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Going Rogue

Going Rogue

Von: Radio Free Rhinecliff
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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?© 2025 Kunst
  • Trading Places as Edward Barsamian Takes the Mic to Get Jill Demling to Spill
    Feb 20 2026

    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
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    Send us your questions or comments by calling us at 518-21-ROGUE

    Be sure to follow Going Rogue on your favorite podcast platform.

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    2 Std. und 5 Min.
  • The Education of a Stylist: Natasha Royt on Vogue, Instinct, and Going Solo
    Feb 13 2026

    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.

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    1 Std. und 42 Min.
  • Inside Supermodel Karen Elson's World: Legendary Collaborations and Creative Rebellion
    Feb 6 2026

    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.

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    1 Std. und 46 Min.
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