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The AI-Powered Playbook Of A Lifelong Entrepreneur, with Joe Stolte

Joe Stolte is an entrepreneur working at the crosshairs of marketing and artificial intelligence. His company, , uses machine learning to help thought leaders and small brands build AI-automated email newsletters. In this episode, he explains how his company supports clients in achieving business success and talks about the business lessons learned from his company’s early days.

Here's some of what you'll learn in this episode:

  • The entrepreneur ideas and entrepreneur motivation Joe showed at a very young age.
  • How Joe’s company finds the best content in the world on any topic clients choose.
  • What it means to have short-term pessimism and long-term optimism.
  • How the AI becomes smarter, making the newsletters better.
  • The change in mentality that’s given an edge.

Show Notes:

When it seems everything out there is negative, what grabs your attention is the stuff that’s positive.

It’s a win-win to partner with people who already have a marketplace of your potential clients.

An entrepreneur doesn’t have to be the one with the idea.

If you focus only on customers that are a good fit for your company, they’ll refer you to other people.

ChatGPT has given people a taste of the exponential power behind machine learning and AI.

If you get your clients their desired outcomes, the outputs don’t really matter.

During tough times, you have to manage your expectations.

You know you always need to get better, even during good times.

Ads almost always get less than 50% conversion.

Anything in excess becomes its opposite.


The Spark newsletter

Who Not How by Dan Sullivan and Ben Hardy

The Impact Filter tool

Episode Transcript:
Dan Sullivan: Hi. This is Dan Sullivan. I'd like to welcome you to the Multiplier Mindset Podcast. A real treat for me today because one of our Strategic Coach clients Joe Stolte, but not only that, but we're clients of his because he has a fascinating new thing, a new technological tool. And I heard him speak at Joe Polish's Genius Network, and before I go to any conference, I write out a Impact Filter of the things that I want to look for or be aware of while I'm in the conference. In that way, I'm not paying attention to everything, I'm only looking for certain things that I'm looking for. And after Joe spoke, I went up and I said, "Well, I had eight things I was looking for, and you just checked seven of the boxes." The thing I love about what Joe's doing with his AI newsletter concept is that we've often thought about having a regular newsletter, but it's just a lot of work, and it's not the main thing that we do.
It would be a lot of extra work. It isn't a moneymaking activity. It would be a newsletter to get interest in Coach, but more newsletters are like podcasts: you do it to establish a relationship with the marketplace, with like-minded people and they tell other like-minded people about it, and you start getting an audience. But I'd like to back up a little bit and go to what Joe said about his beginning comments of taking his lunch money and buying candy and then using the candy to purchase much higher quality food. Is this man and entrepreneur? Yep. Boy, is he an entrepreneur. Yep. There's like a fork in the road for children, and 19 out of 20 children, maybe it's 99 out of a hundred people, when they come to the fork in the road, they take the fork that leads them to lifetime employment. And there's one of them, maybe it's one of 20, who says, "No, I think I'm going to not do what other people do. I'm going to create my own business. I'm going to create something of my own where I'm not an employee, I'm the boss."
Joe Stolte: My past entrepreneurial journey, for the most part, I'm a fifth-time founder. I've had three exits, which means I've successfully sold three companies, and I'm very much the kind of prototypical serial entrepreneur. I love to take ideas when they're brand new or poorly developed, or in their infancy and then make them real, bring them to market, build teams, amass capital, scale them, and then eventually sell them or take them public. And it's interesting because I knew that I was always going to be an entrepreneur pretty early. The very first entrepreneurial thing that I did was... I grew up in the '80s and both my parents worked. In fact, my mom worked two jobs. My father was in the military, and instead of moving us around, he moved around a lot. And so at a very early age, especially by today's standards, I was walking myself to school, and my parents didn't have time to make me lunch, so they'd just give me money to buy lunch at school.