Forum Discussion
2025-10 Cumulative Update for Windows Server 2019 (KB5066586) Undoes Update on Reboot
- 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.
Hello,
Start by stopping non-Microsoft services with MSCONFIG.
Stop and disable SQL Server-type services.
Check if you have any unknown profiles in "Advanced system settings" -> User Profiles -> Settings.
If you have any, delete them.
Reboot your server.
Try installing your updates again.
That's it.
I performed these step.
- No SQL Server, so did not need to stop those services.
- I didn't have any unknown profiles, but I did find a bunch of profiles in there, as if people were logging into the server, even though they weren't. I deleted them all.
- MSCONFIG not running. All of the other services looked normal.
Unfortunately, the update did not install. By the way, it is now trying to install 2025-11 Cumulative Update for Windows Server 2919. This is what happens on the reboot.