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Michael2000's avatar
Michael2000
Brass Contributor
Oct 21, 2025
Solved

2025-10 Cumulative Update for Windows Server 2019 (KB5066586) Undoes Update on Reboot

We have a Windows Server 2019 Standard which will not install the 2025-10 Cumulative Update for Windows Server 2019 (KB5066586) update.  The installation part goes fine, but when the server is reboot...
  • Michael2000's avatar
    Michael2000
    Nov 19, 2025

    So even though I ran DISM /Online /Cleanup-Image /ScanHealth, and no errors were found, you still recommend running DISM.exe /Online /Cleanup-Image /RestoreHealth ?  I am glad to give it a try.

    I don't have a similar image to copy from unfortunately.

    I checked the CBS log file, but it does not go back far enough to get information on the install failure.  I'll save this log file after my next attempt.  I am also going to update the drivers on this server.

    I will rerun DISM with the RestoreHealth option this Saturday and report back.

    This has been a tough one to diagnose. I greatly appreciate you help with this.  

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