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★★★★★

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Welcome to the ultimate insider's guide to the world of fashion, celebrity, and media—straight from the heart of Vogue. I’m Jill Demling and for nearly two decades I was the Entertainment Director of Vogue. I've booked over 200 American Vogue covers, 30 covers for British Vogue, and more than 50 covers worldwide. That's nearly 300 covers that shaped pop culture, defined fashion, and captured the zeitgeist. But those perfect images? They're just the tip of the iceberg. "Going Rogue" is your backstage pass to the moments that never made it to print. The stories from the photographers who captured magic, the stylists who created iconic looks, and the writers who know every secret. You'll hear about the celebrities, the shoots that almost didn't happen, and the untold drama behind fashion's most memorable moments. Remember "The Devil Wears Prada"? That fictional 11-month snapshot? I was there for the real story—I even hired the person the book was based on and appear on page 21 of the book. But this isn't about one story. It's about hundreds of stories, from someone who was on the inside. This podcast is not an exposé, it's a celebration of the brilliant people behind the scenes that made all the famous moments possible at Vogue. It isn't just a podcast about fashion. It's about creativity, ambition, art, and the human stories behind the images that helped define a generation. We'll reveal how the talents behind these shoots got their start, and they'll share masterclass-level advice for a new generation of stylists, photographers, and creatives looking to make their mark. We're going behind the scenes of a world most people only glimpse through glossy pages and red carpet moments. Are you ready to go rogue with me?

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Check latest episodes from Going Rogue podcast

Inside Supermodel Karen Elson's World: Legendary Collaborations and Creative Rebellion

2026/02/06

Karen Elson shares her remarkable journey from an unconventional supermodel to a musician, activist, and aspiring actor. Known for her signature pale skin, red hair, and unique beauty, Karen made waves in the fashion industry by gracing over 30 international Vogue covers and walking the runways for major designers like McQueen, Chanel, and Versace. She discusses her early struggles with bullying and an eating disorder, finding solace and inspiration in fashion magazines. Jill delves into Karen’s transformative experiences with iconic photographers like Steven Meisel, Tim Walker, and Peter Lindbergh, highlighting her collaborative spirit and willingness to push boundaries. Karen also touches on her activism work, including fighting for models' rights and her insights into the shifts within the fashion industry. Follow on Instagram and Threads at @goingrogue.podcast and @jilldemling Follow on Bluesky Follow on TikTok Send us your questions or comments by calling us at 518-21-ROGUE Going Rogue is produced by Jill Demling and Maddie Kelly, who also serves as our social media director. Matty Rosenberg is the executive producer Be sure to follow Going Rogue on your favorite podcast platform. Going Rogue is part of the Radio Free Rhinecliff media network.

Breaking Boundaries: Nicola Formichetti on Fashion, Gaga, and Fearless Creativity

2026/01/30

Jill sits down with visionary creative director Nicola Formichetti for an conversation about his journey through the fashion world. Known for his work with Lady Gaga, his tenure at Diesel, and his current role at MAC Cosmetics, Nicola opens up about the experiences that shaped his approach to fashion and creativity. Nicola takes us back to his early days exploring the flea markets of Rome and traces his path to working at the highest levels of global fashion. He gets real about his boundary-pushing approach to creativity and why embracing mistakes has been key to his success. Nicola sharing what it was really like creating some of fashion's most memorable imagery with photographers like Nick Knight and Steven Klein. Nicola also talks about his current role at MAC Cosmetics, where he's bringing his vision to beauty and fashion. He's all breaking rules, challenging the status quo, and trusting your creative instincts, even when you're not sure where you're headed. Along the way, Nicola mentions the people who've shaped his path, including his mother, Alister Mackie, Katie Grand, Katy England, Jefferson Hack, Kim Jones, Gwen Stefani, Richard Burbridge, Miles Aldridge, Anna Cockburn, Tomo Koizumi, Eugene Tong, and James Gager. For anyone interested in innovation, creative courage, and authentic self-expression in fashion and beyond, this conversation offers plenty to think about. Follow on Instagram and Threads at @goingrogue.podcast and @jilldemling Follow on Bluesky Follow on TikTok Send us your questions or comments by calling us at 518-21-ROGUE Going Rogue is produced by Jill Demling and Maddie Kelly, who also serves as our social media director. Matty Rosenberg is the executive producer

