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Second Life

Career

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"...

Location:

United States

Description:

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.

Language:

English

Contact:

9193586472


Episodes
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Jen Hamilton: Nurse, Content Creator, and Author

5/25/2026
Jen Hamilton is a labor and delivery nurse known on the internet for her informative (and often hilarious) videos about healthcare. But before entering the world of content creation, Hamilton was an emergency room nurse. After working her way up to assistant director in that department, she realized she needed a change from the chaotic nature of the ER and pivoted into labor and delivery. During the pandemic, she began making content about nursing and providing insight into healthcare on social media, and since then, she’s created a community of over 6 million followers across platforms. This past May, she also added author to her extensive résumé when she released her first book, Birth Vibes, which quickly became number one on the New York Times Best Seller list.

Duration:00:55:03

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The Who What Wear Podcast: The Legendary Anna Sui: From ’90s Fashion Darling to Gen Z Cult Favorite

5/20/2026
Fashion designer Anna Sui debuted her work at a supermodel-packed fashion show in 1991, and her brand remains just as inspired and relevant 35 years (and over 90 collections) later. This week, Who What Wear Editor in Chief Kat Collings sits down with Sui in the studio to discuss the origins of her brand, how she’s maintained her distinctive point of view since the beginning, and why the brand has attracted a new wave of Gen Z tastemakers like Olivia Rodrigo and Laufey. If you’re in the L.A. area, you can check out some of Sui’s iconic designs in person at the ASU FIDM exhibition, Obsessed: Fashion and Nostalgia in the ’90s. Watch this episode ⁠⁠here on our new YouTube channel⁠⁠, and be sure to subscribe!

Duration:00:27:25

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Isabel Klee: Author and Content Creator

5/18/2026
Isabel Klee is the author of Dogs, Boys, and Other Things I’ve Cried About, which recently hit number one on the New York Times best-seller list. However, before writing her debut book, Klee graduated from college with a degree in English language and literature, and shortly after, began working as an assistant to a dog photographer. During this time, she also began creating content related to her own foster dogs on social media. After working for the photographer for seven years, she was unexpectedly let go and pivoted to freelance content creation and dedicated more time to her own growing social media presence. Her content about rehabilitating foster dogs captured the hearts of many, and today, she has over a million followers on TikTok. She eventually stopped freelancing to focus full-time on both her own platform and writing her debut book, which was released in April of this year. Her memoir is now being developed into a TV series, in which Klee will serve as an executive producer.

Duration:00:54:19

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The Who What Wear Podcast: Stylist James Yardley on Dressing Heated Rivalry Star Connor Storrie, and Their First Met Gala

5/13/2026
This week, Hillary Kerr sits down in the studio with celebrity stylist James Yardley. He's been a stylist for many years, working with clients such as Hannah Waddingham, Selma Blair, and more recently, Connor Storrie, the star of Heated Rivalry. They discuss all things styling Storrie on his rise to superstardom, working with major brands, and everything that went into prepping for their first Met Gala. Plus, Storrie himself chimes in with a special question for Yardley! Watch this episode ⁠⁠here on our new YouTube channel⁠⁠, and be sure to subscribe!

Duration:00:43:44

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Heather Woolery-Lloyd, MD: Chief Medical Advisor at Nutrafol

5/11/2026
Heather Woolery-Lloyd, MD, is the chief medical advisor at the number one dermatologist-recommended hair growth supplement brand Nutrafol, but before taking on this role, Woolery Lloyd has served as a pioneer in the world of dermatology. After graduating from medical school at the University of Miami, she cultivated her expertise in research and education in dermatology with a focus on underserved populations. Following her residency, Woolery-Lloyd joined the University of Miami faculty as its first director of skin of color. Throughout her clinical career, she also created Specific Beauty, a line of skincare products made for women of color, earned her board certification in lifestyle medicine, and founded Derm Friends, an online resource offering solutions to common skin and hair concerns. In addition to her work with Nutrafol, she actively mentors students, gives lectures, and dedicates herself to research. Nutrafol is the #1 dermatologist-recommended hair growth supplement brand, known for its whole-body, life stage–based approach to hair health. As the first and only hair growth supplement brand to earn NSF Certified for Sport, the leading independent third-party certification, Nutrafol is committed to the highest standards of quality, safety, and clinical rigor. The brand has conducted clinical studies across diverse populations to support the efficacy of its formulations, with 26 published studies on hair wellness. Today, Nutrafol is trusted by over 1.5 million customers and recommended by more than 7500 healthcare providers nationwide.

