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Going Rogue

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Rating
★★★★★
4.9
from
31 reviews
This podcast has
51 episodes
Language
English
Explicit
No
Date created
2025/05/14
Latest episode
2026/06/12
Average duration
97 min.
Release period
13 days

Description

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


Edward Enninful on Building EE72, Six Rihanna Covers, and Life After British Vogue
2026/06/12
Jill sits down with Edward Enninful, the former British Vogue editor-in-chief who left the top of the masthead to build his own house. One year into EE72, the media and entertainment company he founded with his sister Akua, Enninful closes out 72 Magazine's first year with Rihanna on the cover, their sixth collaboration across W, British Vogue, and now 72. He and Jill trace their shared history from American Vogue in 2006 through the 40-icon British Vogue finale, then go deep on the new cover: the queen concept, photographer Szilveszter Makó's hand-painted backdrops, and why every Rihanna shoot happens overnight. Along the way: the '90s versus now, social media and the death of the curator, his Tate exhibition, advice for young creatives, and what he calls "the big flat," the collapse of silos between fashion, art, film, and music. Plus rogue rapid fire and a Prince versus Beyoncé question with only one possible answer. 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.
"Channel Your Best Andrea Sachs": Six Real Assistants of Vogue
2026/05/01
With The Devil Wears Prada 2 hitting theaters this week, Jill pulls together moments from six former guests who actually lived the job, assisting Anna Wintour, André Leon Talley, Tonne Goodman, and Vogue's other most demanding desks. Leslie Fremar (yes, the real Emily), Brian Coats, Gabriella Karefa-Johnson, Edward Barsamian, Andrew Bevan, and Karla Martínez de Salas on the 18 trunks through customs, the faxes, the $10 lunch budgets, the run-throughs, and the sink-or-swim moments that built six remarkable careers. What Andrea Sachs couldn't handle in a day, these six did for years. 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.
The Devil Wears Prada: A Book, Two Movies, and Jill Demling
2026/04/24
In a role reversal, Ned Martel takes the mic to interview Jill about her two decades at Vogue, timed to the release of The Devil Wears Prada 2. As the assistant who hired Lauren Weisberger, and the woman who turns up on page 21 of the novel, Jill has a firsthand stake in a story the culture keeps retelling. She walks Ned through the day the galley arrived, Anna's pivot from private hurt to public ownership of the movie, and her own running defense of the leather pants. From there the conversation opens into an oral history of the job. Jill describes Vogue in 1998: no iPhones, twenty-five handwritten phone messages waiting every morning, a diary read upside-down across the desk, and a telepathy with Anna so refined that hearing her own name was sometimes the whole question. She lays out the Monday fashion, Tuesday features, Thursday scheduling choreography, and the creative friction between Grace Coddington, Camilla Nickerson, and Anna that produced stories no other magazine could match. Jill and Ned trade stories about the September 2006 Marie Antoinette cover at Versailles, the La La Land campaign and the notes Anna accidentally sent to Damien Chazelle, the cautionary tale of The Shipping News, the Lady Gaga anniversary issue, and the Chanel sunglasses Jill hunted across every Four Seasons gift shop in the country. She reflects on what she inherited from Anna: efficiency, anticipation, and the refusal to take no for an answer. The episode closes with Anna's own going-away speech for Jill, read aloud for the first time. 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 the archive) Celebrity Whisperer: Jonathan Van Meter pulls back the curtain on his extraordinary career interviewing Hollywood's elite.
2026/03/13
(From the archive) Jill chats with legendary journalist Jonathan Van Meter, whose byline has graced the pages of Vogue, Vanity Fair, and The New York Times. Jonathan pulls back the curtain on his extraordinary career interviewing Hollywood's elite—from emotional exchanges with Angelina Jolie to unforgettable moments with Jennifer Aniston and Lady Gaga. From his humble beginnings studying theater to becoming the founding editor of Vibe magazine, Jonathan shares the pivotal moments that shaped his journalistic journey. Discover his secrets for creating the perfect interview environment, the challenges in profiling celebrities, and the decisions that led to his most powerful work. This episode offers a masterclass in profile writing and a behind-the-scenes look at the vulnerable moments that never make it to print 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.
Priyanka Chopra Jonas on Bollywood, Hollywood, and the Long Road to Quantico
2026/03/06
