I would like our servers to install all available updates every Saturday. I set the "Configure Automatic Updates" group policy. I then configured it to "Auto download and schedule the install." Then, I set the installation date for Saturday at 3 a.m. However, last Saturday only a first set of updates were installed. Now, when I check the servers, it says there are more updates available. So, I guess the server will install the next set of updates this upcoming Saturday.
When I manually update certain servers, I have to check for Windows updates multiple times and install them multiple times with multiple reboots in order to get the server fully up to date. I would like Windows to do all of that in one day. I don't want to have to wait multiple weeks to finish installing the latest Windows updates on the servers. When I check the update history, it shows some have failed, but if it updates enough times, the errors go away. We are using WSUS.