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Companies heavily invested in Microsoft’s infrastructure face a considerable dilemma when migrating workloads to the cloud. The recent investigation by the UK’s Competition and Markets Authority (CMA) highlights the challenges enterprises encounter when dealing with Microsoft’s changed licensing policies, which force many to choose between migrating to Microsoft's Azure cloud or paying exorbitant fees to run Windows-based workloads on rival clouds like Amazon Web Services (AWS) or Google Cloud Platform (GCP).

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The Licensing Shift and Its Market Impact​

Historically, enterprises could use their existing Microsoft software licenses to run Windows Server and SQL Server on third-party cloud platforms without additional costs beyond standard licensing. However, in 2019, Microsoft reclassified certain cloud providers—including AWS, Google, and Alibaba—as "listed providers," requiring customers to acquire new, separate licenses for virtualized Microsoft server environments on these platforms.
This fundamental shift means customers pay significantly more—up to four times as much—to run Windows Server virtual machines (VMs) on AWS or GCP compared to Azure. Google explicitly told the CMA that this pricing disparity makes its cloud “less competitive than on Azure,” directly tying Microsoft’s licensing to anti-competitive market effects.
From the viewpoint of Amazon and Google, this practice effectively corners enterprises into a “devil’s choice”: either move to Azure to avoid the markup or accept inflated costs on other clouds.

The Challenge of Migrating Away from Windows​

A natural question arises: If Microsoft’s licensing stance imposes a penalty for running Windows workloads off Azure, why don’t enterprises simply transition those workloads to Linux to escape the Microsoft ecosystem altogether?
Google and AWS contend that this is not a viable option for the vast majority of enterprises. According to the CMA report:
  • Enterprises are deeply entrenched in Windows Server and SQL Server environments with years of accumulated proprietary applications and workflows.
  • Migrating to Linux typically demands rewriting or significantly refactoring these applications, a process that can take several years and requires substantial engineering resources.
  • For many enterprises, such a transition is cost-prohibitive and operationally risky, especially those lacking in-house software engineering capacity to manage complex rewrites.
Google shared that the few customers who have successfully migrated Windows-based workloads to Linux faced significant expenses and long timelines, making it an impractical path for most.
Similarly, AWS emphasized that some applications simply only run on Windows Server, and migrating them to Linux is often neither practical nor economical.

Implications for Cloud Competition​

The impact of Microsoft’s licensing approach extends beyond individual enterprises to the broader competitive landscape of cloud infrastructure services. The CMA observed in its preliminary findings that:
  • Microsoft’s licensing creates significant barriers to switching cloud providers for traditional enterprises deeply invested in Windows software.
  • This results in “denied effective competitive choice” and stifles innovation from other cloud providers.
  • A large portion of Azure’s revenues—70 to 80 percent—derive from customers running Windows Server and SQL Server workloads.
  • AWS estimates that reducing the licensing price gap could lead approximately half of its customers to consider migrating workloads away from Azure, underscoring the competitive disadvantage Microsoft imposes on rivals.
The CMA is considering remedies to address these competitive concerns, with a final decision pending by July 4. Other related issues include egress fees and technical difficulties in moving cloud services, though the CMA has found less evidence of problems in those areas than claimed by smaller cloud providers.

Microsoft's Position and Strategic Pricing​

Microsoft defends its licensing model as a necessary equilibrium. It states that:
  • Pricing needs to be balanced such that software is not so cheap it incentivizes mass migration off Microsoft’s platforms yet not too expensive to push customers to alternative software ecosystems.
  • This tightrope walk is part of the company’s strategic approach to leveraging its entrenched customer base and software footprint to maintain market share in the cloud era.
This stance is typical of platform incumbents who use pricing and licensing policies to "lock in" customers to their ecosystem, a practice that increasingly draws regulatory scrutiny globally.

Broader Technical and Operational Challenges in Migration​

Complementing the CMA findings are broader operational challenges reported in user communities and IT forums related to the complexity of moving off Microsoft technologies:
  • Enterprises and even some advanced users report that Linux, while highly customizable and secure, lacks seamless compatibility with many Windows applications and workflows.
  • Migrating involves not only rewriting software but also retraining staff, adjusting operational processes, and sometimes accepting technical compromises.
  • Linux distributions emphasize security models and user access controls very differently from Windows, which can pose challenges for users expecting familiar paradigms.
  • The ecosystem of proprietary Windows software—particularly around productivity, enterprise applications, and specialized industry tools—is still dominant, limiting direct Linux substitutes in many contexts.
Many enterprises try to mitigate risk through hybrid setups, running both Windows and Linux workloads as needed, but the cost and complexity of such mixed environments add another layer of operational overhead.

The Underlying Market Reality​

This situation reflects the broader tension in enterprise IT:
  • Microsoft dominates traditional enterprise server and productivity software.
  • Cloud-native and open-source alternatives like Linux present compelling technical and cost advantages but face adoption barriers rooted in legacy dependencies and software compatibility.
  • Cloud providers like AWS and Google seek to attract Windows workloads but face cost disadvantages due to Microsoft’s licensing rules.
  • Microsoft’s licensing strategy effectively bundles its software ecosystem with Azure infrastructure, reinforcing customer lock-in.
This reveals a significant barrier to competition in cloud infrastructure services, potentially limiting customer choice and innovation while reinforcing Microsoft’s cloud dominance through legacy software licensing leverage.

Looking Forward: Potential Outcomes and Strategic Moves​

Regulatory scrutiny by bodies like the CMA may pressure Microsoft to alter licensing terms or offer more competitive options on rival clouds. Possible outcomes include:
  • Required adjustments to licensing fees to level the competitive playing field.
  • Introduction of more flexible licensing models to reduce migration friction.
  • Greater support and incentives for Linux-based migrations to lower dependency on Windows.
  • Increased transparency and enforcement to prevent anticompetitive conduct.
For enterprises, the ideal scenario would be more freedom to choose cloud providers without punitive licensing fees or forced rewrites, enabling better pricing and more innovative deployment architectures.
For Microsoft, balancing profitability with regulatory compliance and customer satisfaction in this complex market is a significant strategic challenge.

Conclusion​

The CMA investigation into Microsoft’s cloud licensing and its impact on competition shines a spotlight on a key obstacle in cloud market dynamics: the enduring legacy of enterprise software investments anchored in Windows Server and SQL Server. These legacy investments, paired with Microsoft’s strategic licensing, effectively lock many enterprises into Azure or impose steep costs elsewhere.
While Linux and open-source alternatives offer potential relief, the complexity and expense of migrating existing enterprise workloads ensure that many organizations remain tethered to Microsoft’s ecosystem. This dynamic restricts cloud provider competition and innovation, posing challenges for customers seeking to optimize or diversify their cloud strategies.
As the cloud market continues to mature, regulatory bodies, cloud providers, and customers alike will be watching closely how Microsoft adapts its licensing practices and how enterprises navigate the difficult transition toward more open and cost-effective cloud solutions.
This ongoing saga underscores a critical truth: profound technological shifts are as much about business strategy and market power as they are about bits and bytes.

This detailed analysis integrates insights from recent investigations and user experiences, emphasizing the complex interplay between licensing, migration feasibility, and cloud market competition.

Source: Google and AWS: Linux too hard, so customers move to Azure
 

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