I’ve had a job since 1990 when I was 15 years old. My first job was at a frozen yogurt store. My friends and I all worked there after school and it was a hangout. LOVED. I spent my money on clothes (I was a huge thrifter in highschool/college), music (cassettes and CDs), and gas for our 1985 red Honda Prelude that my mom let me use.

Before I settled into Social Work and then full-time art at the age of 30, I had many random jobs that paid my bills. I liked to collect jobs, it seems. Here’s a list of some of those jobs I held, often at the same time:

Video store clerk (Blockbuster video).

Music store clerk at the mall (remember Musicland?).

Nanny in my early 20’s while in college (admittedly, I was a terrible nanny).

Telemarketer. Remember the At+T commercials selling you long distance plans? I was on the other end of those 800 numbers.

Office manager (so wasn’t a good job for me as I have zero office management skills).

Temp at Kindercare Accounts Payable Department.

Travel agent (before the internet).

Barista at a couple of coffee joints.

Hostess at an Italian restaurant.

Server at a big box restaurant (I was fired on day two as I was a TERRIBLE server as I couldn’t keep it all straight).

After school care provider at the YMCA.

Catering Biz helper (sort of loved this job).

Department store clerk at Macy’s.

I’m sure there are others that I’m forgetting. Sometimes I think back on these days with fondness with the after-glow effect that comes with nostalgia. But most of the time I’m glad the hustle of those days, wondering how I would pay my bills, constantly stressing about money, is over.

Tell me some of your random jobs you’ve had. I’d love to know!

Hi, I'm Kelly Rae Roberts!

Before I picked up my first paintbrush at the age of 30, I was a medical social worker. I followed my whispers and started playing with paint and everything changed. Now I’m a full-time artist, author and Possibilitarian, who helps women explore their creativity, nourish their souls and build a thriving creative business.

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