Podcast · 125 episodes
Second Life
by Second Life · English
Hosted by Who What Wear co-founder Hillary Kerr, Second Life spotlights successful women who have made major career changes. Guests share lessons they've learned through fearlessly daring to pivot, and how they've used skills from their "first lives" to navigate their winding career journeys.
Latest episodes
The Who What Wear Podcast: Denim Consultant Benjamin Talley Smith Returns to Talk Fall Trends and the New Guest in Residence Denim LineDenim expert Benjamin Talley-Smith discusses fall denim trends (low-rise returns, color/prints, cuffing, wash directions), authenticity in jean design (especially perfecting washes/fit), and his new…30 Sep 2026 · 30 min
Casey Lewis: Creator of After SchoolCasey Lewis discusses her career path from teen blogging to major youth-culture editorial roles, then launching her own Substack, After School, during the pandemic.28 Sep 2026 · 51 min
The Who What Wear Podcast: Designer Christian Cowan Unpacks His Buzzy NYFW S/S 27 ShowChristian Cowan discusses his spring-summer 2027 New York Fashion Week show, focusing on “glamour” as a sensual, uncomfortable process (corsetry, padding, undergarments) rather than straightforward…23 Sep 2026 · 34 min
All episodes
The Who What Wear Podcast: Denim Consultant Benjamin Talley Smith Returns to Talk Fall Trends and the New Guest in Residence Denim LineDenim expert Benjamin Talley-Smith discusses fall denim trends (low-rise returns, color/prints, cuffing, wash directions), authenticity in jean design (especially perfecting washes/fit), and his new…30 Sep 2026 · 30 min · 13 chapters
Casey Lewis: Creator of After SchoolCasey Lewis discusses her career path from teen blogging to major youth-culture editorial roles, then launching her own Substack, After School, during the pandemic.28 Sep 2026 · 51 min · 24 chapters
The Who What Wear Podcast: Designer Christian Cowan Unpacks His Buzzy NYFW S/S 27 ShowChristian Cowan discusses his spring-summer 2027 New York Fashion Week show, focusing on “glamour” as a sensual, uncomfortable process (corsetry, padding, undergarments) rather than straightforward…23 Sep 2026 · 34 min · 15 chapters
Second Listen: Lili Reinhart: Actor, Producer, and Founder of Personal Day SkincareLily Reinhart discusses her “second life” after Riverdale—shifting from acting to producing and founding Personal Day skincare.21 Sep 2026 · 52 min · 24 chapters
The Who What Wear Podcast: New York Fashion Week S/S 27 Recap: Opulent Textiles, Unexpected Jewelry Styling, and Deconstructed TailoringNew York Fashion Week S/S 27 recap, focusing on anticipated shows, surprises, standout collections, spring 2027 trend predictions, and street-style styling cues.16 Sep 2026 · 27 min · 9 chapters
Annie Meyers-Shyer: Author and Creator of "This Oak House"Annie Meyers-Shyer (creator of “This Oak House”) discusses her career pivots from fashion magazine editing to tech (MySpace fashion director) to Chanel PR, then her decision to renovate her…14 Sep 2026 · 55 min · 23 chapters
The Who What Wear Podcast: Coach Creative Director Stuart Vevers on NYFW Prep, the Gen Z Coach Craze, and Designing Cult-Favorite BagsStuart Vevers, Coach creative director, discusses NYFW prep for Spring-Summer 2027, how he revitalized Coach since joining in 2013, designing for Gen Z, and bag design—especially Tabby, Brooklyn, and…9 Sep 2026 · 39 min · 17 chapters
Jess Rona: Founder of Jess Rona Grooming Salon and ShmoopJess Rona’s career pivot from aspiring actress to dog-grooming founder, how viral slow-motion grooming videos built her salon brand, and her upcoming dog beauty launch Shmoop.7 Sep 2026 · 52 min · 25 chapters
The Who What Wear Podcast: Sterling Point Costume Designer Marissa Schwartz on Acing Gen Z Style and Where to Shop the Characters' LooksCostume designer Marissa Schwartz discusses how she built Gen Z–authentic wardrobes for the YA series Sterling Point, including Annie’s evolution from polished New York teen to relaxed Muskoka lake…2 Sep 2026 · 43 min · 20 chapters
Roxana Saidi: Founder and CEO of TácheRoxana Saidi’s career arc from marketing/PR and a social media agency to founding Táche, a pistachio-milk brand built around taste, sustainability, and nutrition; plus lessons on rejection, team…31 Aug 2026 · 54 min · 20 chapters
