Who Teaches Winning With AI: Mike Filsaime

Who is Mike Filsaime?

Mike Filsaime is the founder of Winning With AI and a 25-year veteran of digital business. He started on a car lot in Long Island, moved to the early web in 2001, and went on to build Groove.cm, Kartra, EverWebinar, WebinarJam, and Scale.gg.

More than 250,000 customers have used products he built. More than 2 million people have joined his newsletter over the years. In 2006 he became the second marketer to generate $1 million in a single product launch.

Mike has watched major technology waves come through: email, e-commerce, funnels, webinars, and automation. Winning With AI applies that same plain-English teaching approach to AI, for working people and business owners who want to see AI create useful work they can understand, judge, and use.

Mike Filsaime in the media

What has Mike Filsaime built?

Mike Filsaime did not start in tech. He started on a car lot in Long Island, working sales floors that taught him one thing the internet would later prove: a great offer in front of the right room beats everything else in business. He carried that into the early web in 2001.

Over the next two decades he built companies that became infrastructure for the digital economy: Kartra, EverWebinar, WebinarJam, Groove.cm, and Scale.gg. More than 250,000 customers have used products he built. More than 2 million people have joined his newsletter over the years. Over $175 million in tracked revenue has flowed through what he has built.

In 2006, Mike became the second marketer in history to generate $1 million in a single product launch, an industry milestone that still shapes how digital launches work today.

Why did Mike Filsaime start teaching AI?

Around two years ago something started feeling off. Campaigns took too long. The team was too expensive. Launches dragged. Ideas he had in the morning did not ship for weeks. Meanwhile competitors he had never heard of were shipping in days what used to take quarters.

The turning point came when he stopped looking at AI as a chatbot and started treating it as a workforce. The people pulling ahead were not using AI to write blog posts. They were describing what they wanted, and an army of invisible assistants went and did the work in parallel. What used to take two months happened in four minutes.

Mike has watched major technology waves come through: email, e-commerce, funnels, webinars, automation. He has seen how much easier it gets when someone explains the practical path in plain English. So he built Winning With AI for working people and business owners who want to see AI create useful work they can understand, judge, and use.

What do industry leaders say about Mike Filsaime?

Tony Robbins, Life & Business Strategist, says: "I deeply appreciate your marketing insights, your level of caring and insight and marketing genius."

Rich Schefren, Internet Marketing Pioneer, says: "Nobody knows how to take a raw rookie online and show them specific steps to make money fast better than Mike Filsaime."

Kathy Walls says: "He's a brilliant mind, an icon in marketing. A legend in the industry." John Benson says: "He's just got an amazing heart. A loyal dude who really wants to do something great."

What is the Buzz Aldrin moment?

It is how Mike describes his own place in the industry, and it explains a lot about how he teaches. In his words: "Eleven humans have ever walked on the moon. The first to do it was Neil Armstrong. The second was Buzz Aldrin. When John Reese did the first million-dollar day online, he was Neil Armstrong. I was Buzz Aldrin. And to this day, I'm still Buzz Aldrin."

The 2006 launch that made him the second marketer in history to generate $1 million in a single product launch is an industry milestone that still shapes how digital launches work today. The framing matters because someone who describes himself as second is not selling you a story about being a genius. He is telling you the moves are learnable.

How does Mike Filsaime describe himself?

"I'm not a marketer. I'm a software developer who knows marketing very, very well." That distinction is why Winning With AI is taught as a set of workflows rather than a set of opinions: the instinct is to build the thing and show it running, not to describe how it might work.

On this moment specifically: "AI isn't just another tool. It's the end of marketing as we know it." He has said versions of that about email, e-commerce, funnels, webinars, and automation, and was early to each one.

Read Winning With AI attendee stories | The principles behind Winning With AI | See Mike teach live