Why Defining Your Values Will Help You Build a Sustainable Freelance Writing Business

Jenni Gritters
5 min readFeb 24, 2020

Now that you’re your own boss, you need to knowing what you care about at work

I first tried freelancing in 2015. I was so burned out by my journalism job that I needed an escape, fast. I had no prospects but I needed to get out for my mental health, so I quit and decided that freelancing seemed like a great route toward freedom.

I wasn’t wrong; freelancing is a great route toward freedom. But during my first try as a freelancer, I couldn’t make the lifestyle work. My husband was between jobs and our state-sponsored health insurance was incredibly expensive. I wasn’t making enough to support my husband and me, let alone cover the costs of health insurance. I also didn’t know how to navigate my schedule now that I was on my own, so I ended up taking on work I didn’t love and working crazy hard for a few weeks before I crashed. In other words, I was trying to apply the strategy I knew from my former full time jobs: Work hard, get noticed, and eventually the work will become more interesting and lucrative as I make my way up the career ladder.

The thing is, freelancing doesn’t really work like that, so it didn’t work for me during round one, either. Instead of sticking with it, I got a full time job again. But the thing was, I loved the freedom of time…

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Jenni Gritters

I’m a writer and business coach for freelance creatives based in Central Oregon. I write about the psychology of small business ownership.