
Second Life
Second Life · Who What Wear
Show overview
Second Life has been publishing since 2018, and across the 8 years since has built a catalogue of 689 episodes. That works out to roughly 510 hours of audio in total. Releases follow a several-times-a-week cadence.
Episodes typically run thirty-five to sixty minutes — most land between 36 min and 54 min — though episode length varies meaningfully from one episode to the next. It is catalogued as a EN-language Business show.
The show is actively publishing — the most recent episode landed yesterday, with 37 episodes already out so far this year. Published by Who What Wear.
From the publisher
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
View all 689 episodesThe Who What Wear Podcast: Stylist James Yardley on Dressing Heated Rivalry Star Connor Storrie, and Their First Met Gala
Heather Woolery-Lloyd, MD: Chief Medical Advisor at Nutrafol
The Who What Wear Podcast: The Met Gala 2026 Recap: Unpacking the Theme, the Art References, and the Best Beauty Moments
Rachel Hochhauser: Author and Cofounder of Piecework
The Who What Wear Podcast: Celebrity Stylist Erin Walsh on "The Devil Wears Prada 2" Press Tour, and Her New Book, "The Art of Intentional Dressing"
Susie Wolff: Managing Director of F1 Academy
The Who What Wear Podcast: Behind the Fashion of The Devil Wears Prada 2 With Costume Designer Molly Rogers
Courtney Smith: Enneagram Coach and Author
The Who What Wear Podcast: Fashion Analyst Mandy Lee, aka @oldloserinbrooklyn, Talks Met Gala Predictions, 2026 Trend Forecasts, and AI in the Fashion Industry
Renee Montgomery: Vice President and Part Owner of the Atlanta Dream
The Who What Wear Podcast: Lauren Conrad on the Laguna Beach Reunion, Millennial Nostalgia, and Her Favorite 2000s Fashion Trends
Jenna Goldring: Founder and CEO of The High Confectionary

The Who What Wear Podcast: Makeup Artist Pati Dubroff on Blush Placement, Gray Mascara, and Making Press-Tour Magic With Margot Robbie
Pati Dubroff is one of the most coveted makeup artists in the business with a portfolio full of iconic imagery—from Britney Spears's Circus album cover in 2008 to Mary-Kate and Ashley Olsen's Got Milk? ad from 2004. More recently, we've been closely following her work with Margot Robbie on the Barbie and Wuthering Heights press tours. Today, Dubroff joins Hillary Kerr to share the products and techniques she used to achieve our favorite looks. Listen to Dubroff's 2021 episode here! Watch this episode here on our new YouTube channel, and be sure to subscribe!

Priscilla Tsai: CEO and Founder of Cocokind
Priscilla Tsai is the CEO and founder of the skincare brand Cocokind. Before she started her company, Tsai worked on Wall Street as an equity research analyst. She had always wanted to be an entrepreneur, and after years of feeling isolated by the beauty industry due to her acne and sensitive skin, she decided to start her own skincare brand. In 2014, Tsai left her finance career to start Cocokind with the goal of developing simple products that felt like a prestige experience at an accessible price point. The brand quickly gained traction on social media and developed a loyal customer base. Then, in 2019, Target began stocking Cocokind products. A few years later, in 2022, Cocokind launched in Ulta Beauty as well. Today, Cocokind’s products are available at every Target and Ulta in the United States, as well as having a huge retail presence at Whole Foods.

The Who What Wear Podcast: Is Your Closet Making You Cancel Plans? Overcoming Fashion Frustration With Evereve Co-Founder Megan Tamte
This week, Hillary Kerr hosts Evereve co-founder Megan Tamte and Who What Wear's Executive Editorial and Style Director Lauren Eggertsen to delve into the results of Evereve’s national fashion survey. Evereve, a fast-growing womenswear retailer based in Minnesota, offers its own collection alongside 150+ brands across more than 100 stores nationwide and online. Tamte and the Evereve team conducted a survey to understand the real problems women face when shopping and getting dressed, and she’s sharing the results with us today. In a roundtable discussion, the trio addresses the responsibilities that fashion companies have to truly listen to their customers, shares which brands are getting it right, and offers practical advice for overcoming fashion confusion. Watch this episode here on our new YouTube channel, and make sure to subscribe!

