Hello Friend,

It's good to chat with you again after so many months! I took a look at my emails from last year and realized that I haven't sent out an email since March 2025! Well, a lot has happened between March 2025 and now, but a couple of big things.

Today, I am talking about my top learning of 2025, what I changed from it, and I have an invitation for you to take the journey with me.

Let's dig in.

The most insightful lunch of my life.

That’s me and Jeff Hoffman, the most rockstar entrepreneur I have ever met.

There are some people in this world who seem to turn everything they touch to gold. This year, I had the honor, and it was an honor, to sit down with one of the most amazing entrepreneurs I have ever met. I could write an email just about the time we spent together and everything I learned from him. But let me start by introducing him.

Before he was 30 years old, he had already invented the airport kiosk, the same one you use to get your tickets every time you go to the airport. When he exited that business, he decided to go into music and became the agent/promoter for Nsync, Brittany Spears, and Pitbull. He produced the cult classic movie "Cabin In The Woods" (also a favorite of mine), he won 4 Grammys for his jazz album, and is the founder of a couple of little businesses you may know, Priceline and Booking.com. These days, he travels the world building orphanages and teaching entrepreneurs how to be better at what they do.

His name is Jeff Hoffman, and he is the most rockstar entrepreneur I have ever met.

So what did I learn? SO MUCH. But I am going to write an email with everything I learned and leave you with this one thing, because I think this is the most important thing I could leave you with. It’s certainly what made the biggest impression on me.

"If you're running a business and people aren't knocking down your door to give you money, maybe you should do something else."

Jeff Hoffman

That piece of advice hit me hard. Real hard.

Because people were not knocking down my door at the time to give me money. In fact, I had spent the past year rebranding JHMG, and we were not doing tremendously better than we had before.

So I took his advice, but finding that 'something everyone wanted' took most of the year, and it started with a completely different question.

At the same time…

I Stopped Trying To Conquer The World

It's been 25 years of consulting, coding, building, leading, traveling, speaking, and overall having a pretty amazing time. In September of 2024, I had my second child, and priorities shifted a bit. Instead of trying to conquer the world, I wanted to conquer my workaholic lifestyle. I told my team and my family that I wanted to shift a bit, at least while my kids are young, and focus on things that make easier money, are easy (easier) to deliver, aren't stressful, and enable us ALL to have a good life. This is in contrast to building huge systems and tools that have a massive impact, not that I have been particularly successful at that anyway.

How did I figure out what to do next?

I reviewed all the businesses we were running, and I weighed which:

  • Provided the highest value to clients

  • Was the easiest to run

  • Is the least stressful

  • Had the most potential for scale

  • Could be grown with the team’s current resources

  • My team and I knew the best

After a good amount of work in analysis, the winner was clear.

And the winner is…

Our brand SupportMy.Website had been built years ago, but never really pushed. It made money, it was easy to manage, everyone wanted it, and with a few small tweaks, our clients are super sticky (pretty much never leave), and we could potentially gain a great foothold in the market.

It seems quick, but landing on this took me most of the year, and it was, as usual, a winding path. But it's clear that what we're doing is working.

At the start of December, we were adding $600 per week in MRR. We haven't closed anything in January yet, so it's slowed down, but we put a lot of money into marketing upcoming and are sponsoring a tradeshow and a podcast, doing outbound emails, running ads, and building partnerships. We think there's a big potential with this, and we know this space inside and out since we've been supporting sites for decades now.

So what's the learning for you on this? Nothing yet, but there is an invitation. I want to Grow This Live and invite everyone to watch us succeed or fail at this endeavor this year. Big shoutout to Coran Woodmass for the inspiration to do this!

If you want to join me on this journey, I am going to be emailing our stats, talking about our successes and failures, what's worked, what's failed, how revenue is looking, what expenses look like, and so much more.

Watch Us Grow It Live!

If you want to follow along, just say yes on the poll below, and I will add you to the emails throughout the year. I think they will have a lot of learnings for you, and I look forward to having you hold me accountable as well! Our goal for the year is to bring on a minimum of 21 new clients, and I would like to bring on 30. Want to get on this boat with me and learn from my mistakes?

If you say yes, you’ll receive about an email per month with:

  • Sales & revenue numbers

  • What initiatives are working and not working and our analysis of why

  • What we have planned next

  • Our frustrations and celebrations

Do you want to watch us grow SupportMy.Website live?

We will send out regular emails, talk about progress, show you what did and didn't work, and much more.

Login or Subscribe to participate

There is so much to write about 2025, and this seemed like a good place to start. I am going to write a few more emails about last year before I get going on this year. In fact, up next, I am writing about my adventures in vibe coding and what I learned with a year of experience coding new things in new ways.

Till next time,
Jason

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