
Cassandra Grey: Violet Grey Founder
From an early age, Cassandra Grey understood that you have to work for the things you need in life. It's part of what motivated her to not only work at a children's store in high school but eventually go on to manage said store and become a buyer. It's also part of what drove her to create her own, nontraditional PR business in both San Francisco and New York City and what, ultimately, led her to draft the business plan for what's now a multiplatform beauty empire by the name of Violet Grey. "I'm still on the day-to-day hustle," Grey tells Hillary Kerr in Episode 16 of Second Life, where she explains how her entrepreneurial spirit and passion for people guided her through multiple career paths.See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
4 Kesä 201838min

Anna Brockway: Chairish Co-Founder and Chief Marketing Officer
The fast-paced world of advertising couldn't seem more opposite to vintage furniture shopping. However, after pressing pause on a career in marketing to raise her quickly growing family, Anna Brockway found herself using her advertising know-how to start her own website for selling vintage furniture. Brockway explains how she turned a little website called Chairish into the curated online marketplace for vintage home goods that it is today on episode 15 of Second Life.See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
28 Touko 201840min

Mandy Moore: Actress and Singer-Songwriter
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 episode 14 of Second Life, Moore opens up about self-doubt and setbacks and how they helped shape the woman and actor she is today.See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
21 Touko 201847min

Sophia Rossi: HelloGiggles Co-Founder
Sophia Rossi's résumé is filled with accomplishments, but there's one achievement you won't find on there: graduate. The fiercely successful CEO of women's lifestyle website HelloGiggles skipped college to dive straight into full-time work after high school. In episode 13 of Second Life, Rossi talks about working as a producer on The Hills, learning from startup mistakes, and what it takes to be a great manager.See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
14 Touko 201830min

Tracy Sun: Poshmark Co-Founder
Tracy Sun may be at the helm of the impressive fashion-tech startup Poshmark, but she doesn't consider herself a "fashion person." She studied biology and psychology in college with the intention of pursuing a career in neuroscience. Little did she know that she would trade medical school for business school and leave behind New York City for the tech mecca that is Silicon Valley. Sun explains how she made the transition from science to startup in episode 12 of Second Life.See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
7 Touko 201836min

Jessica Alba: Actress and Founder of The Honest Company
Having a successful career might seem like the goal for many actors, but for Jessica Alba, it was a foundation to try something entirely new: building a business. The founder of The Honest Company shares the most powerful lessons she’s learned along the way, including letting go of ego, recruiting the right people, and the most important quality you can possess.See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
30 Huhti 201841min

Raina Penchansky: Digital Brand Architects Co-Founder and CEO
Few people would consider dropping out of college at age 19 to be a pivotal first step toward an impressive career, but that's exactly what Raina Penchansky did. Now co-founder and CEO of digital talent management company Digital Brand Architects (BDA), Penchansky left college during her sophomore year and began building a wildly impressive career in public relations. She explains how her natural instincts for hustling and winging it catapulted her PR career and gave her the courage to launch her own startup in episode 10 of Second Life.See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
23 Huhti 201840min

Kelly LeVeque: Holistic Nutritionist and Celebrity Health Coach
Making the decision to change careers isn't always clear-cut, but holistic nutritionist Kelly LeVeque can pinpoint the moment she realized she was on the wrong path. In episode nine, LeVeque talks about her leap from pharmaceutical sales to nutrition as well as the advice to heed if you’re thinking of starting a business.See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
16 Huhti 201844min