Thinking About What's Next

March 4, 2026

I'm taking my time to figure out what is next for me, and when.

When I sold LearnDash, I agreed to a non-compete agreement, which is pretty standard for any business sale. Mine was a bit longer than normal, but I didn't mind (and still don't). If anything, it has forced me to take a giant step back and to get in tune with what it is that motivates me.

But it wasn't always so easy. Immediately after the sale, I took up various projects because I was so used to the “go-go-go” frame of mind of an entrepreneur. I had no practice at slowing down.

But the non-compete forced me to eventually slow down.

I slotted into coaching for a bit, but it's not something that I ever planned on doing forever. Don't get me wrong, it was enjoyable.

The problem, however, was that it lacked something very central to what I like to call my “flow state”. That feeling where what I am doing doesn't feel like work. Coaching lacks a competitive and creative outlet that I crave.

I Thrive When Competing

Ever since I was five years old, I have loved to compete.

I played every sport as a child, and eventually took to soccer, where I continued playing through college. I competed at a high level, and I loved every bit of it. The trials and tribulations. Winning. Hard work. I found that these qualities transfered very naturally into entrepreneurship.

In 2013, I launched LearnDash and created the entire WordPress LMS segment. That same year, I gave up playing soccer (forced due to a neck injury) and put every ounce of my energy into “winning” in my market, as it was quickly flooded with other players.

The wins weren't always fast or easy. Some required the long game. Years and years. But I don't give up. Ever. I will never be outworked or outlasted. It's my superpower as an entrepreneur. I'm too addicted to getting “the win”.

I don't get intimidated, but energized. If a competitor does something good, I can't wait to clap back ten-fold.

But I've softened as I've aged.

At 28, I was a different person. I viewed business in black & white, but with more experience and perspective, I've softened my approach to competition.

It's still “us versus them” (it is always in business), but I wouldn't villainize my competitors like I did in the past.

This perspective, one that comes with the passing of time, is an asset. Because let's be honest: always being ready to “fight” is stressful. I was constantly on edge, and it impacted my health. It, in part, led to my increased drinking.

If I were doing it all over again, my view would be more refined. Still up for the challenge, but seeing it more as a game than “life or death”.

I Crave Creativity

Competition for competition’s sake is well-and-good, but it isn't the only thing that I need. I need creativity. I've said it before, but entrepreneurship is my art.

I thoroughly enjoy the building blocks of a business:

Creating email marketing campaigns
Brainstorming ways to position a brand
Product enhancements to gain an edge
Long-term product strategies
Creating solutions that customers love

These activities are like my drug. I get high from doing them, and then high again seeing the impact that they can have on my business. Tying it to competition, these activities take on more meaning. I'm more motivated and the end result is more refined.

When I do these things, I'm in my flow state. I'm vibrating on a different level, and it just feels right.

So What's Next for Me?

I'm still gaining clarity on the two areas above. My current sabbatical has been extremely helpful so far in creating the mental space I need at this point in my life.

I guess what I'm trying to say is that I'm not rushing anything. In fact, I can't anyway with my non-compete in place. This matters, because I don't have interest in just any niche. I love the e-learning space. I've worked in it since 19 years old. In many ways, it's all I know.

#entrepreneurship