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Going Rogue

Going Rogue

Written by: Radio Free Rhinecliff
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About this listen

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

    A Conversation with Stefan Beckman: Building Fashion's Iconic Worlds
    Jan 23 2026

    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
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    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 hr and 49 mins
  • Writer and Editor Ned Martel on Two Groundbreaking Magazines: George with JFK Jr. and Men's Vogue with Jay Fielden

    Writer and Editor Ned Martel on Two Groundbreaking Magazines: George with JFK Jr. and Men's Vogue with Jay Fielden
    Jan 16 2026

    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.
    Show More Show Less
    1 hr and 46 mins
  • Fashion's Invisible Hand: A Conversation with Paul Cavaco

    Fashion's Invisible Hand: A Conversation with Paul Cavaco
    Jan 9 2026

    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.
    Show More Show Less
    2 hrs and 32 mins
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