Introducing Overdraft: Deeply Personal Stories About Financial Struggle

Introducing Overdraft: Deeply Personal Stories About Financial Struggle

Collage of illustrated portraits of merchants for Overdraft seriesIn 2010 I was $40,000 in debt. Some of it was student loans, but honestly, it was largely the bad kind. It’s not that I’m especially terrible at money. I wasn’t a compulsive shopper. Putting life on credit was a way to move forward while interest payments conspired to hold me back. (Nine years later, I’m debt free. Well, the bad kind, anyway.)

This vicious cycle is not an uncommon story, and it’s one all too familiar to small business owners in the early days of their growth. However they ended up at their own financial rock bottom—deep debt or moving back in with their parents or taking care the needs of the business before their own—they all did it because they believed in something. In this series, I speak with people who know what desperate feels like, people who survived the lowest point of their business. While now blooming with success, they share with me their deeply personal struggles and lessons learned on their way back to black.

An advertisement to read Overdraft: a series of stories about deeply personal stories of financial struggle.

You’ll meet:

  • Dana Donofree, a breast cancer survivor who started her business while paying costly medical bills;
  • Tina Gong, a tarot designer who spent her life savings on her first print run;
  • Oscar Muñoz, a resourceful founder who turned trash into a plan to save his family;
  • Reid Hemsing, who was delivered a blow when his business partner wanted out, leaving him on the hook for loans;
  • Taryn Rodighiero, who quadrupled her business debt after bringing on a partner;
  • And more founders every week.

Have a story about financial struggle you want to share ? Tell us more.

Illustration by Germán González

About the Author

Dayna Winter is a Lead Writer at Shopify, telling stories about the humans behind brands and the moments that motivate them to create. On the side, she resells vintage, runs a film-themed vacation rental, and is working on her green thumb.

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