Nine Unconventional Ways Freelancers Landed Gigs

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A version of this article first appeared in Fast Company.


According to a recent study by Upwork and the Freelancers Union, the most common places for freelancers to pick up work are friends and family (36%), professional contacts (35%), and online job platforms (29%) like Upwork,, Guru, and even Craigslist.

This breakdown spells trouble for some. American workers looking for projects on online marketplaces, for instance, are often competing with workers who live in countries where the dollar is strong. That means many foreign workers can accept far lower rates. If you can hire someone to transcribe an interview for $3 an hour, you aren’t giving that contract to a freelancer charging $15.


So where else can freelancers find work? Just ask these ten people, who picked up gigs in some unexpected places.


Joy Yap found freelance work by unintentionally mixing business with pleasure. She went on a Tinder date with an entrepreneur who was just about to launch a company.


They didn’t hit it off romantically, Yap recalls. But, remembering her line of work, the entrepreneur reached out a couple months later with an offer to do some freelance marketing for his startup. “I agreed!” she says. “I’ve been doing freelance work for him off and on for about a year now, and saw the company grow from inception into a million dollar company today.”

Anyone who’s used an app like Tinder knows that modern dating often involves a little harmless cyber-stalking to gather extra intel on the person you’ve just met or are planning to meet. “One funny way I got a client on Fiverr,” says Alex Genadinik, referring to the gig marketplace, “was from a girl I was dating about a year ago. Early on during our dating, she and her friends decided to Google my name, which is very unique, and my Fiverr profile was one of the things that came up in their search.”

The woman and her friends shared Genadinik’s Fiverr profile with someone they knew who was looking for his line of freelance work, and the two ended up striking a deal. “All along I thought he was just a regular client that randomly found me on the internet,” says Genadinik. It was only months later that the woman let him know she’d played professional matchmaker. “[It] was pretty embarrassing for me because everyone was clued in except me,” Genadinik says, but hey—he got the work.


If you’re a freelancer, chances are you’ve sat at coffee shops with your nose in your laptop. So why not let passersby know exactly what you’re doing and that you’re available for hire?


Shayla Price says she landed a gig by creating and placing a makeshift placard saying “freelance writer” in front of her computer while working at Starbucks and other public places. Price says she’s received a few inquiries every time she whips out the placard.


“I’ve been obsessed with a large, multinational hair care brand for many years now,” says Termeh Mazhari, “so when I became a freelancer, I decided to just email the CEO directly.”

Going straight to the source may sound like a waste of time—execs usually aren’t the ones hiring contractors. But in Mazhari’s case, it paid off. “I told her about myself and the value I could bring to the company, and to my great surprise her assistant wrote me back and arranged a meeting with the CEO at their posh Manhattan office!”

What’s more, Mazhari landed more than just a tiny one-off project this way. “I ended up getting a year-long consulting gig with the brand, even though they already had a large internal PR team as well as multiple external agencies working with them.”


After Stephanie Moore got laid off, she decided freelance full time and turned to Facebook to market her services.

“It started with one client . . . that I met through Facebook. She was very popular with a national brand,” Moore recalls, so she decided to attend one of the client’s networking events. There, Moore told her she wanted to “shift my focus from marketing and design to PR,” and the client “agreed to be my guinea pig.”

Their bargain went like this: “After each big accomplishment,” Moore says, “she would shout me out on Facebook as her publicist. Every time she tagged me, there was a guaranteed client on the way. All of her friends and potential clients began to reach out and ask for press releases, designs, etc. The more work I did, the more tagging I would get.” By tapping into one happy client with the influence to amplify Moore’s work, offers began piling up. “People would post my designs tagging me in the post, almost bragging that Stephanie Moore did it.”

Like another “solopreneur” who recently shared her method with Fast Company, Moore never thought Facebook could drive so much of her business—95% of which she now estimates comes from the social network.


If you want to freelance, you have to be willing to share your ideas, even if you’re not sure they will be well received. Don’t wait for the perfect, full-proof pitch to go out and get your gig.


Just look at Chris Post. He held steadfast to his out-of-the-box thinking when he was building his freelance business. He says,

At the time, just about every local property management company was trying to hold onto and gain tenants by offering them one or more months of free rent.

