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    Arts

    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?

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    Latest Episodes:
    Fashion's Visual Legacy: Phyllis Posnick on Working with Penn, Newton & Leibovitz May 23, 2025
    Show notes

    Jill welcomes legendary Vogue editor Phyllis Posnick for an intimate conversation about her extraordinary career that helped define fashion photography for decades. Karen Mulligan— agent and long-time studio manager for Annie Leibovitz—joins the discussion, offering insights into the collaborative process between editors and photographers. From her Long Island beginnings to becoming one of the most influential editors at Vogue, Posnick shares intimate stories about her collaborations with photography giants Irving Penn, Helmut Newton, Annie Leibovitz, and Steven Klein. Discover the behind-the-scenes magic of her most memorable shoots, the creative problem-solving that saved seemingly impossible situations, and her unique methodology for blending high fashion with compelling visual narratives. Posnick also reflects on the invaluable mentorship she received from Anna Wintour and Alexander Lieberman while offering aspiring creatives her hard-earned wisdom about patience, thorough preparation, and the collaborative spirit essential to creating iconic fashion imagery. This episode is an expert tutorial in visual storytelling from one of the industry's most respected visionaries.

    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.


    Celebrity Whisperer: Jonathan Van Meter pulls back the curtain on his extraordinary career interviewing Hollywood's elite. May 16, 2025
    Show notes

    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

    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.


    Jill explains what "Going Rogue" is all about May 14, 2025
    Show notes

    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? This podcast 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 creative people behind the scenes that made all the famous moments possible at Vogue

    This isn't just a podcast about fashion. It's a podcast 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?

    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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