In the Season one finale of Going Rogue, Jill Demling is joined by co-host Edward Barsamian to talk with Priyanka Chopra Jonas during her press tour for The Bluff, discussing her "pirate core" fashion choices, including wearing a customized film breastplate on the red carpet. Priyanka reflects on learning confidence through her parents' emphasis on agency, her military-family upbringing, and experiences of racism while living in the U.S. as a teen before returning to India. She recounts entering Miss India at her brother's urging, winning Miss World, and building a major Bollywood career before moving to Hollywood at 30 and feeling forced to start from zero, resisting "diversity check" roles and landing Quantico. The conversation covers her relationship with Vogue, becoming the first Indian woman on American Vogue's cover, the bittersweet nature of being "first," and her evolving style, brand partnerships, motherhood, and legacy. 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 Met Gala to Vogue: Edward Barsamian's Celebrity Fashion World (rerelease)
2026/02/27
Jill re-releases a chat with her friend and colleague Edward Barsamian to explore his fascinating decade-long journey through fashion media. Edward shares stories from his impressive career path, starting as a style director at Vogue where he closely followed airport looks and red carpet appearances of stars like Amal Clooney and Zoe Kravitz, then moving into the digital world of celebrity fashion coverage. The conversation covers Edward's early Vogue years, his time at Gilt Group and The New York Times Style Magazine, and his return to Vogue in a major digital position. Edward recounts his experiences at glamorous events like the Golden Globes and Met Gala, where he interviewed celebrities and helped drive the digital transformation of fashion reporting. He reflects on the changing landscape of fashion media while sharing behind-the-scenes moments with high-profile figures including Kim Kardashian, Rihanna, and Kendall Jenner. Later, as Edward moved to Victoria Beckham, he opens up about the unique challenges of bringing a brand's voice to life across digital channels. This episode delivers practical career insights, observations on fashion's evolution, and solid advice for newcomers to the field. Perfect for fashion lovers and anyone interested in breaking into the 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.
Trading Places as Edward Barsamian Takes the Mic to Get Jill Demling to Spill
2026/02/20
In this special episode of Going Rogue, the tables are turned as Edward Barsamian steps in as host, putting Jill in the guest seat for an unscripted conversation. The two first met on a Vogue shoot with Blake Lively in 2009 and worked together for six years at the magazine. Less than a year into launching Going Rogue, Jill steps away from behind the microphone to share her own story, from her unconventional path into fashion to her nearly two decades shaping celebrity culture at American Vogue. Jill traces her journey from a math major at Colgate who wore Betsy Johnson catsuits to upstate New York bars, to a temp worker in LA who accidentally wandered into Rob Reiner's private bathroom, to landing a dream job as Anna Wintour's assistant without knowing who Anna Wintour was. She reveals the strategic thinking behind cover selection, the delicate dance of negotiating with publicists and studios, and how she helped transform British Vogue into a global competitor during her collaboration with Edward Enninful. Beyond the glamour and legendary shoots at places like Versailles, Jill opens up about what inspired her to create a podcast, why she ultimately left Vogue after 19 years, and what excites her about working with independent publications, including Edward Enninful's EE72 and Carine Roitfeld's CR Fashion Book. It's a rare chance to hear the woman behind the microphone tell her own story. 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 Be sure to follow Going Rogue on your favorite podcast platform.
The Education of a Stylist: Natasha Royt on Vogue, Instinct, and Going Solo
2026/02/13
Jill sits down with stylist Natasha Royt, who cut her teeth under two of fashion's most formidable editors, Phyllis Posnick and Camilla Nickerson. Natasha takes us inside her years at Vogue, where she worked alongside photographers Irving Penn and Helmut Newton, and opens up about the long process of stepping out from under those towering influences to develop a creative identity of her own. She talks about the tension between precision and instinct in image-making, the holistic philosophy she brings to both her work and her life, and what she's seeing in fashion's shifting landscape. Plus, Natasha introduces her new Substack, First Option, a newsletter bringing together sharp shopping advice, styling know-how, and lifestyle inspiration, all filtered through her dual life as a veteran fashion stylist, devoted yogi, and spiritual seeker. 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 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.

Podcast reviews

Read Going Rogue podcast reviews


4.9 out of 5
31 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...
check all reviews on apple podcasts

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