Cannot update both server 2016 or 2019

J

Jnoordh

I have two physical servers one with server 2016 and the other has server 2019 and both servers are having a lot of problems running windows updates. Both of these are band new installs as I'm going to be setting up a domain controller with one of them. I let the server 2016 run overnight to get the cumulative update kb4519998 and I come back this morning and its stuck on 95% so I run through a bunch of troubleshooting and eventually just manually download the kb4519998 update and it works but I go back to run the windows updates again and its stuck on 0%. I want to get the server fully updated before I start anything but I don't even know what updates it needs. It is just stuck on 0%.

The server 2019 one is also stuck on a windows update for the past 2 hours at 95% on kb2267602 but also has 7 other pending updates. Why the heck is it so hard to get these servers fully updated? Am I missing some magic trick or something?

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