For months we have had two servers with the mentioned OS installations that fail when applying the Cumulative updates for that month.
For one server the updates install in the OS but upon restarting the server an error occurs and all the changes are undone and all the updates are available again.
For the other, the updates download but upon installing the progress bar gets to about 20% and then hangs for a long time, then fails with a generic "please try again later"
Notes:
Both servers have access to internet
We have attempted to install updates from deployment software (GFI Languard) as well as while on the server remotely (RDP)
We have attempted to rename/delete the SoftwareDistribution Folder and re-perform updates - same results.
We have attempted to download the updates from the Microsoft Update Catalog and install them manually - same results.
We have many other servers with these OS's that have had no issues with applying the cumulative updates.
Would greatly appreciate any suggestions as we are out of ideas.