Getting into the business of freelancing has become sexier than ever because it comes with the idea that you get to be your own boss. Social media paints the picture that once you become a freelancer, there's no more clocking in and out of the office, being micromanaged by some control-freak, or rushing to get out of the office to make happy hour with your girls. On top of all of this, you get to work literally from wherever you want in the world (oh hey Bali, oh hey Jamaica), and look cute on Insta while doing it.
Being a freelancer, you are the master of your own fate, the ultimate girlboss - OR at least that's what you think.
While being a freelancer does come with many benefits (yes, often you can work from wherever and be in control of your own schedule), the rewards comes with many risks and hard work.
Before you decide to become a freelancer, here are four women who share the top things that they wish someone would've told them about freelancing, and the things you should know before you become one.
Dalila Thomas
Freelance PR Agent, Journalist, and Founder of Starving on a Budget
On being a freelance writer:
Negotiate.
"This is something that many can expect goes without saying, however there are plenty of writers - honestly professionals of all sorts - that still don't negotiate pay. That's a no-no. If you've gotten to a point with a potential employer that you're in a room/on the phone/Skyping/etc. discussing pay, it means they want what you have to offer. If they see the value in you, you should be able to come to an agreement regarding your compensation. If not, it wasn't meant to be."
Plan.
"If you're freelancing full-time, it's very likely you'll be working on multiple pieces/projects at one time. While it may be tempting to take on a much as possible, be mindful - and realistic - about how much you can handle. When you compromise yourself, you compromise that quality of your work. Another important thing is planning out your pay. Knowing when you will get paid is crucial to your livelihood. Some publications allow you to submit an invoice immediately, others may pay you months later after the piece is published."
Know the rules.
"If you're freelancing with multiple publications and writing about similar subjects, make sure you're following rules laid out in any agreement/contract you sign. Many publications won't allow you to write about the same subject/subject matter for other publications until a certain amount of time has passed."
Follow her on Instagram.
Trina J.
Freelance Fitness Trainer
On being a freelance fitness trainer:
Don't be scared to talk about what you do.
"Work your network, ask for referrals from friends and even from your social media network."
Don't just post progress pics.
"Be relevant, provide value fitness content and tips on and off line to gain credibility and expand your reach."
Think outside of Instagram.
"Use LinkedIn. A lot of professionals in my industry ignore this platform. LinkedIn is where the professionals live that see the value in working with a trainer. Be relevant in this space, engage with people and work your connections."
Follow her on Instagram.
Quiana Darden
Freelance Content Marketing Writer
On being in the content business:
Never stop working on you.
"It takes a lot more than being an excellent writer to be a successful freelance writer. Between organizing projects, meeting deadlines, communicating with clients, and reaching out to potential clients to find new business, you have to ensure that your other skills are refined as well.
"You should always be a student. Maybe it's because I used to be a teacher, but I love learning how to improve both my writing and my business as a whole. Whether you invest in reading books, listening to podcasts, taking courses, attending conferences, or hiring a coach, you should always be learning about how to improve your writing skills and your business skills. There are tons of fantastic resources out there for you to take advantage of, no matter your budget."
Always keep the money on your mind.
"Run your business like a business. It's easy to find and accept writing jobs, but are they helping you reach your revenue goals? If you're taking on very low-level assignments that pay you next to nothing, yet you're trying to scale your business, you will struggle. Know your annual, quarterly, and monthly revenue goals. Know your required hourly rate and ensure that the projects you take on are pushing you towards reaching your overall business goals. That's the only way you will grow and sustain your business."
Follow her on Instagram.
Ashley Janelle
Freelance User Experience Design Coach
On getting clients as a freelancer in tech:
Be a boss in every area of your business.
"Do great work, be on time, and stay professional at all times. Many of the clients I get are from referrals, so it's really important to always put your best foot forward. Also, make sure you have a system in place for getting clients. When you have a client, you should always be looking for your next client so never get complacent."
Follow her on Instagram.
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Skylar sees things differently. At the time, she was shooting content on her iPhone. Temi came into the picture with a new perspective, an understanding of tech, and, eventually, a camera. “He doesn't give himself enough credit,” Skylar says. “He wasn't just my tripod. He wasn't just standing behind the camera and going ‘click.’ He was giving advice. He was giving me insight to how I could look at things from a different perspective. And I was like, 'Oh, he’s an artist.' I think it was maybe a heartbeat of that kind of energy of like, ‘Baby, can you take this picture?’ And it turned so quickly into, we're partners. We can work together in a way where we're advancing each other's creative thinking.”
