PodcastsArtsSecond Life

Second Life

Second Life
Second Life
Latest episode

682 episodes

  • Second Life

    Courtney Smith: Enneagram Coach and Author

    20/04/2026 | 56 mins.
    Courtney Smith is an enneagram coach, author, and consultant who works with individuals as well as Fortune 500 companies. After receiving a degree in mathematical economics, she graduated from Yale Law School with her JD and intended to start her career in law. She then decided to change course to consulting, where she worked at McKinsey & Company before transitioning to Condé Nast, briefly working for a real estate start-up, and even considering a career as a doctor. She soon joined the board of Planned Parenthood and received her masters in public health, but was forced to pivot due to the start of the pandemic. After this career shift, Smith, who had used the Enneagram personality system herself, began using the tool to help others. This led to where she is today: coaching and consulting high-profile clients such as Brené Brown and co-authoring the book Choosing Wholeness Over Goodness: A Process for Reclaiming Your Full Self.
  • Second Life

    The Who What Wear Podcast: Fashion Analyst Mandy Lee, aka @oldloserinbrooklyn, Talks Met Gala Predictions, 2026 Trend Forecasts, and AI in the Fashion Industry

    15/04/2026 | 49 mins.
    This week, Who What Wear Senior Fashion and Social Editor Tara Gonzalez sits down with fashion analyst Mandy Lee (aka @oldloserinbrooklyn) to discuss everything from Met Gala fashion forecasting to 2026 trend predictions. Lee also shares her thoughts on AI’s place in the industry (hint: nowhere) and the rise of utilitarianism. Plus, she shares which emerging brand she thinks we’ll all be buying by the end of the year. 

    Watch this episode ⁠⁠here on our new YouTube channel⁠⁠, and be sure to subscribe!
  • Second Life

    Renee Montgomery: Vice President and Part Owner of the Atlanta Dream

    13/04/2026 | 58 mins.
    Renee Montgomery is the vice president and part owner of the WNBA team the Atlanta Dream. Before owning the team, Montgomery was a WNBA player on teams including the Atlanta Dream, the Minnesota Lynx, and the Connecticut Sun. Before that, she played division one college basketball at the University of Connecticut. After 11 years as a professional WNBA player, Montgomery opted out of the 2020 season to focus on social justice and activism before retiring from the WNBA in 2021. Shortly after retiring, Montgomery became the first former WNBA player to be an owner and vice president of a team. Today, Montgomery continues to serve as part owner and vice president of the Atlanta Dream and runs her own clothing brand, C Suite 21, and the media production company Think Tank Productions.
  • Second Life

    The Who What Wear Podcast: Lauren Conrad on the Laguna Beach Reunion, Millennial Nostalgia, and Her Favorite 2000s Fashion Trends

    08/04/2026 | 26 mins.
    In this episode, Who What Wear Editorial Director Lauren Eggertsen sits down with Laguna Beach star Lauren Conrad to talk all about the show’s 20-year reunion and her enduring influence on fashion. Conrad discusses her early fashion staples—from Rocket Dogs to C&C tank tops—and a fashion moment she still regrets from the show. Plus, she reveals an early 2000s trend she wears today. 

    The Reunion: Laguna Beach Streams on Roku on April 10.

    Watch this episode ⁠⁠here on our new YouTube channel⁠⁠, and be sure to subscribe!
  • Second Life

    Jenna Goldring: Founder and CEO of The High Confectionary

    06/04/2026 | 53 mins.
    Jenna Goldring is the founder and CEO of the low-dose edible brand The High Confectionary. Before she launched her brand, Goldring spent the beginning of her career in ad sales. As she worked her way up to the VP level, she learned about the advertising nuances for highly regulated brands, such as those in the cannabis category. Goldring realized the cannabis industry was excluding consumers like herself: busy women who enjoyed taking edibles to wind down but didn’t want to feel out of control. After learning  there was a need for low-dose edibles in the cannabis market, she launched The High Confectionary in 2021. Under Goldring’s leadership, The High Confectionery continues to grow its reach and has recently partnered with Broma Bakery’s Sarah Fennel to expand the product line into low-dose chocolates.

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About Second Life

Hosted by Who What Wear co-founder Hillary Kerr, Second Life spotlights successful women who have made major career changes. Guests share lessons they've learned through fearlessly daring to pivot, and how they've used skills from their "first lives" to navigate their winding career journeys.
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