Welcome to Second Life, a podcast spotlighting successful women who've made major career changes—and fearlessly mastered the pivot. Hosted by Hillary Kerr, cofounder and chief content officer at Who What Wear, each episode gives you a direct line to women who are game changers in their fields. Subscribe to Second Life on Apple Podcasts, Spotify, or anywhere you get your podcasts to stay tuned.

Lauren Wang, the CEO and founder of The Flex Company, has transformed the period-product industry through determination and entrepreneurial vision. As the driving force behind the brand, Wang developed innovative menstrual solutions that address long-standing user frustrations with traditional options.

Wang's journey began early. At just 15 years old, she freelanced as an HTML website builder. While attending college at night, she gained valuable marketing experience working on teams at IBM and Coca-Cola. A few years after graduation, she relocated to San Francisco and built a career in tech, contributing to companies such as Autodesk and Upwork.

In 2013, after years of struggling to find period products that truly worked for her, Wang conceived the idea for a better-designed menstrual product. She dedicated the following year to thoroughly researching the menstrual-hygiene industry, gaining deep insights into its challenges and opportunities. In 2015, she made the bold decision to leave her corporate job and fully commit to launching The Flex Company.

In October 2016, the company began shipping its first product, the Flex Disc, marking the start of a new era in periodcare. Under Wang's leadership, The Flex Company expanded its offerings with the Flex Cup product line and ventured into additional categories, steadily growing its presence in the market. Wang's achievements have earned widespread recognition. She was named an Ernst & Young Entrepreneur of the Year for the Los Angeles region in 2023, highlighting her impact as a trailblazing business leader.

Listen to the latest episode of Second Life to hear how Wang continues to evolve the menstrual-hygiene industry.

Next: This Founder Believes You Don't Have to Sacrifice Style for Comfort, and She Is Right

If there’s one brand, one designer in particular, that has made an impact on the fashion industry since the much-anticipated debut collections from last September, it’s Matthieu Blazy for Chanel. It seems obvious to say, doesn’t it? But because you can’t open your Instagram feed, read a 2026 trend report or even browse your favourite high street stores without noting references to Blazy's designs, it’s an inescapable reality of fashion right now.

If this wasn’t evidence enough, Lyst’s Q1 Index for 2026 placed Chanel at number one on its list of hottest brands of the year, and it’s easy to see why. Be it his highly sought-after handbags which had influencers, stylists and editors practically squabbling over in stores, the much loved ready-to-wear collections shown in Paris and Biarritz or the divisive ‘naked’ sandals from the Cruise show that went viral, the industry right now is all about Blazy.

But the Blazy effect hasn’t just increased sales for Chanel directly, it’s increased sales on the second-hand market, too. The French luxury retailer is such a wanted brand that unsurprisingly now more than ever, people who perhaps can’t afford new Chanel, or can’t even get their hands on it even if they could, are looking to resale sites for new pieces, vintage accessories and collectors items.

Though some people are undeniably avid vintage shoppers (guilty as charged), it feels like it's taken a while for the world to catch up, for it to seem like less of a niche market. But, with the increased use and ease of platforms like Vinted, Depop, eBay and Vestiaire it’s no wonder it’s now much more common. So much so, Vinted was recently named the UK’s third largest retailer, overtaking M&S, H&M and Zara.

And it’s not just Blazy’s Chanel that is sought after. I’ve noticed many style insiders and celebrities wearing vintage Chanel Flap bags which were originally introduced in the 1950s, as well as the iconic Cambon bag and *those* Y2K ballet pumps that were a certified favourite of Lauren Conrad, Paris Hilton and Nicole Richie in the early 2000s.

As such, it would be a sin to speak of archive Chanel and not speak of Karl Lagerfeld, who was artistic director for the house from 1983 to his death in 2019, creating some of the most idolised collections, campaigns and runway shows in fashion history. This legacy, that was of course also built by Gabrielle "Coco" Chanel herself, has marked Chanel as a consistent investment item over history, much like art, fine jewellery or watches. Interestingly, Vestiaire reports that it is the number one brand for investment value on the platform, boasting a "Vestiaire Value Ranking" of 1404 points, outperforming Louis Vuitton (1227) and Hermès (1156).

But where to start if you're a novice, not an expert? As an avid second hand shopper (I actually just purchased my first Chanel bag this year on eBay), I’m often perplexed as to why some people don’t also love the thrill of buying vintage. Whenever I ask, I’m always met with the same answers: the feeling that it's a huge effort, the (largely misunderstood) idea that all second hand is too worn in and in bad condition, and not knowing what to look for or invest in.

Lucky for you, I have some expert advice that might help.

Which Chanel Items are Currently Trending on the Second Hand Market?

Amy Bannerman, eBay’s pre-loved style director, says that they have had multiple requests at the archive for the classic Chanel jacket, “Matthieu Blazy’s new collection is very “of the moment” and it has caused a bit of competitive shopping, but it just shows the these classic items stand the test of time.” As well as the classic Chanel jacket, eBay reports that “Chanel bowling bag” as a term has increased by 131% month-on-month since December 2025, proving the interest in styles from the early-mid noughties. Also from this era is the Cambon bag, Flap bag styles in metallic and gloss leather finishes, as well as the quilted ballet flats with the XXL monogram, all of which I'm seeing frequently on my feed right now. Adding to this, after years of quiet luxury, maximalism is back (powered by Blazy, of course). As such, we expect to see the rise of logos return again as we go into autumn and 2027, and is there a more iconic logo or monogram than Chanel's interlocking double 'C'?

If You Want ‘Blazy' Style Chanel But Pre-Loved, Which Eras or Pieces Should You Search For?

One of the eras Blazy is really bringing back is the '20s flapper girl aesthetic. Drop waists on dresses, long pearl necklaces, t-bar shoes and clutch bags with long chain straps all feature in the autumn/winter 2026 and Cruise collections. Blazy is really making a case for joyous dressing and 'dressing up' for any occasion. As such, looking for Chanel clutch bags especially those with fringe leather details on zippers, feel very "now," and are a fraction of the RRP. You can also easily find a lot of brooches, which are enjoying a huge comeback thanks to Blazy.

But probably the most wanted items, the pièce de resistance from Blazy's Chanel, are a certain style of shoe. "Everyone is going nuts for the two tone heels, and if you're looking for a sell-out style, you might already be able to find them with authenticity guarantee. Of course though, the two tone pumps are something Chanel has done time and time again, so these are always popping up," notes Bannerman.

Which Chanel Items Make the Best Investment Pieces?

Chanel items really are one of the best fashion investments you can make because they hold their value and are truly timeless. For Bannerman, handbags are the best bet. "A Chanel quilted bag is always a great investment, especially as they continue to rise in price. I bought my dream Chanel bag recently, a vintage flap bag on eBay which was only £700. It is interesting to note that Chanel have just launched a new bag under Matthieu’s direction which looks purposefully pre-loved but costs in excess of £10,000—this means I saved over £9000 by buying mine on eBay."

Whenever one speaks of 'investment pieces', watches and jewellery almost always come up, and Chanel's Première watch models are a signature I'd recommend looking out for. When it comes to jewellery—be it fine or costume—there's so much to discover. The classic monogram earrings, for example, whether in pearl or diamond or plain gold are an every day staple and perfect for gifts. Personally, I always seem to have Chanel evening bags on my eBay wish list. These bags might not be for the every day, but they don't date, and will incur compliments whenever you wear them. Whether you're at a wedding, Wimbledon or a Christmas party, a Chanel bag will always be an asset!

Which Vintage Chanel Items Are Most Worth Searching For?

Naturally, it depends on your personal style, and whilst yes—there are certain 'forever' pieces that won't date, like the aforementioned classic watches, jewellery and Flap bags, it's the more niche items I think are best found on pre-loved sites. The pieces I notice true fashion people wearing are those that are a little more unique, printed, colourful. I guess this proves the one downside to Blazy's overtly 'hyped' collections, is that the very nature of a something that sells out, means that many people have it. With secondhand, you might have to hunt for it, but you can find something more scarce. This might be gigantic earrings or a silk headscarf adorned with the iconic interlocked 'CC' monogram à la Sex and the City's Samantha Jones. Lagerfeld introduced a lot of sportier collections in the '90s and '00s, so you could bag yourself a duffle bag or a water bottle (you'd be surprised how many Chanel lifestyle accessories there are if you look). You never know, you may even be able to find yourself a Chanel surf or chess board, because yes—these do exist.

Which Era of Chanel Is More Affordable Now, But Will Likely Increase In Value?

Blazy has really revamped the classic Chanel tweed as well of course as the two-tone shoe, so the more traditional, pre-Lagerfeld era, Chanel ready-to-wear like the two-piece suits, court shoes are already on the rise. For Bannerman, her focus is the '80s, a huge trend for A/W26. "I am obsessed with the '80s and we are seeing a resurgence in '80s references and shape which I am thrilled about. The less popular 80s style bucket bags are so practical yet much cheaper than the quilted boxier versions. This one, for example, is a beauty." It goes without saying that the Y2K era is the fastest growing era for pre-loved Chanel. Whilst certain silhouettes like the Cambon and bowler bags are already sought after, many from this era are still quite forgotten, but not for long!

Keywords and specific styles to search for are the Bon Bon tote, the Matelassé and the Wild Stitch tote, which is a perfect work bag. But if I'm honest, those who list their items with specific names, years or eras are those most likely to know their true worth. You're better off searching more generically with keywords that match what you're looking for (colour, fabric i.e. caviar leather, quilted, nylon, for example) and taking the time to scroll. The best deals to be found are from those that don't know what they've got.

Shop the Look

Welcome to Second Life, a podcast spotlighting successful women who've made major career changes—and fearlessly mastered the pivot. Hosted by Hillary Kerr, cofounder and chief content officer at Who What Wear, each episode gives you a direct line to women who are game changers in their fields. Subscribe to Second Life on Apple Podcasts, Spotify, or anywhere you get your podcasts to stay tuned.

When it comes to shoe trends, Beatriz de los Mozos, CEO and founder of the shoe brand Flabelus, firmly believes that one shouldn't have to sacrifice comfort for style. Yet before de los Mozos was evolving the way we wear shoes, her career actually began in the world of law.

After earning a law degree followed by a master's in comparative politics, she launched her career practicing law in London. She later joined a legal startup as sales manager and senior legal expert, where she played a key role in scaling the business over several successful years. Her trajectory shifted dramatically due to a personal health challenge. Diagnosed with scoliosis, de los Mozos received orders from her doctor to stop wearing her favorite shoes. Refusing to sacrifice style for comfort, she envisioned footwear that could deliver both. This idea became the foundation for Flabelus, blending the casual elegance of Italian furlanes with the traditional comfort of Spanish espadrilles.

Determined to bring her concept to life, de los Mozos launched a Kickstarter campaign. She partnered with a Spanish factory to produce the unique hybrid designs, and Flabelus was born. What started as an online-only venture quickly gained traction among consumers seeking stylish yet supportive shoes. In just five years, the brand has achieved remarkable growth. Flabelus expanded from digital sales to physical retail and is now available in over 700 stores across 54 countries. The company has also developed a growing network of flagship boutiques, strengthening its global presence and reputation for comfortable, fashionable footwear.

Listen to the latest episode of Second Life to hear how she transformed a personal limitation into a burgeoning business. Keep scrolling to shop our Flabelus favorites.

Next: Meet the Creative Force Behind Catbird: Leigh Batnick Plessner

Welcome to Second Life, a podcast spotlighting successful women who've made major career changes—and fearlessly mastered the pivot. Hosted by Hillary Kerr, cofounder and chief content officer at Who What Wear, each episode gives you a direct line to women who are game changers in their fields. Subscribe to Second Life on Apple Podcasts, Spotify, or anywhere you get your podcasts to stay tuned.

If you follow the latest jewelry trends, chances are you have known—and loved—Catbird for a long time. As an It-girl brand for well over a decade, Catbird paved the way for fine jewelry through its minimalist and incredibly timeless designs. At the helm of the brand's creative is Chief Creative Officer Leigh Batnick Plessner. Yet before she was leading one of the industry’s most beloved jewelry brands, her career looked quite different.

After graduating from Georgetown University with a degree in English literature and anthropology, Batnick Plessner took on various service roles in Washington, D.C., working at local coffee shops and as a cocktail waitress. Her big break came when she joined the renowned independent bookstore Politics and Prose, initially working in the children’s room. Her talent for curation soon earned her a promotion to sidelines buyer, where she selected all non-book merchandise for the store. This role introduced her to the world of stationery and gifts, inspiring her to attend numerous trade shows.

Batnick Plessner then launched her own stationery brand, Jezebel, and relocated to New York City to pursue the venture. In 2005, she met Rony Vardi, founder of Catbird, at the stationery trade show, and immediately connected. She soon began working at the brand’s New York storefront. As Catbird expanded, Plessner gradually shifted away from Jezebel to dedicate herself fully to the jewelry company.

Rising alongside the brand, she has grown into the role of chief creative officer. In this position, Batnick Plessner oversees Catbird’s complete visual identity, shaping everything from product presentation to marketing aesthetics. Her creative leadership has driven high-profile partnerships with acclaimed artists and musicians such as Clairo and Phoebe Bridgers, helping cement Catbird’s reputation for thoughtful, buzzy collaborations that resonate with a modern, artistic audience.

Listen to the latest episode of Second Life to hear how Batnick Plessner continues to define Catbird’s distinctive charm in the competitive world of fine jewelry. And keep scrolling to shop our favorite pieces from the brand.

Next: How Parker Thatch Became One of the Most Beloved Handbag Brands

Welcome to Second Life, a podcast spotlighting successful women who've made major career changes—and fearlessly mastered the pivot. Hosted by Hillary Kerr, cofounder and chief content officer at Who What Wear, each episode gives you a direct line to women who are game changers in their fields. Subscribe to Second Life on Apple Podcasts, Spotify, or anywhere you get your podcasts to stay tuned.

