I breed and train dogs that sell for $175,000 each. We place about 20 dogs a year, and it took us a while to be profitable.

Tech Insider : Business, Environment
Kim Greene with dog
Kim Greene started breeding protection dogs after getting pregnant with twins.

Courtesy of Sweetgrass Studio

I'm the CEO of Habit Burger. I swear by my Oura ring, daily workouts, and non-negotiable family time to stay balanced.

Tech Insider : Business
Habit Burger CEO Shannon Hennessy in a green shirt
Habit Burger CEO Shannon Hennessy told Business Insider that her favorite piece of career advice is to invest in your own confidence.

Courtesy of Habit Burger

I was successful but depressed at 41. I found a fulfilling side hustle in therapy, and negotiated a 4-day week to pursue it.

Tech Insider : Business, Environment, Style
A headshot of Ben Tye.
Ben Tye is the CEO of Gate One

BECKY MURSELL/Becky Mursell Photography

I drive for Uber and Lyft in Hawaii. I earn less than I did driving a cab, but this benefit keeps me coming back.

Tech Insider : Economy, Business
Richard Detty, a ride-hailing driver in Honolulu, wears sunglasses, a dark grey Hawaiian shirt, and a kukui nut lei while smiling and giving shaka signs with both hands.
Richard Detty drives for Uber and Lyft part-time in addition to his business as an Amazon seller.

Richard Detty

I quit my job at 54 to start a party boat business because I stopped feeling alive

Tech Insider : Business
A man with a beard and wearing a baseball hat smiles.

Courtesy of Jim Kukral; BI

I broke out in hives after severely burning out at my job — so I quit. I'm not willing to die for an early retirement.

Tech Insider : Business, Environment
headshot of a woman folding her arms in a black top
Audrey Wang

Courtesy of Audrey Wang

We're a married couple that runs an AI startup. We have no work-life balance, and that's OK.

Tech Insider : Business, Style
Jake Stauch and Tatiana Birgisson are pictured.
Jake Stauch and Tatiana Birgisson co-lead the AI startup Serval.

Serval

We're retired lawyers who started a podcast to figure out where to live. 5 years in, we've got a new idea.

Tech Insider : Travel, Business
A selfie of a couple with headsets and a mic.
Gilen Chan and Gene Preudhomme started a podcast to interview retirees about where they chose to settle.

Gilen Chan and Gene Preudhomme.

5 people explain how they broke into AI training and how much they make in their side hustle

Tech Insider : Business, Politics, Technology
A design featuring five individuals who landed AI jobs

Peter Intile, Jessica Hamilton, Fred Nau, Ryan Adams, Elizabeth Boyd; Getty Images; Tyler Le/BI

My wife and I met at a clown convention. Our retirement plan is to be Santa and Mrs. Claus.

Tech Insider : Business
Clowns on stage performing
Eric Zander-Hussey and his wife, Kolinda, have worked as clowns since 2011.

Courtesy of Eric Zander-Hussey

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