Going Rogue

From Devil's Assistant to Star Stylist: Leslie Fremar's Journey


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Jill sits down with celebrity stylist Leslie Fremar for a look at her remarkable career journey, from her early days as Anna Wintour's assistant to independent celebrity styling. Leslie takes us back to what it was really like being an assistant in fashion's golden era with the countless behind-the-scenes challenges that shaped her resilience. She opens up about her styling philosophy centered on timeless, quality pieces, and pays tribute to her most influential mentors, both Anna Wintour and Vogue editor Tonne Goodman, whose guidance helped shape her approach to fashion and career. Leslie shares stories from her transition to independent celebrity styling, including memorable moments working with Charlize Theron and styling for major red carpet events. She doesn't shy away from discussing the industry's tough realities, from grueling photo shoots to navigating customs with designer pieces, while offering hard-earned career wisdom for aspiring stylists about the value of apprenticeships and staying true to your authentic vision.

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.

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