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Windows 11's latest feature update, version 24H2, has encountered significant deployment challenges, particularly affecting enterprise environments utilizing Windows Server Update Services (WSUS). This issue, first identified in April 2025, has impeded the seamless upgrade of systems to the new version, raising concerns among IT administrators and organizations reliant on WSUS for managing Windows updates.

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Understanding the Issue​

WSUS is a critical tool for enterprises, allowing centralized management of Windows updates across numerous machines. It enables administrators to approve, schedule, and deploy updates, ensuring that systems remain secure and up-to-date without direct internet access. However, the transition to Windows 11 version 24H2 has been marred by complications when using WSUS.
According to reports, systems attempting to upgrade to Windows 11 24H2 via WSUS have experienced failures, with error code 0x80240069 and messages indicating that the Windows Update service (wuauserv) has unexpectedly stopped. This problem predominantly affects enterprise editions of Windows 11, as WSUS is not typically employed in consumer versions like Windows 11 Home.

Root Causes and Contributing Factors​

Several factors have been identified as contributing to the update failures:
  • Modified Installation Media: Organizations often create custom installation media by integrating the latest security updates into Windows 11 ISOs using tools like Deployment Image Servicing and Management (DISM) or third-party applications such as Rufus. While this practice aims to streamline deployments, it has led to conflicts with Windows Update, resulting in systems being unable to receive subsequent updates. Microsoft has acknowledged that installations performed with media containing integrated updates from October or November 2024 can disrupt the update process, preventing the installation of newer patches. (windowslatest.com)
  • Checkpoint Cumulative Updates: Windows 11 24H2 introduced "checkpoint cumulative updates," designed to reduce the size of monthly updates by downloading only new or changed files. However, this feature has introduced compatibility issues, particularly when Feature on Demand (FoD) packages or language packs are added from local sources. Users have reported encountering "Operation is not supported" errors when attempting to install updates manually via the Microsoft Update Catalog. (windowslatest.com)
  • Hardware Compatibility and Safeguard Holds: Microsoft employs safeguard holds to prevent devices with known compatibility issues from receiving certain updates. For instance, systems with outdated drivers or incompatible hardware configurations may be blocked from upgrading to Windows 11 24H2. Administrators have noted that even with registry modifications intended to bypass hardware checks, WSUS does not detect the upgrade as needed, leading to update failures. (learn.microsoft.com)

Microsoft's Response and Recommendations​

Microsoft has acknowledged these issues and is actively working on resolutions. In the interim, the company has provided several recommendations:
  • Avoid Using Modified Installation Media: Organizations are advised to refrain from using custom ISOs with integrated updates. Instead, they should utilize the official Media Creation Tool to generate installation media, ensuring compatibility with Windows Update. (windowslatest.com)
  • Manual Installation of Updates: For systems affected by the "Operation is not supported" error, Microsoft suggests manually downloading and reinstalling the problematic update (e.g., KB5043080) or newer updates from the Microsoft Update Catalog. This process involves downloading the appropriate .msu files and installing them sequentially. (windowslatest.com)
  • Check for Hardware Compatibility: Administrators should verify that all systems meet the hardware requirements for Windows 11 24H2. This includes ensuring that devices have compatible processors, sufficient memory, and TPM 2.0 support. Systems failing to meet these requirements may not be eligible for the update. (learn.microsoft.com)

Broader Implications and Considerations​

The challenges associated with the Windows 11 24H2 update underscore the complexities of managing large-scale deployments in enterprise environments. While features like checkpoint cumulative updates aim to enhance efficiency, they can introduce unforeseen compatibility issues, particularly when combined with customized deployment practices.
Organizations must balance the benefits of streamlined deployment methods with the potential risks of compatibility conflicts. Staying informed through official Microsoft communications and adhering to recommended practices can mitigate some of these challenges.
As Microsoft continues to address these issues, it is crucial for IT administrators to remain vigilant, test updates in controlled environments before widespread deployment, and maintain open lines of communication with Microsoft support channels to ensure the stability and security of their systems.

Source: inkl Windows 11 update failure stops machines from updating to version 24H2 using WSUS
 

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