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Microsoft resolves Windows Server upgrade bug enabling unintended 2025 upgrades

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1 unique sources, 1 articles

Summary

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Microsoft has resolved a previously reported bug that caused systems running Windows Server 2019 and 2022 to automatically upgrade to Windows Server 2025 without explicit user action or licensing. The issue, first acknowledged in September 2024, led to unexpected overnight upgrades across multiple enterprise environments, prompting investigations into the root cause and mitigation steps. Microsoft attributed the problem to misconfigured third-party update management tools, though affected vendors disputed this and cited procedural errors on Microsoft’s side. The bug’s resolution restores the intended upgrade workflow via Windows Update settings, allowing administrators to control upgrade eligibility and timing. The fix follows a prolonged period of disruption and reactive out-of-band patches addressing related installation failures and authentication issues.

Timeline

  1. 15.04.2026 13:24 1 articles · 8h ago

    Microsoft resolves Windows Server 2025 upgrade bug after 19 months of disruption

    Microsoft confirmed resolution of a known bug causing unexpected automatic upgrades from Windows Server 2019/2022 to Windows Server 2025, restoring upgrade controls via Windows Update settings. The issue, initially acknowledged in September 2024, disrupted enterprise environments and prompted vendor disputes over root cause. Microsoft’s fix enables administrators to resume planned in-place upgrades via the Settings app, ending a prolonged period of unintended upgrades and reactive out-of-band patches addressing installation and authentication issues.

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Information Snippets

  • Systems running Windows Server 2019 and 2022 were automatically upgraded to Windows Server 2025 due to a bug in Microsoft’s upgrade mechanism.

    First reported: 15.04.2026 13:24
    1 source, 1 article
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  • Microsoft acknowledged the issue in September 2024, after administrators reported unexpected overnight upgrades to unlicensed server versions.

    First reported: 15.04.2026 13:24
    1 source, 1 article
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  • Microsoft stated that third-party update management software was incorrectly configured, though vendors countered this explanation, citing procedural errors on Microsoft’s part including release speed and classification.

    First reported: 15.04.2026 13:24
    1 source, 1 article
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  • Microsoft re-enabled the Windows Server 2025 upgrade offer via the Windows Update settings panel following resolution of the underlying bug.

    First reported: 15.04.2026 13:24
    1 source, 1 article
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  • An out-of-band update in March 2026 addressed installation failures in the non-security preview update, and another emergency update fixed sign-in failures with Microsoft accounts across Edge, Teams, OneDrive, and Microsoft 365 Copilot after March Patch Tuesday.

    First reported: 15.04.2026 13:24
    1 source, 1 article
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