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?
Note: This is a re-released episode from June 2025. When Jill sat down with Versha Sharma, she was Editor-in-Chief of Teen Vogue. Since then, Condé Nast has folded Teen Vogue into vogue.com, eliminating the masthead entirely. Sharma’s job and the editorial identity she built were swept away in that restructuring, which is exactly why this conversation feels even more relevant now.
Jill sits down with Versha Sharma for the story of her climb to EIC at one of America’s most influential youth publications. Drawing from her Louisiana upbringing as the daughter of Indian immigrants, Sharma opens up about the feelings of otherness that fueled her passion for amplifying marginalized voices. The conversation traces her path from Obama’s 2008 campaign through her evolution into journalism and her leadership at Teen Vogue during COVID-19 and the social justice reckoning of 2020.
Sharma describes the strategic evolution she guided, from embracing digital-first publishing to prioritizing video content for Gen Z audiences. The episode highlights groundbreaking editorial choices under her guidance, including features on Vivian Wilson, Elon Musk’s transgender daughter, and Representative Maxwell Frost, the first Gen Z member of Congress.
Listening back, this conversation is a reminder of what leadership actually looks like in media and how much is lost when the industry sidelines the voices who push it forward.
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Going Rogue is produced by Jill Demling and Maddie Kelly, who also serves as our social media director. Matty Rosenberg is the executive producer
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