If you're into the latest handbag trends, you likely know Parker Thatch. At the helm of the wildly popular handbag brand, which has achieved success through its intentionally designed products, is cofounder Irene Chen. Before designing some of fashion's favorite bags, she actually began her professional career in financial consulting.

After graduating from UCLA with a degree in political science, she launched her professional life in financial consulting. After a couple of years in the industry, she felt compelled to pivot and enter the world of fashion. Her first role was in Calvin Klein's licensing department, and she later moved to Donna Karan, where she steadily rose through the ranks to become director of product development. It was during her time in fashion that she met her husband and business partner, Matthew Grenby.

Together, they took a bold step by launching their own venture: an e-stationery brand named Iomoi. The couple navigated multiple pivots in the early years. They transitioned from digital to physical stationery and briefly expanded into homeware. Through experimentation and adaptation, they discovered their true product focus—bags. A defining moment came when Kate Spade advised them to concentrate on functional luxury handbags. Taking her guidance, they rebranded the company as Parker Thatch.

Today, Parker Thatch remains committed to its core ethos of functional luxury, with every piece emphasizing unparalleled quality and superior craftsmanship. Listen to the latest episode of Second Life to hear how Chen continues to evolve Parker Thatch. Keep scrolling to shop our favorite pieces from the brand.

Next: How Rose Previte Built a Culinary Community Celebrating Food and Culture

Welcome to Second Life, a podcast spotlighting successful women who've made major career changes—and fearlessly mastered the pivot. Hosted by Hillary Kerr, cofounder and chief content officer at Who What Wear, each episode gives you a direct line to women who are game changers in their fields. Subscribe to Second Life on Apple Podcasts, Spotify, or anywhere you get your podcasts to stay tuned.

Rose Previte is a dynamic restaurateur and entrepreneur whose passion for food has shaped a remarkable career. Her love for food and entertaining began early. In fact, her very first job was working for her mother's Middle Eastern catering business and restaurant in Ohio. Despite this foundation, Previte pursued higher education, earning a master's degree in public policy and launching a career in local government.

A pivotal turning point came when her husband became NPR's Moscow correspondent. After relocating with him, Previte traveled through more than 30 countries over three years. These global experiences, combined with her Lebanese Sicilian heritage, reignited her culinary ambitions. Inspired by the flavors and cultures she encountered, she decided to open her own restaurant.

Previte raised the necessary funds independently, and in 2014, her first restaurant, Compass Rose, opened its doors in Washington, DC. The venture marked the beginning of an expanding culinary footprint. She then opened additional restaurants and a bar in DC, further establishing her presence in the capital's dining scene. Previte's vision continued to grow westward, and she launched the food hall Maydan Market in Los Angeles, bringing her distinctive approach to communal dining to the West Coast. Her entrepreneurial spirit extends well beyond restaurants. She has authored a cookbook, launched a consumer packaged goods brand, founded a wine company, and established the restaurant group No White Plates.

Listen to the latest episode of Second Life to hear how Previte's journey illustrates the power of blending personal heritage, global perspective, and bold ambition.

Next: This Founder Quit Her Job, Studied Cooking, and Became a Jewelry Designer—Here's How

Welcome to Second Life, a podcast spotlighting successful women who've made major career changes—and fearlessly mastered the pivot. Hosted by Hillary Kerr, cofounder and chief content officer at Who What Wear, each episode gives you a direct line to women who are game changers in their fields. Subscribe to Second Life on Apple Podcasts, Spotify, or anywhere you get your podcasts to stay tuned.

Lauren Harwell Godfrey, the visionary jewelry designer and founder of Harwell Godfrey, embodies the spirit of fearless reinvention. Today, her fine jewelry brand is celebrated by high-profile figures—including former Vice President Kamala Harris and global superstar Rihanna—yet her path to finding her passion in the fashion industry was not linear.

Harwell Godfrey began her professional life in San Francisco's advertising industry. Starting as an intern, she climbed the ranks over 15 years, eventually becoming a creative director. She crafted campaigns for major brands such as Adidas, Levi's, and Ray-Ban. Although the work was technically creative, she felt a deep lack of artistic fulfillment. Seeking a more meaningful outlet, she made a bold career shift and enrolled in culinary school.

After graduating, Harwell Godfrey immersed herself in the food world. She worked in acclaimed restaurants including the legendary Chez Panisse and Bar Tartine. She also launched a vegan food blog and contributed to several cookbooks. Despite her passion for cuisine, she eventually realized the restaurant industry wasn't her true calling. Undeterred, she pivoted once again—this time to jewelry. What began as a personal hobby, crafting pieces for herself and close friends, quickly evolved into something more serious. In 2017, she officially launched her fine jewelry brand, Harwell Godfrey.

Since its founding, the brand has flourished. Harwell Godfrey now operates a flagship store in Northern California and has expanded its reach to retailers nationwide. Remarkably, Harwell Godfrey remains the sole designer, maintaining complete creative control. By keeping the business independent, she has preserved the brand's unique identity and integrity while building a national presence.

Listen to the latest episode of Second Life to hear how Harwell Godfrey continues to create meaningful pieces that resonate with some of the world's most influential women. Keep scrolling to shop some of our favorites.

Next: Your Favorite TikTok Creator Just Released a Novel, and It's a Must-Read

Welcome to Second Life, a podcast spotlighting successful women who've made major career changes—and fearlessly mastered the pivot. Hosted by Hillary Kerr, cofounder and chief content officer at Who What Wear, each episode gives you a direct line to women who are game changers in their fields. Subscribe to Second Life on Apple Podcasts, Spotify, or anywhere you get your podcasts to stay tuned.

For me, Brooke Averick is in a very select group of TikTok creators. She’s in the small niche group of wildly viral creators that found rapid success in posting on the app during the pandemic. Off the bat, Averick’s authenticity and quirkiness captured thousands across the platform—from Gen Z to millennials—where her videos truly felt like you were listening to a friend.

Yet before she became a recognizable voice in the content-creator space, Averick was shaping young minds as a preschool teacher in Philadelphia. When Averick posted her first TikTok during the COVID-19 lockdowns, she had no way of knowing it would go viral and fundamentally redirect her life. That single moment of connection with an online audience was enough to convince her to leave the classroom behind and chase something new. By 2021, she moved to Los Angeles, briefly joining a content house as she found her footing in the creator world.

It wasn't long before Averick expanded beyond short-form video. She co-launched Brooke and Connor Make a Podcast, a comedic, conversational show that quickly earned a following for its humor and unfiltered energy. The podcast showcased a different side of Averick—one that thrived in long-form, spontaneous storytelling.

In 2024, she ventured out on her own with Obsessed, a solo podcast dedicated to the joy of being a fan and leaning wholeheartedly into the things you love. The show reflected Averick’s genuine, enthusiastic personality, but she eventually stepped back from it when a new creative ambition took hold.

That ambition became her debut novel. Phoebe Berman’s Gonna Lose It follows an almost-30-year-old on a mission to lose her virginity, which is a love story equal parts funny and heartfelt.

Listen to the latest episode of Second Life to hear how Averick fearlessly made the pivot into another creative medium.

Next: Meet the Nurse, Author, and Advocate Empowering Millions of Women Through Childbirth and Beyond

Welcome to Second Life, a podcast spotlighting successful women who've made major career changes—and fearlessly mastered the pivot. Hosted by Hillary Kerr, cofounder and chief content officer at Who What Wear, each episode gives you a direct line to women who are game changers in their fields. Subscribe to Second Life on Apple Podcasts, Spotify, or anywhere you get your podcasts to stay tuned.

There’s no doubt that labor and delivery nursing calls for an incredibly special person. Every shift brings the privilege of standing alongside new mothers during one of life’s most profound and unpredictable moments, knowing that no two births are ever the same.

Jen Hamilton is exactly that remarkable nurse. As a dedicated labor and delivery professional, she supports women as they enter the new transformative chapter of motherhood. Beyond labor and delivery, Hamilton has built a multifaceted career at the intersection of hands-on nursing, digital storytelling, and community impact—as a best-selling author and influential content creator with a powerful voice in healthcare.

Growing up, Hamilton was inspired by her mother’s nursing career, and she always knew she wanted to follow in those footsteps. After completing nursing school, she launched her professional journey as a bedside nurse in the emergency room. Her skills and leadership quickly earned recognition, and she advanced to the role of assistant director. Yet the high-stress, chaotic environment of the ER eventually prompted a change. Seeking a more focused setting, she transitioned into labor and delivery nursing.

The COVID-19 pandemic marked a pivotal turning point. Like many healthcare workers, Hamilton faced unprecedented challenges. In response, she began creating nursing content on social media, offering honest insights into healthcare, birth experiences, and the realities of the profession. What started as a way to connect and educate quickly grew into a major platform. Today, Hamilton boasts over six million followers across all social media channels, where she demystifies medical topics and empowers viewers with practical knowledge.

Beyond the hospital and screen, Hamilton demonstrates her commitment to women’s well-being through Hot Mess Express, the nonprofit organization she founded. The group provides house cleaning and organizing services to women in need of a fresh start, helping them regain control and peace during difficult transitions. Also, Hamilton’s debut book, Birth Vibes: Stories and Strategies for an Empowered Birth, has just been released. Blending real patient stories with actionable advice, it equips expectant mothers with the tools and confidence they need for a positive birth experience.

Listen to the latest episode of Second Life to hear how Hamilton continues to use her different platforms to empower women.

Next: How This Creator's Love for Dogs Turned Into a Full-Blown Career.

Welcome to Second Life, a podcast spotlighting successful women who've made major career changes—and fearlessly mastered the pivot. Hosted by Hillary Kerr, cofounder and chief content officer at Who What Wear, each episode gives you a direct line to women who are game changers in their fields. Subscribe to Second Life on Apple Podcasts, Spotify, or anywhere you get your podcasts to stay tuned.

Isabel Klee, content creator and New York Times best-selling author, has built a thriving career around her lifelong passion for dogs. Klee's love for dogs began early. While attending college in New York City, she began fostering dogs regularly, opening her heart and home to animals in need. After graduating with a degree in English language and literature, she channeled her passion into a full-time role as an assistant to a prominent dog photographer. For seven years, she lived and breathed the world of canines—capturing their personalities by day and sharing her own experiences with her dog and foster pups through budding social media content on the side.

Unexpectedly losing her photography job became a pivotal turning point. Rather than seeing it as a setback, Klee leaned into her growing online presence. She transitioned into freelance content creation while continuing to document the emotional and rewarding process of rehabilitating foster dogs. Her honest, heartfelt videos resonated deeply with her audience, striking a chord with pet lovers who related to the joys, challenges, and occasional tears of rescue work.

Today, Klee boasts over a million followers on TikTok, where her content continues to inspire and educate. She eventually stepped away from freelancing to dedicate herself fully to her personal platform and a new creative endeavor: writing. Her debut book, Dogs, Boys, and Other Things I've Cried About, was released in April 2026. The memoir blends humor, vulnerability, and wisdom, weaving together stories of canine companionship, personal growth, and life's messier moments.

Listen to the latest episode of Second Life to hear how Klee was able to turn her love for dogs into meaningful content creation and beyond.

Next: Meet the Dermatologist Changing the Conversation Around Hair Health

Welcome to Second Life, a podcast spotlighting successful women who've made major career changes—and fearlessly mastered the pivot. Hosted by Hillary Kerr, cofounder and chief content officer at Who What Wear, each episode gives you a direct line to women who are game changers in their fields. Subscribe to Second Life on Apple Podcasts, Spotify, or anywhere you get your podcasts to stay tuned.

A few years ago, there was a massive shift in the beauty industry as brands and consumers realized the importance of fostering beauty from the inside out, proving that what we put in our bodies truly matters. Case in point: Nutrafol. As the leading innovator in the haircare industry, Nutrafol has built its brand and efficacy around supporting hair growth from within. At the helm of the brand's innovation is Chief Medical Advisor Heather Woolery-Lloyd, MD, FAAD.

Woolery-Lloyd began her professional journey as a dermatologist, joining the University of Miami faculty as director of skin of color. In this role, she focused on addressing the unique dermatological needs of patients with darker skin tones, an area often underrepresented in medical training and research. While building her clinical practice, she identified a critical gap in skincare solutions and launched Specific Beauty, a specialized skincare line designed for women of color struggling with hyperpigmentation.

Further expanding her impact, Woolery-Lloyd earned board certification in lifestyle medicine, integrating holistic approaches into dermatologic care. She also founded DermFriends, an accessible online platform that provides straightforward solutions for common skin concerns. Through DermFriends, she empowers individuals with practical knowledge to manage everyday dermatological issues effectively.

In 2025, Woolery-Lloyd joined Nutrafol, the premium dermatologist-recommended hair-growth supplement brand. Nutrafol distinguishes itself as the first and only supplement to achieve NSF Certified for Sport status—the gold standard in third-party testing for quality and safety. As chief medical advisor, Woolery-Lloyd plays a pivotal role in advancing the brand's mission to lead in hair health through rigorous science, comprehensive education, and strong advocacy.

Beyond her corporate responsibilities, Woolery-Lloyd remains actively engaged in academia and global outreach. She continues to pursue cutting-edge research, mentor medical students and residents, and deliver lectures worldwide on dermatology for skin of color. Her multifaceted approach bridges clinical practice, product innovation, and public education, making significant strides in inclusive dermatological care.

Listen to the latest episode of Second Life to hear how Woolery-Lloyd continues to evolve the world of dermatology and haircare, and keep scrolling to shop our favorite Nutrafol products.

