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    • Newsletter
    • Recommendations: tools, apps, and products
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05.26.22

10 Lessons from 10 years of freelancing

  • Posted By : Jenn Chen/
  • 0 comments /
  • Under : Business, Personal

Today, I celebrate a decade of freelancing/self-employment.

Something funny happens when you give notice at a job: people ask you what you’re going to do next. So when I put in my notice at Groupon a decade ago, after burning out twice, I did it because I was on the edge of a third burnout. I had enough saved up at the time and very few expenses so I was able to leave without thinking of what I’d do next. But because people kept asking, I ended up scrambling for an answer and blurted out, “I’m starting a business! I’m going to do coffee crawls!”

Wow, I was so naive. Fast forward through creating and ending that business, part-time jobs, a “full-time” client that paid me as a consultant, and offering and stopping services, here I am.

One decade is a long time. If you’ve been following along in my journey, you’ll know that I like to celebrate the wins, no matter how small. My freelance-versary is a big win: it’s marked in my calendar, I usually do something to celebrate it, and I write one of these posts to mark where I was in the journey. You can read my 9-year post from last year here.

Here are 10 lessons I’ve learned from 10 years of freelancing:

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04.09.20

NEW: Free 15-min brainstorming sessions

  • Posted By : Jenn Chen/
  • 0 comments /
  • Under : Business

Because I’m not actively seeking clients right now, I have a little free time to spare and give back. If you’re a coffee business or organization that has been or will be affected by COVID-19 and you’d like to bounce potential marketing ideas off of me, I am offering free 15-min brainstorming sessions.

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About Jenn Chen

I'm a San Francisco-based writer & photographer. On the side, I munch on donuts & hang out with my dog Zoey.

You can reach me here or on Bluesky.

Life goal:
eat / drink coffee / write / travel
>>>> all in one.

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about

Jenn is a San Francisco-based writer & photographer. On the side, she munches on fun flavored chips & hangs out with her dog Zoey. You can reach her via the contact page or on social media @thejennchen.

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All photos were taken by Jenn Chen, unless otherwise noted, & under full copyright. Photos of me in red & orange were taken by Jessica Caisse. Do not use copy or photos without prior permission. Logos designed by Hannah Ellen.


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