites, Tremont studios, downtown offices, and one-person shops run off a phone, and every trade is welcome.
Coming soon to Cleveland, OH. The date and venue are not set yet. Pre-register to be the first alerted when they are.
Pre-register for the seminar in Cleveland

What is the seminar in Cleveland, OH?
Winning With AI is a live evening seminar in Cleveland, Ohio, open to owners and managers of any business, in any trade, at any size. It covers, in plain English, how to use AI for customer replies and follow-up, quotes and proposals, marketing, scheduling, and routine paperwork. Nothing in it requires coding or a technical background.
- Format: One live evening, in person, in the Cleveland area
- Room: Owners and managers from any trade, including people who work alone
- Led by: Mike Filsaime, 25 years spent building companies, among them Groove, Kartra, WebinarJam, and EverWebinar
- On the agenda: Replies and follow-up, quotes, marketing, scheduling, written admin
- Cost: $49 early-bird while available, with a money-back guarantee
What does the evening in Cleveland actually cover?
Everything gets done on live work. The message that came in at nine at night with no reply. The estimate still sitting in a notebook. The email list nobody has written to since February. The booking that took nine texts to settle.
A roofer from the west side, a bakery owner in Ohio City, an office manager in Lakewood, and somebody shipping orders out of Parma all leave with the same handful of uses, because the writing behind those businesses barely differs.
When the evening ends, you are finished. No modules waiting at home, no subscription tied to it, nothing that needs a technical person to keep alive.
Is AI worth it for a small business in Cleveland, Ohio?
Ask a Cleveland owner what fills the week and the list is written work: replies, quotes, posts, notes, instructions. That is the category these tools handle well, which is why the evening lives there instead of in theory.
The limits get equal time. Pricing calls, difficult customer conversations, and anything carrying your name stay with you, and knowing where that line falls is most of the skill.
The test happens in the room, on your own work. Attend, and if it is not right for you, say so before you leave and the registration fee is refunded.
Why is this AI seminar built for Cleveland businesses?
Independent business here is organized by neighborhood. West Side Market stalls, storefronts along Detroit Avenue, crews based in the inner-ring suburbs, and small downtown offices all compete for the same attention and the same hours.
Winter squeezes the calendar for a lot of local trades. When the work window is short, quoting a job Tuesday instead of Friday is the difference between booking it and losing it.
The usual answer to being buried is to hire, and that is not always available or affordable. This evening is for owners who need to cover more ground before anyone gets added.
What do Cleveland attendees walk away with?
- Same-day replies. Draft clear answers to after-hours questions so people hear from you while the decision is still open.
- Quotes done before dark. Turn a walkthrough or a phone call into a written estimate you can check and send the same day.
- Marketing built in batches. Produce posts, emails, and descriptions in one sitting instead of starting cold every week.
- Follow-up that runs without you. A repeatable way to reach everyone who asked once and never came back.
- Paperwork off your evenings. Notes, checklists, and standard documents drafted straight out of what you already wrote.
- Where AI does not belong. A plain account of the judgment and the relationships that stay with you.
Who is the Cleveland seminar for?
What owner-operators across Greater Cleveland get out of the Cleveland evening
One to ten people, with the owner still selling, serving, and doing the books.
- Cover more without hiring first
- Keep up with replies in a busy week
- Publish marketing on a schedule
What trades and service crews get out of the Cleveland evening
Contractors, cleaners, landscapers, and repair or installation outfits working across the county.
- Quote from the truck
- Chase estimates that went quiet
- Fewer messages to set the schedule
What storefronts, kitchens, offices, and sellers online get out of the Cleveland evening
Retail, food, salons, gyms, dental and medical offices, law and accounting firms, nonprofits, agencies, and anyone selling online from Cleveland.