Next: How This Best-Selling Author Has Mastered the Art of Storytelling

Welcome to Second Life, a podcast spotlighting successful women who’ve made major career changes—and fearlessly mastered the pivot. Hosted by Hillary Kerr, cofounder and chief content officer at Who What Wear, each episode gives you a direct line to women who are game changers in their fields. Subscribe to Second Life on Apple Podcasts, Spotify, or anywhere you get your podcasts to stay tuned.

Rachel Hochhauser, the cofounder of Piecework Puzzles and author of the buzzy new novel Lady Tremaine, has mastered the art of storytelling. In fact, for Hochhauser, writing has always been a major passion. That said, despite early dreams of becoming a writer, Hochhauser charted an unconventional path as she launched her career as a strategic advisor at an ad agency amid the financial crisis, navigating the demands of the corporate world.

Though she thrived in the fast-paced agency environment, Hochhauser never abandoned her literary goals. She pursued a master’s degree in professional writing and completed her first manuscript while continuing to advance in the creative sector. In 2016, she cofounded Major Studio, stepping into the role of partner and brand director. Under her leadership, the agency delivered compelling brand strategies that helped clients stand out in competitive markets.

Parallel to her agency success, Hochhauser co-founded Piecework Puzzles, a distinctive brand known for its artful puzzles and high-quality gifts. The company reflects her keen eye for design and her ability to create products that bring creativity and connection into people’s lives.

In 2023, Hochhauser finally channeled her dedication to fiction into her debut novel. Lady Tremaine was released earlier this year and quickly achieved major recognition as an Instant New York Times Best Seller and a Reese’s Book Club Pick. The book’s rapid success marks the fulfillment of a dream she nurtured through years of balancing demanding careers with her writing aspirations.

Listen to the latest episode of Second Life to discover the power in pursuing your passion.

Next: How Susie Wolff Is Building the Future of Women in F1

Welcome to Second Life, a podcast spotlighting successful women who’ve made major career changes—and fearlessly mastered the pivot. Hosted by Hillary Kerr, cofounder and chief content officer at Who What Wear, each episode gives you a direct line to women who are game changers in their fields. Subscribe to Second Life on Apple Podcasts, Spotify, or anywhere you get your podcasts to stay tuned.

As Formula One continues to make a great impact on American culture, it's also becoming a more inclusive space for women, from race style to the C-suite. For Susie Wolff, the managing director of F1 Academy, racing has always been a part of her story. In fact, Wolff has one of motorsport's most inspiring careers, from eager young racer to influential leader championing women in the sport.

Wolff's passion was ignited early. She began kart racing at just 8 years old, setting her sights firmly on F1. By 2001, she had transitioned into professional racing. After a brief stint in British Formula Three, she competed for seven years in the prestigious DTM German touring car series, honing her skills against top competition. Her dream of reaching F1 materialized in 2012 when she joined Williams as a development driver. The following year, she committed full-time to the team, and in 2014, Wolff made history as the first woman in 22 years to participate in an F1 race weekend, taking part at the British Grand Prix. This milestone underscored her talent and resilience in a male-dominated field.

After retiring from professional racing in 2015, Wolff shifted gears. She cofounded the Dare to Be Different initiative aimed at inspiring the next generation of female racers. She then moved into team management, serving as team principal and later CEO of Venturi, proving her expertise extended far beyond the cockpit.

In 2023, Wolff was appointed managing director of F1 Academy, a women-only racing series dedicated to developing female talent and increasing diversity in motorsport. Her leadership continues to open doors for aspiring drivers worldwide.

Recently, Wolff has added author to her impressive résumé with her debut book Driven, which details her remarkable transition from the driver's seat to the boardroom. The memoir offers candid insights into the challenges, triumphs, and lessons learned throughout her groundbreaking career.

Listen to the latest episode of Second Life to hear how Wolff continues to evolve the F1 landscape.

Next: How This Coach and Author Has Mastered the Art of Career Reinvention

Welcome to Second Life, a podcast spotlighting successful women who’ve made major career changes—and fearlessly mastered the pivot. Hosted by Hillary Kerr, cofounder and chief content officer at Who What Wear, each episode gives you a direct line to women who are game changers in their fields. Subscribe to Second Life on Apple Podcasts, Spotify, or anywhere you get your podcasts to stay tuned.

Courtney Smith is the ultimate multi-hyphenate, as her career path reads like a masterclass in reinvention. As a Yale Law School graduate who earned her JD and passed the bar, Smith initially seemed destined for a traditional legal career. But shortly after, she pivoted to management consulting at the prestigious firm McKinsey & Company. Over the following years, her professional trajectory continued to shift dramatically: She played a role in restructuring Condé Nast, contributed to a real estate start-up, and even explored a career in medicine by completing a post-baccalaureate pre-health program at Columbia University.

Smith’s curiosity and drive for impact then led her to join the board of Planned Parenthood and pursue a master’s degree in public health. But when the COVID-19 pandemic struck, she was forced to adapt once again. Throughout these transitions, one constant remained: the Enneagram personality system. If you aren’t familiar, the Enneagram personality system is a powerful framework that identifies nine core personality types, helping people gain deep self-awareness, understand their motivations, and navigate personal growth and relationships.

Smith had long used the Enneagram for self-awareness and guidance in her own career shifts. Recognizing its potential to help others, she transformed her personal practice into a professional calling. Today, she is an esteemed Enneagram coach, group facilitator, and consultant. She works with individuals seeking clarity and purpose, as well as with Fortune 500 companies looking to strengthen team dynamics, leadership, and organizational culture through the lens of the Enneagram.

In addition to her coaching practice, Smith is the co-author of the book Choosing Wholeness Over Goodness: A Process for Reclaiming Your Full Self, offering readers a practical framework for moving beyond the pressure to appear “good” and instead embracing their complete, authentic selves.

Listen to the latest episode of Second Life to hear how Smith has truly mastered the art of reinvention when it comes to career paths, and helping others do the same.

Next: How Renee Montgomery Continues to Shape the Future of the WNBA

Welcome to Second Life, a podcast spotlighting successful women who’ve made major career changes—and fearlessly mastered the pivot. Hosted by Hillary Kerr, cofounder and chief content officer at Who What Wear, each episode gives you a direct line to women who are game changers in their fields. Subscribe to Second Life on Apple Podcasts, Spotify, or anywhere you get your podcasts to stay tuned.

For Renee Montgomery, basketball was always her endgame. At just five years old, she confidently told her father she wanted to play college basketball. After years of training and competitive play, she achieved her dream by earning a spot at the University of Connecticut, one of the nation’s premier programs.

Her professional breakthrough came in 2009 when she was drafted 4th overall by the Minnesota Lynx. Montgomery went on to have an impressive 11-year WNBA career, playing for multiple teams across the league. In 2020, Montgomery made a significant personal and professional choice—she opted out of the season to focus her energy on activism and social justice initiatives. Then, she returned for one final season in 2021 with the Atlanta Dream before announcing her retirement from the WNBA.

Rather than leaving the sport behind, Montgomery quickly transitioned into a new role after retiring. She became part-owner and vice president of the Atlanta Dream. This achievement marked a historic milestone, as she became the first former WNBA player to serve as both an owner and executive of a team in the league.

Today, Montgomery remains deeply involved with the Atlanta Dream, actively working to lead the franchise to new heights. In addition to her executive responsibilities, she channels her entrepreneurial drive into two successful ventures: her clothing brand, C-Suite 21, and her media production company, Think Tank Productions.

Listen to the latest episode of Second Life to hear how Montgomery continues to evolve the WNBA beyond the court.

Next: This Entrepreneur Is Leading the Cannabis Evolution

Welcome to Second Life, a podcast spotlighting successful women who’ve made major career changes—and fearlessly mastered the pivot. Hosted by Hillary Kerr, co-founder and chief content officer at Who What Wear, each episode gives you a direct line to women who are game changers in their fields. Subscribe to Second Life on Apple Podcasts, Spotify, or anywhere you get your podcasts to stay tuned.

Over the last several years, cannabis has come to the forefront of the wellness industry, ultimately shattering any preconceived notions about integrating cannabis into everyday wellness routines. At the helm of the cannabis evolution is Jenna Goldring. As the cofounder of The High Confectionary, Goldring has built a brand focused on low-dose, hemp-derived edibles that stand out for their unique flavors and approachable dosing.

Yet before entering the cannabis world, Goldring established a strong foundation in the corporate world. She began her career at Hulu, and then moved to Vistar—a digital advertising company, where she climbed the ranks to become regional vice president. Her expertise in ad sales later extended to highly regulated industries, including brands in the cannabis space. This background gave her valuable insight into navigating complex regulatory environments and into building successful marketing strategies for products subject to strict oversight.

As a cannabis user with a naturally low tolerance, Goldring frequently found herself frustrated by the lack of suitable options on the market. Most edibles were dosed too high, making them inaccessible or overwhelming for consumers like her who preferred microdosing. Recognizing this gap in the market, she decided to take action. In 2021, Goldring launched The High Confectionary as a line of 1 mg THC gummies. The brand’s mission was clear: offer precise, low-dose edibles that deliver consistent, enjoyable experiences without the risk of overconsumption.

The High Confectionary gummies feature unique, appealing flavors that elevate the edible experience beyond basic options. Since its launch, the company has experienced steady growth and formed notable partnerships. It has collaborated with the popular baking brand Broma Bakery to expand its product appeal and has welcomed actress and media personality Whitney Port as creative director.

Listen to the latest episode of Second Life to hear how Goldring continues to expand low-dose options that make cannabis more inclusive for a wider range of consumers. And keep scrolling to shop our favorites.

Next: This Skincare Founder Changed the Rules—Now Her Brand Is One of the Biggest in the Industry

Welcome to Second Life, a podcast spotlighting successful women who’ve made major career changes—and fearlessly mastered the pivot. Hosted by Hillary Kerr, co-founder and chief content officer at Who What Wear, each episode gives you a direct line to women who are game changers in their fields. Subscribe to Second Life on Apple Podcasts, Spotify, or anywhere you get your podcasts to stay tuned.

If you’re tapped into the skincare industry, chances are you haven’t only heard of Cocokind, but it’s also on your bathroom shelf. For Priscilla Tsai, the founder and CEO of Cocokind, being a conscious skincare brand that’s plant-powered, sustainable, affordable, and cruelty-free in the modern era of skincare was imperative in building the brand.

Before she was at the helm of Cocokind and a major thought-leader in the skincare industry, Tsai initially pursued a career in finance. After graduating from The Wharton School with a degree in Finance and Accounting, she landed a position on Wall Street at J.P. Morgan. While excelling in the demanding world of finance, she quietly began developing her skincare vision on the side. In 2014, Tsai took a significant leap of faith, leaving her stable corporate job to focus on Cocokind full-time.

The journey to building Cocokind actually began when Tsai was a teenager, as she battled with hormonal acne. Frustrated by the lack of effective, gentle solutions, she decided to create the products she wished existed when she was struggling, which ultimately became Cocokind.

From the outset, Tsai built Cocokind as a community-first business. She leveraged social media to connect directly with customers, sharing transparent stories and listening to real skin concerns. This authentic approach helped her cultivate a loyal and engaged customer base that felt genuinely supported rather than targeted by traditional marketing. The brand’s retail breakthrough came in 2019 when Target began stocking Cocokind products in its stores. Three years later, in 2022, Ulta Beauty also welcomed the brand. Today, Cocokind is available in every Target and Ulta location nationwide, as well as at Whole Foods.

What truly distinguishes Cocokind under Tsai’s leadership is its “anti-aspirational” philosophy. Rather than promoting unattainable beauty standards or heavily filtered ideals, Tsai focuses on helping people feel confident and comfortable in their own skin exactly as they are.

Listen to the latest episode of Second Life to hear how Tsai has created effective products and a brand that empowers all skin types.

Next: This Woman Is Leading the Esports Revolution—Here's How

Welcome to Second Life, a podcast spotlighting successful women who’ve made major career changes—and fearlessly mastered the pivot. Hosted by Hillary Kerr, co-founder and chief content officer at Who What Wear, each episode gives you a direct line to women who are game changers in their fields. Subscribe to Second Life on Apple Podcasts, Spotify, or anywhere you get your podcasts to stay tuned.

In the world of sports, esports has exploded into a legitimate competitor, surging from a niche pursuit to a mainstream powerhouse with global viewership and participation. In particular, EA (Electronic Arts) has become an industry titan in digital interactive entertainment, boasting the highest number of game downloads on PCs and consoles of any video game publisher last year. Leading EA’s Esports division is Monica Dinsmore, who is at the helm of the division's rapid growth, driving record-breaking engagement across EA Sports brands.

Yet before Dinsmore became a trailblazer in the competitive gaming world, she began her professional journey in tech during the late-1990s dot-com boom, which immersed her in the fast-paced startup environment. She later shifted to finance, dedicating nearly fifteen years to the sector. That said, a longing for the dynamic, innovative culture of her early days prompted a bold transition into gaming.

Dinsmore first joined Riot Games, where she assembled an award-winning team that oversaw PR, communications, marketing, and other functions for League of Legends Esports in Europe. Today, as Head of Esports at EA, Dinsmore has navigated and led in the predominantly male-dominated esports landscape, breaking barriers and setting new standards for growth and inclusion.

Listen to the latest episode of Second Life to hear how Dinsmore is thriving in gaming, inspiring others to embrace change and lead authentically in emerging fields.

Next: The Reason Loeffler Randall Has Never Gone Out of Style: Meet Jessie Randall

Welcome to Second Life, a podcast spotlighting successful women who’ve made major career changes—and fearlessly mastered the pivot. Hosted by Hillary Kerr, co-founder and chief content officer at Who What Wear, each episode gives you a direct line to women who are game changers in their fields. Subscribe to Second Life on Apple Podcasts, Spotify, or anywhere you get your podcasts to stay tuned.

