Microsoft’s relationship with Windows has been tumultuous since the Windows 8 era, a sentiment that has only intensified under CEO Satya Nadella’s leadership. The launch of Windows 11 marked a low point, as the operating system faced what many have termed “enshittification,” leading to a widespread expectation that conditions would only deteriorate further. However, a shift appears to be underway, as Microsoft has recently begun to express optimism about Windows 11 in a more structured and consistent manner.
The company’s broader ambitions have historically overshadowed Windows, particularly as the personal computing landscape transitioned towards mobile devices. Meanwhile, Microsoft’s focus shifted towards becoming an infrastructure provider, first through cloud computing and then artificial intelligence (AI). Despite these changes, Windows has remained a steady revenue generator, contributing billions to the company’s bottom line each quarter, largely due to its strong ties with Fortune 500 companies. Yet, the product and its users have often been neglected, leading to a sense of disenfranchisement among its most loyal supporters.
🌱 The seeds of our discontent
For Windows enthusiasts, the current climate is challenging, and the community has dwindled significantly. While the industry’s evolution has posed challenges for Windows, it has also created opportunities for users to concentrate on productivity when utilizing PCs. This shift aligns with the needs of the customer base, where a significant majority—over two-thirds—are business clients rather than individual consumers. Those who continue to use Windows typically do so for professional tasks, where the advantages of a larger display and sophisticated desktop applications are most pronounced.
Despite Windows relinquishing its dominance in personal computing, it has emerged as a more effective tool for productivity. However, Microsoft’s treatment of its customers has often been less than respectful, relegating Windows to a secondary status while its top talent pursued more lucrative opportunities in Azure and AI. This neglect has not only harmed Windows but has also left its remaining enthusiasts feeling abandoned.
While some may argue that consumers can “vote with their wallets,” the reality is that Microsoft’s financial interests often lie in disregarding Windows and its users. The company is more focused on securing its future in an AI-driven world, leaving little room for the concerns of individual users. Nevertheless, two critical factors could influence Microsoft’s approach moving forward.
🔮 This is all about AI
First, antitrust scrutiny is returning to Microsoft, particularly regarding its practices in cloud computing and the bundling of Microsoft 365 and Teams. With Windows 11 now boasting over one billion users, the platform is also likely to attract regulatory attention. Second, while individual users may feel overlooked, Microsoft’s largest business customers hold significant sway and can exert pressure through their purchasing decisions. These corporations have long relied on tools provided by Microsoft to manage user experiences and safeguard corporate data, effectively shielding themselves from the issues faced by individual consumers.
However, the negative impact of the B-team leadership on Windows has been felt across the board, including by businesses. Microsoft’s recent initiatives, such as the Secure Future Initiative (SFI) aimed at enhancing security, were undermined by high-profile security breaches. The company has since attempted to reassure its business clients of its commitment to security, even as it faces challenges integrating AI capabilities into its products.
🌞 What’s changing
In August 2025, Microsoft appointed Pavan Davuluri as president of the Windows + Devices division, marking a potential turning point. His reorganization of the division, which includes the integration of Windows client and server development, has sparked hope among Windows enthusiasts. However, Davuluri’s mandate to incorporate AI features into Windows has met with skepticism from customers who are wary of AI’s implications.
Recent announcements from Microsoft indicate a renewed focus on quality and security, with new leadership roles established to oversee these areas. Initiatives such as the Windows Baseline Security Mode and User Transparency and Consent aim to address longstanding concerns. Additionally, subtle improvements, like the reversal of previous declines in OneDrive functionality, suggest that Microsoft is beginning to listen to its users.
While the future remains uncertain, these developments signal a potential shift towards a more positive trajectory for Windows. The road ahead may still be fraught with challenges, but the signs of change are encouraging. For the first time in years, there is a glimmer of hope that the Windows experience may improve, offering a renewed sense of purpose for both the product and its users.
