WinningWithAI.com - Live AI seminars with 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.

What is 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.

Where can you see Mike Filsaime 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 $49 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 answer, in one list

  • 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.

What else do people ask about this?

What has Mike Filsaime built before Winning With AI?

Groove.cm, Kartra, EverWebinar, WebinarJam, and Scale.gg, over 25 years of building software that businesses run on. That background is why the seminar aims at customer replies, follow-up, marketing, and paperwork rather than at model theory: it is an operator's view of AI rather than a researcher's.

Does Mike Filsaime teach every city himself?

Yes. Every room gets the same teacher rather than a licensed presenter working from a deck, and the demonstrations are run live rather than played back. That is also why the evening can take open questions at the end: the person answering built the material.

Can I talk to Mike Filsaime at the seminar?

The room is where you get him directly, and questions are taken live there. Anything before the event goes to the support team, who handle reservations, cities, dates, and seat questions and can act on them the same day.

Why did Mike Filsaime move from software to teaching AI?

Because the gap he kept running into was not the tools but the explanations. Every guide to AI is written for somebody who already understands the guide. The seminar exists for the person who does not, which is why it is taught in plain English and built on demonstrations rather than definitions.

Which questions are closest to this one?

What else do people ask before booking a seat?

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