Second Life

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738

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Nov 2026

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About the show

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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60 recent

November 4, 202634 min

The Who What Wear Podcast: The Nobody Wants This Costume Designer Chats Season 3's Best Looks and Wardrobe Easter Eggs

This week, Hillary sits down in studio with the costume designer of Nobody Wants This, Negar Ali Kline, to dive into all things season 3. From evolving Joanne's wardrobe as she converts to Judaism to crafting Morgan's over-the-top looks to where you can shop some of the season's buzziest pieces, they get into it all. If you haven't watched season 3 yet, please be warned that this episode does contain spoilers!  You can listen to Ali Kline's previous episode covering seasons 1 and 2 here.  Watch this episode on our new YouTube channel, and be sure to subscribe! Images Courtesy of Netflix.

November 2, 202650 min

Hannah Cheng: Cofounder of Mimi Cheng's

Hannah Cheng is the cofounder of the frozen-dumpling brand Mimi Cheng's, but before she and her sister started their dumpling empire, Cheng was working at J.P. Morgan on the rates derivatives sales desk. While working in finance, Cheng frequently brought her mother's homemade dumplings into her office, where her coworkers begged for her to share. Upon realizing the demand for Taiwanese comfort food, Cheng and her sister decided to open a Taiwanese restaurant in the East Village in 2014, naming it Mimi Cheng's as an ode to their mom. The sisters then went on to open four more restaurants in New York City before expanding into the frozen-food space, which was their goal all along. Cheng and her sister recently made the decision to close the restaurant side of the business to focus on selling their frozen dumplings, and Mimi Cheng's is now available nationwide in Whole Foods, Bristol Farms, and many other retailers.

October 29, 202639 min

The Who What Wear Podcast: WWW20 Presents: Celebrity Hairstylist and Beauty Founder Jen Atkin on Building Her Hair Empire

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 this show. Atkin has styled some of our favorite It girls' most iconic looks and founded two incredibly successful hair brands. But above all, she has been a champion of and mentor to other artists. Today, she chats all about building her hair empire; the behind-the-scenes details of some of her buzziest celeb looks, from Hailey Bieber to Bella Hadid; and the impact she has had on the hair industry.  Watch this episode on our new YouTube channel, and be sure to subscribe!

October 26, 202656 min

Monica Padman Returns! The Cocreator, Cohost, and Producer of Armchair Expert Is Back

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 Golden Globes in the inaugural Best Podcast category. Padman has also been instrumental in adding numerous shows under the Armchair Umbrella, and she's even branched out into the true crime space with her podcast Beth's Dead, which is starting production for season 2. We recorded this special conversation in the studio, so if you'd like to watch this episode, make sure to check out the video version on Spotify.

October 21, 202648 min

The Who What Wear Podcast: WWW20 Presents: How "Accidental" Stylist Jason Bolden Became the Go-To for Everyone From Nicole Kidman to Cynthia Erivo

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 asked for help finding a look for an event. Today, he is a widely celebrated celebrity stylist who works with A-listers such as Nicole Kidman, Cynthia Erivo, Michael B. Jordan, and many more. He chats all about crafting his buzziest looks—from Kidman at the 2026 Met Gala to Erivo's jaw-dropping Wicked press-tour wardrobe. Plus, he shares his dream styling clients. Watch this episode on our new⁠ YouTube channel⁠, and be sure to subscribe!

October 19, 202650 min

Kristina Blahnik: CEO of Manolo Blahnik

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, Kristina stepped in and joined the family business full time. In 2013, she assumed the role of CEO, a position that she maintains to this day—although she prefers the title of "creative strategist." Since coming on board, she has expanded the business from two boutiques to 20, grown the Manolo Blahnik team from 26 people to over 250, and spearheaded major collaborations with brands such as Birkenstock and Balenciaga.

October 14, 202645 min

The Who What Wear Podcast: WWW20 Presents: Mandy Moore, From Teen Pop Icon to Award-Winning Actress

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 and This Is Us. Today, she reflects on getting her start as a teen pop star, her outstanding acting career, and her most memorable fashion moments from the past 20 years. Plus, she shares everything you need to know about her highly anticipated new show: The Land.  Watch this episode on our new YouTube channel, and be sure to subscribe!

October 12, 202649 min

Danielle Pheloung: Cofounder of Phe Phe

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 experiencing immense success on social media. Encouraged by her sister's success, Pheloung decided to start posting on TikTok. She showcased her corporate style and daily life while working a demanding job. Eventually, Pheloung made the decision to pursue content creation full time, leaving her position at Goldman Sachs. She continued to grow on social media, and with her sister, she launched Phe Phe in 2025. Today, Pheloung continues to make content and run Phe Phe, which recently launched its workwear line, inspired in part by Pheloung's first life in the corporate world.

October 7, 202642 min

The Who What Wear Podcast: WWW20 Presents: Chriselle Lim, the Internet's Original It Girl

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 for creators like herself to become a respected part of the fashion industry. In this episode, she looks back on the last 20 years of her life and career, shares what it takes to have longevity as a creator, and explains how her dedication to storytelling in all forms has taken her from blogger to creator to founder and creative director of Phlur.  Watch this episode on our new YouTube channel, and be sure to subscribe!

October 5, 202657 min

Rickie De Sole: Editor of Air Mail's Dress Code

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 fashion director before transitioning back to Vogue. There, she eventually gained the title of executive fashion director of Vogue.com. De Sole later pivoted to retail at Nordstrom, ending her time there as the VP fashion director. Throughout her career, she has also served on the board of companies such as Rent the Runway and Vestiaire Collective. Today, she leads Air Mail’s style publication, Dress Code, and serves as a senior adviser at Sandbridge Capital.