Sysadmin Shock As Windows Server 2025 Installs Itself After Update Labeling Error

A security update mislabeling by Microsoft led to Windows Server 2022 systems unexpectedly upgrading to Windows Server 2025, impacting 7 percent of Heimdal customers and leaving administrators scrambling to manage unexpected licensing and configuration challenges. The Register reports: It took Heimdal a while to trace the problem. According to a post on Reddit: "Due to the limited initial footprint, identifying the root cause took some time. By 18:05 UTC, we traced the issue to the Windows Update API, where Microsoft had mistakenly labeled the Windows Server 2025 upgrade as KB5044284." It added: "Our team discovered this discrepancy in our patching repository, as the GUID for the Windows Server 2025 upgrade does not match the usual entries for KB5044284 associated with Windows 11. This appears to be an error on Microsoft's side, affecting both the speed of release and the classification of the update. After cross-checking with Microsoft's KB repository, we confirmed that the KB number indeed references Windows 11, not Windows Server 2025." As of last night, Heimdal estimated that the unexpected upgrade had affected 7 percent of customers -- it said it had blocked KB5044284 across all server group policies. However, this is of little comfort to administrators finding themselves receiving an unexpected upgrade. Since rolling back to the previous configuration will present a challenge, affected users will be faced with finding out just how effective their backup strategy is or paying for the required license and dealing with all the changes that come with Windows Server 2025.

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