I've been successfully self-employed for a year - here are 9 things I wish I'd known before starting

It can feel awkward to follow up on an invoice that's overdue. This is especially true if you're new to the game. Will they not want to work with me again because they find my following up annoying? Am I being too persistent? I've learned you should never feel uncomfortable asking for money you're due. After all, you'd question a paycheck that didn't arrive on time at work, right?

My identity as a writer is and always has been formed around health. Most of my writing is medical in nature, and health journalism is what I'm most passionate about. Every time I took an assignment that didn't fit under this umbrella, I would feel anxious — as though I was abandoning my niche.

But I've learned it's important to have a breath of fresh air every now and then. After days on end full of health writing, it's often nice to have a break to write about hyperlocal news or personal finance. In fact, I've carved a second niche for myself in personal finance all because I was willing to explore new topics.

When I started my freelancing business in January, I set a benchmark for how much money I'd like to make in my first year. I made this amount by July. Once I hit my goal, I was ecstatic. But shortly thereafter, I felt like I'd lost all motivation to work.

I've since discovered that when I'm approaching whatever current goal I've been working toward, I need to set new goals. (For example, I'm approaching my 2018 goals, and am in the process of setting my January 2019 and 2019 overall goals.) This ensures I'm constantly striving to be the best at what I do and not getting lazy once I've hit a goal.

Don't be afraid to negotiate a freelance rate that seems too low. As the old saying goes, you'll never know if you don't ask. Most times, a rate will stay the same, but every so often, there will be a little wiggle room.

I hate — with a capital H — transcribing. There's nothing I dislike more as a freelance writer. About six months into freelancing, I learned that my week was much more productive if I simply outsourced this one task. If there are one or two elements of your business you despise, don't be afraid to hire someone else to do them.

Because I set my own schedule, I often struggle to take time off. I remind myself that I can take personal days or vacations just like everyone else. It took many months for me to not feel guilty about taking time off, and it's something I continually struggle with.

Whenever I told people I was a freelancer, many would mention a sage piece of advice they'd heard at some point: Always get dressed as if you're going to the office.

I'm here to say I've never once gotten dressed. I roll out of bed, make a pot of coffee and head over to my computer, still in my pajamas with my curly hair messily piled atop my head. I made double what I projected this year, so I'd say getting dressed is kind of overrated.

Since I've become a full-time freelancer, I've been skeptically asked what I do for work, and whether I work at all. At first, I felt insecure about this, as my job as a magazine editor was so intertwined with my identity. I've learned that it doesn't matter what others think. I'm making a living doing something I love, so who cares what others think?