WinningWithAI.com / FAQ / Who Is Mike Filsaime?
Who Is Mike Filsaime?
Mike Filsaime has spent decades building and teaching digital business. His companies and platforms include WebinarJam, EverWebinar, Kartra, Groove.cm, and Scale.gg. The reason he is teaching this is simple: he has helped people cross major technology shifts before, and AI is the next one.
- Decades building and teaching digital business.
- Companies and platforms: WebinarJam, EverWebinar, Kartra, Groove.cm, Scale.gg.
- 25+ years empowering entrepreneurs, 250K+ customers, 2M+ newsletter subscribers, $175M+ revenue generated.
- He is teaching AI because he has helped people cross major technology shifts before.
The short version
Mike Filsaime has spent decades building and teaching digital business. The names most people recognize are WebinarJam, EverWebinar, Kartra, Groove.cm, and Scale.gg. Across those 25-plus years the numbers attached to the work are $175M+ in revenue generated, 2M+ newsletter subscribers, and 250K+ customers.
That is the resume. The more useful question is why any of it qualifies somebody to stand at the front of a room and teach AI, because a resume is not an argument.
The part that actually matters: he has done this before
Every one of those platforms exists because a technology shifted and most people could not use the new thing yet. Webinars were a technical production before WebinarJam made them something a normal business could run. Marketing automation was an enterprise budget line before Kartra put it in reach of a small team.
The pattern is the same every time. A capability arrives, it is real, and it is locked behind a wall of vocabulary and setup that keeps ordinary businesses out for a few years. Someone translates it. The people who get the translation early get a head start that compounds.
AI is the same shape, moving faster. That is the reason he is teaching it, and it is a better reason than the resume: he has stood at this exact spot in a technology cycle several times and watched what separates the people who benefit from the people who read about it later.
How this differs from an AI influencer
The AI content economy right now rewards volume and novelty. There is money in being first to post about a tool, and no penalty at all for being wrong about it, because by the time anyone checks, the feed has moved on. That produces confident people with no track record and nothing at stake.
A person who has built software that customers pay for every month has a different relationship with being wrong. When you ship a platform, your claims get tested by 250,000 people who will tell you immediately if the thing does not do what you said. Two decades of that produces a specific caution: you stop promising what you have not seen work.
It shows up in the room as a narrower set of claims than you get on the internet, and a much higher hit rate on the ones that get made.
What people who have worked with him say
Tony Robbins put it this way: "Thank you for your incredible knowledge and insight. It made a powerful impact. I don't take anyone's time lightly, least of all someone with your level of marketing genius."
Rich Schefren of Strategic Profits was shorter: "He'll not only make it simple, he'll make it very profitable."
Those two quotes point at the same trait from different directions, and it is the relevant one for an AI seminar: the ability to take something complicated and hand it to you in a form you can use. That is a rarer skill than knowing the subject, and it is the entire job at the front of the room.
Why a software founder teaches this differently
There is a specific reason someone who has shipped platforms explains a technology differently from someone who studies it, and it is worth understanding because it is the thing you are actually buying an evening of.
When you build software that a business runs on, you spend years watching capable people fail to use something you thought was obvious. That experience is relentless and it is humbling, and it destroys the assumption that understanding a thing is the same as being able to explain it. You learn, expensively, that the explanation is the product.
Everything about the seminar format comes out of that. The reason it is live rather than recorded, plain English rather than accurate-and-impenetrable, real work rather than theory: those are not stylistic preferences. They are what is left after 25 years of watching which explanations survive contact with a real person who has a business to run and no patience for vocabulary.
What he is not selling you
In his own words: "I don't sell overnight riches. I tell you what it takes, what it costs, and what you get on the other side, and then I deliver it. That's the whole pitch."
That is worth reading twice, because it is the opposite of the default in this category. The AI seminar business has an enormous incentive to promise transformation and deliver a slide deck. A person who has spent 25 years building things people renew every month has the opposite incentive: say the smaller true thing, then be right.
See him do it
The seminar is built around watching Mike teach AI in plain English, live, on real work. Choose your city and date from the current schedule to see the reservation details for that event.
