Welcome to my humble corner of the internet. If this is our first time meeting, you will find out I am a bit OCD, people say I talk too fast, and many times I trip over my own shadow.

For almost a decade, I was a professional photographer dying on the inside because I was spending hours and hours on mundane client tasks, finding lost paperwork, and making sure everything was in place.

Not knowing my options and being too stubborn to say I couldn’t do it all, I threw in the towel and walked away from a business I LOVED! Later down the road, I realized I was not the only one that struggled to do it all and found my passion in systemizing and strategizing for small female-owned businesses.

I'm Caitlyn Gray.

past professional photgrapher turned systems addict...


Get you out from behind your desk and back to the creative things that make your heart sing. You didn't start your business to constantly be stuck in the mundane!

My mission...

Currently, I am an Iowa captive. It’s a sensitive subject because my love language is lying on the beach, drenched in sun.

i am a beach bum

Getting my teeth knocked out or losing my right arm. I don’t know which one is worse!

i have two big fears...

If you haven’t tried it, stop what you are doing and go grab a bottle.

My fav flavors:
Mango Lime (Kevita)
Lemon Berry (GT's)

i am very addicted to kombucha...

As a photographer, I was able to travel around the world several times, photographing for nonprofits. My work has also been published both locally and internationally.

I am a world traveler...

Baleigh R (Baleigh Creed Photography)

"She is such a gem to work with; her responses are quick and effective, + she absolutely knows her stuff!! She not only made sure my workflow was a perfect fit for me but easy and professional for my clients!!"

"11/10 recommend Caitlyn with System & Strategy!"

Hunter M (Creation Photography)

"I am able to spend more time with my family doing the things we love! She streamlined our business so that we were able to still be personable while also being incredibly professional."

"We are enjoying life while also being profitable!"

Katherine S (katherine schwingel)

"Not only did she introduce me to new features and automations, but also saved me money on other apps that could be done through HoneyBook! She is the BEST - hire her yesterday!"

"The strategic mind I didn’t know I needed..."