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.

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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. 

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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. 

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If anyone has mastered the art of the hustle, it's Ellen Bennett. The entrepreneurial powerhouse behind Hedley & Bennett, a Los Angeles–based chef wear and handcrafted apron company, started her own business at age 24 while working as a line cook at not one but two prestigious restaurants in L.A. "I was permanently running on adrenaline, and I loved it," she tells Hillary Kerr on episode 29 of Second Life. Now, she's outfitting top chefs around the world, including the likes of Martha Stewart, Jamie Oliver, Jon Shook, and Vinny Dotolo.

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Emily Henderson is proof that when you're passionate about something, you can turn it into a thriving career—no matter what you studied in college or where you started out. “I learned on the job and I think it’s a very good way to start and build your career," she tells Hillary Kerr on episode 28 of Second Life. Find out how Henderson went from being a prop stylist to running a design blog and getting her own show on HGTV without any traditional design or business education.

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