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Second Life

by 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

Showing 20 · updated from the feed

Hannah Cheng: Cofounder of Mimi Cheng's

#7 trending · Careers

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

Nov 2
50 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

Oct 29
39 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 actre

Oct 26
56 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

Oct 21
48 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. Ins

Oct 19
50 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

Oct 14
45 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, Phel

Oct 12
49 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

Oct 7
42 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 mo

Oct 5
57 min

The Who What Wear Podcast: Denim Consultant Benjamin Talley Smith Returns to Talk Fall Trends and the New Guest in Residence Denim Line

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 favo

Sep 30
29 min

Casey Lewis: Creator of After School

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 tre

Sep 28
50 min

The Who What Wear Podcast: Designer Christian Cowan Unpacks His Buzzy NYFW S/S 27 Show

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 inspir

Sep 23
33 min

Second Listen: Lili Reinhart: Actor, Producer, and Founder of Personal Day Skincare

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. S

Sep 21
52 min

The Who What Wear Podcast: New York Fashion Week S/S 27 Recap: Opulent Textiles, Unexpected Jewelry Styling, and Deconstructed Tailoring

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 thing

Sep 16
27 min

Annie Meyers-Shyer: Author and Creator of "This Oak House"

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 "a

Sep 14
55 min

The Who What Wear Podcast: Coach Creative Director Stuart Vevers on NYFW Prep, the Gen Z Coach Craze, and Designing Cult-Favorite Bags

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 t

Sep 9
39 min

Jess Rona: Founder of Jess Rona Grooming Salon and Shmoop

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

Sep 7
52 min

The Who What Wear Podcast: Sterling Point Costume Designer Marissa Schwartz on Acing Gen Z Style and Where to Shop the Characters' Looks

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 genr

Sep 2
42 min

Roxana Saidi: Founder and CEO of Táche

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 o

Aug 31
54 min

The Who What Wear Podcast: Is the Era of Overproduced Weddings Finally Over? Wedding Expert Sunna Yassin Shares Where Wedding Trends Are Headed in 2027

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 creati

Aug 26
38 min

Chart trend

Position in the Careers chart (US), last 90 days.

#7
all-time peak
6
days in the top 10 since Nov 2024

Chart positions

Where Second Life ranks today in each Apple Podcasts chart (US, Nov 3, 2026).

#15 ▲ 1 Careers US

What listeners say

A curated, balanced selection of Apple Podcasts reviews.

Thank you for sharing so many inspiring stories! It’s expanded my perception of what could be and how even the most successful women have felt imposter syndrome. They chose to brave and bold anyways, betting on themselves! Can we please have an episode on Hillary’s story?!

Briaunarose13 · May 2025

How often do I look at someone and think, “how the heck did she get there?” This podcast answers my question! I love the focus on the nonlinear career path of inspiring professionals and experts, plus Hillary’s questions about mistakes and time machines and more. I found the show via Emily Nagoski and I’m glad to be here.

Eva Jannotta · Oct 2024

I have been a long time listener of the show but never wrote a review. This last episode with Jeni of Jeni’s ice cream was hands down my favorite! In the summer I’m there every week. It’s so great to hear her story! Hilary great interview ✨

ShanieceNY2LA · Mar 2025

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About Second Life on Reason.fm

Here you find the Apple Podcasts chart positions of Second Life, its latest episodes to listen to directly, and reviews from listeners. Rankings are updated daily for the United States.

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