Going Rogue

Going Rogue
Podcast 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?
Podcast Insights
Content Themes
The podcast centers around the intersection of fashion, celebrity culture, and media, focusing on themes such as the behind-the-scenes stories of photo shoots, personal experiences in the industry, and practical advice for aspiring creatives. Episodes explore topics like the infamous moments from Vogue shoots and the artistry involved in creating celebrity interviews, showcasing how these narratives have shaped public perception of fashion and culture.

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?
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
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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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