Anna Wintour, a fashion icon, known for serving as Editor-In-Chief of American Vogue from 1988 until June 2025.
The Hollywood 2006s hit The Devil Wears Prada, starred Meryl Streep as Miranda Priestly in similar position as Wintour to a fashion magazine, Runway.
Based on 2003 novel of the same name by Lauren Weisberger. The writer previously worked as an assistant to Wintour at Vouge.
While comparing film with real-life job, Wintour’s former assistants, Sache Taylor, Sammi Tapper and Marley Marius, who all worked in "Anna’s office" for between one and four years, spanning from 2017 to October 2025, revealed what it’s like working with fashion celebrity.
The assistants who served between for only a year and four years continuously, described an early-start of the day.
Wintour is said to rise between 4 to 5:30 am, reads news at home, play tennis and arrives around 8 am.
Staff prepare her coffee, breakfast, and printed schedules. A 21-page handbook is used to guide new hires om protocols.
Tapper confirmed Wintour is the first person in the office (besides her own assistants) each day.
Work moves at relentless pace. Assistance “heard” editors into meetings instantly when Wintour calls.
Taylor, who was an assistant for four years beginning in 2019 and now plans the Met Gala as Vogue’s special events director, recalled “herding” sluggish editors into meetings with Wintour.
There was a process: The first assistant would call those staffers on their landline desk phones, while the second assistant would race to their desks and ensure they moved swiftly.
Wintour’s feedback is swift and detailed. She takes home an oversized tote stuffed with articles, edits and print “book” dummy.
“This is Anna’s homework bag,” Tapper explained. “She never wants anyone waiting on her for feedback.”
Talking about the foot-ware and dress-code in the office, Marius revealed that once Wintour’s driver gave them the heads up that she’d arrived, she would change her “clogs” into “more appropriate shoes”
However, Marius herself don’t wear heels.
“Things are happening at a certain pace and it sometimes involves a bit of running,” she explained. “So I was finding it not practical to be in heels.”
“While at Vogue, you never know what’s gonna happen,” Tapper said of her suited-up style.
“So you have these important meetings with these important people pop up … Anna has people meeting her and she’ll pull you into meetings, so it’s always nice to have at least a little blazer,” explained.
As of now, the magazine promoted the upcoming sequel of The Devil Wears Prada with its May 2026 issue with Wintour and Streep.
The Devil Wears Prada 2 is slated for release on May 1.
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