It may be a rather bold thing to declare, but almost every woman I know owns a pair of Loeffler Randall shoes. From incredibly cool ballet flats to the renowned Camellia heel that has become a staple in bridal wardrobes, Loeffler Randall has become the industry’s leading shoe brand. At the helm of the brand is Jessie Randall, the co-founder and chief creative officer, who has expanded the brand beyond footwear into handbags, accessories, ready-to-wear, and even a bridal boutique line.

And while Randall has always possessed a deep love for fashion, she actually began her career in advertising. After gaining the courage to make a significant career pivot, she entered the fashion world and began designing for major companies, including Coach and Banana Republic. These roles at industry giants provided valuable experience and insight. Eventually, Jessie and her husband Brian decided to build something of their own, and in 2005, they launched Loeffler Randall as a shoe brand.

The company gained momentum quickly. Within the first few years, Loeffler Randall won a prestigious CFDA award and started expanding into additional categories beyond footwear. Signature designs—most notably the aforementioned Camellia Heels—quickly became a mainstay on wedding vision boards, beloved for their elegant, feminine appeal and lasting presence in bridal inspiration. More than 20 years later, Loeffler Randall has evolved into a thriving, multifaceted business carried in major retailers such as Net-a-Porter and Nordstrom, operating across four brick-and-mortar stores, and generating approximately $100 million in yearly total retail value (TRV).

Listen to the latest episode of Second Life to hear how, under her direction as chief creative officer, Loeffler Randall has maintained a clear identity: sophisticated yet joyful pieces that resonate with women around the world. And keep scrolling to shop some of the latest styles.

Next: How This Former Editor Has Built Her Own Fashion Empire

Welcome to Second Life, a podcast spotlighting successful women who’ve made major career changes—and fearlessly mastered the pivot. Hosted by Hillary Kerr, co-founder and chief content officer at Who What Wear, each episode gives you a direct line to women who are game changers in their fields. Subscribe to Second Life on Apple Podcasts, Spotify, or anywhere you get your podcasts to stay tuned.

There’s no denying Kahlana Barfield Brown knows fashion. Her career began with an internship at InStyle Magazine, which quickly evolved into a full-time position. Over nearly a decade, she climbed the ranks at the publication, gaining deep expertise in fashion and beauty, from spotting the season’s latest fashion trends to revealing the best beauty products from experts and celebrities. Her dedication and vision culminated in a landmark achievement: she was named InStyle’s first-ever fashion and beauty editor at large, a role that highlighted her influence in shaping industry trends and perspectives.

After years of contributing to the publication, Barfield Brown was hungry for greater creative control and independence. She left her position to focus on content creation, building her personal brand as a fashion and beauty expert. This shift allowed her to connect directly with audiences through digital platforms, sharing styling insights and personal style that resonated widely.

Then, in 2022, Barfield Brown expanded her resume to fashion design. Target selected her as the inaugural designer for Future Collective, the retailer’s pioneering creator-led fashion line. This collaboration marked her official entry into fashion design, blending her editorial eye with accessible, trend-forward apparel that quickly gained popularity.

Last year, she launched her own independent fashion line, KBB, exclusively at Target, with expansion to more locations on the horizon. The collection features elevated essentials inspired by streetwear, offering size-inclusive options and affordable pricing that emphasize everyday wearability and confidence.

Listen to the latest episode of Second Life to hear how Barfield Brown was able to design her future career in fashion based on her experience as an editor. And keep scrolling to shop some of our KBB favorites.

Next: How This Creator Turned Her Affordable Grocery Hauls Into a Career

Welcome to Second Life, a podcast spotlighting successful women who've made major career changes—and fearlessly mastered the pivot. Hosted by Hillary Kerr, co-founder and chief content officer at Who What Wear, each episode gives you a direct line to women who are game changers in their fields. Subscribe to Second Life on Apple Podcasts, Spotify, or anywhere you get your podcasts to stay tuned.

Jenn Lueke, the creative force behind the incredibly popular Instagram account Jenn Eats Good, has built a thriving career around her lifelong passion for cooking. From a young age, she loved preparing meals, but it wasn't until college—while studying finance—that she turned her interest into a hobby by sharing content on her Instagram.

After graduating, Lueke entered the professional world at Silicon Valley Bank, where she honed essential skills in business administration and financial management. Like many, the year 2020 was pivotal for Lueke. The pandemic also marked the rise of creators on TikTok and Instagram, particularly food creators sharing easy at-home recipes. So, amid the challenges of lockdown, she dedicated more time to her platform, shifting toward video-based content to connect with followers seeking practical cooking inspiration.

Her breakthrough came with the viral “budget grocery” series, which demonstrated how to shop affordably, meal plan weekly, and create nourishing meals without overspending. Lueke's background in finance gave her a unique edge: she could authentically guide people toward healthier, realistic, approachable, and cost-effective eating habits. Her recipes emphasized simplicity, avoiding complicated techniques or expensive ingredients, making home cooking accessible even for busy or budget-conscious individuals.

In 2023, confident in her growing audience and expertise, Lueke became a full-time content creator. She expanded her reach through recipes, tips, and resources focused on time-saving, money-smart, healthy eating.

Her career reached a major milestone earlier this year with the release of her debut cookbook, Don’t Think About Dinner, a comprehensive guide that goes beyond traditional recipes, offering over 125 easy, nourishing dishes for every meal, alongside practical tools like meal plans, grocery lists, pantry stocking advice, and kitchen prep strategies—reflecting the same principles that made her online content so popular.

Listen to the latest episode of Second Life to hear how Lueke blended financial savvy with culinary creativity to empower others to eat well without stress or strain on their wallets.

Next: This Best-Selling Cookbook Author Expands Her Culinary Expertise Beyond Writing—Here's How

Welcome to Second Life, a podcast spotlighting successful women who've made major career changes—and fearlessly mastered the pivot. Hosted by Hillary Kerr, co-founder and chief content officer at Who What Wear, each episode gives you a direct line to women who are game changers in their fields. Subscribe to Second Life on Apple Podcasts, Spotify, or anywhere you get your podcasts to stay tuned.

Alison Roman stands as one of today's most influential voices in food, renowned as a best-selling cookbook author whose recipes deliver delicious, restaurant-quality results with approachable flair. In fact, her viral chickpea stew captured widespread attention during the early days of the pandemic, becoming a comforting staple for home cooks everywhere. Her incredibly loyal community continues to cherish her acclaimed cookbooks, including Dining In, Nothing Fancy, Sweet Enough, and her latest, Something From Nothing.

Roman's path to success started in professional kitchens as a pastry chef, leading to her rise as a prominent food writer. Her work has also appeared in top outlets like Bon Appétit, BuzzFeed Food, and The New York Times, where her unfussy, flavorful style connected deeply with those craving no-nonsense cooking.

When Second Life last sat down with Roman in 2020, she discussed her career evolution—from kitchen work to broad publishing acclaim—emphasizing recipes that feel indulgent yet achievable. Today, she writes for herself through her widely popular cooking newsletter and hosts her own YouTube series, maintaining creative freedom while fostering close connections with home cooks.

Yet Roman has not stopped at writing—she has expanded her reach entrepreneurially. She launched "A Very Good Tomato Sauce," a line of textured, high-quality varieties, including Classic Garlicky Tomato, Caramelized Shallot with Anchovy, and Spicy Tomato with Fennel. She also opened First Bloom, a charming grocery store in Bloomville, upstate New York, with a pop-up in New York City's Lower East Side. The store offers essentials for wonderful meals: fresh local produce, pantry staples, ceramics, and her own tomato sauces.

Listen to the latest episode of Second Life to catch up with Roman as she continues her culinary evolution.

Next: Meet the Woman Redefining Fashion After 50.

Welcome to Second Life, a podcast spotlighting successful women who've made major career changes—and fearlessly mastered the pivot. Hosted by Hillary Kerr, co-founder and chief content officer at Who What Wear, each episode gives you a direct line to women who are game changers in their fields. Subscribe to Second Life on Apple Podcasts, Spotify, or anywhere you get your podcasts to stay tuned.

If you're tapped into the world of influencing, chances are you have come across Carla Rockmore. Over the last several years, she has emerged as one of the most captivating fashion influencers and designers of the digital age, renowned for her styling advice and her iconic two-story closet, which serves as the backdrop for virtually all her videos. This dramatic, multilevel space—filled with vibrant colors, eclectic pieces, and endless inspiration—perfectly encapsulates her bold, expressive approach to fashion.

Before garnering a loyal following, Rockmore built a solid foundation in the fashion industry. She began her career in retail, gaining hands-on experience with customer preferences and trends. She later transitioned into design roles at brands like Buffalo Jeans. Her professional journey spanned diverse categories: She crafted dresses for major department stores, designed licensed children's sleepwear for powerhouse names like Disney, and even launched her own fine jewelry line.

Like most, the pandemic changed everything for Rockmore. As lockdowns halted the fashion world, Rockmore found herself at home with time to reflect and create. She began filming simple "getting ready" videos—curating outfits, sharing practical styling tips, and encouraging women to embrace self-expression through clothing. What started as a personal outlet quickly resonated with viewers. In her very first week on TikTok, she amassed hundreds of thousands of followers, drawn to her authentic energy, confidence, and unapologetic joy in fashion. Today, her audience has grown to nearly two million across platforms, where she inspires especially women over 50 to dress boldly and authentically.

Rockmore's influence extends beyond content creation. She has returned to her design roots with The Carla Rockmore Collection, a fashion line available on QVC. The collection reflects her signature style—merging timeless pieces with vibrant, modern flair—and allows fans to shop her vision directly.

Listen to the latest episode of Second Life to hear how Rockmore continues to blend her designer expertise with her influencer platform, proving that passion for fashion knows no age limit or pause.

Next: Priyanka Ganjoo Is Shifting the Beauty Narrative—Here's How

Welcome to Second Life, a podcast spotlighting successful women who've made major career changes—and fearlessly mastered the pivot. Hosted by Hillary Kerr, co-founder and chief content officer at Who What Wear, each episode gives you a direct line to women who are game changers in their fields. Subscribe to Second Life on Apple Podcasts, Spotify, or anywhere you get your podcasts to stay tuned.

Like many founders, Priyanka Ganjoo built a brand out of frustration. As the founder and CEO of Kulfi Beauty, a brand that has quickly made waves in the beauty industry by celebrating South Asian culture through bold, inclusive makeup essentials, she took matters into her own hands, completely shifting the industry’s narrative.

Yet, unlike many beauty entrepreneurs who grow up experimenting with cosmetics, Ganjoo didn't start wearing makeup until her late 20s. Her professional journey began far from the industry's glamour; she launched her career as a business consultant immediately after graduation. She then joined Estée Lauder, where she managed global retail strategy, ultimately gaining deep insights into how beauty products reach consumers worldwide. She pivoted to the merchandising space when Ipsy recruited her to lead their popular Glam Bag program. In this position, she thrived on curating personalized makeup and skincare selections for millions of subscribers, honing her eye for what customers truly wanted.

As a South Asian woman, Ganjoo grew increasingly frustrated by the lack of representation she encountered. While sourcing products from countless brands, she rarely saw her own heritage, skin tones, or cultural aesthetics reflected in the offerings. This gap inspired a bold vision: to create a beauty brand dedicated to celebrating South Asian culture with vibrant, inclusive essentials that spoke directly to underrepresented communities.

Drawing on her extensive background in business consulting, global retail strategy, and subscription-based merchandising, Ganjoo was uniquely equipped to turn her idea into reality. She launched Kulfi Beauty in 2021, focusing on approachable yet striking products that honor South Asian traditions and beauty needs. Just a year later, in 2022, Kulfi became the first South Asian–owned brand to be carried by Sephora—a major milestone that signaled the industry's growing embrace of diverse founders and inclusive beauty.

Listen to the latest episode of Second Life to hear how Ganjoo continues to push the boundaries in the beauty industry. And, keep scrolling to shop some of Kulfi Beauty's best-sellers.

Next: How This Mom's "Boring" Tech Job Led Her to Inspire Millions of Kids Through Books

Welcome to Second Life, a podcast spotlighting successful women who've made major career changes—and fearlessly mastered the pivot. Hosted by Hillary Kerr, co-founder and chief content officer at Who What Wear, each episode gives you a direct line to women who are game changers in their fields. Subscribe to Second Life on Apple Podcasts, Spotify, or anywhere you get your podcasts to stay tuned.

Over the last several years in the beauty industry, bodycare has proven to be just as important as skincare and haircare. Leading the bodycare industry is Leslie Tessler, the founder of Hanni, a brand that has completely reinvigorated bodycare with innovative, ultra-hydrating products that are easy to incorporate into any routine. Oh, and not to mention, the packaging is incredibly chic.

But before she was at the helm of Hanni, Tessler began her career in the world of fashion at Ralph Lauren. Then, in the 2000s, she stepped into marketing at L’Oréal Paris, crafting campaigns that reached millions. Her career climb continued at Dr. Dennis Gross Skincare, where she held executive roles, steering the brand through high-stakes seasons of launches and deadlines. For nearly a decade, she thrived on the intensity until burnout finally hit her.

After leaving her role at Dr. Dennis Gross Skincare, Tessler booked a much-needed trip to Argentina to slow down and figure out her next move. What was intended as a six-month escape to recharge unexpectedly unfolded into a full decade of deep immersion in the country’s vibrant culture. It was during those unhurried years abroad that Tessler conceived the vision for Hanni, dreaming up its first two breakout products: the innovative Weighted Razor and the soothing Shave Pillow.

