Second Life

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.

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.

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.

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.

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.