A Conversation with Stefan Beckman: Building Fashion's Iconic Worlds

2026/01/23

Jill chats with Stefan Beckman, one of fashion's most influential set designers. Over 25 years, Beckman has created unforgettable environments for Marc Jacobs, Chanel, Prada, and Louis Vuitton while collaborating with photography icons Steven Meisel, Peter Lindbergh, Steven Klein, Tim Walker, Craig McDean, Herb Ritts, and Fabian Baron. Stefan traces his path from theater and film school to becoming fashion's go-to set designer, revealing the creative process behind landmark fashion shows and editorial shoots. He discusses how his formative years shaped his visual approach and shares his perspective on where set design is headed as the industry transforms. Stefan recounts memorable moments with Whitney Houston, Notorious B.I.G., Cher, JLo, the Rolling Stones, LL Cool J, Jamie Foxx, Gwyneth Paltrow, Winona Ryder, Gisele Bündchen, Renee Zellweger, Amber Valletta, Matt Damon, Jake Gyllenhaal, Daria Werbowy, Kate Hudson, Owen Wilson, Rihanna, Billie Eilish, Angelina Jolie, and Beyoncé. Check out the video on our YouTube channel with many of the images discussed in this episode Follow on Instagram and Threads at @goingrogue.podcast and @jilldemling Follow on Bluesky Follow on TikTok Send us your questions or comments by calling us at 518-21-ROGUE Going Rogue is produced by Jill Demling and Maddie Kelly, who also serves as our social media director. Matty Rosenberg is the executive producer Be sure to follow Going Rogue on your favorite podcast platform. Going Rogue is part of the Radio Free Rhinecliff media network.

Writer and Editor Ned Martel on Two Groundbreaking Magazines: George with JFK Jr. and Men's Vogue with Jay Fielden

2026/01/16

Jill sits down with writer and editor, Ned Martel, who shares his experiences working with two of the most daring magazine experiments of our time, George Magazine with John F. Kennedy Jr., and Men's Vogue under Jay Fielden. What made these publications revolutionary, the cultural and creative challenges they faced, and the eventual shuttering of both titles. Martel also opens up about the personal impacts of losing close friends and navigating the media landscape as a gay man. Martel offers insights into the history of magazines, journalism, and ambitious storytelling. Follow on Instagram and Threads at @goingrogue.podcast and @jilldemling Follow on Bluesky Follow on TikTok Send us your questions or comments by calling us at 518-21-ROGUE Going Rogue is produced by Jill Demling and Maddie Kelly, who also serves as our social media director. Matty Rosenberg is the executive producer Be sure to follow Going Rogue on your favorite podcast platform. Going Rogue is part of the Radio Free Rhinecliff media network.

Fashion's Invisible Hand: A Conversation with Paul Cavaco

2026/01/09

For over four decades, Paul Cavaco has been fashion's invisible hand, the editor who shapes the iconic images we see but rarely thinks about who made them possible. In this episode, Jill sits down with Paul to talk about his work at Harper's Bazaar, Vogue, and Allure, and what it takes to create images that actually mean something. He shares stories about collaborating with photographers like Richard Avedon, Steven Meisel, Annie Leibovitz, and Bruce Weber, and explains the chemistry between editors and photographers that turns a photo shoot into something memorable. Paul also talks about the difference between style and trends, his path from the Bronx to the center of American fashion, and how the industry has changed over the years. If you're into these conversations, rate, review, and subscribe to keep them going! Follow on Instagram and Threads at @goingrogue.podcast and @jilldemling Follow on Bluesky Follow on TikTok Send us your questions or comments by calling us at 518-21-ROGUE Going Rogue is produced by Jill Demling and Maddie Kelly, who also serves as our social media director. Matty Rosenberg is the executive producer Be sure to follow Going Rogue on your favorite podcast platform. Going Rogue is part of the Radio Free Rhinecliff media network.

Revisiting Tonne Goodman's Vogue Legacy

2026/01/02

Note: This re-released episode from June 2025 features Tonne Goodman, longtime fashion director at American Vogue who styled over 200 covers, most with Jill. Tonne witnessed fashion's seismic shift from photographer-first covers to celebrity-driven ones, working under Liz Tilberis at Harper's Bazaar and Anna Wintour at Vogue. This episode returns now because next week's guest, Paul Cavaco, shares a deeply intertwined career with Tonne. They were co-fashion directors at Bazaar before Tonne took over when Paul left for Allure. Like her signature uniform of white jeans, loafers, and a silk scarf, Tonne's work has always been about clarity over noise. Tonne shares her path from art school and early modeling to working with Calvin Klein before joining American Vogue, where she was mentored by the legendary Diana Vreeland. She recounts behind-the-scenes stories from high-profile celebrity shoots featuring stars like Angelina Jolie, Charlize Theron, and Britney Spears, and discusses her collaborations with top photographers including Mario Testino, Steven Meisel, Herb Ritts, and Annie Leibovitz. As they explore her career, Tonne emphasizes the collaborative spirit essential to successful fashion shoots and her diplomatic approach to managing complex productions. Drawing from her own experience as a former model, she reveals her fierce commitment to advocating for and protecting the talent she works with. Follow on Instagram and Threads at @goingrogue.podcast and @jilldemling Follow on Bluesky Follow on TikTok Send us your questions or comments by calling us at 518-21-ROGUE