After a transformative decade, she returned to the United States and officially launched the brand in 2021. Within just one year, Hanni achieved a major milestone by becoming Sephora’s first-ever razor partner, and today the complete range of Hanni’s thoughtful bodycare products is available in every Sephora store across the U.S.

Listen to the latest episode of Second Life to discover the power that career burnout can potentially hold. Keep scrolling to shop some of Hanni's best-selling products.

Next: Hollywood’s Favorite Trainer Has Taken Over the Wellness Industry—Here's How

Welcome to Second Life, a podcast spotlighting successful women who've made major career changes—and fearlessly mastered the pivot. Hosted by Hillary Kerr, co-founder and chief content officer at Who What Wear, each episode gives you a direct line to women who are game changers in their fields. Subscribe to Second Life on Apple Podcasts, Spotify, or anywhere you get your podcasts to stay tuned.

Each year, January marks a clean slate in the wellness industry. From purchasing a new fitness wardrobe to signing up to take classes at the latest pilates studio opening, many people start the new year with intentions to improve their health. And, if you’re already into the fitness world, chances are you definitely know who Senada Greca is. As the founder of WeRise and co-founder of Aonic, Greca is a renowned fitness expert who has garnered the attention of millions across her social platforms and celebrities like Kim Kardashian. Her unique approach to strength training, holistic health, and personal empowerment has transformed countless lives.

Yet Greca's journey into fitness was far from conventional. She began her career in New York as a financial analyst, crunching numbers in a corporate environment. That said, she always felt drawn to health and wellness. Seeking a closer connection to that field, she transitioned into pharmaceutical sales, where she gained an in-depth knowledge of medications, human physiology, and how the body responds to various interventions.

While still working in sales, Greca began sharing her passion online by posting full-length workout videos on Instagram. Her authentic, effective routines quickly resonated with viewers, leading to rapid growth in her following. The platform's success opened unexpected doors: soon, high-profile celebrities—including Hollywood stars like Kardashian, Bebe Rexha, and Miranda Kerr—reached out to train personally with her. Greca's ability to deliver results through creative, sustainable strength-focused workouts made her a go-to trainer for A-listers seeking lasting transformations.

Building on this momentum, Greca launched WeRise, her innovative fitness app designed as an online platform to guide millions toward building healthy, active lifestyles. WeRise offers structured workouts, personalized guidance, and tools for long-term wellness, emphasizing not just physical strength but also mental resilience and self-development. The app has become a cornerstone of her mission to make fitness accessible and empowering for people at all levels.

Greca's vision extends beyond movement alone. Recognizing the importance of internal nourishment to complement external training, she co-founded Aonic, a science-backed supplement company. Aonic serves as the ideal companion to any wellness routine, providing high-quality, functional nutrition products grounded in research to support overall health, recovery, and vitality.

Listen to the latest episode of Second Life to discover how Greca continues to inspire a global community to rise stronger—physically, mentally, and holistically.

Next: How This Founder Turned Her Side Hustle Into an Incredibly Successful Brand for Kids

Welcome to Second Life, a podcast spotlighting successful women who've made major career changes—and fearlessly mastered the pivot. Hosted by Hillary Kerr, co-founder and chief content officer at Who What Wear, each episode gives you a direct line to women who are game changers in their fields. Subscribe to Second Life on Apple Podcasts, Spotify, or anywhere you get your podcasts to stay tuned.

From elevated maternity style to evolving something as simple as diapers, being a parent in today's society offers so many modern and incredibly helpful resources. Enter Rachel Mansfield: a beloved culinary content creator who has catapulted kids' snacking into a new wellness echelon without losing the fun in snacking. As the innovative founder of Cadootz, a better-for-you kids' snack brand, Mansfield has truly reshaped the kids' food industry for the better.

Her journey began on the business side of the food industry. Fresh out of college, Mansfield spent a couple of years working in public relations within the beverage CPG (consumer packaged goods) space. The role provided stability, but it soon became clear that she craved a more creative outlet and an additional stream of income. To fulfill that need, she launched a food blog on the side, where she shared original healthy recipes designed to be approachable and enjoyable.

Everything changed when Mansfield was unexpectedly fired from her job, and rather than viewing it as a setback, she chose to lean fully into her passion project. She dedicated herself to creating even more recipes and producing videos that taught people how to prepare them at home. Her straightforward style resonated deeply with audiences. Mansfield never positioned herself as a formal food expert or trained chef; instead, she connected with followers by demonstrating that cooking and eating healthier isn't rocket science—it's accessible to everyone.

Her relatable approach built a thriving online food community, fostering a loyal following that appreciated her emphasis on simple, wholesome ingredients and real-life practicality. After years of sharing her dishes through her blog and social media and eventually in cookbook form, Mansfield identified a market gap that aligned perfectly with her values: high-quality snacks for kids. This realization led to the creation of Cadootz, a brand dedicated to producing protein-packed crackers that prioritize taste without compromising on health. Free from unnecessary additives, these crackers offer families a convenient, nutritious option that kids actually love. Today, Cadootz is available for purchase directly on its website.

Listen to the latest episode of Second Life to discover how Mansfield was able to shift her side hustle into a brand that truly makes it easy for parents everywhere to stock their snack drawers with something better.

Next: How Claudia Sulewski Made the Blueprint for Turning Influence Into a Brand

Welcome to Second Life, a podcast spotlighting successful women who've made major career changes—and fearlessly mastered the pivot. Hosted by Hillary Kerr, co-founder and chief content officer at Who What Wear, each episode gives you a direct line to women who are game changers in their fields. Subscribe to Second Life on Apple Podcasts, Spotify, or anywhere you get your podcasts to stay tuned.

Claudia Sulewski has become the perfect example of catapulting an online presence into a successful brand with Cyklar, her luxury bodycare line. Long before “clean beauty” and “self-care” became billion-dollar buzzwords, 13-year-old Sulewski pressed record on a flip camera and uploaded her first makeup tutorial under the username BeyondBeautyStar. Nearly 15 years later, she is the founder of Cyklar, one of the most talked-about luxury bodycare lines today.

What started as grainy bedroom videos—think drugstore hauls, middle-school GRWMs, and fashion reviews—quickly snowballed. Entirely self-taught, Sulewski learned to shoot, light, and edit on her own, cultivating a warm, unfiltered style that felt like hanging out with your best friend. By the time she graduated high school, she was already an official YouTube partner with an agent. Today, her main channel has almost 2.5 million subscribers, and she still posts regularly, garnering hundreds of thousands of views within hours. Beyond YouTube, she has also ventured into acting, with roles on shows like Apple TV+’s Shrinking, and she has directed several music videos for her fiancé, eight-time Grammy winner Finneas O’Connell (yes, Billie Eilish’s brother and producer).

Even with Hollywood credits stacking up, her first love has always been the intimate, one-on-one conversation she has with her audience through the screen. In fact, her decade-plus of filming morning routines and nighttime ritual vlogs gave Sulewski a deeper understanding of what her community actually reaches for when they want to feel good in their own skin. In 2024, she channeled all of it into Cyklar—a bodycare brand built on the idea that indulgence shouldn’t be saved for special occasions. Every bottle is designed to turn a two-minute rinse into a legitimate ritual.

Listen to the latest episode of Second Life to discover how Sulewski was able to create Cyklar as a natural extension of her influence. And keep scrolling to shop some of our Cyklar favorites.

Next: Meet Aisha Bowe: The Founder of STEMBoard at the Forefront of Space Exploration

Welcome to Second Life, a podcast spotlighting successful people who've made major career changes—and fearlessly mastered the pivot. Hosted by Hillary Kerr, co-founder and chief content officer at Who What Wear, each episode gives you a direct line to people who are game changers in their fields. Subscribe to Second Life on Apple Podcasts, Spotify, or anywhere you get your podcasts to stay tuned.

There’s nothing quite like a good pair of loafers, and right now, there is one woman completely dominating the loafer game: Jamie Haller with her namesake brand. Specifically, the Jamie Haller penny loafer (which we recently styled for the ultimate holiday look). These shoes are sleek, slightly oversize, and rendered in buttery leather or unexpected suede. They’ve become the “if you know, you know” shoes among editors, stylists, and creators. Yet Haller’s path to becoming a minimalist footwear—and now apparel—darling was anything but linear.

In the early 2000s, Haller cut her teeth in mall retail, working for Wet Seal, Guess, and bebe—brands synonymous with low-rise jeans, rhinestones, and the peak Y2K aesthetic. The jobs taught her the mechanics of trend forecasting and mass production, but they also left her craving creative autonomy. Eventually, she broke away to consult for smaller labels, where she had more intimate interactions with the brands.

Then 2020 arrived. Like many, Haller found herself with time, restlessness, and a sudden urge to build something entirely her own. With zero formal training, she dove into two seemingly unrelated disciplines: home renovation and footwear. Both ventures took off almost immediately. And what began as a pandemic side project quickly evolved into a full-fledged brand.

The shoes really took off, as they were comfortable yet directional, classic yet quietly subversive—exactly the kind of thing that looks better the more they are worn. By 2023, the waiting list for certain styles stretched into the thousands. Last year, Haller continued to expand the brand by introducing apparel like perfectly oversize blazers, slouchy trousers, cashmere sweaters, and tissue-thin tees that feel like true, elevated basics.

Impressively, this year, Haller opened her first brick-and-mortar store in Montecito, California. The 1200-square-foot space—naturally, she designed every inch herself—feels like stepping into a very stylish friend’s home. Limestone floors, custom plaster walls, vintage furniture, and abundant natural light create a serene backdrop for the loafers lined up on oak shelves and the clothing hanging from minimalist rails.

Listen to the latest episode of Second Life to hear how Haller was able to transition from corporate retail to curating something special of her own. And keep scrolling to shop some of our favorite Jamie Haller pieces.

Next: This Brand Is Making Golf Apparel the Coolest It's Ever Been

Welcome to Second Life, a podcast spotlighting successful people who've made major career changes—and fearlessly mastered the pivot. Hosted by Hillary Kerr, co-founder and chief content officer at Who What Wear, each episode gives you a direct line to people who are game changers in their fields. Subscribe to Second Life on Apple Podcasts, Spotify, or anywhere you get your podcasts to stay tuned.

There’s no denying that the intersection between fashion and sports has become more intertwined over the last several years, with major sporting events like F1 and courtside style icons like Paige Lorenze making the sidelines become just as interesting as the sport itself. And over in the world of golf, Erica Malbon is doing just the same. Alongside her husband, Stephen, Malbon co-founded golfwear and lifestyle brand Malbon Golf in 2017 with a simple yet bold mission: to make the sport feel youthful, inclusive, and undeniably cool.

The couple decided to channel their shared love of golf into something bigger while also redefining the somewhat stagnant golf style. Malbon Golf launched with zero pretense and maximum personality—the collections mixed technical performance with what the pros actually want, with the kind of effortless street style that turns heads off the course. Almost overnight, Malbon earned the nickname “the Supreme of golf,” complete with celebrity cosigns from Justin Bieber, Travis Scott, and a long list of athletes who suddenly wanted in.

What sets Malbon apart is her ability to live in both the creative and operational lanes without missing a beat. While Stephen often takes the lead on the men’s side, she has recently stepped fully into the design spotlight with Malbon’s first dedicated women’s collection—think elevated basics, playful prints, and silhouettes that finally speak to the modern woman who golfs, without sacrificing style. In fact, Malbon debuted its second collaboration with Jimmy Choo this year, once again blurring the lines between fashion and sport.

Today, Malbon is rapidly expanding with flagship stores across the U.S. and outposts in Seoul, Shanghai, and Manila as a global lifestyle movement that’s pulling an entirely new generation onto the green. But before Malbon was setting a new standard in golf looks, she took her first big swing by co-founding The Now, the wildly popular massage boutique chain that turned “luxury wellness” into something approachable and design-forward. Building The Now from the ground up taught her everything she needed to know about creating a crave-worthy brand, from nailing the aesthetic to mastering the customer experience.

Listen to the latest episode of Second Life to hear how Malbon was able to build a modern lifestyle brand around a classic sport. And keep scrolling to shop some of our favorite Malbon pieces.

Next: Former Rhode CEO Just Started Her Own Beauty Brand—and It's Next Level

Welcome to Second Life, a podcast spotlighting successful people who've made major career changes—and fearlessly mastered the pivot. Hosted by Hillary Kerr, co-founder and chief content officer at Who What Wear, each episode gives you a direct line to people who are game changers in their fields. Subscribe to Second Life on Apple Podcasts, Spotify, or anywhere you get your podcasts to stay tuned.

Breaking into the fragrance industry is not an easy feat, and Melanie Bender, the founder and CEO behind the new fragrance brand Lore, found the perfect olfactory niche. In fact, we deemed Lore's Disfruta Eau de Parfum the best smoky fragrance in October.

But long before she became the visionary behind Lore, Bender was calculating rocket trajectories on Oahu. As a self-described “STEM girl,” she started college as an aerospace engineering major, and then pivoted to environmental science and cut her professional teeth as a sustainability consultant.

After moving to New York, she traded lab coats for mood boards, diving headfirst into fashion and beauty marketing—making a major impact in the industry. Her reputation grew fast: if you wanted to turn a good idea into a cultural moment, you wanted Bender on your side. She actually served as Who What Wear’s VP of Marketing and Brand Development, where her role quickly expanded into launching skincare darling Versed and minimalist-makeup phenomenon Merit. And most recently, she was the CEO of Hailey Bieber’s Rhode, orchestrating explosive growth and seamless global expansion, transforming a viral grey hoodie and peptide lip treatment into a full-fledged beauty empire.

After years of building other founders’ visions into nine-figure realities, Bender was ready to author her own story. Enter Lore.

