06/10/2026
This week, I had to assign myself harassment training. Don't worry, it's not because I got in trouble. 🤭
It's because I am officially an employee of my own company. 🤯
I haven't been an employee for 4 years, so I kind of forgot about this annual requirement.
So this morning, business-owner Cassie assigned employee Cassie her mandatory Illinois harassment training. 🤣
A few years ago, I was resistant to this idea. As a sole proprietor taking owner's draws, you can pay yourself when and what you want (as long as the business supports it, of course). I've paid myself consistently since launch, but if you've ever run a project-based service business, you know the feeling...
Some months felt like a crazy train because we're so busy.
Some months felt scary or desperate, living on a prayer and trusting that God really did open doors for me to do this.
Even when things were going well, it often felt open-ended because I couldn't always see far enough ahead to feel confident in the future.
So over the last 13 months, I've worked hard to change that.
👉🏽We focused on new lead gen strategies
👉🏽Booked further in advance
👉🏽Created more stability and predictability in the business
And eventually, we reached the point where moving to an S Corp made sense, and I became my own first employee.
Which sounds exciting... until you realize this transition is like an octopus.
At first you think it's a normal octopus with eight tentacles.
But after you adopt said octopus, you realize it's a freak of nature and actually has sixteen. 🐙
And somehow you're responsible for making sure every single one of those sixteen legs is healthy, functioning properly, and not going to make the IRS or Department of Labor come at you. 🤣
There is so much to learn and there are plenty of moments when I don't feel fully prepared (which, if you know me, you know is a challenge!).
But I think that's been one of the biggest lessons in this season: Sometimes you have to take action first, and you learn to be "ready" along the way.
(Lesson 2 in comments)