The Making of Makeup Artist Francelle Daly, A Story of Passion and Perseverance

2025/12/26

Jill chats with Francelle Daly, a renowned New Orleans-born makeup artist whose journey to the top was fueled by pure hustle and determination. Beginning her career at the Saks makeup counter, Francelle quickly scaled the ranks, working on sets with legendary photographers like Annie Leibovitz and Craig McDean. Francelle shares the story of her unconventional path, her resilience in the face of industry challenges, and her experiences working on high-stakes projects like a celebrity cruise campaign during the pandemic. Francelle also delves into her collaboration with iconic figures such as Grace Coddington and Phyllis Posnick, and the creative freedom she experiences working with independent magazines. She talks about the inception and philosophy behind her brand, Lovecraft Beauty, a venture that aims to build a creative community. Francelle shares lessons on perseverance, innovation, and the power of following one's passion. Follow on Instagram and Threads at @goingrogue.podcast and @jilldemling Follow on Bluesky Follow on TikTok Send us your questions or comments by calling us at 518-21-ROGUE Going Rogue is produced by Jill Demling and Maddie Kelly, who also serves as our social media director. Matty Rosenberg is the executive producer Be sure to follow Going Rogue on your favorite podcast platform. Going Rogue is part of the Radio Free Rhinecliff media network.

Inside Nick Knight's Vision: The Past, Present, and Future of Fashion Imagery

2025/12/19

Join Jill for a conversation with iconic image maker Nick Knight. For over 40 years, Knight has redefined fashion imagery, working with i-D, Vogue, and W. From documenting street culture and collaborating with Yohji Yamamoto, Linda Evangelista, and British Vogue to founding SHOWstudio and creating projects with Alexander McQueen, Björk, Lady Gaga, and Kanye West, Knight has transformed how fashion is seen and experienced. He discusses his philosophy that photography is about creating what you want to see rather than capturing reality, addressing digital photography, AI, and the importance of moving forward. Reflections on past collaborations and thoughts on the future of fashion and technology. Follow on Instagram and Threads at @goingrogue.podcast and @jilldemling Follow on Bluesky Follow on TikTok Send us your questions or comments by calling us at 518-21-ROGUE Going Rogue is produced by Jill Demling and Maddie Kelly, who also serves as our social media director. Matty Rosenberg is the executive producer Be sure to follow Going Rogue on your favorite podcast platform. Going Rogue is part of the Radio Free Rhinecliff media network.

Master Hairstylist Garren on Five Decades of Fashion, From Avedon to Instagram

2025/12/12

Jill talks with Garren, the legendary hairstylist who shaped fashion history over five decades. From his modest beginnings in a basement salon in Niagara Falls to becoming a fixture at Bergdorf Goodman and a trusted creative partner to photographers like Irving Penn, Richard Avedon, and Steven Meisel, Garren's journey is nothing short of extraordinary. They explore his work on transformative looks: Farrah Fawcett's feathered waves, Linda Evangelista's endless reinventions, and signature styles for Victoria Beckham and Karlie Kloss. Garren reflects on his collaborative relationships with fashion greats including Patrick Demarchelier, Bill King, and Arthur Elgort, plus challenging editorial shoots with Polly Mellen, Phyllis Posnick, Grace Coddington, and Tonne Goodman. From the evolution of hairstyling and the importance of mentorship to the industry's shift in the Instagram and AI era, it's a master class in fashion history for anyone who loves the craft. Follow on Instagram and Threads at @goingrogue.podcast and @jilldemling Follow on Bluesky Follow on TikTok Send us your questions or comments by calling us at 518-21-ROGUE Going Rogue is produced by Jill Demling and Maddie Kelly, who also serves as our social media director. Matty Rosenberg is the executive producer Be sure to follow Going Rogue on your favorite podcast platform. Going Rogue is part of the Radio Free Rhinecliff media network.