The brand launched in September exclusively with Sephora, and it was created with the intention of designing entire worlds through scent. Each scent is conceived as a portal (layered, narrative-driven compositions that aim to evoke memory, place, and emotion with the precision of a novelist). Bender brings the same “engineering mindset” that once solved for fuel efficiency to solving for emotional resonance: obsessive iteration, rigorous testing, and a refusal to release anything that doesn’t feel like a fully realized world.

Listen to the latest episode of Second Life to hear how, after spending a decade making everyone else’s dreams smell like success, Bender has finally bottled her own. And keep scrolling to shop some of our favorite Lore scents.

Next: The Luxury Childrenswear Brand That's Royal Family–Approved

Welcome to Second Life, a podcast spotlighting successful people who've made major career changes—and fearlessly mastered the pivot. Hosted by Hillary Kerr, co-founder and chief content officer at Who What Wear, each episode gives you a direct line to people who are game changers in their fields. Subscribe to Second Life on Apple Podcasts, Spotify, or anywhere you get your podcasts to stay tuned.

As a new mother in the fashion industry, I can confirm that the search to find cool, stylish children’s clothing is real. In fact, I would spend hours googling “chic baby boy brands” or scrolling TikTok for like-minded moms, and eventually came across La Coqueta. It’s a children’s brand that infuses traditional Spanish craftsmanship and culture into unique styles for little ones, and it was exactly what I was looking for.

At the helm of the brand is founder Celia Muñoz, yet she never intended to become a fashion entrepreneur. She began her academic career studying psychology, and though she didn't pursue the field professionally, the insights into human behavior proved invaluable across diverse roles. After graduating, Muñoz honed her skills in luxury retail for giants like LVMH, and then transitioned to recruiting for biotech and pharmaceutical firms. These experiences sharpened her understanding of people, branding, and quality—skills that would later define her business.

Motherhood marked a pivotal shift. After welcoming her first child, Muñoz paused her career and returned to academia, earning a master’s in mental health. Amid her studies and family life, she began working on her true passion project: La Coqueta. Inspired by her Spanish heritage, she envisioned high-quality garments blending craftsmanship with a more refined aesthetic for children. For years, she juggled graduate school and bootstrapping the brand, sourcing premium fabrics and honoring artisanal techniques from Spain.

In 2013, Muñoz officially launched La Coqueta, and the response was immediate. A crowning endorsement came when Prince Louis, the young son of Prince William and Kate Middleton, was photographed in La Coqueta pieces, propelling the brand into the spotlight. What started as a side hustle evolved into a global phenomenon, fostering a loyal community of families who cherish heirloom-quality clothing.

Over the past 12 years, La Coqueta has expanded thoughtfully, maintaining its commitment to sustainability and cultural roots. Garments are crafted with natural materials like cotton and linen, designed to be passed down through generations. This year, the brand marked a milestone in the U.S. market with new flagship stores in Charleston, South Carolina, and Palm Beach, Florida.

Listen to the latest episode of Second Life to hear how Muñoz successfully pivoted a passion into a business, and keep scrolling to shop some of our favorite La Coqueta styles.

Next: Toni Chapman (AKA The Moody Foody) Reveals the Secret Ingredients to Cooking Online

Welcome to Second Life, a podcast spotlighting successful people who've made major career changes—and fearlessly mastered the pivot. Hosted by Hillary Kerr, co-founder and chief content officer at Who What Wear, each episode gives you a direct line to people who are game changers in their fields. Subscribe to Second Life on Apple Podcasts, Spotify, or anywhere you get your podcasts to stay tuned.

There’s no denying that food-driven content is mesmerizing, and at the helm of the social culinary industry is Toni Chapman, better known as The Moody Foody. This self-taught chef and content creator has captured the hearts (and stomachs) of millions with her approachable, flavor-packed recipes that blend comfort and culture. But Chapman’s journey to food fame wasn't a straight path—it's a story of resilience, reinvention, and a whole lot of spice.

Chapman’s love for cooking started young. At just seven years old, she taught herself the basics in the kitchen, experimenting with ingredients and techniques that would later define her style. Despite her early passion, she pursued a more traditional route, studying business and landing a job as a bank teller. Life threw a curveball when she was fired from that position, but Chapman didn't let it derail her. Instead, she channeled her energy into her true calling: food. She launched ToniCooks, an NYC-based meal delivery service, bootstrapping it right from her own kitchen. To drum up business, she posted a candid tweet asking people to support her by buying meals to help make ends meet—proving vulnerability is a driving force on social media, the post went viral, turning her small operation into a buzzing success overnight.

In 2020, she dove into TikTok as The Moody Foody, sharing videos of herself whipping up her favorite dishes with infectious enthusiasm and relatable commentary. Her content resonated deeply, amassing a massive following drawn to her no-fuss vibe and mouthwatering results. This online buzz caught the eye of Buzzfeed, which recruited her as a content producer and on-camera talent for their hit Tasty series.

Now, Chapman is taking her recipes offline with her debut cookbook, Everything’s Good: Cozy Classics You’ll Cook Forever, a heartfelt tribute to her Afro-Latin heritage. Drawing from the multicultural community that shaped her, Chapman infuses each dish with stories and inspirations from her roots.

Listen to the latest episode of Second Life to hear how Chapman continues to rise to food fame on the internet and beyond.

Next: How a Disastrous (Yet Incredibly Viral) First Date Changed Elyse Myers' Life Forever

Welcome to Second Life, a podcast spotlighting successful people who've made major career changes—and fearlessly mastered the pivot. Hosted by Hillary Kerr, co-founder and chief content officer at Who What Wear, each episode gives you a direct line to people who are game changers in their fields. Subscribe to Second Life on Apple Podcasts, Spotify, or anywhere you get your podcasts to stay tuned.

There’s no denying that the pandemic became a life-changing year for many TikTok creators, from the fashion and beauty industry to comedians and storytellers. If you scrolled through the app in 2020—like so many of us did—chances are you likely encountered at least one of comedian and content creator Elyse Myers’ hilarious clips, which racked up viral views multiple times. Like many TikTok creators, Myers' journey to internet fame wasn't planned. Before, she was an independent entrepreneur running her own web development business.

Myers joined TikTok casually in 2020, never imagining the platform would redefine her career. Her breakout moment came with a storytime video recounting a disastrous first date where she was tricked into buying 100 tacos from Taco Bell. The relatable absurdity resonated instantly, propelling her to millions of views and kickstarting her rapid rise.

As her audience grew, Myers diversified beyond anecdotes. She experimented with comedic skits, blending humor with vulnerability. She used her platform to discuss mental health struggles openly, fostering a community around authenticity. By 2022, with followers numbering in the millions across TikTok and other social media, Myers made the bold decision to leave web development behind and pursue content creation full-time.

Now, Myers is taking her storytelling to new depths with her debut book, That’s a Great Question, I’d Love to Tell You. This collection of true stories delves into her experiences navigating friendship, finding love, and growing up neurodivergent. Drawing from the personal narratives that endeared her to fans online, the book offers deeper insights into the challenges and triumphs that shaped her. It's a natural evolution for a creator who turned vulnerability into connection.

Listen to the latest episode of Second Life to hear how Myers adjusted to her newfound virality on social media and how she continues to evolve her platform beyond the app.

Next: How Mirror Founder Brynn Putnam Is Using Tech to Foster Connection With Her New Venture

Welcome to Second Life, a podcast spotlighting successful people who've made major career changes—and fearlessly mastered the pivot. Hosted by Hillary Kerr, co-founder and chief content officer at Who What Wear, each episode gives you a direct line to people who are game changers in their fields. Subscribe to Second Life on Apple Podcasts, Spotify, or anywhere you get your podcasts to stay tuned.

Brynn Putnam’s journey from professional ballerina to tech innovator is a masterclass in reinvention. As a Harvard graduate and former dancer with major New York productions, Putnam has always had fitness at her core. While balancing her performances and studies, she taught workout classes to make ends meet, eventually creating her own ballet-based fitness method. This led to the opening of her boutique fitness studio, where her entrepreneurial spirit began to shine.

The spark for her groundbreaking venture, Mirror, came from a simple yet profound realization: mirrors were indispensable tools in her life. As a ballerina, they helped perfect her form; as an instructor, they ensured her students moved correctly. Despite lacking tech experience, Putnam envisioned a high-tech mirror that could deliver personalized fitness classes directly into homes. Although she had no tech experience, she cobbled together a nonfunctional prototype and pitched her idea to investors, transforming her vision into reality with Mirror's launch in 2018. The sleek, interactive fitness mirror revolutionized at-home workouts and quickly took the wellness industry by storm.

In 2020, just two years after launching, she sold Mirror to Lululemon in a staggering $500 million deal, cementing her status as a trailblazer in the fitness-tech space. But Putnam wasn’t done innovating. Her latest venture, Board, sees her diving into family-friendly gaming hardware. After the success of Mirror, and from seeing how screens were used within her own family, Putnam realized that taking screens away wasn't realistic, but that we could change the way we used them. With Board, she aims to bring friends and family together over a high-tech product that blends the magic of video games with the feel of board games.

Listen to the latest episode of Second Life to hear how Putnam continues to define what wellness should look like in a modern era.

Next: How Métier Founder Melissa Morris Created an A-List–Approved Luxury Bag Brand

Welcome to Second Life, a podcast spotlighting successful people who've made major career changes—and fearlessly mastered the pivot. Hosted by Hillary Kerr, co-founder and chief content officer at Who What Wear, each episode gives you a direct line to people who are game changers in their fields. Subscribe to Second Life on Apple Podcasts, Spotify, or anywhere you get your podcasts to stay tuned.

"A bag in its most basic form needs to carry things in the way we need them to, and the luxury version should do that the most beautifully," says Melissa Morris, founder of Métier. This philosophy of marrying form and function is the reason her designs can move seamlessly between occasions. Even better? You'll have the confidence that everything you need is in its precise pocket.

Her background in sculpture and business at Emory University helped build her brand ethos. She made her dream of seasonless, timeless bags a reality by launching her own brand in 2017. You wouldn't believe it now, but even with all her experience in the luxury world—working for notable names like Helmut Lang, Armani, Belstaff, and LVMH—she had never designed a bag.

The origin story that began a decade ago shows how truly far Métier has come: Morris' bags have made their way onto Hollywood sets, appearing on the arms of celebrities in award-winning shows like Succession, The Undoing, and The White Lotus. Through the years, she has built a loyal following simply by relying on the unmistakable quality and intentional design of her products and letting word of mouth do the rest.

To achieve this timeless aesthetic, Métier’s pieces are (of course) made in Italy, and each prototype is put through tests that simulate 20 years of wear. This rigorous process ensures the bags age beautifully and that they literally stand the test of time.

Now, with the launch of a bespoke program that lets clients personalize their bags down to the stitching, Morris is constantly expanding on the possibilities of her brand and bringing it into new, exciting territory.

Listen to the latest episode of Second Life to hear more from Melissa Morris about her design process, her definition of luxury, and the importance of intuition and determination. Keep scrolling to shop some of our favorites from Métier.

Next: Meet Jenee Naylor, founder of 12PM Studios

Welcome to Second Life, a podcast spotlighting successful people who've made major career changes—and fearlessly mastered the pivot. Hosted by Hillary Kerr, co-founder and chief content officer at Who What Wear, each episode gives you a direct line to people who are game changers in their fields. Subscribe to Second Life on Apple Podcasts, Spotify, or anywhere you get your podcasts to stay tuned.

Before Jenee Naylor founded her eyewear brand 12PM Studios, she created luxury fashion blog HighLowLuxxe as a hobby. It was a side project she began while working as an operations manager at Target, where she quickly excelled at training, recruiting, and promoting employees. She worked tirelessly to cultivate a community among workers at the corporation, and eventually, she quit to pursue her blog full-time and keep building her own fashion community.

Spoiler alert: Betting on herself turned out to be the best decision she ever made. As her own manager, hundreds of thousands of followers came in across her platforms, she attended fashion weeks, and interviewed industry titans like Law Roach.

A full-circle moment came in the form of a Target collaboration years later, when she launched a clothing line through the chain’s Future Collective partnership. After years of cultivating a loyal fanbase and building impactful relationships with brands, in July 2025, Naylor started one of her own. The concept? An eyewear brand called 12PM Studios.

Each frame is priced under $150 and inspired by cities that have shaped her creativity, like London, Milan, New York, and Toronto. "I wanted it to feel elevated but never out of reach," she explains. Though the frames did become out of reach because they sold out in mere days. (Luckily, an October restock is coming soon for fans who missed out on the initial launch.)

Though Naylor's retail background gave her a good grasp of launching her own business, it was her constant drive, authenticity, and intentional mindset that shaped her success—and it's only up from here.

Listen to the latest episode of Second Life to hear more from Jenee Naylor about making the leap from corporate job to full-time content creator, starting her own eyewear business, and how she finds balance through it all.

Next: Meet Gregg Renfrew, Beauty Founder of Counter

Welcome to Second Life, a podcast spotlighting successful people who've made major career changes—and fearlessly mastered the pivot. Hosted by Hillary Kerr, co-founder and chief content officer at Who What Wear, each episode gives you a direct line to people who are game changers in their fields. Subscribe to Second Life on Apple Podcasts, Spotify, or anywhere you get your podcasts to stay tuned.

Beauty founder Gregg Renfrew is back on Second Life. In 2013, she launched Beautycounter, which is now called Counter, after she took the reins of her own company back. Upon its initial debut, the brand skyrocketed to success and helped pioneer the clean beauty movement, committing to using safe ingredients and leaving harmful chemicals out of its formulations. Renfrew also became the first beauty CEO to testify before Congress about cosmetic reform. In the fight for more transparency, she demanded that lawmakers pass legislation to regulate personal care products. The Modernization of Cosmetics Regulation Act of 2022, or MoCRA, was the most significant piece of U.S. beauty regulation that passed since 1938.

