The Secret Life of Freelancers: What They Do (and Don’t) Want You to Know

Indiana Gregg
Pajama Press
Published in
3 min readJan 7, 2023

As the gig economy continues to grow, more and more people are turning to freelancing as a way to earn a living. But what do freelancers really get up to all day? What secrets do they keep hidden from the rest of the world? And most importantly, what don’t they want you to know?

First of all, let’s clear up a common misconception: freelancers are not just people who sit at home in their pajamas all day. Sure, they may not have to wear formal business attire, but that doesn’t mean they don’t get dressed at all. In fact, many freelancers have a strict morning routine that includes showering, getting dressed, and even applying a full face of makeup (because you never know when a last-minute Skype call might pop up).

Another thing freelancers don’t want you to know is that they actually work really hard. It may seem like they have all the time in the world to relax and watch TV, but in reality, they’re often working longer hours than their nine-to-five counterparts. With no set schedule or structure, freelancers have to be constantly on the lookout for new opportunities and be willing to put in the extra effort to get the job done.

Despite the hard work, freelancers do have some perks that they don’t want you to know about. For example, they get to set their own schedules and take breaks whenever they want. Need to take a midday nap? Go for it. Want to work late into the night? No problem. Freelancers have the freedom to work when they feel most productive, which means they can often get more done in less time.

But freelancers also have their fair share of struggles that they don’t want you to know about. For example, they don’t have the same level of job security as traditional employees. If they don’t have any work lined up, they don’t get paid. And while they may have the freedom to set heir own schedules, they also have to be constantly networking and marketing themselves in order to find new clients. It can be a never-ending hustle to keep their freelance careers afloat.

Freelancers also have to deal with the constant uncertainty of when (and if) they’ll get paid. While some clients are timely with their payments, others can be notorious for dragging their feet or even failing to pay at all. This can be a major source of stress for freelancers, who often have to chase down payments and deal with difficult clients.

One of the biggest secrets freelancers don’t want you to know is how they really feel about their work. While they may seem like they have the best job in the world, with no boss to answer to and the ability to work from anywhere, it can also be incredibly isolating. Freelancers often miss the camaraderie and social interactions that come with a traditional office job, and may feel disconnected from the outside world.

Freelancers also have to deal with the constant fear of not having enough work, or of losing their current clients. This can lead to a constant cycle of anxiety and stress, as they try to balance their workload and financial needs.

But despite these challenges, freelancers wouldn’t have it any other way. The freedom and flexibility of the gig economy allows them to pursue their passions and work on projects that they truly care about. So the next time you see a freelancer lounging on their couch, remember that they’re probably just taking a well-deserved break after a long day (or night) of hard work.

Hey. I’m Indiana (Indy) Gregg, the CEO and founder of Wedo, a new app that takes care of all your problems, sorts out your invoicing, payments and contracts. It’s the world’s first commission-free social freelance network, and the tools are epic. We built it because we were all freelancers too. So, check out https://wedo.ai and download the app on IOS or Android, and put your cat skills to work on Wedo!

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Indiana Gregg
Pajama Press

Hey. I'm Indy, the CEO and founder of Wedo, the app that takes care of all your problems like invoicing, contracts, comms (4k video), payments & banking.