Trading Places as Edward Barsamian Takes the Mic to Get Jill Demling to Spill episode artwork

EPISODE · Feb 20, 2026 · 2H 4M

Trading Places as Edward Barsamian Takes the Mic to Get Jill Demling to Spill

from Going Rogue · host Radio Free Rhinecliff

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 Follow on TikTok Send us your questions or comments by calling us at 518-21-ROGUE Be sure to follow Going Rogue on your favorite podcast platform.

Episode metadata supplied by the publisher feed · Published Feb 20, 2026

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Trading Places as Edward Barsamian Takes the Mic to Get Jill Demling to Spill

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