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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The Who What Wear Podcast: Denim Consultant Benjamin Talley Smith Returns to Talk Fall Trends and the New Guest in Residence Denim Line
Wednesday, September 30, 2026 • Duration 29:54
This week, Hillary sits down in studio with denim expert Benjamin Talley Smith. Talley Smith is a denim designer and consultant who works with the designers at your favorite brands—such as Khaite, Reformation, and J.Crew—to develop their denim lines. Today, he's chatting all about the new denim line he worked on for Gigi Hadid's brand, Guest in Residence, and his top trend predictions to look out for this fall.
Watch this episode on our new YouTube channel, and be sure to subscribe!
Casey Lewis: Creator of After School
Monday, September 28, 2026 • Duration 50:30
Casey Lewis is the creator of the Substack newsletter After School. However, before she was writing to an audience of tens of thousands, Lewis was writing about youth trends on her blog Teen Fashionista. Later on, she started at Teen Vogue as an intern, and over the course of her time there, she worked her way up to senior digital editor. She left Teen Vogue to create Clover Letter, a daily newsletter for teen girls, which gained traction quickly and eventually got acquired by AwesomenessTV. Lewis then transitioned to a senior editor role at New York magazine, but she missed writing. So in 2021, she put in her notice and started her youth-trend Substack publication, After School. Today, she continues to write her newsletter to dedicated readers, makes accompanying content on Instagram and TikTok, and uses her expertise in youth trends to consult businesses, from early-age startups to Fortune 500 companies.
The Who What Wear Podcast: Designer Christian Cowan Unpacks His Buzzy NYFW S/S 27 Show
Wednesday, September 23, 2026 • Duration 33:46
This week, Hillary chats with designer Christian Cowan about his buzzy spring/summer 2027 collection and showing at New York Fashion Week. They discuss his biggest inspirations, the brand's evolution over the past few seasons, and the countless celebrities who can't get enough of his designs. Plus, he shares whether or not bridal is on the horizon.
Watch this episode on our new YouTube channel, and be sure to subscribe!
Second Listen: Lili Reinhart: Actor, Producer, and Founder of Personal Day Skincare
Monday, September 21, 2026 • Duration 52:07
This week, we are giving a second listen to our very special episode with Lili Reinhart. Reinhart is an actor, producer, and founder of the skincare brand Personal Day. She knew she wanted to be an actor from a young age and spent her tween and teenage years auditioning, self-taping, and begging her parents to let her finish schooling online so she could concentrate on her craft. At 19, she was cast as Betty Cooper on the hit CW show Riverdale and spent the next seven years in a nonstop filming and production cycle. During this busy period of life, she still found time to pursue outside projects, publishing a book of poetry in 2020 and founding a production company. When Riverdale ended in 2023, it allowed her a moment to pause and consider what she wanted to work on going forward. Since then, she’s been developing projects with her production company that ignore the mainstream in favor of tackling topics like mental health. She’s taken on a few acting projects, like the TV series Hal & Harper, which premiered at the Sundance Film Festival last month. She also spent two years developing her skincare line, Personal Day,and has been receiving great reviews for its nonirritating formulas and effective solutions for acne-prone skin. Since this episode’s original release, Reinhart’s career has continued to thrive, and her latest project, The Love Hypothesis, premieres on September 23.
The Who What Wear Podcast: New York Fashion Week S/S 27 Recap: Opulent Textiles, Unexpected Jewelry Styling, and Deconstructed Tailoring
Wednesday, September 16, 2026 • Duration 27:06
This week, Who What Wear senior fashion editor Anna LaPlaca and Associate Director Kristen Nichols headed straight from their final shows to the studio to recap all things New York Fashion Week. They dive into it all, from their most anticipated shows to designers on the rise to the trends to look out for come spring. Plus, they reveal the best color to incorporate into your spring wardrobe.Watch this episode on our new YouTube channel, and be sure to subscribe!
