Listen, I like all of the personality tests and enneagram and all that, but sometimes I do think it’s easy to get too deeply caught up in what those tests say about you without looking at how you are actually feeling about something.

For example, I’m an enneagram 3 (with a 2 wing) and I’ve read that that personality type is often high achieving, hugely success driven, and someone who values recognition and accolades. While there are elements of my personality that resonate with what you typically read or hear about “3’s”, I don’t often see anything related to a feeling of contentment.

This personality type can sound unsettled, always looking for more, bigger, better, etc. Sometimes I ask myself:

Should I add many more employees to my team"
Should I spend more time researching strategy to rapidly grow my various social media accounts"

Should I have completed the development of my product line back in 2015"

Should I have attended every event I was invited to for networking possibilities"

Would an actual Enneagram 3 look at my work and think I’m wasting time and opportunity"

But the truth is, I love my small team. I love that my employees have flexible schedules and get to work on their own time (most of the time!). I love that I have a schedule that allows me to be present in the kitchen at 3:05pm when Justin gets home from school pick up with the kids.

I love that the...