I had previously worked as a commercial real estate agent, and made a pitch to a property management company I was friendly with from that time: Instead of offering free rent to tenants, offer marketing assistance in the form of a free website in exchange for signing a year lease. They would spend less paying me to build a website than they would lose by deducting a month’s worth of rent.”

Post’s freelance career has now become a full-blown web development and marketing company called Post Modern Marketing.


Mallory Musante is one of the co-founders of Bold & Pop, a collective of social media, branding and web design freelancers. While they mainly find new clients from referrals, they occasionally use freelancing sites to find work. In this case, they sent a proposal to a client, researched the company a little further, and decided to follow all of their social media accounts. Musante never heard back so assumed the company had gone with another freelancer.

But wait—Instagram to the rescue. She says, “we were surprised when we received an email through our website requesting more information on our social media marketing services. While they didn’t remember us submitting a proposal on the freelancing site, we were able to catch their eye on Instagram by occasionally networking with them.”


Abandoning the traditional workplace can feel isolating, participating in your local community can be a remedy, as well as a fantastic place to drum up freelance work. Photographer Tammy Lamoureux shares a great example of community involvement leading to jobs.



“Wanting to get more product photography gigs, we started hitting up our local craft fairs and farmer’s markets.  We get a room full of small businesses who will most likely need professional photos of their merchandise at some point or another.  So, go around from booth to booth and chat with the vendors. Take some photos of their products and make sure to get their contact info so you can send them the shots later.  They will appreciate the free photos, and you’ll be top of mind the next time they are in need of some product photos. We did this at one craft fair, and ended up with five new clients for about 2 hours worth of work.”


Kelly Boyer Sagert’s usually picks freelance work based on the right amount of income attached to it. But sometimes, she decides to go with a gut feeling to see what happens. She explains how one of those gut-driven exceptions landed her unexpectedly great work:

“A few years ago, a nonprofit agency asked me to take their research about the first woman to solo hike the Appalachian Trail and turn it into an ebook. I did — and then they asked for it to also be written as a first person storytelling performance, so I did. Concurrently, the agency was having some of their video footage turned into a mini-documentary and discovered that they couldn’t get the grant funding they wanted/needed unless a play was written on the subject. So, I wrote a play script and we talked to a theater that had produced some of my work in the past, and they put on the play. So, the funding was secured, the documentary was created and, since my play was used as the foundation, I got writing credits — and the documentary was picked up by PBS: Trail Magic: the Grandma Gatewood Story.”


If one company is looking for services, then their competitors are probably looking, too—or will want to as soon as they learn of it.

“I had one company contact me for a strategic marketing plan for the upcoming year,” recalls freelancer Stephen Twomey. He saw that as not just one potential opportunity but several. “I knew they were looking at other consultants as well.”

“So, since I knew company A was looking for something, I contacted companies B, C, [and] D and mentioned that one of their main competitors was looking for strategic marketing consulting”—without mentioning which one. Twomey says “Company A ended up going with a different [contractor], but company C actually bought a consulting package.”

The services you offer may not belong in a creative field, but it still often takes ingenuity to land those gigs in the first place. For just about every freelancer, thinking outside the box can really pay off.

Have you landed freelance gigs in an unusual way? Share your story in the comments below, on Twitter, or send me an email


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  1. Danielle
    February 22, 2017

    This is an excellent list of options for freelancers to consider (and not the usual overplayed advice :). Thanks for sharing!

    • Anne Loehr
      February 22, 2017

      You’re welcome! Thank you for your comment. I’m glad you enjoyed it.

    • Anne Loehr
      March 8, 2017

      Thanks for raeading, Danielle!

  2. Cheryl Adas
    February 23, 2017

    Good insights on this list! I have a couple of new tips to try out now. Thanks for sharing Anne!

    • Anne Loehr
      March 8, 2017

      You’re so welcome! Let us know if you give any a try! I’d love to hear about it.

  3. Terry Nicholetti
    February 23, 2017

    Fast Company!!! You go! that is so exciting – and this is a great article. Great practical tips “Outside the box.1′ Thanks!

  4. Doug Hensch
    February 23, 2017

    Wow – 9 excellent recommendations in an easy-to-read format – this is a must-read for anyone in the gig economy! Thank you.

  5. Termeh Mazhari
    March 13, 2017

    Thanks again for including my quote! Great article for freelancers!

    • Anne Loehr
      March 16, 2017

      You’re so welcome! Thanks again for contributing.


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