Almost a decade after creating Beautycounter, Renfrew sold the brand at a one-billion-dollar valuation to a private equity firm. Since this sale, her path has taken many turns, including being asked to step down as CEO, leaving the company, and coming back as CEO before the business went into foreclosure. Even after all these challenges, she refused to walk away from the brand she built, and she focused on keeping it alive under a new name: Counter.

Renfrew was first on the podcast in 2019 to speak about her life before Beautycounter, including selling Xerox copiers as a sales rep and starting the bridal e-commerce platform The Wedding List, which was later acquired by Martha Stewart. Now, she's back to catch us up on everything after Beautycounter, including the relaunch in June 2025 under Counter. She has a few things she'd like to do differently this time around, and she's only in the beginning stages of this exciting new chapter.

Her story emphasizes the power of perseverance and how we can all take control over our own fate. All you have to do is find the courage within to make it happen. Renfrew's continual work in the beauty space has only made the industry better, and she is not backing down from her mission of clean beauty in this new phase.

Listen to the latest episode of Second Life to hear more from Gregg Renfrew about the wild ride of building (and rebuilding) a beauty empire. Keep scrolling to shop some of our favorites from Counter.

Next: Meet Diarrha N'Diaye Founder of Ami Colé

Welcome to Second Life, a podcast spotlighting successful people who've made major career changes—and fearlessly mastered the pivot. Hosted by Hillary Kerr, co-founder and chief content officer at Who What Wear, each episode gives you a direct line to people who are game changers in their fields. Subscribe to Second Life on Apple Podcasts, Spotify, or anywhere you get your podcasts to stay tuned.

Diarrha N’Diaye created beauty brand Ami Colé in 2019 to celebrate melanin-rich skin. Her journey to become founder and CEO might not have been linear (she originally studied English at Syracuse University), and though she made the difficult decision to close the brand earlier this year, her story is far from over.

Before becoming her own boss, N’Diaye had stints at Rebecca Minkoff, Teen Vogue, and Vibe Magazine, sharpening her PR and social media marketing skills, which soon caught the attention of L’Oréal. During her time in digital marketing at the world’s largest cosmetics company, she realized that she was looking for more of a start-up environment that was scrappy and less bureaucratic. Enter Glossier.

She joined the brand in 2018 on the product development side, helping ideate and launch new products with a “social-media-first approach,” which was unheard of at the time. The rapid expansion of Glossier was also the reason that N’Diaye was left without a job: The company restructured and brought in new teams to oversee products. This sudden change was the catalyst for a pivotal solo trip to Thailand, where she brainstormed her next steps in the industry. Her idea? Starting her very own beauty brand.

Since Ami Colé launched, it has won over 80 awards for its impeccable products and is praised for creating a much-needed space in the beauty industry that centers on darker skin tones. This made it all the more devastating when news broke that the brand was shuttering, but there’s no denying that N’Diaye has left a lasting and important impact on the industry.

Listen to the latest episode of Second Life to hear more from Diarrha N’Diaye, how she built Ami Colé, and what lies ahead in her next chapter.

Next: Meet Jennifer Anderson, founder of Kids Eat in Color

Welcome to Second Life, a podcast spotlighting successful people who've made major career changes—and fearlessly mastered the pivot. Hosted by Hillary Kerr, co-founder and chief content officer at Who What Wear, each episode gives you a direct line to people who are game changers in their fields. Subscribe to Second Life on Apple Podcasts, Spotify, or anywhere you get your podcasts to stay tuned.

Jennifer Anderson’s journey to founding Kids Eat in Color, a globally recognized nutrition resource, began with a deep-rooted passion for helping others. While working in the nonprofit sector at a food bank, Anderson developed after-school snack programs, sparking her interest in nutrition and inspiring her to pursue a master’s degree in public health. Anderson then became a registered dietitian, equipping her with the scientific knowledge to make a meaningful impact.

After her academic training, Anderson worked as a nutrition consultant and information specialist for the SNAP-Ed program, a nationwide initiative providing nutritional education to low-income families. Her work focused on empowering families with the tools to make healthier food choices, but her mission took on a profoundly personal dimension when she faced challenges feeding her own son. This struggle resonated with countless parents, and Anderson saw an opportunity to share her expertise more broadly.

This led her to launch Kids Eat in Color on Instagram, a platform designed to offer practical, evidence-based advice for parents navigating the complexities of feeding children. What began as a small initiative quickly grew into a global movement, amassing over two million followers. Anderson’s content—ranging from tips on introducing new foods to managing picky eating—strikes a chord for its accessibility and relatability.

Kids Eat in Color has become a trusted resource, offering strategies to foster healthy eating habits in children while alleviating parental stress. Anderson’s work also extends beyond social media, with tools like meal plans, courses, and guides that empower families to navigate nutritional challenges.

Listen to the latest episode of Second Life to hear how Anderson has built a community that supports and educates families, ensuring kids grow up with a healthy relationship with food.

Next: Meet Sarah O'Leary: The CEO of Willow Innovations Transforming Motherhood

Welcome to Second Life, a podcast spotlighting successful people who've made major career changes—and fearlessly mastered the pivot. Hosted by Hillary Kerr, co-founder and chief content officer at Who What Wear, each episode gives you a direct line to people who are game changers in their fields. Subscribe to Second Life on Apple Podcasts, Spotify, or anywhere you get your podcasts to stay tuned.

Sarah O’Leary, the dynamic CEO of Willow Innovations, has redefined the femtech landscape by leading the company behind the world’s first fully wearable breast pump. With a career rooted in strategic leadership and a deep commitment to empowering mothers, O’Leary has transformed Willow into a beacon of postpartum support.

O’Leary’s career began in consulting, where she honed her analytical and problem-solving skills. After earning her MBA, she transitioned into business and sales development at a skincare company, a former client, marking her shift into consumer-focused industries. She then worked at Tea Collection, a children’s fashion brand—ultimately, becoming a pivotal moment for her. As head of marketing, strategy, and sales, she discovered her love for working on brands that resonate deeply with their audience.

Then, in 2014, O’Leary was approached by Willow Innovations, a startup with a bold mission: to put moms first. She joined as Vice President of Growth, drawn to the opportunity to revolutionize the breastfeeding experience. Willow’s groundbreaking wearable breast pump, designed to offer freedom and flexibility, quickly gained traction under her strategic vision. O’Leary’s ability to connect with consumers and scale operations propelled Willow’s growth, expanding its product line to support moms beyond pumping, addressing broader postpartum needs.

From VP of growth, she moved to chief marketing officer, then chief commercial officer, before assuming the role of CEO. Each position showcased her ability to blend innovation with empathy, ensuring Willow’s offerings remained mom-centric. With O’Leary at the helm, Willow also acquired Elvie earlier this year, a fellow femtech pioneer, solidifying its position as an industry leader.

Listen to the latest episode of Second Life to hear how, under O’Leary’s guidance, Willow has become a holistic platform for maternal wellness.

Next: Meet Sarah Harrelson: The Visionary Founder and Editor in Chief of Cultured Magazine

Welcome to Second Life, a podcast spotlighting successful people who've made major career changes—and fearlessly mastered the pivot. Hosted by Hillary Kerr, co-founder and chief content officer at Who What Wear, each episode gives you a direct line to people who are game changers in their fields. Subscribe to Second Life on Apple Podcasts, Spotify, or anywhere you get your podcasts to stay tuned.

Sarah Harrelson, the founder and editor in chief of Cultured magazine, has carved a unique path in the world of contemporary art, design, and architecture publishing. Her journey began far from the editorial world, with aspirations in politics. While majoring in political science at NYU, Harrelson interned for then–New York Governor Mario Cuomo. However, a pivotal internship at Elle magazine shifted her trajectory, sparking a passion for publishing and bookmaking that would define her career.

Eager to dive deeper, Harrelson moved to Miami, where she quickly ascended the ranks at a small magazine, becoming editor in chief in under a year. Her talent for storytelling and editorial vision led her to prominent roles in the 1990s at iconic fashion publications such as Women’s Wear Daily, W Magazine, and Seventeen. These roles honed her skills in covering fashion and entertainment, but Harrelson’s ambitions extended beyond these glossy pages.

In 2000, she returned to Miami and ventured into a new realm of publishing. As a one-woman operation for the Miami Herald’s Home and Design magazine, Harrelson wrote, edited, and photographed every story, producing 12 issues annually for seven years. This hands-on experience showcased her relentless work ethic and versatility. Seeking fresh challenges, she later took the helm at Ocean Drive before leading Art Basel Magazine, further solidifying her expertise in art and design.

Despite her impressive editorial credentials, Harrelson yearned to create something truly her own, free from the constraints of traditional publishing. In 2012, with no formal business plan, no experience in securing advertisers, and no established distribution channels, she launched Cultured magazine. Her vision was bold: to spotlight emerging artists across disciplines, eschewing the industry’s obsession with household names. This gamble paid off. Over the past 13 years, Cultured has cultivated a devoted following and become a launchpad for countless emerging artists, amplifying fresh voices in art, design, and architecture.

Listen to the latest episode of Second Life to hear how Harrelson continues to redefine what an arts magazine can be in a modern media landscape, championing creativity and discovery in a way that resonates deeply with readers and artists.

Next: Meet Katlin Smith: The Founder and CEO of Simple Mills

Welcome to Second Life, a podcast spotlighting successful people who've made major career changes—and fearlessly mastered the pivot. Hosted by Hillary Kerr, co-founder and chief content officer at Who What Wear, each episode gives you a direct line to people who are game changers in their fields. Subscribe to Second Life on Apple Podcasts, Spotify, or anywhere you get your podcasts to stay tuned.

There's no denying that Simple Mills has become a major leader in the world of consumer packaged goods (CPG), and its packaging is instantly recognizable on any shelf. Dedicated to creating products that are gluten-free, grain-free, paleo-friendly, and non-GMO, Simple Mills has become a go-to for health-conscious consumers seeking convenient, wholesome options without sacrificing taste. At the helm of the brand is Katlin Smith, the founder and CEO of Simple Mills, who has evolved her personal quest for healthier eating into a powerhouse brand.

Like many entrepreneurial concepts, the idea of Simple Mills was born out of frustration. Fresh out of her early career as a strategy and operations consultant, Smith was immersed in a high-pressure lifestyle—long hours, constant travel, and a diet heavy on processed foods that left her perpetually drained and unwell. Seeking a change, she adopted a paleo diet, emphasizing whole, nutrient-dense ingredients. However, the market fell short, as store shelves lacked appealing, ready-made alternatives that aligned with her new way of eating. Frustrated but inspired, Smith turned to her kitchen in Atlanta, experimenting with recipes using almond flour, coconut sugar, and other clean staples.

After months of trial and error—tweaking ratios, testing flavors, and baking batch after batch—she reached her first breakthrough: an almond flour muffin Mix that was easy to prepare and irresistibly good. Making a bold move, she cold-called her local Whole Foods, inquiring about shelf space. To her surprise, Smith was invited for a meeting. Armed with fresh muffins baked from her mix, she won the team over instantly. The chain agreed to stock her product, marking the official launch of Simple Mills and igniting its rapid ascent.

Determined to scale beyond a single item, Smith recognized the need for formal business acumen. She returned to school, enrolling in courses on accounting, entrepreneurial selling, and other essentials. This knowledge proved invaluable as she pitched to investors and secured the funding needed to diversify her lineup. From muffins, the brand expanded into snacks and baking essentials, all rooted in the philosophy of real food made simple.

Today, Simple Mills products grace the shelves of over 30,000 stores nationwide, from major retailers to independent grocers. The company's commitment to quality and innovation has resonated with millions, fueling explosive growth. In a crowning achievement, Simple Mills was acquired by food-production giant Flowers Foods for a staggering $795 million—the largest exit by a female founder in recent CPG history.

Listen to the latest episode of Second Life to hear how Smith transformed a personal pain point into a multimillion-dollar legacy while remaining true to the brand's ethos of keeping it simple. Keep scrolling to shop some of Simple Mills' best sellers.

Next: How Alyson Stoner—Entertainer, Author, and Founder of Movement Genius—Continues to Reinvent Themself

Welcome to Second Life, a podcast spotlighting successful people who've made major career changes—and fearlessly mastered the pivot. Hosted by Hillary Kerr, co-founder and chief content officer at Who What Wear, each episode gives you a direct line to people who are game changers in their fields. Subscribe to Second Life on Apple Podcasts, Spotify, or anywhere you get your podcasts to stay tuned.

Alyson Stoner is the definition of a multi-hyphenate and someone who has lived multiple career lives. Perhaps you associate their name with the early 2000s Disney Channel era, where Stoner's vibrant presence lit up screens in shows, films, and music videos. Starting their career at age 7, Stoner appeared in over 200 projects, including Cheaper by the Dozen, Camp Rock, and the Step Up franchise. A standout moment came early when Stoner danced in Missy Elliott's iconic "Work It" video, catapulting them into higher-profile roles. Behind the perceived glamour of a child star's life, Stoner faced immense pressure that eventually led to a pivotal moment of self-reflection.

After a decade in the entertainment industry, Stoner reached a breaking point. Choosing to step away from the spotlight and prioritize their well-being, Stoner entered a rehab facility to focus on mental health. This hiatus sparked a profound question: Would they have chosen the life of a child actor if given the choice? This introspection marked the beginning of a new chapter, one where Stoner discovered their true calling in psychology.

Embracing this passion, Stoner earned multiple certifications in mental health and founded Movement Genius, a platform dedicated to mental wellness. Recognizing the unique challenges faced by young performers, they developed the Artist Wellbeing Essentials, a digital tool kit designed to support child actors. This initiative reflects Stoner's commitment to ensuring others in the industry have the resources to navigate its pressures.

