In the early stages of my business, my main goal was to generate enough revenue to provide for myself and my family. Sustainability was my focus, and scaling my business was the furthest thing from my mind.

But in just eight months, I found myself at an unexpected crossroads. I…


The topic of insurance and “benefits” as a full-time freelancer is one that both fascinates and perplexes old and new friends alike.

“I could never leave my salaried job — I need benefits!” they exclaim.

“But what do you do about insurance?” they effusively inquire.

To which I usually reply…


There’s no one-size-fits-all approach when it comes to setting professional boundaries in your freelance career.

For many, boundaries are a constantly evolving construct, ever-changing to realign with new goals and aspirations.

For instance, early on in my career, I had very few boundaries. I frequently pulled as many hours as…


I remember having a conversation with my husband about taking on a $10 gig on Upwork, a freelancer marketplace, shortly after quitting my job to become a full-time freelancer.

I worried I was selling myself short, despite the fact that the job was small and could be completed in well…


Asking for a raise is often a scary proposition, for both salaried employees and freelancers alike.

Some of us suffer from a bad case of imposter syndrome and worry that we just aren’t good enough or are undeserving.

For others, it’s a fear of rejection.

Sometimes it’s the discomfort talking…


In 2017, I quit my salaried job to become a full-time freelancer and never looked back.

Since then, freelance has become more than just a career — it’s become a way of life. And I never miss an opportunity to preach the freelance gospel whenever given the chance.

Luckily for…


It’s every freelancer’s greatest fear — getting stuck with a “bad” client.

Most seasoned freelancers know how to avoid these less-than-ideal interactions before they happen by paying attention to red flags.

Red flags include when the client:

  • Is indecisive, non-committal and disorganized. A client who has a difficult time making…

I remember being highly offended when my husband accused me of being a terrible employee.

We had been enjoying a glass of wine on the balcony of our high-rise apartment and reminiscing about how we’d gotten so far in such a small amount of time.

Three years prior, I had…


While researching this article, I was shocked by the abundance of editorials that rail against the practice. A quick Google search produces headlines such as “ Why Self-Promotion is a Terrible Idea “ and “ Your Self-Promoting Is More Annoying Than You Think .”

Even headlines that tout the benefits…


Making the leap from a comfortable salaried position or steady paycheck into the world of entrepreneurship and freelance can be an intimidating proposition.

When I walked away from my full-time job almost four years ago, I was well aware of the risks involved, and I knew success was not a…

Morgan Overholt

Morgan Overholt is a freelance graphic designer and owner of Morgan Media LLC. She is also a contributor for Business Insider and Collective.

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