Exploring Anna Wintour’s impact and potential Vogue successors

Anna Wintour steps aside as Vogue editor-in-chief after decades of defining fashion culture

When Anna Wintour presented her initial edition of American Vogue at the end of 1988, the reaction from the magazine’s printer was surprising: “Was there an error?” The cover, showcasing model Michaela Bercu in a Christian Lacroix couture jacket combined with denim jeans, was a departure from the meticulously styled, formal portraits that had characterized the magazine for many years. The photograph was relaxed, taken outside, and embodied a spontaneous spirit that would represent a fresh era for Vogue.

The occurrence established the groundwork for Wintour’s perspective, which would transform more than just the magazine, altering the entire fashion realm. She infused the publication with a touch of realism and approachability, moving away from its former roots in sheer luxury. By opting to showcase a model clad in denim, even though it happened by chance due to a wardrobe error, initiated a societal transformation. It indicated that fashion could be worn in everyday life, not solely during fashion shows.

After establishing her reputation at British Vogue, Wintour was recruited to rejuvenate the American version, and for 37 years, she successfully accomplished that task. With her direction, the magazine confidently navigated through the supermodel epoch, the emergence of grunge, the predominance of celebrity culture, and the shift toward prioritizing digital storytelling. During this period, Wintour consistently demonstrated a keen understanding of the broader cultural implications of fashion and its potential to impact more than just attire.

This week, Wintour revealed she would be resigning from her position as editor-in-chief of Vogue, concluding one of the most impactful editorial careers in the history of fashion. Although she will remain as chief content officer at Condé Nast—a role she has occupied since 2020—her exit from the magazine’s editorial leadership marks the end of a notable era.

Wintour’s legacy at Vogue extends far beyond magazine pages. She redefined what belonged on a fashion cover, notably introducing celebrity faces to a space previously reserved for models. Within her first year, she placed Madonna on the cover—an unconventional move that sparked a new era of fashion-meets-pop-culture synergy. It was the beginning of a transformation that would eventually see reality stars, politicians, and cultural figures appear on the magazine’s covers.

Throughout her time at Vogue, Wintour kept her finger on the pulse of public interest, adjusting the magazine’s tone to reflect broader shifts in media and consumer behavior. Her editorial instincts often translated into real-world influence. For instance, she was among the first to bring figures like Kim Kardashian and Ivanka Trump into fashion’s mainstream conversation, offering them a platform that significantly expanded their visibility.

This editorial power wasn’t without criticism. Wintour’s decisions sometimes sparked backlash, such as the controversial 2008 cover featuring LeBron James and Gisele Bündchen, which prompted debate over racial imagery and representation. Yet, such moments only further cemented the reality that Wintour had become a central figure in the dialogue around fashion and power.

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.

Throughout her career, Wintour adeptly preserved her influence within a consistently evolving industry. Her capability to remain relevant amidst significant shifts in media—from traditional magazines to digital platforms—highlights her adaptability and strategic foresight. She recognized early on the importance of an online presence, even as traditional print outlets struggled to keep their audience. Although some critics contended there was an excessive emphasis on celebrity stories in the digital age, Wintour maintained that these choices were crucial for retaining cultural relevance.

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 departs from the magazine she played a pivotal role in turning into a global powerhouse, experts in the field are assessing her influence. The fashion industry has undergone considerable changes throughout her tenure—not only in aesthetics, but also in its influence on cultural and political conversations. Issues like sustainability, ethical labor conditions, and the digital revolution have shifted fashion from a niche focus to a broader discourse on identity, values, and societal progress.

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 industry looks ahead, the challenge for her successor will be to continue navigating an ever-evolving landscape. Balancing the commercial demands of modern media with the cultural responsibilities that fashion now shoulders will be no easy task. But it is a path that Wintour has already helped chart.

In various respects, her attendance at the wedding of Jeff Bezos and Lauren Sánchez earlier this year highlighted her distinct cultural status. Featuring Sánchez on the cover in 2023, Wintour was not just a guest at the occasion—she had contributed to framing the story surrounding it.

For all her editorial achievements, Wintour’s greatest contribution may be the way she expanded fashion’s relevance beyond its traditional boundaries. She didn’t just document trends—she influenced them, predicted them, and, in many cases, created them.

As Anna Wintour steps down from her position as editor-in-chief, Vogue and the larger fashion industry find themselves in a phase of contemplation and change. Her exit signifies more than just the closure of an era—it’s an opportunity to ponder the future direction for a magazine and an industry that she significantly shaped.