Beyond this, Stoner also hosts the Dear Hollywood podcast, sparking conversations about the entertainment world's impact on mental health, and recently released a memoir, Semi-Well-Adjusted Despite Literally Everything. The book offers a candid look at their journey from child stardom to personal fulfillment.

Listen to the latest episode of Second Life to hear how Stoner evolved from an entertainer to a visionary in mental health advocacy, which is a testament to the power of self-discovery and the courage to redefine success.

Next: How Jess Jacobs, the CEO of Coterie, Has Completely Modernized the Babycare Industry

Welcome to Second Life, a podcast spotlighting successful women who’ve made major career changes—and fearlessly mastered the pivot. Hosted by Hillary Kerr, co-founder and chief content officer at Who What Wear, each episode gives you a direct line to women who are game changers in their fields. Subscribe to Second Life on Apple Podcasts, Spotify, or anywhere you get your podcasts to stay tuned.

If you are a mom or soon-to-be mom, chances are you know exactly what Coterie is. A company dedicated to creating clean, ultra-soft, high-performing diapering essentials that support babies through every stage, using sustainable, plant-based materials, Coterie has become the go-to brand for moms. At the helm of the brand is the Chief Executive Officer of Coterie, Jess Jacobs, who has helped shift the narrative in the baby care industry.

Jacobs began her career in advertising, starting at an agency where she honed her skills and rose to senior copywriter. She crafted campaigns for high-profile clients like Saks Fifth Avenue, LG, and Revlon, as well as celebrity brands tied to icons like Lady Gaga and Beyoncé. Her creative prowess shone through in her ability to distill complex ideas into compelling narratives. After a brief foray into hospitality, Jacobs joined Kettle as Creative Director, where she collaborated with industry giants like Apple, Nike, and Glossier. This role expanded her expertise beyond copywriting, teaching her the art of simplicity in branding—a skill that would later define her leadership at Coterie.

Seeking a new challenge, Jacobs transitioned into the personal care industry as Vice President of Creative at Lola, a women-owned feminine care brand. There, she developed a deep appreciation for transparency and clean ingredients, values that resonated even more after she became a mother. As a new parent, Jacobs became acutely aware of the products she used daily, particularly diapers. Her discovery of Coterie’s high-performing, clean-ingredient diapers sparked a personal connection to the brand’s mission to simplify parenthood with effective, thoughtfully designed products.

This connection led Jacobs to join Coterie as Senior Vice President of Brand, Creative, and Product Management. Her extensive experience in brand-building and personal care equipped her to elevate Coterie in a legacy-dominated industry. Her impact was swift; she was promoted to chief brand officer and, in 2024, ascended to CEO. Under her leadership, Coterie continues to thrive, blending innovation, authenticity, and a parent-centric approach to redefine baby care essentials.

Listen to the latest episode of Second Life to hear how Jacobs was able to merge her past careers with her personal experience to truly make a difference in the baby care world. And keep scrolling to discover some of the best-selling products from Coterie.

Next: Meet Samina Virk: The U.S. CEO and Chief Marketing Officer of Vestiaire Collective

Welcome to Second Life, a podcast spotlighting successful women who’ve made major career changes—and fearlessly mastered the pivot. Hosted by Hillary Kerr, co-founder and chief content officer at Who What Wear, each episode gives you a direct line to women who are game changers in their fields. Subscribe to Second Life on Apple Podcasts, Spotify, or anywhere you get your podcasts to stay tuned.

Samina Virk, U.S. CEO and chief marketing officer of Vestiaire Collective, is a fashion industry powerhouse, holding two prestigious roles as her title indicates. Her journey began as a young girl enamored with style, stitching her clothes and dreaming of a career in fashion. But Virk soon realized her true strengths lay not in design but in the strategic intersection of fashion and technology—a realization that would shape her career to come.

Virk’s early professional path took her into the tech world during the e-commerce boom, where she honed her expertise at digital agencies. As she was eager to merge her love for fashion with her technical know-how, she pursued an MBA, a pivotal move that opened doors to retail. During grad school, she joined Target’s MBA Merchandising Program, which evolved into a full-time role on its marketing team. At the mega retailer, Virk thrived, overseeing high-profile designer collaborations and championing emerging talent by providing resources to help them excel.

Her fascination with the circular economy led her to the resale market, a space brimming with potential. In 2011, she joined eBay, where she spearheaded the launch of its fashion vertical team, cementing her reputation as a resale innovator. She then joined the Paris-based global luxury resale platform, Vestiaire Collective, tasked with launching the brand in the United States. At Vestiaire Collective, Virk built a robust foundation for its stateside success before briefly stepping away in 2021 to serve as Global CMO at Threads Styling.

In 2023, she returned to Vestiaire Collective, this time in a dual role as North American CEO and chief marketing officer. Her dynamic leadership and ability to juggle executive responsibilities have been instrumental in elevating the platform’s presence in the U.S. luxury resale market.

Listen to the latest episode of Second Life to hear how Virk became a leading voice in the industry and how she balances her two very impressive titles.

Meet Ali Mejia: The Co-Founder Behind One of Sleepwear’s Most Beloved Brands, Eberjey

Welcome to Second Life, a podcast spotlighting successful women who've made major career changes—and fearlessly mastered the pivot. Hosted by Hillary Kerr, co-founder and chief content officer at Who What Wear, each episode gives you a direct line to women who are game changers in their fields. Subscribe to Second Life on Apple Podcasts, Spotify, or anywhere you get your podcasts to stay tuned.

Few luxuries compare to the perfect pair of pajamas, and Eberjey undeniably leads the sleepwear industry. At the helm of the brand is co-founder Ali Mejia, who transformed a childhood passion for cozy sleepwear into an international success story. Growing up in a Salvadoran family that valued self-care, Mejia’s love for pajamas took root early. She often dreamed of designing comfortable, beautiful sleepwear, but like many fresh college graduates, she initially followed a conventional path, landing a job as a financial analyst on Wall Street.

Finance, however, never captured her heart. When her bank was acquired and she was let go, Mejia seized the opportunity to rethink her future. With her severance package, she funded a soul-searching trip to Florence, Italy, where she immersed herself in the city's rich art and culture—ultimately igniting a desire to pursue a creative life. Back in the U.S., Mejia briefly returned to finance but soon took a bold step, leaving to pursue an unpaid internship at Cynthia Rowley’s fashion house. This move marked the beginning of her pivot toward her true calling.

Relocating to Miami, Mejia worked in direct marketing while nurturing her dream of designing pajamas. She collaborated with a pattern maker to create prototypes, refining her vision for sleepwear that prioritized comfort and the female gaze. In 1996, Mejia shared her idea with her coworker Mariela Rovito, and together they made a bold move: Each invested $10,000 to launch Eberjey, a brand dedicated to luxurious, comfortable sleepwear and lingerie.

Nearly three decades later, Eberjey has become a global leader in the sleepwear industry. The brand boasts five brick-and-mortar stores and distributes products through over 500 retailers, including Neiman Marcus and Nordstrom. Eberjey has expanded beyond women’s pajamas to include men’s, children’s, and bridal lines, staying true to its ethos of comfort and style.

And Mejia’s creative journey didn’t stop with fashion; she has also authored a forthcoming children’s book, The Butterfly Studio, which celebrates living a passionate and creative life.

Listen to the latest episode of Second Life to hear how Mejia has built a legacy brand, inspiring others to follow their dreams. Keep scrolling to shop some of our favorites from Eberjey.

Next: Meet Amrit Tietz: The International DJ Behind Modern Motherhood Platform Spread the Jelly

Welcome to Second Life, a podcast spotlighting successful women who've made major career changes—and fearlessly mastered the pivot. Hosted by Hillary Kerr, co-founder and chief content officer at Who What Wear, each episode gives you a direct line to women who are game changers in their fields. Subscribe to Second Life on Apple Podcasts, Spotify, or anywhere you get your podcasts to stay tuned.

Amrit Tietz, an international DJ and co-founder of Spread the Jelly, has carved a unique path by weaving her passion for music, storytelling, and connection into a multifaceted career. Born in Singapore and raised in Australia, Tietz defied cultural expectations by secretly abandoning an economics degree to pursue music. She gained entry into a prestigious conservatory program, where she honed her skills in music performance and taught herself to DJ in her spare time. After graduating, she took a bold leap, moving to New York City without a visa, determined to establish herself.

In New York, Tietz hustled her way into an advertising agency, starting as an assistant to the CEO. Her tenacity and knack for relationship-building led her to oversee brand and talent partnerships while deejaying on the side. After nearly six years, she took another bold leap, leaving the agency to become a full-time DJ. Since then, Tietz has toured globally, performing for iconic brands like Dior and Vogue, with her original music featured in HBO and Apple TV+ productions.

In 2023, Tietz added a new title to her repertoire: mother. Becoming a mother reshaped her perspective and inspired her latest venture, Spread the Jelly. As a DJ who performed at seven months pregnant and openly shared her postpartum journey and miscarriages online, Tietz found existing parenting platforms lacking authentic representation. Partnering with Creative Director Lauren Levinger, she co-founded Spread the Jelly, an independent online platform dedicated to redefining modern motherhood. The platform amplifies vulnerable, empowering stories from women such as Alison Roman, Elaine Welteroth, and Ilana Glazer, offering a space where diverse experiences of motherhood are celebrated and shared.

Listen to the latest episode of Second Life to hear how Tietz’s journey—from a self-taught DJ to a global performer and now a trailblazing advocate for modern motherhood—reflects her fearless commitment to authenticity and connection.

Next: Meet Sarah Davis: The Visionary Founder and President of Fashionphile

Welcome to Second Life, a podcast spotlighting successful women who've made major career changes—and fearlessly mastered the pivot. Hosted by Hillary Kerr, co-founder and chief content officer at Who What Wear, each episode gives you a direct line to women who are game changers in their fields. Subscribe to Second Life on Apple Podcasts, Spotify, or anywhere you get your podcasts to stay tuned.

If you're into fashion, there's a good chance you love Fashionphile. As an American luxury recommerce brand specializing in the buying and selling of pre-owned designer handbags, shoes, jewelry, watches, and accessories from renowned brands like Chanel and Louis Vuitton, Fashionphile has completely reshaped the fashion resale landscape. At the helm of the brand sits founder and president Sarah Davis. While Davis has built an incredibly successful fashion brand, her path was not linear.

In fact, she originally set out to become a lawyer, excelling in debate during high school, graduating from law school, and even passing the bar exam. Her career took an unexpected turn, leading her to build the largest online platform for ultra-luxury handbags and accessories in the United States.

While working her way through law school, Davis was resourceful, taking on odd jobs like cutting boys' hair and launching LawSwap.com, a platform for reselling used law books. Her entrepreneurial spirit was evident, but it was a chance conversation that changed everything. Overhearing someone discuss reselling items on eBay, Davis was intrigued. She began selling her own belongings on the site and quickly noticed a trend: Luxury handbags and accessories sold faster and retained their value better than anything else.

Spotting untapped potential in the luxury resale market, Davis launched Fashionphile in 1999 as an eBay storefront. What started as a side hustle grew into a powerhouse over the next 26 years. Today, Fashionphile boasts headquarters in San Diego and New York City, an office in Tokyo, and retail locations nationwide. The company shows no signs of slowing down, with 2024 marking its most profitable year yet.

Listen to the latest episode of Second Life to hear how Fashionphile's success lies in Davis's savvy ability to recognize the enduring value of luxury goods and build a trusted platform that caters to a growing demand for sustainable, high-end fashion. Keep scrolling to shop some of our Fashionphile favorites.

Next: Meet Denise Woodard: Founder and CEO of Partake Foods

Welcome to Second Life, a podcast spotlighting successful women who've made major career changes—and fearlessly mastered the pivot. Hosted by Hillary Kerr, co-founder and chief content officer at Who What Wear, each episode gives you a direct line to women who are game changers in their fields. Subscribe to Second Life on Apple Podcasts, Spotify, or anywhere you get your podcasts to stay tuned.

Denise Woodard, the founder and CEO of Partake Foods, never intended to become an entrepreneur. Before launching her allergy-friendly snack brand, she thrived in a high-powered career at the Coca-Cola Company, where she rose to director of national sales for its Venturing and Emerging Brands, overseeing notable brands like Honest Tea and Health-Ade. But in 2016, everything changed when her young daughter was diagnosed with severe food allergies. Struggling to find snacks that were both nutritious and delicious, Woodard faced a gap in the market—and a personal mission—that ultimately sparked the need to start Partake Foods.

Woodard was encouraged by her nanny to enter a local pitch competition with the seed of an idea for Partake Foods, a brand dedicated to providing safe and tasty snacks for kids with dietary restrictions. She won, sparking a journey that would redefine her life. For the first year, she juggled her day job, developing recipes and selling cookies out of her car on nights and weekends. Her mission was clear: ensure everyone, regardless of allergies, could “partake” in the joy of food.

The path to building the brand was neither linear nor smooth. Woodard emptied her 401(k) to fulfill early orders and faced rejection from 86 investors during fundraising. But her resilience paid off. In a historic milestone, she became the first Black woman to raise over $1 million for a packaged food company. Today, Partake Foods’ cookies, pancake mixes, and more are available in over 18,000 retailers, including Target and Whole Foods, making inclusive snacking a reality for countless families.

Beyond her business success, Woodard’s impact runs deeper. She founded the Black Futures Fellowship, a nonprofit organization that supports underrepresented individuals in the food and beverage industry, amplifying their voices in an industry where diversity is often lacking.

Listen to the latest episode of Second Life to hear how Woodard’s story is a masterclass in learning by doing, turning a personal challenge into a thriving business and a platform for change.

Next: Meet Alyssa Wasko Stein: The Founder of L.A.-Based Brand Donni