Speculation, analysis, and commentary circulated all summer, after the announcement, in June, that Anna Wintour would step back from her role as the editor-in-chief of American Vogue. This changing of the guard is uniquely fraught, because Wintour’s name has become nearly inextricable from the magazine, to a degree almost unknown today. And, as New York Fashion Week was set to begin, Wintour spoke with David Remnick about choosing her successor, the Vogue.com editor Chloe Malle. “It felt like this was the right time,” she says. With an unusual number of new creative directors in positions at major fashion houses, “It seemed like a good moment to bring in someone with a different perspective and a different generation who could look at things in a new way.” Wintour was appointed editor-in-chief in 1988, and generations of designers have come up under her famously acute and decisive judgments. She comes from a publishing family; her brother is a well-known journalist, and her father was the editor of the London Evening Standard. She credits him with steering her into a career in fashion, even suggesting that the teen-age Anna write down “editor of Vogue” as her career aspiration on a school form. “Working my first jobs in London, there [was] no money, there’s no staff, there’s no teams, so that you have to learn how to do everything,” Wintour says. “So, when I came to the States and there was a shoe editor and an underwear editor and a fabric editor, it was all so siloed. I felt very confident because I sort of knew how to do everything.” Wintour is also known for bringing politics to Vogue; she’s a noted Democratic supporter and donor. “I’ve been impressed by Governor Newsom, I think he’s certainly making a stand, and obviously I’m sure there’ll be many other candidates that will emerge, hopefully soon.” But, in this political environment, Remnick asks, “How do you make a case that fashion is important?” Fashion, she replies, “is always important. It’s a question of self-expression and a statement about yourself. . . . And, forgive me, David, but how boring would it be if everybody was just wearing a dark suit and a white shirt all the time?” New episodes of The New Yorker Radio Hour drop every Tuesday and Friday. Follow the show wherever you get your podcasts.