
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.
Latest episodes

Apr 23, 2025 • 22min
The Who What Wear Podcast: Pistola Denim Founder Grace Na on Building a Denim Powerhouse, Embracing Data-Driven Design, and the Fate of Skinny Jeans
Grace Na is the founder of Pistola, a Los Angeles–based womenswear and denim brand. Since its creation in 2013, Pistola has become a go-to destination for reasonably priced, trendy, high-quality denim styles—including a few viral hits, like the pink denim jumpsuit Greta Gerwig wore while directing the Barbie movie. This week, Grace joins Who What Wear Shopping Director Bobby Schuessler to discuss how she uses data to guide her design process, her best styling tips for different denim silhouettes, and her thoughts on modern skinny jeans.Shop our editor's picks here!See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Apr 21, 2025 • 56min
Anna Harman: Co-Founder and CEO of Studs
Anna Harman is the co-founder and CEO of the ear-piercing and earrings brand Studs. She began her career as a mutual fund formation lawyer but soon realized she didn’t have a passion for law. She then spent several years at the asset management firm Bridgewater Associates before moving into business, eventually landing at Store No. 8, Walmart’s brand incubator. One day, while trying to get her ears pierced, she had a hard time finding a clean, reasonably priced, fun place to do it. She realized there was a huge white space in the market for a piercing destination that was more mature than Claire’s and more inviting than the tattoo shop on the corner. Soon after, she and her co-founder, Lisa Bubbers, developed the concept for Studs—a clean, cool ear-piercing store that made ear piercing a desirable, experiential moment. Studs opened its first store in November 2019 and was immediately profitable. It drew praise for the easy piercing experience and innovative offerings, like its trademarked “Earscape” concept. Today, Studs has expanded to over 30 stores, including one in Rockefeller Center, and offers scores of high-quality, affordable jewelry options for every taste.See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Apr 16, 2025 • 32min
The Who What Wear Podcast: Violette_FR Founder Violette Serrat on Her Innovative, Effortless French-Inspired Products and Launching in Sephora
Violette Serrat, a talented makeup artist and the founder of Violette_FR, chats about her brand's exciting Sephora launch. She highlights her mission to democratize French-girl beauty and the challenges she faced in aligning with retail partners. Violette shares her innovative product development process, focusing on clean, vegan formulas like the Boum-Boum Milk. Emphasizing the importance of effortless beauty, she advocates for authenticity over perfection and talks about her approach to minimalist makeup and skincare routines.

Apr 14, 2025 • 55min
Tennille Jenkins: Content Creator and Co-Founder of The Tennille Life
Tennille Jenkins, a former interior designer and corporate flight attendant turned content creator, shares her inspiring journey. She discusses her transition to becoming a full-time influencer with The Tennille Life, where she explores aging, beauty, and confidence. Tennille highlights the importance of creativity and authenticity in building an engaged community. She also reflects on the challenges of balancing motherhood and career ambitions and the valuable lessons learned from early career mistakes. Her story is a testament to embracing change and personal growth.

Apr 10, 2025 • 33min
BONUS: The Who What Wear Podcast: Alex Bovaird Returns! The White Lotus Costume Designer on Every Fashion Easter Egg in Season 3 and the Impact of Her Costumes
In this bonus chat, Alex Bovaird, the brilliant costume designer behind The White Lotus, returns to unpack the fashion intricacies of season 3. She shares her creative process for curating accessories and reveals hidden Easter eggs within the costumes. Alex discusses how wardrobe choices symbolize character transformations and influence fashion trends. With anecdotes about fans and rejected designs, she highlights the tremendous impact her work has had on pop culture, showing just how vital costume design is to storytelling.

Apr 9, 2025 • 39min
The Who What Wear Podcast: Demi Moore's Stylist Brad Goreski on His Whirlwind Year of Expertly Executed Red Carpet Looks
Brad Goreski, an acclaimed celebrity stylist known for his work with Demi Moore, shares insights from their 15-year partnership. He discusses the evolution of red carpet fashion, highlighting memorable looks from recent events like the Cannes Film Festival and the Oscars. Goreski reveals his creative process, balancing client collaboration and personal taste. Reflecting on their bond, he emphasizes the joy of pushing fashion boundaries while evoking Old Hollywood glamour, making each appearance a unique celebration of art.

Apr 7, 2025 • 58min
Jennie Garth: Actor, Podcaster, and I Choose Me Founder
Jennie Garth, the beloved actor known for her role as Kelly Taylor on Beverly Hills, 90210, discusses her impressive career evolution and the launch of her I Choose Me movement. She shares candid insights into overcoming typecasting and her transition from iconic star to a multifaceted creator. Jennie reveals her journey of self-empowerment, including launching a fashion line and hosting a women's health summit. She emphasizes the importance of authenticity and connection among women in overcoming self-doubt, especially in the competitive entertainment industry.

Apr 2, 2025 • 33min
The Who What Wear Podcast: Fashion Month F/W 25 Recap: Bullet Bras and "Big Feminine Energy"
The podcast dives into the whirlwind of Fashion Month, exploring standout collections and memorable moments from major fashion capitals. The hosts reflect on a strong theme of nostalgia and the emergence of 'big feminine energy.' Bold colors take center stage, as designers showcase unique styles and emotional connections. Predictions for red carpet fashion highlight influences from old Hollywood glamour. Insights into leadership changes in the industry reveal how new creatives are shaping brand identities and trends.

Mar 31, 2025 • 52min
Missy Tannen: Co-Founder and Chief Product Officer of Boll & Branch
Missy Tannen, co-founder and chief product officer of Boll & Branch, once a teacher and stay-at-home mom, reveals her inspiring journey in the world of luxury bedding. She discusses the challenges of launching a brand rooted in ethics and quality, transforming the market with transparent sourcing. The conversation touches on the evolution from a direct-to-consumer model to physical retail spaces, the strategic growth leading to significant revenue, and the importance of self-reflection and kindness in the entrepreneurial journey.

Mar 26, 2025 • 22min
The Who What Wear Podcast: The White Lotus Costume Designer Alex Bovaird on Season 3’s Designer-Loving Blondes, the Catalog-Worthy Ratliffs, and Chelsea’s DIY Expat Style
Costume designer Alex Bovaird, known for her work on HBO's The White Lotus, shares her insights into crafting the show's distinctive visual style. She reveals how she brings each character to life through careful costume choices, from sourcing custom Jacquemus looks to designing 34 unique hotel staff uniforms that honor Thai culture. Alex also discusses the collaborative journey of creating the Ratliff family's wardrobe and the significance of accessories in storytelling, showcasing the artistry behind iconic party scenes and character-driven fashion.
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