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Everyone Remembers Their First Time... with Anna
Season 1 · Episode 10

Everyone Remembers Their First Time... with Anna

An oral history of fashion insiders' first interviews with Anna Wintour, where they may not remember what they said, but they'll never forget what they wore.

Going Rogue

July 5, 202511m 42sbonus

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Show Notes

Before the covers, there was the interview. In this special bonus episode of Going Rogue, Jill guides us through an oral history. Grace Coddington, Phyllis Posnick, Norman Jean Roy, and other Vogue insiders take us back to their first encounter with Anna Wintour. They might not remember what they said. But ask them what they wore? Every single detail. The Olivier Theyskens skirt they couldn't afford, the Target top that had to pass for designer, the Manolos borrowed from the closet...
When you're about to meet Anna, you don't just prepare your answers. You prepare your look. As Anna turns the page, they remember how their stories began—with that first interview. Everyone remembers their first time… with Anna.

Featuring: Grace Coddington, Phyllis Posnick, Norman Jean Roy, Tonne Goodman, Karla Martinez de Salas, Gabby Karefa-Johnson, Versha Sharma, Leslie Fremar, Edward Barsamian, Brian Coats, Andrew Bevan, and Jill

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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 Be sure to follow Going Rogue on your favorite podcast platform.
Going Rogue is part of the Radio Free Rhinecliff media network.