Second Life

Interior designer Amber Lewis, the force behind Amber Interiors, is proof that you don't necessarily need a college degree or a straightforward career path to find success. With just a few semesters in an interior design program at UCLA, Lewis found work as an assistant at an interior design firm, and eventually branched out on her own. At the same time, the creative was getting married to a musician, having her first child, and taking every opportunity that came her way. "I was a perfect storm of...luck, talent, and timing," she tells Hillary Kerr on episode 34 of Second Life.

Amanda Hesser is responsible for the chic e-commerce and community site Food52, which she launched with co-founder Merrill Stubbs in 2009. Before she struck out on her own, the foodie had a thriving career as an editor for The New York Times and as a cookbook author, both unexpected paths seeing as the entrepreneur studied economics and finance in college. "I had no idea really what I wanted to do, but I knew the sort of lifestyle I wanted," she tells Hillary Kerr on episode 33 of Second Life. Here's how she made the leap from cooking to writing to running her own company.

If you've given or received a gift in the last six years, you've probably heard of Sugarfina, the luxury candy brand made for grown-ups. The champagne gummy bears and other adult-friendly candies wouldn't exist had it not been for Rosie O'Niell and a particularly good date she went on to see Willy Wonka and the Chocolate Factory with her now business partner and fiancé, Josh Resnick. Prior to starting her own whimsical venture, O'Niell was working in brand management at Mattel for Barbie. "When I did eventually step away and start Sugarfina, it's like I knew how to do it and I didn't even realize I knew how to do it," she tells Hillary Kerr on episode 30 of Second Life.

Emma Grede is the CEO and co-founder of Good American, the hugely successful, size-inclusive fashion brand that she started with none other than Khloé Kardashian. But starting this business wasn't the first time Grede struck out on her own. She'd long been making a name for herself in the fashion and entertainment industries on the business side of things and had already checked starting a company off her list. "I am a person who can sell anything, and I think I just had that naturally," she tells Hillary Kerr on episode 29 of Second Life. 

Kelly Sawyer Patricof and Norah Weinstein, co-presidents of the nonprofit Baby2Baby, met on a blind date. Well, a double blind date with their husbands, orchestrated by Patricof's father-in-law. Since then, Patricof and Weinstein married their passion for helping others with their unique backgrounds in fashion and law to head up operations at Baby2Baby—an organization that started with just three women collecting donations for local families in need that has since blossomed into a wildly successful nonprofit backed by some of the coolest moms in Hollywood.