Annie Meyers-Shyer: Author and Creator of "This Oak House"
Monday, September 14, 2026 • Duration 55:27
Annie Meyers-Shyer is the creator of the social media phenomenon and book This Oak House. However, before embarking on a renovation project that would turn her into an "accidental influencer," Meyers-Shyer started her career in the fashion industry. She first worked for InStyle magazine and then Harper's Bazaar. For a period, she transitioned into the tech space as the fashion director of MySpace, but she soon returned to the traditional fashion space, working in PR at Chanel. After working at Chanel for six years, she left to focus on being a mom full-time. When her mother-in-law moved out of her Los Angeles home, Meyers-Shyer decided she wanted to take on the home and, thus, a renovation project. She documented her journey on Instagram for her friends to stay updated, and what began as a small, casual account blossomed into a community of over 200,000 followers. Today, she has taken her renovation journey and documented it in a book called This Oak House, which releases tomorrow.
The Who What Wear Podcast: Coach Creative Director Stuart Vevers on NYFW Prep, the Gen Z Coach Craze, and Designing Cult-Favorite Bags
Wednesday, September 9, 2026 • Duration 39:09
This week, Hillary Kerr is joined by the prolific creative director of Coach: Stuart Vevers. Vevers has had a wide-ranging career, from his first job at Calvin Klein in the 1990s to his roles as creative director at both Mulberry and Loewe. He talks all things Coach, including the brand's legacy and its upcoming New York Fashion Week show—which is happening today! Plus, he shares how he approaches designing for the younger generations and why he thinks the Tabby and Brooklyn bags have gained cult followings.
Watch this episode on our new YouTube channel, and be sure to subscribe!
Jess Rona: Founder of Jess Rona Grooming Salon and Shmoop
Monday, September 7, 2026 • Duration 52:00
Jess Rona is a content creator, the founder of Jess Rona Grooming Salon, and the founder of the new dogcare brand Shmoop. Before she had her own dog-grooming empire, Rona dreamed of becoming an actress. At 18, while pursuing her acting dreams, she got a job as a dog bather at PetSmart in Los Angeles. While working this job, she slowly began to learn how to groom as well. She took a break from dog grooming to move to New York City and start doing improv at the Upright Citizens Brigade. She ultimately returned to Los Angeles and began dog grooming once again, even participating in grooming competitions. Eventually, she opened her own grooming business out of her garage, transitioning into being her own boss. Then, her slow-motion dog-grooming videos on social media began to go viral, which helped her business take off. She moved her grooming salon to a brick-and-mortar location in Larchmont Village, and now, Rona is about to launch Shmoop, "a beauty brand for every dog."
The Who What Wear Podcast: Sterling Point Costume Designer Marissa Schwartz on Acing Gen Z Style and Where to Shop the Characters' Looks
Wednesday, September 2, 2026 • Duration 42:45
Marissa Schwartz is the costume designer behind the hit new Amazon Prime Video series Sterling Point. The show has gained acclaim for its fresh perspective on the YA genre and its commitment to representing its Gen Z characters authentically in the dialogue, the acting, and, of course, the outfits. In this episode, Schwartz shares how she approached dressing each of the characters and which brands she leaned on—from Chanel to Bode to Still Here—to help tell the story.
Watch this episode on our new YouTube channel, and be sure to subscribe!
Roxana Saidi: Founder and CEO of Táche
Monday, August 31, 2026 • Duration 54:11
Roxana Saidi is the founder and CEO of Táche. However, before she founded her pistachio-milk brand, Saidi graduated with a degree in marketing and got her first job out of college in public relations in Los Angeles. She then founded a social media agency that eventually grew into a creative and brand strategy agency called Rx Social. She later moved to New York and transitioned into consulting, but while on a trip with her family, she was struck by an idea for a brand offering nut milk made from pistachios, which were a staple in her Middle Eastern household as a child. Her research proved that pistachio milk could be more sustainable than almond milk and more nutritious than oat milk, so she started Táche by experimenting in her kitchen and launched the brand in 2020. Táche quickly found its way into high-end cafés and grocery stores, such as Erewhon and Sprouts, and the brand recently entered Whole Foods with its three-ingredient pistachio milk.