The $97 early-bird seat is backed by the money-back guarantee. Come, watch, and decide with your own judgment before you leave the room.
The short version
- Decades of building, not months of posting. WebinarJam, EverWebinar, Kartra, Groove.cm, and Scale.gg, across 25+ years.
- He has translated a shift before. Every platform he built existed because a technology was real and locked behind a wall of jargon.
- Claims get tested when customers pay monthly. A track record produces caution. You get fewer promises and a better hit rate.
- Simple is the actual skill. Making a complicated thing usable is the whole job at the front of the room.
The rest of the questions
What actually happens at a Winning With AI seminar?
You watch AI applied to real work in plain English: useful pages, customer messages, follow-up, content, notes, summaries, daily tasks, lead handling, and practical next steps. The point isn’t to memorize theory. The point is to see useful output happen live, understand how it works, and know what to do next.
How much does it cost to attend?
The current early-bird seat reservation is $97 while it’s available. Your reservation covers the live room, the AI Business Readiness Checklist, attendee software access and resources included with the event, and the money-back guarantee.
What will you actually demonstrate?
You may see pages, customer messages, review replies, posts, emails, follow-up, notes, summaries, and business examples. The exact examples can change, but the promise is the same: useful work, shown live, in plain English, with the focus on empowering you.
Why is seeing it live different?
You watch the work happen instead of guessing from another article, video, tool list, or sales promise. Seeing it live helps you understand what AI can actually do, where it fits in your work, and what your next step should be.
Can I follow this if I’m not technical?
Yes. If you can use a phone, email, or a browser, you can follow this. The seminar is plain English, with no coding and no assumption that you already understand AI.
How is this different from trying AI tools on my own?
On your own, it’s easy to bounce between tools, prompts, and videos without a clear path. At the seminar, you see plain-English demonstrations turn direction into usable work: pages, content, follow-up, customer messages, summaries, and other everyday business output.
Will this only be about websites?
A page or campaign demo may be used as proof, but the bigger point is output across marketing, sales, support, customer replies, follow-up, and daily business work.
Who’s this built for?
It’s built for practical business owners, employees, and managers who want AI connected to customers, follow-up, marketing, support, daily output, and clearer next steps.
How is this different from hiring an agency?
An agency usually starts by selling services, campaigns, and monthly retainers. This seminar is built to empower you first. You see the work built live, learn the plain-English thinking behind it, and get attendee software access and resources included with your event seat so you can take more control before deciding what outside help you still want.
Can this help if I serve customers beyond my local market?
Yes. If your business sells through websites, funnels, ads, referrals, sales calls, content, or national lead flow, the examples still apply. The point is faster lead generation, sales support, follow-up, fulfillment, and daily output.
My team needs this more than I do. Can I send them?
Your team may benefit, but leaders get the most leverage by seeing it first. When the owner or manager understands what AI can help with, it’s easier to decide what to delegate, improve, automate, or stop doing the slow way.
How does this help employees and managers?
Owners use AI to grow the business. Employees and managers use AI to become more productive, more valuable, and better positioned for raises, promotions, or better roles.
How does this help me stay valuable at work?
The seminar is designed to help you become the person who can use AI to get clearer, better work done faster.
Will my boss pay for it?
Maybe. But the skill belongs to you. If you learn it first, you become more valuable wherever you work, whether your company pays for it or not.
Will Mike be involved in the seminar?
The page is built around seeing Mike teach AI in plain English. Choose your city and date from the current schedule to see the reservation details for that event.
What happens after the seminar?
You’ll leave with the included resources, practical examples, and simple ways to keep using what you saw live.
How do I reserve a seat?
Click your state on the map, choose the city and date closest to you, and follow the reservation details. Seats are limited in each room, so the safest move is to choose your city while the early-bird reservation is available.
What if I still have a question?
Use the contact page or choose the seminar closest to you and ask us directly. The goal is clarity, not pressure.
Other questions people ask first
See the full Winning With AI FAQ | Find a seminar near you | Browse all cities