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I Quit Freelance Writing for a 9 to 5. Here’s Why It Didn’t Work for Me

by | Sep 7, 2017

Two years ago, shortly after graduating college, I started freelance writing part-time.

While I was focused on working a full-time job in media, I still contributed personal essays and listicles to a series of publications. This was a smart move because I accepted a job offer working at a real estate content marketing company, rather than a more traditional news outlet, after graduating college.

Part-time freelancing kept me creative as I worked a desk job by day. However, it was mostly about the writing in the beginning.

I enjoyed the art of writing, and I treated freelancing like a hobby, but I soon recognized how easily I could make writing my full-time gig.

Going full-time freelance for the first time

A year ago, I realized I made more income freelancing than my actual desk job.

That’s when I decided to go full-time freelance for the first time ever and begin treating my writing as if it were a business.

It was an excellent transition. I earned twice as much per month than I did at my marketing job. I also could make my own schedule, so I didn’t have to commute to work at 7 a.m. anymore.

However, the decision to freelance full-time wasn’t just about the money. I was living in Omaha, Nebraska, but I was considering a big move back to the East Coast.

Freelancing gave me the freedom and liberty to work remotely from anywhere in the world, as long as I had a reliable internet connection. When I left my desk job, I wasn’t tied to working in the Great Plains anymore.

Earlier this year, I moved to Philadelphia, Pennsylvania because when you’re a freelancer, you can live anywhere. However, I failed to realize how many of my freelance journalism  connections tied me to Nebraska.

Editors loved the stories I covered in the Midwest because most writers were from major coastal cities. When I moved to Philadelphia, I entered a much more competitive media market.

Plus, the cost of living — and income taxes — were higher in Philadelphia compared to Omaha.

My income wasn’t meeting my expectations, so I decided to apply to desk jobs.

freelance writing

Returning to the 9-to-5 again

I accepted a full-time job working in corporate communications a few months after moving to Philadelphia in one of the largest buildings in Center City.

I enjoyed the structure of my schedule. When you’re self-employed, it’s difficult to adhere to such a strict schedule. After coming home from work, I continued to freelance part-time, clocking in hours at night and on the weekends.

However, after two months, working two jobs became exhausting. As you’d expect, when I came home from my full-time job, all I wanted to do was crash, eat dinner and fall right to sleep.

The last thing I wanted to do was write. Freelancing became a chore. I started turning down assignments.

I also wasn’t producing the work that required more time, such as reported stories. I stuck to mostly web copy. Although both are sustainable sources of income, they don’t reflect my passion for writing.

Fortunately, I was saving half of my paychecks the entire time, so I quickly considered returning to full-time freelancing.

Going full-time freelance for the second time

I ended up leaving that job.

I missed being self-employed. I hated waking up early to commute to work. I hated wearing business formal. I hated being cooped up in a cubicle for eight hours a day with the exception of a half-hour lunch break.

Most of all, I hated being managed by someone else. I’m a self-starter, which is why being self-employed fits my professional style.

By this time, I’d been living in Philadelphia for seven months. I had the opportunity to network with local editors and other types of writing clients. Again, editors were coming to me for stories, so now I could finally start saying yes to accepting the work.

Goals I’d wish I’d adopted the first time around

The second time around, I have two different goals for myself, that would’ve benefitted me the first time I went full-time freelance.

1. I’m focusing on anchor gigs

According to Funds for Writers, anchor gigs are “businesses or individuals with whom you have an ongoing relationship and a steady flow of projects and income.” In other words, these are recurring people you can count on for work.

Don’t just secure one anchor client, but secure many.

When I started freelancing, I had one consistent client that paid extremely well. This worked to my advantage starting out, but when I relocated to Philadelphia, the freelance budget had been cut significantly.

Now, I work with four different anchor clients. Together, these four clients go towards paying the bills. Two are publications, the others are small marketing agencies. That way, if one client has their budget cut, I have three others to rely on.

2. I’m consistently building a pipeline

This means I’m always networking with new potential clients and marketing my services across the board, no matter how much work I already have scheduled out.

The reality is, I’ll eventually need new work, and you never know who that next client will be.

You need to be proactive with how you sell yourself to those you come across in professional spaces.

Whether you’re currently freelancing full-time, or are working towards one day making that transition, it’s important to figure out where your income is coming from. It’s also incredibly important to constantly curate an editorial calendar, so you’re never going without work for a long period of time.

Although it requires much more effort than working a traditional 9-to-5 desk job, writing full-time for myself is far more rewarding in the long run.

What do you wish you would’ve known the first time you first transitioned to full-time freelancing?