The pair often says they’re two sides of the same coin. Skylar is an Aquarius. She attended art school, paints, and loves poetry. She’s more than happy to let the couple’s management firm and agency, Kensington Grey, handle their admin work. And, she loves to sleep in. Temi, on the other hand, wakes up early. He’s a Virgo. He loves a to-do list and regularly checks in on the couple’s brand partnerships spreadsheet to make sure everything is on track.
Because his storytelling was steeped in his love of technology, he didn’t always think of himself as a creative person. “Where I [am] the dreamer who wants to pluck things out of the sky and spend all day with my head in the clouds, Temi [is] so good at grounding me and helping me figure out how to make things make sense on paper. We just work together in such a complimentary way,” Skylar says.
It’s been more than six years since Brooklyn-based couple Temi and Skylar started dating, and nearly four since they cemented their working relationship. On TikTok and Instagram, the couple’s travel, fashion, and home content regularly rack up hundreds of thousands of views. They’ve worked with brands such as Coach, Aesop, Away, and Liquid IV, bringing their vibrant perspectives to every campaign they execute. Still, nearly two years since both Temi and Skylar committed to full-time content creation and creative directing, the couple says their romantic connection remains their priority.
“We told each other we would much rather go back to full-time jobs and preserve our relationship than to be full-time freelancers, barely getting a night's rest [and] barely kissing each other because we're so busy shooting,” Skylar says.
Working from home can make it hard to separate work from personal life for any entrepreneur. It can be even more challenging when your business partner is also your lover. Temi and Skylar had already used couples therapy as a tool to help them effectively communicate with one another. When they ran into challenges while working together, their therapist helped them set physical boundaries to help combat the issues.
"We told each other we would much rather go back to full-time jobs and preserve our relationship than to be full-time freelancers, barely getting a night's rest [and] barely kissing each other because we're so busy shooting."
“It actually took us doing very specific physical things to create boundaries between work and play in our relationship,” Skylar says. “So, for instance, we will only have conversations about work when we're out of bed or we're at the table or in the office. Initially, when we started, we had to light a candle to say that, 'Okay, this is a space where we're connecting, we’re not talking about work.' We needed really hard boundaries at the top. And then it became a little bit more organic.”
The boundaries have been crucial to implement, especially because the couple began working together so naturally. When the pair first met, Skylar was NY-based a social strategist for BuzzFeed and was using content creation to drive business to her lingerie company. She was shooting her own content. Temi was working for Microsoft in D.C. He’d recently traded in his DJing equipment for a camera. “I've always loved taking pictures,” he says. “Even when I was a kid, my African mother would wake me up at 3:00 a.m. [during a] party, and be like, 'Come take the family picture.'”
Growing up, Temi says he watched his parents support each other and be the true definition of partners. He knew he wanted the same for his own relationship. But, the couple also wanted to make sure they were being financially responsible. The pair didn’t quit their traditional jobs until they’d saved up two years' worth of their cost of living. And, Temi received his Master of Business Administration from New York University with the knowledge that it could either help him advance in his corporate career or be applicable to his business with Skylar.
Temi and SkylarCj Hart @hartbreakToday, they say their working relationship is more of a “quiet dance.” They still implement some of the boundaries they learned in therapy, but they also lean into their natural strengths and deep love for one another. When we speak, Temi has planned a date for the couple to see Princess Mononoke in 4K IMAX and added it to their Notion so they can factor it into their busy schedules. “I fully plan to date for the rest of my life,” he says.
Skylar says the couple doesn’t just wait for date nights to check in with one another, though. This often happens in the mornings, after Temi has made her peppermint tea and poured himself a cup of coffee. When they ask each other how they slept, she says, it’s not just a “nicety.” It’s a genuine question meant to foster connection.
“A lot of it happens during the day in the midst of work. We'll stop and we'll hug. Or we’ll slow dance in the kitchen,” she says. “Sometimes it's hard to set a whole date night when you have 7,000 things going on. So, we must grasp these moments and check in when we can. And I think it's become so organic to us that I actually didn't even realize how often we do it. But all day long, we're like, 'Are you good? I felt like your energy shifted,' because we're best friends, we just know. We just feel it happen.”
What’s better than being in love? Building wealth while doing it. Watch Making Cents here for real stories of couples who make money moves together.
Featured image by Cj Hart @hartbreak
