Second Life

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.

Episodes

October 28, 2026 • 39 mins
This month marks Who What Wear's 20th anniversary! To celebrate, we're spending all of October with guests who have left an indelible mark on the fashion-and-beauty world and grown up alongside us over the past two decades. This week, Hillary is joined by her good friend Jen Atkin, celebrity hairstylist and founder of Ouai and Mane. Even if you're not familiar with Atkin, you've likely heard her name dropped by numerous guests on ...
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Monica Padman is the cocreator, cohost, and producer of Armchair Expert. In her first Second Life episode in 2021, Padman chatted about her early dreams of being an actress and how she transitioned from nanny to creative partner to Kristen Bell and Dax Shepard. Since her last episode, Padman has grown in her role as host and producer. She and Shepard continue to cohost Armchair Expert, and they were even nominated at the 2026 Golde...
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This month marks Who What Wear's 20th anniversary! To celebrate, we're spending all of October with guests who have left an indelible mark on the fashion-and-beauty world and grown up alongside us over the past two decades. This week, Hillary is joined by one of the most influential celebrity stylists working today: Jason Bolden. Bolden actually started styling "accidentally" back in 2011 after his good friend Gabrielle Union aske...
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October 19, 2026 • 50 mins
Kristina Blahnik is the CEO of Manolo Blahnik. As the niece of acclaimed designer Manolo Blahnik, she grew up in the family business but never intended to work in it. Instead, Kristina studied architecture at the University of Cambridge and eventually had a practice of her own, where she worked for just under 10 years. In 2009 when her uncle Manolo Blahnik couldn't travel to the factories to develop the brand's new collection, Kris...
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This month marks Who What Wear's 20th anniversary! To celebrate, we're spending all of October with guests who have left an indelible mark on the fashion-and-beauty world and grown up alongside us over the past two decades. This week, Hillary sits down in studio with iconic actress and singer Mandy Moore. Moore has been in the spotlight for over 20 years, from releasing her hit 1999 song "Candy" to starring in A Walk to Remember a...
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October 12, 2026 • 49 mins
Danielle Pheloung is a content creator and cofounder of the fashion brand Phe Phe. Before amassing a following on social media and starting her own clothing company, Pheloung worked in finance. She started her career as an analyst at Morgan Stanley and later transitioned to working for Goldman Sachs as a private wealth management associate. Meanwhile, her sister Brigette McHale, otherwise known as Acquired Style online, was experie...
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This month marks Who What Wear's 20th anniversary! To celebrate, we're spending all of October with guests who have left an indelible mark on the fashion-and-beauty world and grown up alongside us over the past two decades. To kick things off, Hillary sits down with Chriselle Lim, one of the original fashion content creators. Lim began her career as a fashion blogger and YouTuber in the late 2000s, and over time, she paved the way...
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Rickie De Sole is the editor of Air Mail’s style-and-fashion publication, Dress Code. De Sole started her career as a fashion assistant at Vanity Fair. After that, she moved into public relations at Prada, where she worked from 2007 to 2010. De Sole then returned to the world of fashion media at Vogue as a market editor, working her way up to accessories director. After, De Sole went to W Magazine, eventually becoming the fas...
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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.&nb...
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September 28, 2026 • 50 mins
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 t...
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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!
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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 sh...
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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 cha...
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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 tradi...
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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 ge...
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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 a...
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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...
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August 31, 2026 • 54 mins
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, ...
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This week, Who What Wear Editor in Chief Kat Collings chats with Sunna Yassin, an expert on all things weddings and cofounder of Bash Please. Yassin was one of the creative minds behind Alex Cooper's stunning destination wedding in 2024, and today, she is talking about where wedding trends are headed in 2027. Perhaps the most notable shift? Couples are moving away from overproducing their weddings, instead focusing on guest experie...
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Isabella Hughes is the cofounder and chief revenue officer of the sour-gummy brand Better Sour. However, before founding her candy company, Hughes, who was born and raised in Hawaii, began her career in the arts, curating and coordinating exhibitions for a variety of organizations in the United States and UAE. She always had an interest in entrepreneurship, so in 2014, she started her first company—a Middle Eastern–insp...
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