What It’s Like to Work for Anna Wintour: Insights from Her Former Assistants
Anna Wintour Graces Vogue Cover with Meryl Streep Ahead of "Devil Wears Prada" Sequel
In a remarkable move, Anna Wintour has made her debut on the cover of Vogue, posing alongside Meryl Streep, who famously portrayed her fictional counterpart, Miranda Priestly, in the blockbuster film "The Devil Wears Prada." This historic cover for the May 2026 issue not only reinforces Wintour’s iconic status but also adds excitement in anticipation of the film’s sequel.
The editorial direction of Vogue is fully embracing the “Devil” theme as new head of editorial content, Chloe Malle, recently interviewed three former assistants of Wintour on the brand’s podcast, “The Run-Through With Vogue.” Their conversation offered unique insights into the reality of working for the famed editor.
During the interview, former assistants Sache Taylor, Sammi Tapper, and Marley Marius shared their experiences in Wintour’s office. They noted a stark contrast between their reality and the portrayals in both the novel and the film. Malle inquired about the interview process, highlighting Wintour’s preference for vibrant attire, as the editor famously refuses to wear all black. Instead, aspiring assistants are advised to choose colorful outfits, with personal questions generally dominating the interview.
Tapper recounted advice that Wintour seeks an individual with personality rather than a “robot.” “She wants someone with a personality,” Marius echoed, reinforcing the unique demands of the role.
Each day in the Vogue office begins early. Marius explained that Wintour typically arrives around 8 a.m. after starting her mornings between 4 and 5:30 a.m. with tennis and news consumption. Her day-to-day routine involves setting meticulous schedules and numerous first-hand meetings, with assistants often running to keep up with Wintour’s pace.
Taylor recounted the pressing atmosphere in the office, stating, “When she asks for someone, she wants that person very quickly.” Both she and Marius hinted at the necessity of speed, describing their methods of ensuring everyone was prepared for the editor’s inquiries.
Despite the expected glamour associated with working at Vogue, the assistants revealed practical clothing choices. Although heels are encouraged, comfort often leads to flats, especially given the fast-paced environment. Malle’s interviews provided a clear insight into the rigorous lifestyle Wintour maintains, characterized by exhaustive feedback processes and constant engagement with ongoing projects.
As Wintour’s assistants detailed their experiences with fetching coffee, managing schedules, and navigating style pressures, they also on occasion had the opportunity to borrow from Vogue’s illustrious fashion archives — bringing a slice of fantasy to their formidable roles.
With the hype building for "The Devil Wears Prada" sequel, fans can undoubtedly anticipate a captivating blend of fashion and film that continues to reflect Wintour’s enduring influence in the industry.
