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Radio Free Rhinecliff · Arts & Culture

Going Rogue

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?

Episodes

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From House of Z to Gap Inc.: Zac Posen Goes Rogue

30 Oct 2026
1h 46m
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Zac Posen’s career trajectory illustrates the intersection of raw creative instinct and the harsh realities of corporate scaling. Growing up in a SoHo loft surrounded by artists, Posen developed a deep understanding of craft and construction that propelled him to early fame with House of Z. However, the rapid expansion...

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Previously on Going Rogue: The Season 1 Recap

23 Oct 2026
55m
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Edward Enninful on Building EE72, Six Rihanna Covers, and Life After British Vogue

12 Jun 2026
54m
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"Channel Your Best Andrea Sachs": Six Real Assistants of Vogue

01 May 2026
1h 22m
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The Devil Wears Prada: A Book, Two Movies, and Jill Demling

24 Apr 2026
1h 18m
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(From the archive) Celebrity Whisperer: Jonathan Van Meter pulls back the curtain on his extraordinary career interviewing Hollywood's elite.

13 Mar 2026
1h 20m
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Priyanka Chopra Jonas on Bollywood, Hollywood, and the Long Road to Quantico

06 Mar 2026
1h 17m
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From Met Gala to Vogue: Edward Barsamian's Celebrity Fashion World (rerelease)

27 Feb 2026
1h 27m
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Trading Places as Edward Barsamian Takes the Mic to Get Jill Demling to Spill

20 Feb 2026
2h 4m
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The Education of a Stylist: Natasha Royt on Vogue, Instinct, and Going Solo

13 Feb 2026
1h 41m
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Inside Supermodel Karen Elson's World: Legendary Collaborations and Creative Rebellion

06 Feb 2026
1h 46m
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Breaking Boundaries: Nicola Formichetti on Fashion, Gaga, and Fearless Creativity

30 Jan 2026
1h 22m
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Nicola Formichetti, a fashion creator, discusses his journey from Rome's flea markets to becoming a leading figure in the fashion industry. Formichetti emphasizes the importance of trusting one's instincts and embracing mistakes as learning opportunities. He credits his mother's strong sense of style for inspiring his ...

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

23 Jan 2026
1h 49m
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Writer and Editor Ned Martel on Two Groundbreaking Magazines: George with JFK Jr. and Men's Vogue with Jay Fielden

16 Jan 2026
1h 46m
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Fashion's Invisible Hand: A Conversation with Paul Cavaco

09 Jan 2026
2h 32m
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Paul Cavaco, a stylist and editor, recounts his career shaping fashion imagery for magazines like Harper's Bazaar, Vogue, and Allure. He emphasizes the importance of believing in the image, ensuring clothes suit the situation and reveal the wearer's character. Cavaco details his early influences, including working with...

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Revisiting Tonne Goodman's Vogue Legacy

02 Jan 2026
1h 23m
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The Making of Makeup Artist Francelle Daly, A Story of Passion and Perseverance

26 Dec 2025
1h 54m
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Inside Nick Knight's Vision: The Past, Present, and Future of Fashion Imagery

19 Dec 2025
1h 33m
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Master Hairstylist Garren on Five Decades of Fashion, From Avedon to Instagram

12 Dec 2025
2h 15m
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Versha Sharma Revisited: What Disappeared When Teen Vogue Was Folded

05 Dec 2025
43m
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