Second Life

Rea Ann Silva went from being a professional makeup artist to becoming the founder and CEO of Beautyblender. On this episode of Second Life, find out how she changed the way millions of people apply their makeup.

Before Cindy Capobianco founded Lord Jones, the CBD brand that has taken the cannabis industry by storm, she worked as a fashion editor and in PR and marketing. Find out how she made the major pivot in this episode of Second Life.

The Shade Room has over 16 million followers and counting, but before Angelica Nwandu founded it, she was on her way to becoming an accountant. Listen to the story of how she made the switch.

It's hard to sum up Kelly Oxford's career without resorting to a list. She's a New York Times best-selling author, screenwriter, sexual assault activist, social media sensation, and mom of three. Oxford wasn't always career-focused, though. In episode five of our podcast, Second Life, she explains what it was like to go from stay-at-home mom to social media star and breadwinner in a matter of tweets.

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. 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.

There are two ways to tell Mandy Moore’s career story. While we’re familiar with the highlight reel—Moore was a breakout singer at just 15 and is a Golden Globe nominee—the real story is far more complex. In this episode of Second Life, Moore opens up about self-doubt and setbacks and how they helped shape the woman and actor she is today.

Tyler Haney knows activewear. She was raised in Boulder, Colorado—a town known for its outdoor activities—and grew up running track and field. With a few courses in business and design under her belt paired with the desire to create a sporty uniform for recreational activity, Haney eventually became the CEO and founder of her own brand, Outdoor Voices. However, her journey was filled with challenges and missteps that she looks back on as lessons learned.

Before Christina Tosi started Milk Bar—the trendy bakery known for its covetable, playful desserts—she was studying math and Italian in college with dreams of becoming a mathematician, a UN translator, or a perhaps a truck driver (yes, really). "I like to be uncomfortable," the entrepreneur tells Hillary Kerr on this episode of Second Life. Drawn to restaurant life with a passion for baking, Tosi moved on from her mathematical endeavors to pursue cooking at culinary school and (with a lot of hard work) went on to found her very own wildly successful bakery. Here's how she made it happen.

Eva Chen's résumé reads like the front row of a well-stocked magazine stand. She's held jobs at publications like Harper's Bazaar, Elle, Teen Vogue, and Lucky (where she was editor in chief, no less). Although landing a job as editor in chief of a major publication sounds like the peak of one's career, Chen was just getting started. Now, she's catapulted to director of fashion partnerships for Instagram, has written her first book (a children's story called Juno Valentine and the Magical Shoes), and is trying her hand at design with the launch of a capsule collection with Janie and Jack in conjunction with her book.

Lauren Conrad ended up on one of the world's first major reality TV shows at the tender age of 17. Since then, she's grown into the cunning, experienced entrepreneur you know today. According to her, she wouldn't be where she is now—a New York Times best-selling author eight times over, designer of her own fashion line LC Lauren Conrad for Kohl's, and philanthropist behind the non-profit The Little Market—without the mistakes she made along the way.

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.

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.

There was a time when Aurora James never thought she'd have a seat at the proverbial table. Now, after dipping her toes in multiple industries, she's at the helm of the sustainable fashion company Brother Vellies and is proof that if you have a goal, you can make it happen, even if that means finding a new way of getting there.

In an updated and extended interview from our very first episode, Hillary sits down with Jen Atkin, celebrity stylist and founder of cult haircare line Ouai. This episode has an additional 20 minutes of previously unreleased audio from when it first aired on February 19, 2018.

Anine Bing launched her successful clothing and accessories line in 2012, but her days once revolved around modeling, music, and blogging. Listen to the story of her career pivots on this week's episode.