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Anna Wintour’s former assistant reveals what it was like to work for Vogue editor

The real devil wears Prada! Anna Wintour’s former assistant reveals what it REALLY was like to work at Vogue – and emphasizes that it is repeatedly encouraged to wear the same outfits

  • Lily Stav Gildor worked for Anna Wintour from January 2014 to May 2015
  • Now a textile designer, she’s gone viral on TikTok, revealing what Anna taught her
  • Said ‘connections are the most important thing’, you should never mention sports in a job interview and ‘repeat clothes are encouraged’

Anna Wintour’s former assistant has revealed what it’s like to work for the Vogue editor — including how the fashion icon actively encourages outfit repetition.

Lily Stav Gildor, 29, who now lives in LA, worked as one of three assistants to the editor-in-chief of US Vogue from January 2014 to May 2015 and has gone viral on TikTok to share her experiences in the magazine.

Now working as a textile designer, Lily revealed in a first video that London-born Anna taught her that ‘connections are the most important thing’.

“I learned so much from her. I learned about business I learned about fashion I learned about media. And in the past year I started my own business as a textile designer and today I still use the information.

Lily explained why connections are so important: “I’m not talking about favoritism.”

“Maintain and nurture relationships, send a handwritten thank you note, people like it.”

She also revealed job-search advice she received from Anna, as well as important fashion tips.

In a second clip, she continued: “If you’re in a job interview and someone asks you what activities you do outside of work, don’t say sports, running, yoga and the like, because almost everyone exercises, that’s probably the least interesting to you.

‘You also want to distinguish yourself from the competition and say the right things’.

In a third video, Lily continued, “Let’s talk about repetition, it’s not just allowed, it’s actually encouraged.

Anna Wintour's former assistant has revealed what it's like to work for the Vogue editor — including how the fashion icon actively encourages outfit repetition.  Lily Stav Gildor, 29, who now lives in LA, worked as one of three assistants to the editor-in-chief of US Vogue from January 2014 to May 2015 and has gone viral on TikTok, sharing her experiences in the magazine.

Anna Wintour’s former assistant has revealed what it’s like to work for the Vogue editor, including how the fashion icon actively encourages outfit repetition. Lily Stav Gildor, 29, who now lives in LA, worked as one of three assistants to the editor-in-chief of US Vogue from January 2014 to May 2015 and has gone viral on TikTok, sharing her experiences in the magazine.

Lily was an intern at Black Frame PR, LACMA and Gagosian Gallery before working for Anna.  During her tenure at the magazine, she shared dozens of photos with her fellow assistants on Instagram, including the trio at the Met Ball and them in the office in ball gowns.

Lily was an intern at Black Frame PR, LACMA and Gagosian Gallery before working for Anna.  During her tenure at the magazine, she shared dozens of photos with her fellow assistants on Instagram, including the trio at the Met Ball and them in the office in ball gowns.

Lily was an intern at Black Frame PR, LACMA and Gagosian Gallery before working for Anna. During her tenure at the magazine, she shared dozens of photos with her fellow assistants on Instagram, including the trio at the Met Ball and them in the office in ball gowns.

“If you have five really chic and elegant summer outfits, wear them from Monday to Friday for a few months until the season is over, then you really get the most out of your clothes, don’t join the overconsumption cycle, you really look chic and you’re not stressed about coming up with new outfits all the time.

“And let me tell you a secret. Everyone chic at Vogue does this’.

Lily also shared how she got the job by knowing someone who worked in HR at Conde Nast, who put forward her resume when the position became available — but she applied for four jobs at the fashion bible before getting her job.

Lily says Anna taught her “so much” during their collaboration. Anna was pictured at a Louis Vuitton dinner earlier this month

Lily also appeared in the very first '73 Questions' video with Anna Wintour - which became a viral success

Lily also appeared in the very first '73 Questions' video with Anna Wintour - which became a viral success

Lily also appeared in the very first ’73 Questions’ video with Anna Wintour – which became a viral success

Lily is pictured with her two fellow assistants in ball gowns at the office in 2015

Lily is pictured with her two fellow assistants in ball gowns at the office in 2015

Lily is pictured with her two fellow assistants in ball gowns at the office in 2015

‘I studied art history and visual arts, I didn’t do any fashion internships at the time.

“I’m not going to lie and say I just got this job that I applied for on the website, that’s not true. I knew someone who knew someone who worked in the HR department at Conde Nast, and I was able to send my resume and interview with them.

“They then recommended me for jobs that came up at Conde Nast, and I applied for at least four different jobs at Vogue that was interviewed for them and got none of them.

“At the same time, I was working in fashion PR, making no money and feeling miserable.

Lily was an intern at Black Frame PR, LACMA and Gagosian Gallery before working for Anna. During her tenure at the magazine, she shared dozens of photos with her fellow assistants on Instagram, including the trio at the Met Ball and them in the office in ball gowns.

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