Monica Dinsmore: Head of Esports at EA
Monica Dinsmore is the head of esports at EA, or Electronic Arts. Before working in gaming, Dinsmore worked in the tech industry during the dot-com boom of the late 1990s and then transitioned into finance for nearly 15 years. She then pivoted to the gaming industry with a move to Riot Games, working on League of Legends and eventually working her way up to head of publishing for esports Europe. After realizing her passion for the esports world, she got an opportunity to move to EA, known for its real-life sports titles like Madden NFL, and ultimately became the head of esports. Since Dinsmore arrived at EA, the company has broken engagement records for its esports brands. Today, she’s been in the esports world for over a decade and continues to find innovative ways to expand the industry and reach new audiences.

The Who What Wear Podcast: 2026 Red Carpet Recap With Zanna Roberts Rassi: The Best Dressed, Behind-the-Scenes Details, and Standout Beauty Moments
In this episode, Who What Wear cofounder Hillary Kerr sits down with style correspondent and red carpet expert Zanna Roberts Rassi to talk all things 2026 award season. Rassi discusses the buzzy stylists of the season, dissects fashion Easter eggs you may have missed, and brings us behind the scenes of what it’s really like to be in person on the red carpet. Watch this episode here on our new YouTube channel, and be sure to subscribe!

Cofounder and Chief Creative Officer of Loeffler Randall
Jessie Randall is the cofounder and chief creative officer of the global lifestyle brand Loeffler Randall. Before she started her company, Randall began her career in advertising but, after a few years, made the leap into the fashion industry. Starting from scratch as an intern at Katayone Adeli, while also taking fashion classes, she then transitioned to Banana Republic, working as a junior designer. However, in 2005, alongside her husband, she decided to start her own footwear company, which quickly garnered recognition and expanded beyond shoes into the global success it is today. In 2007, she was awarded the CFDA Swarovski Award for Accessory Design, and in 2022, British Vogue dubbed the brand's Camellia heel “one of the best-selling bridal shoes in the world.” Currently, Loeffler Randall products are sold worldwide across retailers such as Nordstrom and Bergdorf Goodman as well as in its own digital and physical retail stores.

The Who What Wear Podcast: Spring 2026 Shopping Guide: Glamorous Dressing, Advanced Layering, and Oversized Sunglasses
This week, Who What Wear Shopping Director Bobby Schuessler is joined by Associate Shopping Editor Audry Hiaoui and stylist Brie Welch to give you the ultimate spring shopping guide. They break down the biggest trends they saw on the S/S 26 runways and give their styling recommendations for seasonal staples like trench coats, sunglasses, and low-profile sneakers. Plus, they discuss their favorite spring outfit formulas, including a controversial capri pant pairing. Watch this episode here on our new YouTube channel, and make sure to subscribe!

Kahlana Barfield Brown: Founder of KBB by KAHLANA
Kahlana Barfield Brown is the founder of her namesake clothing brand, KBB by Kahlana. Before she became a designer, she was an icon in the editorial world. Her career started at InStyle, where she worked her way up from intern to the publication’s first-ever beauty and fashion editor at large. Her work steering the outlet’s coverage earned her widespread recognition, including the title of Editor of the Year from Harlem’s Fashion Row. She led the outlet for a decade before leaving in 2018 to build her personal brand online in the fashion space. Brown made the leap from reporter to designer in 2022, when Target tapped her to be the first designer for the Future Collective—the company’s first-ever creator-led fashion line. After her first collection sold out quickly, Brown decided to partner with the company again to launch her own brand, KBB, exclusively with the chain. Her designs continue to be wildly successful, as Target plans to expand her collection to over 500 locations nationwide this year.