For Ms. Wintour, who descends from British nobility and was recently made a Dame Commander of the Order of the British Empire, the pace of the current moment of protest may be a challenge. But she is also the daughter of a London newspaper editor and has made a career out of anticipating and responding adroitly to cultural trends.
In 2016, Ms. Wintour made a change to her pool of assistants. (She had three aides for many years, but more recently has had two.) That year, according to three Condé Nast employees, she told the company’s human resources department that her next assistant should be Black. Eventually, most of her assistants were people of color, the people said. The job is highly sought after, a steppingstone to bigger roles in fashion and media, but because it is low-paying, it usually goes to women from wealthy families. The sight of Ms. Wintour’s new adjutants made for a vivid contrast with the usual Vogue hires.
In 2017, Ms. Wintour was part of the small committee that decided to replace the departing Vanity Fair editor Graydon Carter with Radhika Jones, the editorial director of the books department at The Times, making her one of the few top editors of color in Condé Nast’s history. Ms. Wintour has since championed Ms. Jones against in-house naysayers who complained that she had featured too many people of color in Vanity Fair. “My experiences with Anna have been nothing but positive,” Ms. Jones said. “She’s supportive of my vision and she understands what I’ve been trying to achieve and she has helped me to achieve it.”
Last month, Ms. Wintour replaced Stuart Emmrich, a former Styles editor at The Times, as the editor of the Vogue website with Chioma Nnadi, a Black woman who had been the magazine’s fashion director. And in August, Ms. Wintour was instrumental in the hiring of the superstar book executive Dawn Davis, who is Black, as the editor of Bon Appétit. (She replaced Adam Rapoport, who resigned under pressure in June after staff members accused him of running a discriminatory workplace.)
In a statement, Condé Nast said that 42 percent of its editors in chief were now people of color — all of them put in place by Ms. Wintour — and that all photo shoots are ultimately overseen by Raúl Martinez, the corporate creative director, who is the son of Cuban émigrés.
Some of Ms. Wintour’s relationships with Black editors have been rocky. André Leon Talley, a fashion titan, was one of Vogue’s most recognized personalities, often seated beside Ms. Wintour in the front row at runway shows in Paris, Milan and New York. She lavished professional and financial support on Mr. Talley, but the two had a falling-out, and he left the magazine in 2013.