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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

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

#14 trending · Careers

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"

#41 trending · Careers

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

Isabella Hughes: Cofounder and Chief Revenue Officer of Better Sour

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 raise

Aug 24
49 min

The Who What Wear Podcast: Founder of Diotima and Creative Director of Proenza Schouler Rachel Scott Talks Carrying On the Legacy of a Brand

This week, Who What Wear Editor in Chief Kat Collings sits down in studio with founder of Diotima and Creative Director of Proenza Schouler Rachel Scott. They discuss lan

Aug 19
30 min

Dr. Jill Biden: Educator and Former First Lady

Dr. Jill Biden is an educator, author, and former first and second lady of the United States. Dr. Biden began her career as a high school English teacher, and although he

Aug 17
45 min

The Who What Wear Podcast: Rudy Mance, Costume Designer for FX's Love Story: John F. Kennedy Jr. & Carolyn Bessette, on Re-Creating CBK's Timeless Wardrobe

This week,⁠ Hillary Kerr⁠ sits down with⁠ Rudy Mance⁠, the costume designer for FX's Love Story: John F. Kennedy Jr. & Carolyn Bessette. Mance's résumé includes shows suc

Aug 12
33 min

Second Listen: Andrea Beaty: Award-Winning Children's Author

This week, we are giving a second listen to our very special episode with Andrea Beaty. Beaty is an award-winning children's author. Before she became known for her curio

Aug 10
56 min

The Who What Wear Podcast: Celebrity Hairstylist Adir Abergel Talks Crafting Charlize Theron's Stunning "The Odyssey" Press Tour Hair

This week, Hillary Kerr chats with celebrity hairstylist and Creative Director of haircare brand Virtue Labs Adir Abergel. Abergel works with the likes of Kristen Stewart

Aug 5
40 min

Second Listen: Renee Montgomery: Vice President and Part Owner of the Atlanta Dream

This week, we are giving a second listen to our very special episode with Renee Montgomery. Montgomery is the vice president and part owner of the WNBA team the Atlanta D

Aug 3
58 min

The Who What Wear Podcast: Celebrity Stylist Micaela Erlanger Talks Dressing Lupita Nyong'o for Her Ethereal "The Odyssey" Press Tour

This week, Hillary Kerr chats with celebrity stylist Micaela Erlanger about crafting Lupita Nyong'o's looks for The Odyssey press tour. Erlanger shares how she drew inspi

Jul 29
38 min

Second Listen: Claudia Sulewski: Founder of Cyklar

This week, we are giving a second listen to our very special episode with Claudia Sulewski. Sulewski is the founder of Cyklar, a bodycare brand that bridges the gap betwe

Jul 27
57 min

The Who What Wear Podcast: Celebrity Stylist Molly Dickson on Dressing the New Elle Woods

This week on The Who What Wear Podcast, Hillary Kerr chats with celebrity stylist Molly Dickson, whose client roster includes the likes of Lana Del Rey, Sydney Sweeney, S

Jul 22
25 min

Cassandra Morales Thurswell: Founder and CEO of Kitsch

Cassandra Morales Thurswell is the founder and CEO of Kitsch. However, before starting her haircare and accessories brand, she founded several entrepreneurial endeavors:

Jul 20
55 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, Sep 24, 2026).

#31 ▲ 5 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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