Second Life
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.
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Episodes
Renee Montgomery: Vice President and Part Owner of the Atlanta Dream 13.04.2026 58:42
Renee Montgomery is the vice president and part owner of the WNBA team the Atlanta Dream. Before owning the team, Montgomery was a WNBA player on teams including the Atlanta Dream, the Minnesota Lynx, and the Connecticut Sun. Before that, she played division one college basketball at the University of Connecticut. After 11 years as a professional WNBA player, Montgomery opted out of the 2020 seaso...
The Who What Wear Podcast: Lauren Conrad on the Laguna Beach Reunion, Millennial Nostalgia, and Her Favorite 2000s Fashion Trends 08.04.2026 26:46
In this episode, Who What Wear Editorial Director Lauren Eggertsen sits down with Laguna Beach star Lauren Conrad to talk all about the show’s 20-year reunion and her enduring influence on fashion. Conrad discusses her early fashion staples—from Rocket Dogs to C&C tank tops—and a fashion moment she still regrets from the show. Plus, she reveals an early 2000s trend she wears today. The Reunion: L...
Jenna Goldring: Founder and CEO of The High Confectionary 06.04.2026 53:58
Jenna Goldring is the founder and CEO of the low-dose edible brand The High Confectionary. Before she launched her brand, Goldring spent the beginning of her career in ad sales. As she worked her way up to the VP level, she learned about the advertising nuances for highly regulated brands, such as those in the cannabis category. Goldring realized the cannabis industry was excluding consumers like...
The Who What Wear Podcast: Makeup Artist Pati Dubroff on Blush Placement, Gray Mascara, and Making Press-Tour Magic With Margot Robbie 01.04.2026 29:20
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 tec...
Priscilla Tsai: CEO and Founder of Cocokind 30.03.2026 53:06
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...
The Who What Wear Podcast: Is Your Closet Making You Cancel Plans? Overcoming Fashion Frustration With Evereve Co-Founder Megan Tamte 25.03.2026 42:11
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...
Monica Dinsmore: Head of Esports at EA 23.03.2026 54:54
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. A...
The Who What Wear Podcast: 2026 Red Carpet Recap With Zanna Roberts Rassi: The Best Dressed, Behind-the-Scenes Details, and Standout Beauty Moments 18.03.2026 41:34
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 ne...
Cofounder and Chief Creative Officer of Loeffler Randall 16.03.2026 51:45
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 desig...
The Who What Wear Podcast: Spring 2026 Shopping Guide: Glamorous Dressing, Advanced Layering, and Oversized Sunglasses 16.03.2026 22:20
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...
Kahlana Barfield Brown: Founder of KBB by KAHLANA 09.03.2026 52:40
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...
The Who What Wear Podcast: Celebrity Stylist Petra Flannery on Emma Stone’s '90s-Inspired Press and Award Show Looks for Bugonia 04.03.2026 39:31
In this episode, Who What Wear co-founder Hillary Kerr sits down with celebrity stylist Petra Flannery. She's best known for her long-term partnerships with Oscar-winning clients like Emma Stone, who’s currently up for another Oscar, and Zoe Saldaña, who just wrapped up a global press tour for Avatar: Fire and Ash. Tune in to hear Flannery share her approach to color, her biggest styling disaster,...
Jenn Lueke: Culinary Creator and Cookbook Author 02.03.2026 53:58
Jenn Lueke, aka Jenn Eats Good, is a culinary creator, recipe developer, and newly anointed cookbook author. She started her now-famous Instagram account while she was in college studying business, finance, and entrepreneurship. During her undergrad, she interned in several related fields that gave her a three-dimensional view of how to bootstrap a business—from market research to angel investing....
The Who What Wear Podcast: Makeup Artist and Groomer Tasha Reiko Brown Talks Working With Michael B. Jordan, Her Two-Eye-Shadow Maximum, and Her Favorite Foundation 25.02.2026 43:44
In this episode, Who What Wear cofounder and Chief Content Officer Hillary Kerr sits down with celebrity makeup artist and groomer Tasha Reiko Brown to talk all things red carpet glam. Brown discusses her work this award season with Oscar nominee Michael B. Jordan and longtime client Gabrielle Union. She tells us what goes into grooming men for the red carpet. Plus, Brown reveals the Chanel founda...
Alison Roman Returns! The Acclaimed Cookbook Author Is Back 23.02.2026 54:41
Alison Roman is a food writer, cookbook author, and overall culinary powerhouse. Roman's food career began when she dropped out of college to pursue her dream of working as a chef. She started out as a sous-chef for various restaurants before pivoting into food writing and recipe development. Roman joined us on the show in 2020 to tell us about her path to getting published at outlets like Bon App...
