#36: How to Land High-Paying Freelance Clients (on the Side) with Jon Youshaei & Jerry Nelson

About the Episode:

In today’s episode, we’re talking to two freelancers who’ve mastered the art of getting high-paying freelance clients—and they’ve built massive personal brands for themselves in the process.

First up, Jon Youshaei, who actually still works a full-time job as the Head of Creator Product Marketing at YouTube. Jon’s a writer for sites like Time, Forbes, and Inc Magazine, the latter of which ranked him as one of the top 7 marketers of the year.

Jon’s written countless stories that have gone insanely viral—we’re talking 1 million plus views, and he runs his own blog called EveryVowel with more than 400,000 monthly readers where he shares a weekly cartoon that pokes fun at workplace culture.

Jon’s been freelancing on the side of his day job for a while now, and his primary source of freelance income actually comes from Fiverr where he books consultation calls and takes on writing projects with companies that want their products to go viral.

Next up in this episode is my conversation with Jerry Nelson, a freelancer with a fascinating life story—that no joke, reminds me a lot of the journey Tom Hanks character went on in the movie Forrest Gump.

Unlike Forrest, Jerry’s built a massive freelance business for himself over the past couple of decades. He’s done work for companies like National Geographic, CNN, Getty Images and more, and everything really got started for him with the photo and written documentation of a walk he did from Washington DC to Humbolt County, California.

His story is seriously incredible.

Big shoutout to the team over at Fiverr Pro for connecting me with Jon & Jerry and making this happen!

In Today’s Episode, We Talk About:

[03:02] What EveryVowel is.
[06:32] A major tipping point in the history of EveryVowel.
[09:10] When Jon started his freelancing career.
[10:48] Jon’s process of taking on consulting clients.
[12:19] The client Jon has enjoyed working with the most.
[14:56] What his distribution of client acquisition looks like.
[16:34] Jon’s best piece of advice for new freelancers.
21:30 How Jerry got into freelancing.
[22:23] His first major client and how he landed them.
[27:20] What he did after his first big break.
[28:17] Jerry’s experience on Fiverr pro so far.
[33:57] His best piece of advice for new freelancers.

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Connect with My Guests:


Jon on LinkedInTwitter, and his special offer for SHP listeners right here on Fiverr

Jerry’s Fiverr Page

Jerry on Twitter and Medium

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In this episode, we're talking to both Jon Youshaei and Jerry Nelson, two freelancers who've had numerous side projects over the years, and have learned to master the art of getting high-paying freelance clients.





5 responses to “#36: How to Land High-Paying Freelance Clients (on the Side) with Jon Youshaei & Jerry Nelson”

  1. Mike Zima Avatar

    Hi Ryan

    This was a great interview. You should check us out in how we are thriving on fiverr pro too! We are a unique case as we are decentralized micro digital agency. I have been working with my partner for years and we have yet to meet in person and we are only growing.


    1. Ryan Robinson Avatar

      Thanks Mike! Sounds like you’re on an awesome adventure too 😊

      1. Michael Zima Avatar

        You are right on point. Signing up for the newsletter. Looking forward to hearing more success stories.

  2. DNN Avatar

    So I’ve heard the good news that freelance content writing for clients is a very lucrative business. I haven’t personally delved into it because I’m so busy with building up the personal content of my website and blog. One female I know that runs a Blog says she does pre Lance content writing on the side and allegedly earned over 16,000 in one month time after overcoming her adversity of getting off of food stamps.

    1. Ryan Robinson Avatar

      I can personally attest that it’s a great business to be in!

      It definitely took me a couple years of building up my personal brand, doing great work, getting testimonials from clients who were excited about my work—and eventually jacking my prices up to a point where it made sense to jump into freelance content writing full-time.

      $16,000/mo is definitely doable and I’d bet she spends A LOT of time in her business 😊

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