- Answer repeat questions instantly
- Write listings and descriptions faster
- Stay in touch with past customers
How does a live seminar compare with free videos and an online course?
| This live seminar | Free online videos | Self-paced AI course | |
|---|---|---|---|
| Format | One live evening in Cleveland, with questions taken out loud as they come up. | Watched by yourself, with no one to ask when your result does not match the screen. | Self-paced modules that end up competing with everything else in the week. |
| Who it is for | Any Cleveland owner or manager, any trade, any size, no technical background needed. | Built for a broad audience, usually people already comfortable with the tools. | General training that rarely reflects how a small local business actually runs. |
| Getting started | You point the tools at your own work while you are in the room. | Crossing from watching to doing is left entirely up to you. | Weeks of material usually pass before anything is applicable. |
| Local peers | A room of Cleveland-area owners from unrelated trades comparing notes. | No local context and nobody nearby to compare results with. | Online groups exist, rarely with anyone from Northeast Ohio. |
| Cost and commitment | $49 early-bird while available, one evening, money-back guarantee. | Free, though the hours spent sorting good advice from bad are not. | Often a recurring fee whether you finish it or not. |
What is Cleveland, OH actually like?
The city sits where the Cuyahoga meets Lake Erie, with the Flats below downtown and Playhouse Square a few blocks up the hill. Ohio City, Tremont, and Detroit Shoreway have filled with independent shops, restaurants, and studios.
The wider market runs out through Lakewood, Parma, Shaker Heights, Euclid, and the rest of Cuyahoga County, where a large share of small businesses in the region actually operate from.
Word of mouth still carries most of the weight here, and being reachable and quick to answer is a real local edge.
How Cleveland businesses are using AI right now
The common uses do not vary much by trade. Drafting answers to questions that arrived overnight. Turning walkthrough notes into a written quote. Reaching back out to people who asked a price and went quiet. Building a month of posts from a few photos.
Further back in the business, owners summarize long threads before a meeting, write instructions for a new hire, tidy a customer list that has drifted, and produce the routine documents every business needs. None of it requires buying new software.
Who teaches the Cleveland seminar?
Mike Filsaime teaches the Cleveland evening. Before he taught anything about AI he spent 25 years building companies, Groove, Kartra, WebinarJam, and EverWebinar among them, so the methods in this room were tested in his own businesses first.
His teaching runs in plain English. Terms get explained the first time they appear, nothing assumes you already know what a prompt is, and no theory is included for the sake of sounding advanced.
In Cleveland he builds each example live, at the front of the room, taking questions from the owners sitting there. Watching the thing get made is what a recording cannot give you.
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.
When is the seminar coming to Cleveland?
We have not set the Cleveland 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 Cleveland
What do people in Cleveland ask about the seminar?
Who is the Winning With AI seminar in Cleveland for?
Any owner or manager of any business in the Cleveland area. Trades, shops, restaurants, salons, gyms, offices, nonprofits, agencies, online sellers, and one-person operations sit in the same room, because the tools work the same way for all of them.
Do I need a technical background to attend in Cleveland?
No. Writing a plain email is the whole prerequisite. There is no coding, no setup, and nothing to install before you show up.
What will I be able to do after the Cleveland seminar?
Draft customer replies and follow-ups, turn notes into quotes, produce marketing in batches, cut the back-and-forth on scheduling, and handle routine written admin. Each one is practiced during the evening.
Is the Cleveland seminar aimed at one industry?
No. The room is mixed by design and the examples are pulled from a wide range of local trades rather than a single sector.
What does a seat at the Cleveland seminar cost?
It is $49 early-bird while available. Attend, and if it is not right for you, say so before you leave the room and the registration fee is refunded.
When is the Winning With AI seminar happening in Cleveland?
A date has not been announced yet, so pre-registration is open. Pre-registered owners are told the date and venue before seats go out more widely.
How do I pre-register for the Cleveland seminar?
Use the registration button on this page and you are on the Cleveland list.
Who teaches the Winning With AI seminar in Cleveland?
Mike Filsaime. He spent 25 years building companies, among them Groove, Kartra, WebinarJam, and EverWebinar, and he teaches in plain English with every example worked live.
How much time does the Cleveland seminar take?
A single evening. There is no pre-work, no course afterward, and nothing to keep up with once you go home.
Where does the Cleveland evening sit in the wider program?
The Cleveland room is one stop on Winning With AI with Mike Filsaime, 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 Ohio cities have a seminar page?
All Ohio cities | Every seminar city by state | AI for small business | Is an AI seminar worth it? | Who teaches it | Find a seminar near you