Anna Wintour graces the cover of Vogue’s May issue alongside her theatrical double: Meryl Streep in the role of Miranda Priestly, from “The Devil Wears Prada,” whose much-anticipated sequel comes out on May 1st. Wintour and David Remnick spoke last fall on the day that a sea change took place at Vogue: it was announced that Chloe Malle would take over the editorial direction of the American edition of the publication. They discussed her storied career; her decision to wear Prada to the premiére of “The Devil Wears Prada”; and how Remnick might up his fashion game: “Forgive me, David, but how boring would it be if everybody was just wearing a dark suit and a white shirt all the time?”

This segment originally aired on September 5, 2025.

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