Anna Wintour was Vogue. Now she's gone, can the magazine stay relevant?

In May 1989, Dame Anna Wintour did something that would become a hallmark of her time as editor-in-chief of US Vogue - she put a pop star on the cover.

Just a year into her tenure as the top of the magazine's masthead, Dame Anna had already made a name for herself as an editor who instinctively understood the zeitgeist. She was the first to put a model in jeans on Vogue's front, and now, Madonna.

"If it was edgy to do jeans for November 1988, I think it was even edgier for her to do Madonna," says Amy Odell, author of Anna: The Biography.

For Marian Kwei, a stylist and Vogue contributor, this move speaks to Dame Anna's ability to make Vogue "relevant to our times, make it contemporary, make it accessible".

"Before, it was women who could buy couture who were interested in what Vogue had to say," she says. "But Dame Anna realised the need to reach out to the kids listening to Madonna."

Now almost 40 years later, Dame Anna is preparing to hang up her Manolo Blahnik's, sort of – while she will no longer be editor-in-chief, she will remain on as global editorial director. Down the hall will sit her heir, the 39-year-old Chloe Malle, who is stepping in as head of editorial content.

While some have attributed her continued presence as a sign of unwillingness to cede total control, one could also see it as a recognition of her unmatched place in the fashion industry, and the fear that should she go entirely, this print magazine – already a relic to some – will lose its remaining clout.

Once, fashion magazines like Vogue ruled the industry. They didn't have to fight for attention so much as just decree from on high what was and wasn't "chic".

Whether you still see – or ever saw – Vogue as an arbiter of good taste, or reflection of our times, depends on who you talk to.

"I think it's more relevant than people want to admit honestly," Odell says.

For Anja Aronowsky Cronberg, the founder and editor-in-chief of academic fashion publication Vestoj, less so. When she was a teenager growing up in Sweden, "Vogue represented the world out there, something glamorous and different and the wide horizons that I was striving for."

But she stopped reading it 25 years ago.

Today, print magazines are fighting for survival in an increasingly crowded, fast-paced landscape – a monthly publication loses a lot of relevance in a by-the-minute digital world.

"There's no one magazine that is relevant in the way Vogue might have been relevant in the 80s," says Cronberg.

"There are so many other vehicles for culture today," she adds, like TikTok and Instagram.

All this will be factoring into Malle's thinking as she takes on the job of head of editorial content. She reportedly plans to put out issues less frequently, centred around themes or cultural events rather than months. She says she wants to lean into the idea of Vogue in print as something to collect and cherish.

One of the ways that Dame Anna has kept Vogue a part of the conversation is by expanding the people she invited onto the cover.

Since Maddona's debut, Dame Anna has placed royalty, politicians, pop stars, writers and gymnasts on the cover.

"She definitely bridged fashion and entertainment as editor-in-chief of Vogue," says Odell.

It wasn't always well received. When Dame Anna put Kanye West and Kim Kardashian on the cover in 2014, "it sparked so much debate", says Kwei.

"Nobody really wanted to dress [her] because she was a reality star."

Looking at the almost mythological position the Kardashians have gone on to occupy, the cover spoke to Dame Anna's uncanny ability to anticipate culture – as well, arguably, as drive it.

But whether Dame Anna remains the right person to be at the helm, and whether the magazine can withstand increasing financial pressures, remains to be seen.

A large part of Vogue's standing in the world is wrapped up in Dame Anna's own - the enigmatic editor-in-chief of fashion, with her instantly recognisable bob and her unknowability.

She has maintained a certain relevancy for the title almost by being the relevancy.

"Anna has been able to stay relevant despite all the various eras we've lived through simply by being as synonymous with culture, fashion and beauty as possible," says Kwei.

This, despite being criticised for being late to make Vogue more diverse compared to other sections of the industry.

"She's a mainstream celebrity figure," says Odell. "What other editor has had a book and an iconic movie made about them? You know, she's been played by Meryl Streep!"

For Cronberg, she is "a brand in and of herself at this point".

So what next?

"I think we're about to see how much of the relevance of Vogue comes from Dame Anna," says Odell.

While Malle may have inherited the magazine's prestige, "it'll be up to Chloe and her team to see if they can use it wisely to influence the way the culture moves," says Sherman.

Ellie Violet Bramley is a freelance writer and former Guardian fashion and lifestyle editor.