Microsoft said it has fixed a known issue that caused some Windows Server 2019 and Windows Server 2022 systems to upgrade automatically to Windows Server 2025 without administrator approval. The company confirmed the resolution in a Windows release health update and re-enabled the Windows Server 2025 upgrade offer in the Windows Update settings panel, allowing organizations to resume supported in-place upgrades through normal settings workflows.
The issue was first acknowledged after administrators reported servers being upgraded overnight, in some cases to versions their organizations were not licensed to use. Microsoft had previously suggested that some cases involved misconfigured third-party update management tools, but update vendors disputed that explanation and said the problem stemmed from Microsoft's release speed or update classification process. The fix closes a problem that had persisted since 2024 and affected enterprise patching and change-control expectations for Windows Server environments.

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In a Windows release health update published on Tuesday, Microsoft said it had fixed the issue causing unexpected upgrades from Windows Server 2019 and 2022 to Windows Server 2025. The company also re-enabled the Windows Server 2025 upgrade offer in the Windows Update settings panel and published guidance for in-place upgrades.
After Microsoft suggested improperly configured third-party update management software contributed to the problem, update management vendors disputed that claim and said the issue stemmed from a procedural error by Microsoft involving release speed or update classification.
Microsoft acknowledged in September 2024 that a known issue was causing some Windows Server 2019 and 2022 devices to unexpectedly upgrade to Windows Server 2025. The company said the upgrade had been offered through a banner in the Windows Update settings page for organizations seeking in-place upgrades.
Windows administrators reported that some Windows Server 2019 and Windows Server 2022 systems were automatically upgraded overnight to Windows Server 2025, including cases where organizations did not hold licenses for the newer version.
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