Forum Discussion
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...
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.