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Second Life

Second Life

Second Life 694 Episodes Oct 21, 2026

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

The Who What Wear Podcast: WWW20 Presents: How "Accidental" Stylist Jason Bolden Became the Go-To for Everyone From Nicole Kidman to Cynthia Erivo
The Who What Wear Podcast: WWW20 Presents: How "Accidental" Stylist Jason Bolden Became the Go-To for Everyone From Nicole Kidman to Cynthia Erivo Oct 21, 2026 2890 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 h
Kristina Blahnik: CEO of Manolo Blahnik
Kristina Blahnik: CEO of Manolo Blahnik Oct 19, 2026 3028 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 devel
The Who What Wear Podcast: WWW20 Presents: Mandy Moore, From Teen Pop Icon to Award-Winning Actress
The Who What Wear Podcast: WWW20 Presents: Mandy Moore, From Teen Pop Icon to Award-Winning Actress Oct 14, 2026 2743 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"
Danielle Pheloung: Cofounder of Phe Phe
Danielle Pheloung: Cofounder of Phe Phe Oct 12, 2026 2975 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
The Who What Wear Podcast: WWW20 Presents: Chriselle Lim, the Internet's Original It Girl
The Who What Wear Podcast: WWW20 Presents: Chriselle Lim, the Internet's Original It Girl Oct 7, 2026 2576 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 2000
Rickie De Sole: Editor of Air Mail's Dress Code
Rickie De Sole: Editor of Air Mail's Dress Code Oct 5, 2026 3456 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
The Who What Wear Podcast: Denim Consultant Benjamin Talley Smith Returns to Talk Fall Trends and the New Guest in Residence Denim Line
The Who What Wear Podcast: Denim Consultant Benjamin Talley Smith Returns to Talk Fall Trends and the New Guest in Residence Denim Line Sep 30, 2026 1794 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 loo
Casey Lewis: Creator of After School
Casey Lewis: Creator of After School Sep 28, 2026 3030 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 newsle
The Who What Wear Podcast: Designer Christian Cowan Unpacks His Buzzy NYFW S/S 27 Show
The Who What Wear Podcast: Designer Christian Cowan Unpacks His Buzzy NYFW S/S 27 Show Sep 23, 2026 2026 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 chan
Second Listen: Lili Reinhart: Actor, Producer, and Founder of Personal Day Skincare
Second Listen: Lili Reinhart: Actor, Producer, and Founder of Personal Day Skincare Sep 21, 2026 3127 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 ca
The Who What Wear Podcast: New York Fashion Week S/S 27 Recap: Opulent Textiles, Unexpected Jewelry Styling, and Deconstructed Tailoring
The Who What Wear Podcast: New York Fashion Week S/S 27 Recap: Opulent Textiles, Unexpected Jewelry Styling, and Deconstructed Tailoring Sep 16, 2026 1626 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
Annie Meyers-Shyer: Author and Creator of "This Oak House"
Annie Meyers-Shyer: Author and Creator of "This Oak House" Sep 14, 2026 3327 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,

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