Duration:00:55:19

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The Who What Wear Podcast: The Met Gala 2026 Recap: Unpacking the Theme, the Art References, and the Best Beauty Moments

5/5/2026
On Monday, moments after the 2026 Met Gala red carpet wrapped up, Hillary Kerr and Who What Wear Editor in Chief Kat Collings sat down in the studio to dissect the most interesting interpretations of the night. The exhibition theme was Costume Art, and the Met Gala's dress code was Fashion Is Art. Hillary and Kat break down the smartest references, the greatest glam details, and the designers who won the night. Watch this episode ⁠⁠here on our new ⁠YouTube channel⁠⁠⁠, and be sure to subscribe!

Duration:00:20:45

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Rachel Hochhauser: Author and Cofounder of Piecework

5/4/2026
Rachel Hochhauser is the author of the buzzy new novel Lady Tremaine, but before achieving her dream of becoming a professional writer, she held many different titles. After studying creative writing and history in college, Hochhauser began working at an ad agency as a strategic advisor. She went on to cofound her own agency called Major Studio in 2016, and while serving as partner and brand director there, she also cofounded Piecework, a brand of artful puzzles and gifts. That said, throughout all her success, she still had the itch to write, and in 2023, she began writing her debut novel. Lady Tremaine, a feminist retelling of Cinderella, was released earlier this year and was named an instant New York Times best seller and a Reese’s Book Club pick. She is currently working on her second novel.

Duration:00:52:59

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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"

4/29/2026
Erin Walsh is one of the most sought-after stylists in Hollywood, working with powerhouse clients such as Anne Hathaway and Selena Gomez. Today, she joins Hillary Kerr to share insight into styling Anne Hathaway for the Devil Wears Prada 2 press tour (at the same time as the Mother Mary press tour, no less) and working with Selena Gomez to create her Old Hollywood red carpet glam. Plus, she discusses her new book, The Art of Intentional Dressing, which comes out May 5. Watch this episode ⁠⁠here on our new YouTube channel⁠⁠, and be sure to subscribe!

Duration:00:32:03

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Susie Wolff: Managing Director of F1 Academy

4/27/2026
Susie Wolff is the managing director of F1 Academy, but before she took on the role, she was a professional racer. Wolff began kart racing at just eight years old and became a professional racer in 2001. She briefly raced for British Formula 3 before moving on to the Deutsche Tourenwagen Masters for seven years. She eventually made it to F1 when she joined Williams Racing as a development driver in 2012, and then committed full-time to the F1 team in 2013. In 2014, she became the first woman in 22 years to take part in an F1 race weekend at the British Grand Prix. After retiring from professional racing in 2015, she cofounded the nonprofit Dare to Be Different and moved to the business side of racing, assuming the role of team principal and later CEO of Venturi Racing. In 2023, she was made managing director of F1 Academy, a women’s-only racing series. Her debut book, Driven, comes out April 28.

Duration:00:58:44

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The Who What Wear Podcast: Behind the Fashion of The Devil Wears Prada 2 With Costume Designer Molly Rogers

4/22/2026
This week, Who What Wear senior fashion and social editor Tara Gonzalez sits down with costume designer Molly Rogers to discuss the upcoming film The Devil Wears Prada 2. Rogers’s résumé includes work on Sex and the City, And Just Like That…, Ugly Betty, and the original The Devil Wears Prada. So, of course, they chat about nostalgic looks from the first film (such as the Chanel boots and cerulean sweater) and how Miranda, Andy, Emily, and Nigel have evolved style-wise over the past 20 years. Plus, she shares behind-the-scenes stories about what are sure to be the most talked-about looks from the sequel. Watch this episode ⁠⁠here on our new YouTube channel⁠⁠, and be sure to subscribe!