Versha Sharma Revisited: What Disappeared When Teen Vogue Was Folded

2025/12/05

Note: This is a re-released episode from June 2025. When Jill sat down with Versha Sharma, she was Editor-in-Chief of Teen Vogue. Since then, Condé Nast has folded Teen Vogue into vogue.com, eliminating the masthead entirely. Sharma's job and the editorial identity she built were swept away in that restructuring, which is exactly why this conversation feels even more relevant now. Jill sits down with Versha Sharma for the story of her climb to EIC at one of America's most influential youth publications. Drawing from her Louisiana upbringing as the daughter of Indian immigrants, Sharma opens up about the feelings of otherness that fueled her passion for amplifying marginalized voices. The conversation traces her path from Obama's 2008 campaign through her evolution into journalism and her leadership at Teen Vogue during COVID-19 and the social justice reckoning of 2020. Sharma describes the strategic evolution she guided, from embracing digital-first publishing to prioritizing video content for Gen Z audiences. The episode highlights groundbreaking editorial choices under her guidance, including features on Vivian Wilson, Elon Musk's transgender daughter, and Representative Maxwell Frost, the first Gen Z member of Congress. Listening back, this conversation is a reminder of what leadership actually looks like in media and how much is lost when the industry sidelines the voices who push it forward. Follow on Instagram and Threads at @goingrogue.podcast and @jilldemling Follow on Bluesky Follow on TikTok Send us your questions or comments by calling us at 518-21-ROGUE Going Rogue is produced by Jill Demling and Maddie Kelly, who also serves as our social media director. Matty Rosenberg is the executive producer

Steven Klein on Breaking Rules, Beauty, and His Vogue Legacy

2025/11/28

Jill speaks with iconic artist and photographer Steven Klein for an intimate exploration of his groundbreaking career. Renowned for his transgressive, culturally resonant imagery, Klein discusses his new book 'Steven Klein Vogue,' which chronicles two decades of boundary-pushing work within mainstream fashion photography. The conversation traces his journey from his Rhode Island upbringing through his transformative collaborations with Anna Wintour, Grace Coddington, Phyllis Posnick, Garren, Kate Betts, and Liz Tilberis at Vogue. Klein reflects on working with legendary figures including Alexander McQueen, Madonna, Prince, Pat McGrath, Angelina Jolie, Nicole Kidman, Beyoncé, Rihanna, Gisele Bündchen, Brad Pitt, and countless other luminaries who have shaped contemporary fashion and culture. Follow on Instagram and Threads at @goingrogue.podcast and @jilldemling Follow on Bluesky Follow on TikTok Send us your questions or comments by calling us at 518-21-ROGUE Going Rogue is produced by Jill Demling and Maddie Kelly, who also serves as our social media director. Matty Rosenberg is the executive producer Be sure to follow Going Rogue on your favorite podcast platform. Going Rogue is part of the Radio Free Rhinecliff media network.

From Bloomingdale's Windows to Vogue's Inner Circle with Candy Pratts Price

2025/11/21

Jill chats with legendary fashion insider Candy Pratts Price, whose decades-long career has left an indelible mark on the industry. From revolutionizing Bloomingdale's windows to pioneering digital fashion journalism at style.com to serving as Anna Wintour's right hand at Vogue, Candy has been a transformative force behind fashion's biggest cultural moments. She shares her journey from Washington Heights to the industry's highest echelons, offering her unique philosophy on fashion as entertainment and reflecting on how the cultural landscape has evolved throughout her career. Through personal anecdotes and hard-won insights, Candy reveals what it takes to modernize an industry while remaining one of its most powerful yet unseen influencers. For visuals discussed in the episode, visit the Going Rogue podcast's Instagram. Follow on Instagram and Threads at @goingrogue.podcast and @jilldemling Follow on Bluesky Follow on TikTok Send us your questions or comments by calling us at 518-21-ROGUE Going Rogue is produced by Jill Demling and Maddie Kelly, who also serves as our social media director. Matty Rosenberg is the executive producer Be sure to follow Going Rogue on your favorite podcast platform. Going Rogue is part of the Radio Free Rhinecliff media network.