The Who What Wear Podcast: New York Fashion Week F/W 26 Recap: High-Neck Styling, Velvet Bum Bags, and Pattern Clashing 18.02.2026 30:38
In this episode, Who What Wear Associate Editorial Director Eliza Huber and Senior Fashion and Social Editor Tara Gonzalez debrief everything they saw during NYFW, from bunny slippers to baseball mitt bags. They discuss some of the standout shows, and the unexpected guests they spotted in the crowd. Plus, they dissect the trends they noticed across the board and give their advice on how to wor...
Carla Rockmore: Fashion Influencer and Designer 16.02.2026 50:34
Carla Rockmore is a fashion influencer and designer. She began her career in retail before transitioning into the design department, utilizing fundamental skills acquired during her fashion trade school education. Rockmore developed her creative vision across categories, designing everything from ladies’ dresses for high-end department stores to licensed children’s sleepwear for Disney. She pivote...
The Who What Wear Podcast: Celebrity Stylist Karla Welch on the Game-Changing Power of Styling and Making Magic With Renate Reinsve and Tessa Thompson 11.02.2026 40:43
The Who What Wear Podcast is now on YouTube! For our first episode in this new era, we're welcoming acclaimed celebrity stylist and friend of the pod Karla Welch back to the show. In this episode, Who What Wear cofounder and Chief Content Officer Hillary Kerr sits down with Welch to get back to the basics of what it takes to be a celebrity stylist. They discuss the power of modern stylists, how t...
Priyanka Ganjoo: Founder of Kulfi Beauty 09.02.2026 55:49
Priyanka Ganjoo is the founder and CEO of Kulfi Beauty, but her first job was in business consulting. She was drawn to the role because she loved working with people and solving problems, but she knew she hadn’t found her true calling yet. Her pivot into beauty came after she got her MBA. She started in corporate, managing global retail strategy for Estée Lauder, and later transitioned into the me...
The Who What Wear Podcast: Jewelry Designer Jennifer Fisher on 20 Years of Her Brand, Current Best Sellers, and Expanding Her Empire 04.02.2026 25:06
In this episode, Who What Wear Shopping Director Bobby Schuessler sits down with jewelry designer Jennifer Fisher to look back on her career 20 years after she started her namesake brand. Over the last two decades, Fisher was named a finalist for the 2012 CFDA/Vogue Fashion Fund, was crowned the "queen of hoops" by The New York Times, and has counted celebrities such as Jennifer Lopez and Hailey B...
Andrea Beaty: Award-Winning Children’s Author 02.02.2026 56:17
Andrea Beaty is an award-winning children’s author. Before she became known for her curious and clever characters in Rosie Revere, Engineer, and Ada Twist, Scientist, she was on track for a career in STEM. In college, Beaty studied biology and computer science, and then went on to work at a software company. Her start in writing came when she volunteered to write a tech support newsletter for a cu...
The Who What Wear Podcast: Denim Expert Jane Herman on the 5 Jean Styles to Keep in Your Closet Year-Round, and Her Favorite Silhouette for 2026 28.01.2026 36:01
Jane Herman, the founder of denim line The Only Jane, author of the popular Substack Jane on Jeans, and newly appointed WWW editor in residence, is a denim expert. In this episode, Who What Wear co-founder and Chief Content Officer Hillary Kerr sits down with Herman for a 2026 denim digest, where they discuss the five types of jeans you need for a complete wardrobe. Plus, she gives recommendations...
Leslie Tessler: Founder and CEO of Hanni 26.01.2026 51:25
Leslie Tessler is the founder of Hanni, a bodycare brand that specializes in innovative, easy-to-use, ultra-hydrating products. Her first job was in fashion at Ralph Lauren before she pivoted into beauty as a marketing manager for L’Oréal Paris. She went on to continue her work at the executive level in the space with Dr. Dennis Gross Skincare. But after 10 years of working in such demanding roles...
The Who What Wear Podcast: Celebrity Aesthetic Provider Vanessa Lee Shares the Skin and Bodycare Treatments Worth Trying in 2026 21.01.2026 36:01
Vanessa Lee is a highly sought after celebrity aesthetic provider who focuses on minimally invasive procedures that accentuate her clients’ natural beauty. A registered nurse with 17 years of experience, Lee is also the founder of The Things We Do, a beauty concept bar offering premium, safe, and effective services from bio-stimulators to microneedling to PRFM (Platelet-Rich Fibrin Matrix). Lee jo...
Senada Greca: Trainer, Founder of WeRise, and Co-Founder of Aonic 19.01.2026 57:42
Senada Greca is a celebrity personal trainer and serial entrepreneur in the health and fitness space. Although she found her love for fitness at a young age, she started her career in finance before pivoting into pharmaceutical and diagnostic sales. Working in the medical industry gave her a deep understanding of physiology that paired well with her love for strength training and exercise. When Gr...
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