Duration:00:46:44

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Courtney Smith: Enneagram Coach and Author

4/20/2026
Courtney Smith is an enneagram coach, author, and consultant who works with individuals as well as Fortune 500 companies. After receiving a degree in mathematical economics, she graduated from Yale Law School with her JD and intended to start her career in law. She then decided to change course to consulting, where she worked at McKinsey & Company before transitioning to Condé Nast, briefly working for a real estate start-up, and even considering a career as a doctor. She soon joined the board of Planned Parenthood and received her masters in public health, but was forced to pivot due to the start of the pandemic. After this career shift, Smith, who had used the Enneagram personality system herself, began using the tool to help others. This led to where she is today: coaching and consulting high-profile clients such as Brené Brown and co-authoring the book Choosing Wholeness Over Goodness: A Process for Reclaiming Your Full Self.

Duration:00:56:29

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The Who What Wear Podcast: Fashion Analyst Mandy Lee, aka @oldloserinbrooklyn, Talks Met Gala Predictions, 2026 Trend Forecasts, and AI in the Fashion Industry

4/15/2026
This week, Who What Wear Senior Fashion and Social Editor Tara Gonzalez sits down with fashion analyst Mandy Lee (aka @oldloserinbrooklyn) to discuss everything from Met Gala fashion forecasting to 2026 trend predictions. Lee also shares her thoughts on AI’s place in the industry (hint: nowhere) and the rise of utilitarianism. Plus, she shares which emerging brand she thinks we’ll all be buying by the end of the year. Watch this episode ⁠⁠here on our new YouTube channel⁠⁠, and be sure to subscribe!

Duration:00:49:36

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

4/13/2026
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 season to focus on social justice and activism before retiring from the WNBA in 2021. Shortly after retiring, Montgomery became the first former WNBA player to be an owner and vice president of a team. Today, Montgomery continues to serve as part owner and vice president of the Atlanta Dream and runs her own clothing brand, C Suite 21, and the media production company Think Tank Productions.

Duration:00:58:42

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The Who What Wear Podcast: Lauren Conrad on the Laguna Beach Reunion, Millennial Nostalgia, and Her Favorite 2000s Fashion Trends

4/8/2026
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: Laguna Beach Streams on Roku on April 10. Watch this episode ⁠⁠here on our new YouTube channel⁠⁠, and be sure to subscribe!

Duration:00:26:46

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Jenna Goldring: Founder and CEO of The High Confectionary

4/6/2026
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 herself: busy women who enjoyed taking edibles to wind down but didn’t want to feel out of control. After learning there was a need for low-dose edibles in the cannabis market, she launched The High Confectionary in 2021. Under Goldring’s leadership, The High Confectionery continues to grow its reach and has recently partnered with Broma Bakery’s Sarah Fennel to expand the product line into low-dose chocolates.

Duration:00:53:58

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The Who What Wear Podcast: Makeup Artist Pati Dubroff on Blush Placement, Gray Mascara, and Making Press-Tour Magic With Margot Robbie

4/1/2026
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!

Duration:00:29:20

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Priscilla Tsai: CEO and Founder of Cocokind

3/30/2026
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.

Duration:00:53:06

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The Who What Wear Podcast: Is Your Closet Making You Cancel Plans? Overcoming Fashion Frustration With Evereve Co-Founder Megan Tamte

3/25/2026
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!

Duration:00:42:11

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Monica Dinsmore: Heads of Esports at EA

3/23/2026
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.

Duration:00:54:54

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The Who What Wear Podcast: 2026 Red Carpet Recap With Zanna Roberts Rassi: The Best Dressed, Behind-the-Scenes Details, and Standout Beauty Moments

3/18/2026
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!

Duration:00:41:34