The Rise of the Side-Hustler

Why this move is here for the long run

Jill Ebstein
The Startup
Published in
3 min readJun 5, 2021

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Photo by Estée Janssens on Unsplash

In the litany of one-liners spoken at college commencements, here is one told to me years ago that I haven’t been able to verify but am also unable to forget:

“This generation will go to their grave with their options open.”

It was purportedly said at a Yale graduation — a group that would likely have had many options.

The notion of “leaving one’s options open” has morphed into a noteworthy side hustle. The side hustle is loosely translated as activities undertaken outside of a person’s main job to earn additional income or satisfy a passion. Side hustles can lead to a new career path or simply test a fantasy like, “I want to be the leader of a band.” The accountant by day becomes a photographer by night. A teacher hires himself out as an elite caterer on weekends. They can be as simple as driving for Uber or buying and reselling stuff and as complex as tutoring or being a social media influencer.

It is not an overstatement to say that side hustles pervade our universe.

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Jill Ebstein
The Startup

I’m about dogs, our lovable and peculiar families, business, and writing in a wide lane, including fiction. I’m a positivity washer too. www.jillebstein.com