I Quit My Last Day Job in 2015. Here’s What I Wish I’d Known Then.

Or: I love being self-employed, but . . .

Shaunta Grimes
The Write Brain
Published in
8 min readJul 27, 2023

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Photo by Tanner Ross on Unsplash

One thing about me is that I really hate having a job.

Not working. It’s just the circumstance of having a job that requires me to work for someone else that I dislike. I always have. I don’t mind learning a new job, but as soon as I’m competent, I want to quit.

Having a job makes me itchy. I’ve had some pretty cool ones. I was a teacher. I was a social worker. But — same story every time. As soon as I’m past that honeymoon period where everything is new, I start to deeply resent everything about it.

An entrepreneurial spirit was bred into me, I think.

I was raised by a serial entrepreneur.

When I was ten years old, I started going to events with my dad where he sold collectibles. Everyone there sold collectibles in big glass cases.

And fourth-grade me showed up with a roll of paper towels and a bottle of Windex. I wandered around the events for hours, offering to clean the cases for a dollar. And at lunch time, offering to make a concession-stand run for dealers who were manning their booths alone.

That was exciting. I made my own money…

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Shaunta Grimes
The Write Brain

Learn. Write. Repeat. Visit me at ninjawriters.org. Reach me at shauntagrimes@gmail.com. (My posts may contain affiliate links!)