Jun 1, 2026
A few years back I got a call from a $500M retail distribution company in the middle of a NetSuite implementation that wasn’t going well. They hadn’t gone live yet and were already losing confidence. Leadership wasn’t sure if they had picked the...
May 18, 2026
Dave Matthews wrote about the space between a place where something important gets lost. He wasn’t talking about your finances, but he could have been. There is a space most business owners don’t know exists. It sits right between the person closing your...
May 4, 2026
The company I use to mow my lawn isn’t doing anything revolutionary. They’re not the cheapest, and they’re not selling some premium, overengineered service. However, they are incredibly well run. I got to thinking about what makes them such a well-run company. There...
Apr 14, 2026
What would you guess is one of the most common reasons founders struggle to scale? I think it comes down to a few key things. Lack of clear positioning, strong systems, and confidence in their value. As a founder myself, it’s easy to feel when it starts to shift....
Mar 20, 2026
A lot of companies replace their legacy systems for the wrong reason. Often, it’s simply because someone has convinced them that the system itself is the problem. Somewhere along the way, “old” becomes synonymous with “inefficient,” and the pressure to modernize...
Jan 20, 2026
I’ve noticed that choosing accounting software is starting to feel more complicated than it should. I see this most often when growth exposes the limits of spreadsheets and entry-level systems. The search starts with good intentions, then suddenly it’s demos, feature...
