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Connecting to your “why” may be one of the most powerful things you do as an entrepreneur—especially if you’re just starting out. Building a business takes grit and perseverance, but having a clear motivation makes all that hard work worthwhile.
According to a 2025 Shopify survey, 77% of U.S. business founders strongly agree that they started their business to turn a passion into a reality, and for 70%, greater control over job security was a motivating factor.
Below, 10 founders share their own “why” behind their leap into entrepreneurship.
To monetize a passion
As a magazine art director in Toronto, Nicola Hamilton was always on the lookout for niche publications. The problem? There weren’t any local storefronts that sold the types of magazines that appealed to her.
“It’s something that I really wanted to exist in the city, and so I sort of built the space of my dreams,” Hamilton says on Shopify Masters. “I wanted a physical location; a place where I could go and actually flip through the things. I wanted people to experience that feeling that I experienced discovering a new title in a new city, in a physical space.”
She went on to launch Issues Magazine Shop through a mix of alternative lending programs, personal capital, and professional mentorship. These days, the space is a haven for creatives in Toronto.
Fashion entrepreneur Stephanie Ibbitson was working in advertising before launching her leather accessories brand Sonya Lee. After popping into a leather store on her way home from work one day, Ibbitson got the idea to make a handbag for herself.
“I’ve always been a self-starter, so I kind of just continued doing it, because it was the thing that I was most passionate about,” she says. “I gave my two weeks’ notice maybe a month or two after that.”
Ibbitson identified a sweet spot that catered to people who wanted luxury bags at a more affordable price and turned it into a profitable business.
To be your own boss
In 2010, Peter Dering took a leave of absence and spent a stretch of time traveling through Southeast Asia and India.
“That just spawned an incredible breadth of things I wanted to do in this world. Many of those things would eventually become Peak Design,” says Dering, who founded the travel gear company shortly after. “When I was traveling for four months, I was my own boss. I was in charge of my own time. There’s not much more that feels freeing than that feeling of being in charge of one’s own time.”
During his travels, Dering also learned firsthand just how difficult it was to be on the go with bulky photography equipment. That spark of an idea led him to quit his job and design a camera-carrying device that became Peak Design’s first product.
To create opportunity for underserved marke