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Work. Better.

Career Pivots

Test the waters before you leave your 9–5

Thinking about going solo? Try a side hustle first.

Anna Burgess Yang's avatar
Anna Burgess Yang
Sep 13, 2026
∙ Paid
illustration of a desk split in half, corporate on one side, solopreneur on the other
Image created via Midjourney

There’s a popular narrative around starting a solo business: quit your job, take the leap, figure it out along the way. It sounds bold. It also ignores what many successful solopreneurs actually do: start while they still have a paycheck, figure it out, and then quit.

I freelanced alongside my 9-5 for two full years before going solo full-time. That runway gave me time to figure out my offer and ideal clients, build a portfolio, and develop the confidence that I could make it work. As a result, the transition didn’t feel like a free fall.

If you’re thinking about solopreneurship, a side hustle might be a smart way to get started.

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