5 Challenges During Your First Month as a Freelancer

a year ago
This article was written by a member of the SheKnows Community. It has not been edited, vetted or reviewed by our editorial staff, and any opinions expressed herein are the writer’s own.

As somebody who is new to freelancing, it goes without saying that you’re both excited and scared at the same time.

On the positive side, you’ve taken a step toward starting a career that you will hopefully enjoy.

Conversely, you know you’ll be faced with many challenges along the way. Even worse, you may fear that you will fail.

Here’s a word of encouragement: there are tens of millions of freelancers in the United States alone. All of these people have found a way to overcome challenges and reach some (if not all) of their professional goals.

Below are five challenges that you’re likely to face during your first month as a freelancer. It’s a good idea to be prepared for each and every one.

1. Finding Your First Client

Simply put, this is likely to be the biggest challenge you face. For many freelancers, the first client is the most difficult to land.

The best way to fight against this is to cast a wide net. Reach out to people in your network to see if they can use your services. Get active on social media. Apply for freelance jobs you find online.

The more strategies you employ the greater chance you have of finding your first client in a timely manner.

2. Staying Organized

The life of a freelancer can be hectic. From serving clients to sending invoices, you have a lot on your plate.

It’s imperative to stay organized at all times. Doing so will keep your mind clear, allowing you to focus on what matters most: growing your business.

3. Fighting the Urge to Slack Off

As a freelancer, you don’t have anyone watching over your shoulder. Instead, it’s all you all the time. While this is a dream come true for many, it’s also something that can lead you to slack off from time to time.

Remember this: if you don’t work as a freelancer you aren’t going to get paid. There is no guaranteed paycheck, so you need to hustle every day of the week.

4. Socializing

One of the biggest pitfalls of freelancing is a lack of socialization. This is particularly true if you work from a home office.

While the silence can be nice at times, it has a way of “getting you down” over the long run.

There are many ways to socialize with others, even when you’re working alone as a freelancer. For example, you can setup meetings with local clients and prospects. Along with this, don’t hesitate to spend time with people in your network.

5. Planning the Future

While it’s important to focus on the here and now, you’re a business owner now. This means you also have to look toward the future.

The best way to get on the right track is to create a business plan. With this, you’ll always know what you’re trying to accomplish. You’ll always know the direction you want to take your business.


The first month as a freelancer is full of twists and turns. One day, you’re enjoying everything about your new opportunity. The next, you’re wondering if you made the right decision.

Although there are challenges to overcome, there is nothing so advanced that it should stop you dead in your tracks. The best thing you can do is deal with each and every challenge head on.

How many years have you been freelancing? Which challenges did you face early in your career? Share your thoughts in the comment section below.

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