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Examining Anna Wintour’s legacy and Vogue’s future leadership

Anna Wintour steps down as Vogue’s top editor after years of shaping the fashion landscape

When Anna Wintour unveiled her first issue of the American Vogue towards the end of 1988, the printer’s response was unexpected: “Was a mistake made?” The cover featured model Michaela Bercu dressed in a Christian Lacroix jacket with jeans, which was a shift from the carefully arranged, polished images that had defined the magazine for so long. The picture was laid-back, snapped outdoors, and captured a sense of spontaneity that heralded a new chapter for Vogue.



Significant Change in Fashion Trends

The event laid the foundation for Wintour’s outlook, which would revolutionize more than just the magazine, reshaping the entire fashion industry. She brought an element of authenticity and accessibility to the publication, steering it away from its previous focus on pure luxury. Choosing to feature a model in denim, even though it occurred accidentally due to a wardrobe mistake, initiated a cultural shift. It suggested that fashion could be part of everyday attire, not just seen on fashion runways.


Having made a name for herself at British Vogue, Wintour was brought in to revitalize the American edition, and over the next 37 years, she did just that. Under her leadership, the magazine moved with confidence through the supermodel era, the rise of grunge, the dominance of celebrity culture, and the evolution toward digital-first storytelling. Throughout, Wintour maintained an acute awareness of what fashion meant to culture at large—and how it could influence more than clothing.

This week, Wintour announced she would be stepping down from her role as editor-in-chief of Vogue, wrapping up one of the most significant editorial tenures in the fashion world. Even though she will continue as chief content officer at Condé Nast—a position she has held since 2020—her departure from the magazine’s editorial helm signifies the conclusion of a remarkable chapter.

Wintour’s impact with Vogue extends far beyond the boundaries of its magazine. She transformed the norms of fashion covers, significantly including celebrities in a space that was previously reserved solely for models. In her first year, she placed Madonna on the cover—an unanticipated choice that launched a new mix of fashion and popular culture. This began a change that eventually embraced reality TV stars, political figures, and cultural icons appearing on the magazine’s covers.

Throughout her time at Vogue, Wintour attentively responded to public preferences, adjusting the magazine’s approach to reflect broader trends in media and consumer behavior. Her editorial decisions often had real-world effects. For instance, she played a significant role in bringing figures like Kim Kardashian and Ivanka Trump into mainstream fashion discussions, offering them a platform that significantly amplified their visibility.

This editorial influence did not go unchallenged. Wintour’s choices occasionally faced opposition, like the debated 2008 magazine cover with LeBron James and Gisele Bündchen, which stirred discussions on racial imagery and representation. Nevertheless, these instances only solidified the truth that Wintour had emerged as a key player in the conversation about fashion and influence.

Her personal style—marked by a sleek bob and signature sunglasses—became as recognizable as her professional brand. Wintour’s presence at the Met Gala, the September issue’s iconic status, and the countless references to her persona in pop culture (including the fictional Miranda Priestly in The Devil Wears Prada) all reinforced her reputation as a cultural tastemaker.

Although she projected a mysterious aura regarding her public persona, Wintour often downplayed the attention on herself. She prioritized the innovation and editorial guidance of the publications she handled rather than individual opinions. However, her influence was clear, and she was aware of it, often attending events like the The Devil Wears Prada musical celebration, acknowledging the similarities without overtly confirming them.

During her professional journey, Wintour successfully maintained influence in an ever-changing sector. Her skill in staying significant amid major media transformations—from printed glossies to digital formats—demonstrates her flexibility and insightful planning. She understood early the significance of having an online footprint, even while conventional print media faced challenges retaining its readership. While some critics argued there was too much focus on celebrity content in the era of digital media, Wintour argued that these decisions were essential to stay culturally significant.

Former colleagues and industry insiders suggest that Wintour’s decision to scale back her responsibilities was likely made autonomously. While she still holds the title of chief content officer, her impact on Vogue and other major Condé Nast magazines persists, and it is believed she will have a say in who succeeds her. Expectations surrounding this choice are already building.

Potential candidates include Eva Chen, director of fashion partnerships at Instagram, who brings a wealth of digital experience to the table—a crucial asset in today’s media landscape. Also frequently mentioned is Chioma Nnadi, currently overseeing editorial content at British Vogue, and widely viewed as one of Wintour’s protégés. Her rise within the organization has been watched closely, and she represents a potential continuation of Wintour’s legacy with a new generational lens.

Other people mentioned include Amy Astley, who used to be in charge of Teen Vogue and currently leads Architectural Digest, as well as senior editors like Chloe Schama and Chloe Malle. Furthermore, Wintour’s daughter, Bee Shaffer Carrozzini, involved in film production within the fashion realm, has also been part of the discussions—though such forecasts are entirely conjectural.

As Wintour steps away from the magazine she helped shape into a global authority, industry observers are left to consider the weight of her influence. Fashion has changed dramatically during her tenure—not only in style but in its place within cultural and political discourse. Issues like sustainability, ethical labor practices, and digital democratization have transformed fashion from a niche interest into a broader conversation about identity, values, and social change.

Wintour, often seen as the gatekeeper of fashion’s inner circle, helped open those gates—though not without maintaining a firm grip on the standards of taste and innovation that Vogue became known for. Her ability to merge exclusivity with mass appeal, and high fashion with everyday relevance, is perhaps her greatest legacy.

As the sector considers the future, the task for the person following in her footsteps will be to keep managing an ever-changing environment. Juggling the business demands of contemporary media with the cultural duties now associated with fashion won’t be simple. However, Wintour has already contributed to paving this path.

In many ways, her presence at the wedding of Jeff Bezos and Lauren Sánchez earlier this year symbolized her unique cultural position. Having featured Sánchez on the cover in 2023, Wintour wasn’t merely attending an event—she had played a role in shaping the public narrative around it.

For all her accomplishments in the editorial world, Wintour’s most significant impact may be the manner in which she broadened the significance of fashion beyond its conventional limits. She not only captured trends—she shaped them, foresaw them, and, in numerous instances, originated them.

As Anna Wintour exits the editor-in-chief role, Vogue and the broader fashion world enter a period of reflection and transition. Her departure is not just the end of an era—it’s a moment to consider what comes next for a publication, and an industry, that she helped define.

By Roger W. Watson