Anna Wintour’s Vogue reign and possible future editors

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

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.

That moment set the tone for Wintour’s vision—one that would reshape not only the magazine, but the fashion industry itself. She brought a sense of realism and accessibility to a publication once steeped in high glamour. The decision to feature a model in denim, albeit unintentionally due to a wardrobe mishap, marked a cultural shift. It signaled that fashion could belong on the street, not just on the runway.

Upon making a name for herself at British Vogue, Wintour was hired to revitalize the American edition, and over the span of 37 years, she effectively fulfilled that mission. Under her leadership, the publication navigated adeptly through the supermodel era, the rise of grunge, the dominance of celebrity culture, and the move towards emphasizing online narratives. In this time, Wintour repeatedly showcased an insightful grasp of fashion’s wider cultural influence, and its ability to affect more than merely clothing.

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 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 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 unique fashion—characterized by her distinctive bob haircut and iconic sunglasses—became synonymous with her career image. Wintour’s attendance at the Met Gala, the coveted prestige of the September edition, and numerous nods to her image in popular culture (like the imaginary Miranda Priestly in The Devil Wears Prada) all cemented her status as a cultural influencer.

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 managed to hold authority in an industry known for volatility. Her ability to remain relevant through seismic shifts in media—from glossy pages to digital platforms—speaks to her adaptability and strategic vision. She recognized early on the importance of online presence, even as traditional print struggled to maintain its audience. Though some critics pointed to an overemphasis on celebrity content in the digital age, Wintour defended the choices as necessary to maintain 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.

Possible contenders feature Eva Chen, who serves as Instagram’s director of fashion collaborations and offers extensive digital expertise—an essential strength in the current media environment. Chioma Nnadi is also often noted, as she currently manages editorial content at British Vogue, and is seen as one of Wintour’s mentees. Her progression within the company has been observed carefully, symbolizing a potential extension of Wintour’s legacy with a fresh generational perspective.

Other individuals being discussed are Amy Astley, once at the helm of Teen Vogue and now steering Architectural Digest, along with current senior editors such as Chloe Schama and Chloe Malle. Additionally, Wintour’s daughter, Bee Shaffer Carrozzini, who works as a film producer connected to the fashion industry, has also come up in conversations—though these predictions are purely speculative.

As Wintour moves on from the publication she helped transform into an international leader, people in the industry are now weighing her impact. The fashion world has evolved significantly during her time—not just in terms of style, but also regarding its role in cultural and political discussions. Topics such as sustainability, fair labor practices, and digital inclusion have turned fashion from a specialized interest into a wider dialogue about identity, principles, and societal evolution.

Wintour, often seen as an influential person in the elite fashion sphere, contributed to making it more approachable—while still maintaining the exceptional levels of style and inventiveness that Vogue is known for. Her ability to merge exclusivity with widespread attraction, and luxury fashion with everyday relevance, is possibly her most lasting accomplishment.

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.

Considering all her achievements in the publishing industry, Wintour’s greatest influence might be how she expanded the importance of fashion beyond its traditional boundaries. She didn’t just observe trends—she molded them, anticipated them, and, in many cases, created 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.