Is freelancing a real career? Here’s 1,423 square feet and a half acre of “yes.”

We are buying a house today. My freelance writer self and independent musician husband have an appointment to close at 10am, after which we will move into our adorable 1938, 4-bedroom Cape Cod with detached two-car garage and a half-acre of land.

When I quit my job, back in 2010, I was working for a board, and therefore had to go around to ten different people, all of them at least 20 years my senior, to tell them I was not only leaving my position as their director, but I was doing so to work for myself, as a writer. They were all very kind and supportive, and, I could also tell, quietly concerned. I was trading a secure, public sector job with great benefits for what appeared to be essentially a non-job – in a terrible economy. They all liked me and wanted me to succeed, but I could see that they couldn’t visualize how “freelance writer” and “success” had any potential to overlap. When my then-fiancé followed suit the next year, leaving his high school teaching job after eight years, we only seemed crazier.

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Don’t even try and rush me, Wednesday (A freelancer’s nail painting guilt)

Painting my nails on a Wednesday afternoon always feels a little scandalous. Never mind that the last 48 hours were an intense marathon of working from waking up through Daily Show time. Or the fact that painting my nails takes ten minutes, and I’lll go back to working when I’m done. It seems indulgent. And I feel guilty about it.

Even though freedom is the number one reason freelancers cite for choosing to work for themselves, it’s difficult to get cozy with it.

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Things I Miss About Working in an Office (Really)

By and large, I have no complaints about working from home. I love it. I’ve always wanted to be a freelance writer, and so a home office has always been a default part of that dream. Buuuuuut, sometimes I suddenly remember something about having a “real job” that I sort of miss. Really? Even with all the pajama working and make-up not wearing and proximity to dogs? Yes, really.

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