The Who What Wear Podcast: Is the Era of Overproduced Weddings Finally Over? Wedding Expert Sunna Yassin Shares Where Wedding Trends Are Headed in 20272027 wedding trends and the shift away from overproduced, Instagram-first weddings toward intimacy, editing, atmosphere, and guest experience.26 Aug 2026 · 39 min · 18 chapters
Isabella Hughes: Cofounder and Chief Revenue Officer of Better SourIsabella Hughes’ career journey from art history and museum curation to entrepreneurship, angel investing, and co-founding Better Sour (2023).24 Aug 2026 · 49 min · 20 chapters
The Who What Wear Podcast: Founder of Diotima and Creative Director of Proenza Schouler Rachel Scott Talks Carrying On the Legacy of a BrandRachel Scott discusses how she blends her own creative vision with Proenza Schouler’s legacy after becoming the brand’s creative director, while also reflecting on founding Diotima, her design…19 Aug 2026 · 31 min · 15 chapters
Dr. Jill Biden: Educator and Former First LadyDr. Jill Biden’s career journey from public school English teacher to community college professor, then Second Lady and First Lady while keeping her teaching job; she discusses education, resilience,…17 Aug 2026 · 45 min · 21 chapters
The Who What Wear Podcast: Rudy Mance, Costume Designer for FX's Love Story: John F. Kennedy Jr. & Carolyn Bessette, on Re-Creating CBK's Timeless WardrobeCostume design for FX’s Love Story: John F. Kennedy Jr. & Carolyn Bessette—how Rudy Mance recreates CBK’s wardrobe using vintage sourcing, archival research, and exact fabric/fit details, including…12 Aug 2026 · 34 min · 12 chapters
Second Listen: Andrea Beaty: Award-Winning Children's AuthorAndrea Beaty’s career journey from tech support and technical writing to award-winning children’s author, plus how her books (Ada Twist Scientist, Rosie Revere Engineer, Iggy Peck Architect) became…10 Aug 2026 · 57 min · 26 chapters
The Who What Wear Podcast: Celebrity Hairstylist Adir Abergel Talks Crafting Charlize Theron's Stunning "The Odyssey" Press Tour HairCelebrity hairstylist Adir Abergel breaks down how he created Charlize Theron’s “The Odyssey” press-tour hair across London, Paris, and New York, plus the products and biotech haircare science behind…5 Aug 2026 · 41 min · 15 chapters
Second Listen: Renee Montgomery: Vice President and Part Owner of the Atlanta DreamRenee Montgomery’s “second life” after an 11+ year WNBA career—her path from UConn point guard to WNBA star, then to activism in 2020, retirement in 2021, and becoming part owner/vice president of…3 Aug 2026 · 59 min · 33 chapters
The Who What Wear Podcast: Celebrity Stylist Micaela Erlanger Talks Dressing Lupita Nyong'o for Her Ethereal "The Odyssey" Press TourCelebrity stylist Micaela Erlanger explains how she and Lupita Nyong’o built a cohesive, mythology-inspired wardrobe for the “The Odyssey” press tour—covering planning timelines, color palettes, and…29 Jul 2026 · 38 min · 16 chapters
Second Listen: Claudia Sulewski: Founder of CyklarClaudia Sulewski’s career journey from teenage YouTube creator to actress/director and founder of Cycler, plus how she built a luxury body-care brand focused on self-care, efficacious formulas, and…27 Jul 2026 · 57 min · 26 chapters
The Who What Wear Podcast: Celebrity Stylist Molly Dickson on Dressing the New Elle WoodsCelebrity stylist Molly Dickson discusses styling Lexi Minitri (the new Elle Woods) for the Elle press tour, using early-2000s Legally Blonde references, plus behind-the-scenes tailoring, archival…22 Jul 2026 · 25 min · 8 chapters
Cassandra Morales Thurswell: Founder and CEO of KitschCassandra Morales Thurswell’s career journey and how she built Kitsch from a $30,000 savings hair tie into a self-funded beauty brand, including pivots, retail expansion, and lessons from failure and…20 Jul 2026 · 55 min · 30 chapters
The Who What Wear Podcast: Everything You Need From the Nordstrom Anniversary Sale With Fashion Director Linda Cui ZhangNordstrom’s 125th Anniversary Sale (July 18–Aug 9) with newly arrived fall styles on sale, plus the “nine to know” fall trends, shoe and bag picks, and beauty restocks.15 Jul 2026 · 20 min · 9 chapters
Lauren Wang: CEO and Founder of The Flex CompanyLauren Wong, CEO/founder of The Flex Company, discusses building a menstrual product brand after years of struggling with period products, her career path across tech/marketing/PR, and how customer…13 Jul 2026 · 55 min · 21 chapters