5 Fears of Freelancing

I am a freelance writer.

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That sentence on its own is pretty terrifying, to be honest. But it’s true! I am currently a full time freelance writer – meaning that my current and only source of income is freelance writing. I have been doing some freelancing on and off since 2012. But it wasn’t until I quit my job in October and took off to Vietnam for a month that I found myself freelancing full time. So it’s been two and a bit months now and so far, freelancing is a work in progress and something I’m learning as I go.  Overall, I have to say that it’s going really well! There are lots of aspects of freelance writing that I love and many I’m still getting used to. Financially, it’s also working out and I’m actually making a decent amount seeing as I’ve only been doing this a short time. But despite how well things are going, I’m still scared. These are the five things that run through my mind pretty often and what I’m trying to do to stop them.

5. I’m scared I will hate writing.

Sometimes I’m scared I will hate writing. I have countless unfinished stories and starts of novels on my computer that are proof that I can fall out of love with my writing. And I get those feelings again when I find myself working on an article that I’m not passionate about or not interested in. When writing was just a hobby, it didn’t bother me too much that I would start a story and not return to it. But now that I rely on it for my income, I don’t really have the luxury of hating my writing and not returning to it. I have to keep going. And that is scary.

The cure: I went into my freelance “career” (can we call it a career yet?) with this fear in mind. And someone pointed out to me that even though I may have dropped stories or given up on ideas over the years, I have always consistently wrote. Since penning a play in high school, I have always returned to writing in some form. That’s almost a decade of writing! I also have this Hemingway quote up on a board by my desk which reminds me, “Do not worry. You have always written before and you will write now.”

Other things I’m doing to ensure my love for writing doesn’t burn out is splitting my jobs into smaller tasks, taking breaks, working on client projects that I enjoy and always having some fun writing that’s just for me to fall back on, like this blog!

4. I’m scared no one will want to hire me.

I think this one boils down to our universal fear of rejection. Most people in regular 9-5s don’t have the opportunity to experience rejection all that often. As a freelancer, the chance of getting rejected comes up almost daily. Especially when I was first applying to jobs, it was hard to grow a thick skin so quickly and get used to the idea that some people will not want me. This also relates to a fear of having no money, since rejections are closely tied to my income.

The cure: This is definitely still something I’m working on. One thing I do to help is look back at the jobs I have gotten. I have about six clients that I am currently working for and have been hired by more than a dozen in my time freelancing. That’s twelve people who wanted to work with me and enjoyed my writing. That’s something! I also have a list of all of my published work and accomplishments, which helps to boost me up when I do get a rejection. Another thing I want to put together is some positive responses to my work, milestones I’ve hit and things that inspire me to write to help me get out of any rejection slumps.

3. I’m scared all my current clients will drop me.

With freelancing comes instability. None of my jobs are guaranteed. This isn’t something I had to worry about working at UBC. There was no way the university was going to run out of money and eliminate my job. And if they did, my union would be working hard to get me a sweet pension. But as a freelancer, I don’t have any of that. I could wake up tomorrow and have emails from all of my clients saying they no longer require my servces. That’s the scary reality of being a freelancer.

The cure: The first step to getting over this fear is just accepting that instability is a risk of freelancing. If I want to freelance and work for clients on my own time, I have to be willing to take the risk that the work could dry up. Practically, I feel better knowing that I have something to fall back on. I have my savings and I am confident that I could pick up a job in retail or serving if I really needed to. This fear also helps to motivate me to always be on the lookout for new clients and opportunities for work.

2. I’m scared no one will understand my work.

I don’t mean that I’m scared no one will understand my writing because I’m writing incredibly complicated and deep stuff. I mean that I’m scared no one will understand the type of work that I’m doing. The idea of being a freelancer is foreign to most of the people in my family and friend group. I don’t think it’s intentional, but it feels like it’s looked down upon by some. I had some conversations over Christmas and it felt like I had to justify what I was doing to people who just thought I was taking a break from real work. Another issue I’ve run into is people not understanding my need to work. I don’t have an office I go to where I can put in 8 hours. I have my desk in my living room and I divide up my work time throughout the day. But I still need to put in that time. So just because I’m home, it doesn’t mean I can get up and do errands or hang out. I’m working! And if I’m honest, this is a part of my freelance job that I also need to get better at. I need to get better at creating those boundaries that respect my time to work and my space. Because when I don’t, I spend all my non-work time stressing. My job doesn’t end at 5:00pm so if I put away my laptop to do something else, odds are I’m still worried about all of my unfinished work.

The cure: I know the cure to this one lies in me. I need to be more confident in my own work. I think a lot of this fear is my own projection and self-doubt. At Christmas my family treated my job like it was fake because that’s how I introduced it. I was self-deprecating and joked that I was working in my pajamas all day (not a joke though, I do work in pjs most of the time). I have to ask for what I need and explain to the people around me what my work schedule looks like because it’s so different from what they’re used to.

1. I’m scared I’m not good enough.

This one definitely has to be my biggest fear. What if my dream career is something I suck at? It was easier when I was working at a job I didn’t care about that was easy to do. But it’s a whole new thing to feel unqualified or inexperienced at a job I love and want to make a lifelong career out of. I have this fear a lot when I’m applying to jobs; it goes hand in hand with my fear of rejection. It also creeps up when people make snide comments about the type of writing I’m doing. No, I’m not writing the great American novel or hard hitting journalism. But I am writing. I’m writing for a living. And I want that to be enough.

The cure: Again, the cure to this one definitely comes down to my own confidence. I need to get more confident in my writing. How do I do that? For me, it helps to look to my past work. I try to keep track of times when I’ve felt good enough and celebrate my small wins as a writer. It also helps to remember that I am new to this and can only improve from here.

***

All of these fears are legitimate and I feel them on a regular basis. But they don’t cripple me. It helps to have this blog as a place where I can explore these feelings and put them down on (virtual) paper. As you can see, I’m still working on these fears. I have some cures in mind but I don’t always remember to implement them. I want to figure out a better routine for my writing and work on keeping myself motivated.  I’m still learning!

But one thing I know for sure is that I am so much happier now working as a freelance writer than when I was working my 9 to 5 at UBC. I am excited about my work. I don’t wake up dreading the day and counting down the hours until I can go home – partially because I’m already home. I get to control my own schedule and do the work that I want. I get to write! It’s amazing and despite my big fears, I’m very happy to be doing it.

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2 thoughts on “5 Fears of Freelancing

  1. Boo, your insight and honesty with yourself is remarkable. I really feel for you, your pain and struggle, but you inspire me with how insightful you are at such a young age. Your maturity and ability to see so clearly and be so honest with yourself, to show your vulnerabilities and fears, and push through by finding cures for these fears, and continuing to seek help and move forward is just a testament to how I know you will absolutely be fine, no matter what you decide you want to write about or do with your life. I respect your freelance work and know very well this is your new career, yet you’ve been writing since you were a child really. Keep going, keep growing…I have all the faith in you and love and respect you and your work so very much! love moo

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