Jawara Wauchope on Representation and Hair Artistry

2025/11/14

Jill talks with Jawara Wauchope about his journey, whose passion for hairstyling began at age six, sweeping floors in a Kingston salon and eventually transforming his sister into a music video muse. Born in Brooklyn and raised in Jamaica until he was ten, Jawara returned to Queens and pursued an unconventional path through salon apprenticeships and the Fashion Institute of Technology (FIT). After years assisting fashion legends like Guido Palau, Sam McKnight, Luigi Murenu, and Paul Hanlon, he mastered techniques for working with any hair type at the highest level. His breakthrough came in 2013 when he went solo. From Vogue covers to Beyoncé's Renaissance shoot for British Vogue and Rihanna's first pregnancy reveal for American Vogue, Jawara hasn't just broken barriers: he's championed representation and elevated Black hair artistry to the forefront of fashion. Follow on Instagram and Threads at @goingrogue.podcast and @jilldemling Follow on Bluesky Follow on TikTok Send us your questions or comments by calling us at 518-21-ROGUE Going Rogue is produced by Jill Demling and Maddie Kelly, who also serves as our social media director. Matty Rosenberg is the executive producer Be sure to follow Going Rogue on your favorite podcast platform. Going Rogue is part of the Radio Free Rhinecliff media network.

Mickey Boardman: The Man Who Shaped Paper Magazine

2025/11/07

Jill chats with Mickey Boardman, also known as Mr. Mickey, the cultural tastemaker and heart of Paper Magazine for the past three decades. From his beginnings as a kid in suburban Illinois obsessed with glamor to becoming New York's most beloved cultural tastemaker, Mickey shares his journey, including insights into the famous Kim Kardashian 'Break the Internet' cover, his unique editorial vision, and his passion for celebrating creativity and authenticity. Through stories of his early work, internships, and transformative moments at Paper, Mickey reveals how he embraced his uniqueness and helped shape the magazine industry. Follow on Instagram and Threads at @goingrogue.podcast and @jilldemling Follow on Bluesky Follow on TikTok Send us your questions or comments by calling us at 518-21-ROGUE Going Rogue is produced by Jill Demling and Maddie Kelly, who also serves as our social media director. Matty Rosenberg is the executive producer Be sure to follow Going Rogue on your favorite podcast platform. Going Rogue is part of the Radio Free Rhinecliff media network.

From Chicago's South Side to Fashion's Top: Law Roach's Story

2025/10/31

Jill welcomes Law Roach, the visionary stylist who transformed Zendaya into a fashion icon. As the first Black stylist to top the Hollywood Reporter's power list and win the CFDA's Inaugural Stylist Award, Law traces his evolution from Chicago's South Side to founding Deliciously Vintage to becoming one of fashion's most influential voices. He reveals the psychology driving his distinctive styling approach, explains his revolutionary concept of method dressing, and shares the personal mantras that fuel his work. Discover how his partnership with Zendaya began, the strategies he used to overcome industry gatekeeping, and why he believes magazines remain essential to a stylist's success. Law's philosophy on confidence and his rule-breaking approach to fashion offer a masterclass in reshaping an industry. Jill’s conversation captures the vision and legacy of a stylist who fundamentally changed the game. Follow on Instagram and Threads at @goingrogue.podcast and @jilldemling Follow on Bluesky Follow on TikTok Send us your questions or comments by calling us at 518-21-ROGUE Going Rogue is produced by Jill Demling and Maddie Kelly, who also serves as our social media director. Matty Rosenberg is the executive producer Be sure to follow Going Rogue on your favorite podcast platform. Going Rogue is part of the Radio Free Rhinecliff media network.

Podcast reviews

Read Going Rogue podcast reviews

5 out of 5

26 reviews

★★★★★

KathrynWV 2025/12/18

Loving this pod!

I’ve loved each episode (especially the photographer/set design ones.) I was staff photog at Hearst for many years & am loving this bts podcast! Ji...

★★★★★

Sunshine7110 2025/10/13

Love!

Best new insider fashion business podcast

★★★★★

Slimkd 2025/08/31

A must for fashion nerds!

The Grace Coddington episode had me hooked! I’ve been reading Vogue since I was 16 and I love hearing the behind the scenes stories. Jill does an amaz...

★★★★★

Sho Nuff Boo 2025/08/07

Fun and nostalgic.

A fun trip down memory lane. I wish the host would explain more about her guests’ special talents and what makes them I stand out.

★★★★★

Willy P L 2025/08/05

A fashion must

Such a great podcast for any fashion fan! Insight and stories are amazing!

★★★★★

Chrissy 466 2025/06/17

Magazine love

This is really so in-depth if you love Vogue.

★★★★★

kevinharryphoto 2025/05/30

Awesome insight

Great interview with Norman, Will definitely tune in to hear more.

★★★★★

Jill Dem55 2025/05/16

Going Rogue ep 1

Jonathan is hilarious. And you get to hear the juicy celebrity secrets that he couldn’t include in his cover stories for Vogue. The Britney Spears sto...

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