Promote Yourself to CEO | Small Business Strategy for Women Entrepreneurs
Oct 15, 2026 · 57 min · 9 segments
A CPA once looked at how I run my business and said, “You spend way more per client than most other people running these types of businesses.” And I said, “Yep, I’m fine with that.” That one exchange…
Racheal CookHost
A decision I made early on around my business was I decided what my definition of success was going to be before I even started this business.

I had The MBA, I had a brand new car, I had the six-figure career, I had everything that I was told was what success meant checked off, right? I had all of those things.

I looked like every parent's dream of a successful child, right? And I was miserable.

And at the time, I remember when I was really, really starting to get to the point where I knew I was in the wrong place, I was going into a parking lot full of BMWs and full of Mercedes, and I was going into this office where I was one of very few women, and I started thinking about what my life would look like if I continued on that track.

I had just gotten married to my husband, and we wanted to really start a life together, and so we had been talking about what that life would look like, what kind of family we wanted to have, what kind of experiences we wanted to have together.

And as I was sitting at my desk in that office, I was like, "This is incompatible with the life I actually want." And when I started looking at the people who had been in that building for 10 or 20 years, yes, they looked successful by every external metric.

They had, especially being in a office full of men, they had watches that cost more than a midsize sedan.

Most of them had no relationship with their kids, had no idea where their kids went to school, who their kids' doctor was, didn't participate in much with their kids' lives 'cause they were always working.

And honestly, a lot of them were divorced and maybe on their second or third wife.

And as I got to know these guys, I realized one of the reasons that they worked so much was because they did not have a life.

And so I just decided pretty early on that this was not the way I wanted to measure success for myself.

A decision I made early on around my business was I decided what my definition of success was going to be before I even started this business.

I had The MBA, I had a brand new car, I had the six-figure career, I had everything that I was told was what success meant checked off, right? I had all of those things.

I looked like every parent's dream of a successful child, right? And I was miserable.

And at the time, I remember when I was really, really starting to get to the point where I knew I was in the wrong place, I was going into a parking lot full of BMWs and full of Mercedes, and I was going into this office where I was one of very few women, and I started thinking about what my life would look like if I continued on that track.

I had just gotten married to my husband, and we wanted to really start a life together, and so we had been talking about what that life would look like, what kind of family we wanted to have, what kind of experiences we wanted to have together.

And as I was sitting at my desk in that office, I was like, "This is incompatible with the life I actually want." And when I started looking at the people who had been in that building for 10 or 20 years, yes, they looked successful by every external metric.

They had, especially being in a office full of men, they had watches that cost more than a midsize sedan.

Most of them had no relationship with their kids, had no idea where their kids went to school, who their kids' doctor was, didn't participate in much with their kids' lives 'cause they were always working.

And honestly, a lot of them were divorced and maybe on their second or third wife.

And as I got to know these guys, I realized one of the reasons that they worked so much was because they did not have a life.

And so I just decided pretty early on that this was not the way I wanted to measure success for myself.
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