Going Rogue

In a role reversal, Ned Martel takes the mic to interview Jill about her two decades at Vogue, timed to the release of The Devil Wears Prada 2. As the assistant who hired Lauren Weisberger, and the woman who turns up on page 21 of the novel, Jill has a firsthand stake in a story the culture keeps retelling. She walks Ned through the day the galley arrived, Anna's pivot from private hurt to public ownership of the movie, and her own running defense of the leather pants.

From there the conversation opens into an oral history of the job. Jill describes Vogue in 1998: no iPhones, twenty-five handwritten phone messages waiting every morning, a diary read upside-down across the desk, and a telepathy with Anna so refined that hearing her own name was sometimes the whole question. She lays out the Monday fashion, Tuesday features, Thursday scheduling choreography, and the creative friction between Grace Coddington, Camilla Nickerson, and Anna that produced stories no other magazine could match.

Jill and Ned trade stories about the September 2006 Marie Antoinette cover at Versailles, the La La Land campaign and the notes Anna accidentally sent to Damien Chazelle, the cautionary tale of The Shipping News, the Lady Gaga anniversary issue, and the Chanel sunglasses Jill hunted across every Four Seasons gift shop in the country. She reflects on what she inherited from Anna: efficiency, anticipation, and the refusal to take no for an answer. The episode closes with Anna's own going-away speech for Jill, read aloud for the first time.

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.

(From the archive)

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.

In the Season one finale of Going Rogue, Jill Demling is joined by co-host Edward Barsamian to talk with Priyanka Chopra Jonas during her press tour for The Bluff, discussing her "pirate core" fashion choices, including wearing a customized film breastplate on the red carpet. Priyanka reflects on learning confidence through her parents' emphasis on agency, her military-family upbringing, and experiences of racism while living in the U.S. as a teen before returning to India. She recounts entering Miss India at her brother's urging, winning Miss World, and building a major Bollywood career before moving to Hollywood at 30 and feeling forced to start from zero, resisting "diversity check" roles and landing Quantico. The conversation covers her relationship with Vogue, becoming the first Indian woman on American Vogue's cover, the bittersweet nature of being "first," and her evolving style, brand partnerships, motherhood, and legacy.

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.

Jill re-releases a chat with her friend and colleague Edward Barsamian to explore his fascinating decade-long journey through fashion media. Edward shares stories from his impressive career path, starting as a style director at Vogue where he closely followed airport looks and red carpet appearances of stars like Amal Clooney and Zoe Kravitz, then moving into the digital world of celebrity fashion coverage.

The conversation covers Edward's early Vogue years, his time at Gilt Group and The New York Times Style Magazine, and his return to Vogue in a major digital position. Edward recounts his experiences at glamorous events like the Golden Globes and Met Gala, where he interviewed celebrities and helped drive the digital transformation of fashion reporting. He reflects on the changing landscape of fashion media while sharing behind-the-scenes moments with high-profile figures including Kim Kardashian, Rihanna, and Kendall Jenner.

Later, as Edward moved to Victoria Beckham, he opens up about the unique challenges of bringing a brand's voice to life across digital channels. This episode delivers practical career insights, observations on fashion's evolution, and solid advice for newcomers to the field. Perfect for fashion lovers and anyone interested in breaking into the industry.

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.

In this special episode of Going Rogue, the tables are turned as Edward Barsamian steps in as host, putting Jill in the guest seat for an unscripted conversation. The two first met on a Vogue shoot with Blake Lively in 2009 and worked together for six years at the magazine. Less than a year into launching Going Rogue, Jill steps away from behind the microphone to share her own story, from her unconventional path into fashion to her nearly two decades shaping celebrity culture at American Vogue.
Jill traces her journey from a math major at Colgate who wore Betsy Johnson catsuits to upstate New York bars, to a temp worker in LA who accidentally wandered into Rob Reiner's private bathroom, to landing a dream job as Anna Wintour's assistant without knowing who Anna Wintour was. She reveals the strategic thinking behind cover selection, the delicate dance of negotiating with publicists and studios, and how she helped transform British Vogue into a global competitor during her collaboration with Edward Enninful.
Beyond the glamour and legendary shoots at places like Versailles, Jill opens up about what inspired her to create a podcast, why she ultimately left Vogue after 19 years, and what excites her about working with independent publications, including Edward Enninful's EE72 and Carine Roitfeld's CR Fashion Book. It's a rare chance to hear the woman behind the microphone tell her own story.

Follow on Instagram and Threads at @goingrogue.podcast and @jilldemling

Follow on Bluesky

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Send us your questions or comments by calling us at 518-21-ROGUE

Be sure to follow Going Rogue on your favorite podcast platform.