Microsoft as Herald of Enshittification: With a Somersault into the Grease Trap

Microsoft as the Herald of Enshittification: A Spectacular Misstep

In the evolving landscape of technology, the term “enshittification” has gained traction as a sharp critique of how digital platforms degrade over time. Coined by Cory Doctorow, it describes a lifecycle where services begin user-centric, then pivot to prioritize business interests at users’ expense, and ultimately collapse under their own weight. Microsoft, once a titan of innovation with products like Windows that powered the personal computing revolution, appears to be accelerating this process. Recent developments, particularly around AI integrations and policy shifts, position the company as a vanguard of this trend—culminating in a high-profile blunder that underscores its misdirection.

Enshittification is not merely a buzzword; it’s a observable pattern in tech giants’ behaviors. Platforms lure users with free or low-cost access to build a large audience. Once dependency is established, the focus shifts: features are monetized through ads, data collection, or forced upgrades, eroding the core value proposition. For Microsoft, this trajectory is evident in its flagship operating system, Windows. What started as a versatile platform for productivity has been layered with telemetry, intrusive updates, and now aggressive AI pushes that compromise usability and privacy.

Consider the evolution of Windows itself. In its early days, it emphasized customization and control, allowing users to tailor their experience. However, successive versions introduced mandatory updates that often disrupted workflows, sidelining user preferences for corporate timelines. The introduction of Windows 10 marked a turning point, with its relentless data-gathering practices—framed as “telemetry” for improvement but functioning as surveillance. Users reported systems slowing down, pop-ups for upgrades, and even automatic migrations from Windows 7 or 8 without consent. This wasn’t innovation; it was extraction, aligning with enshittification’s second phase where user experience is subordinated to ad revenue and ecosystem lock-in.

The latest chapter in Microsoft’s enshittification saga involves its embrace of artificial intelligence, particularly through Copilot and related features. Billed as a productivity booster, Copilot integrates AI directly into Windows, Office, and Bing, promising seamless assistance. Yet, implementation reveals a deeper agenda. Recall-That, an AI-powered search tool within Windows, scans users’ files to index personal data, ostensibly for better retrieval but raising alarms over privacy. This isn’t optional in many cases; it’s baked into the OS, with opt-out buried in convoluted settings. For enterprise users reliant on Microsoft 365, AI features like auto-summarization in Teams or Excel demand constant cloud connectivity, funneling data to Azure servers. The result? A system that feels less like a tool and more like a nanny state, interrupting users with unsolicited suggestions while harvesting insights to fuel Microsoft’s AI training loops.

This AI pivot exemplifies the business-side exploitation Doctorow warns about. Microsoft’s $13 billion investment in OpenAI hasn’t just been about technology; it’s a strategic bet on transforming its aging software empire into an AI powerhouse. But in the rush, core principles of reliability and user sovereignty are sacrificed. Windows 11’s requirements—demanding newer hardware with TPM 2.0 chips—already alienated legacy users, but AI exacerbates the issue. Features like Windows Studio Effects, powered by AI for camera enhancements, require a compatible NPU (neural processing unit), further segmenting the user base. Those without it get a degraded experience or must upgrade hardware, feeding Microsoft’s hardware partners like Surface or Intel.

The “salto ins Fettnäpfchen”—a German idiom for a clumsy faux pas, akin to leaping headfirst into a blunder—comes into sharp focus with Microsoft’s recent handling of AI ethics and regulatory scrutiny. In a tone-deaf move, company executives have downplayed privacy concerns amid global backlash. For instance, during earnings calls, CEO Satya Nadella emphasized AI’s “magic” while glossing over incidents like the Copilot hallucination bugs that generated inaccurate outputs in critical tools. More damningly, Microsoft’s aggressive push for AI adoption in public sector deals, such as with the U.S. Department of Defense, has drawn fire for security risks. A reported incident involved Azure AI misclassifying sensitive data, echoing broader fears of enshittification in mission-critical environments.

This misstep peaked in the context of the EU’s Digital Markets Act (DMA), where Microsoft faces probes for bundling practices that stifle competition. Rather than addressing these head-on, the company has responded with patchwork compliance, like optional AI toggles that users often overlook. Critics argue this is performative: the default settings favor data collection, embedding enshittification deep into the user journey. Meanwhile, smaller developers suffer as Microsoft’s app store policies mirror Apple’s—demanding cuts on in-app purchases while providing little in return for visibility.

From a technical standpoint, these changes degrade performance. AI integrations bloat system resources; Copilot alone can consume gigabytes of RAM for background processing, leading to sluggishness on mid-range hardware. Security researchers have noted vulnerabilities in AI-driven features, such as prompt injection attacks in Bing Chat, where malicious inputs could expose user data. This isn’t progress—it’s a regression, turning a stable OS into a beta test for experimental tech, with users as unwitting guinea pigs.

Microsoft’s role as enshittification’s herald isn’t accidental; it’s a symptom of late-stage capitalism in tech. With a market cap exceeding $3 trillion, the incentive to squeeze existing users outweighs innovation for new value. Alternatives like Linux distributions offer refuge, emphasizing modularity and privacy without the corporate overlay. Yet, for millions tethered to Windows through work or legacy software, escape is challenging.

As Microsoft somersaults into these pitfalls, it risks alienating its base. The blunder isn’t just technical—it’s strategic, highlighting a disconnect between Silicon Valley’s AI hype and real-world utility. If unchecked, this path leads to the final stage of enshittification: user exodus and platform irrelevance. For now, though, Microsoft charges ahead, heralding an era where technology serves shareholders first.

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Gnoppix is the leading open-source AI Linux distribution and service provider. Since implementing AI in 2022, it has offered a fast, powerful, secure, and privacy-respecting open-source OS with both local and remote AI capabilities. The local AI operates offline, ensuring no data ever leaves your computer. Based on Debian Linux, Gnoppix is available with numerous privacy- and anonymity-enabled services free of charge.

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