Forum Discussion
Windows Server 2016 does not install updates at scheduled time
- From what you have shared, you configured everything correctly and it might be a temporary issue with the server. Try restart your server and see if the problem persist?
Are you facing the same issue with other policies too?
Hrm. Well, I just noticed that two of our 2016 servers actually HAVE installed updates recently - immediately after a scheduled task ran that rebooted them this past Saturday night. On the off chance that there's a setting the others haven't picked up since the last time the Windows Update service was started/restarted, I just restarted the wuauserv service on each of the other 2016 servers in this policy. We'll see what they do overnight tonight. If they still don't install tonight, I'll reboot them tomorrow night before the scheduled installation time and see what happens then.
As far as the our other WU polices go... the only other policy we have applied to our servers is set to "Auto download and notify to install" - not to mention none of the servers in that policy are 2016 anyway - so they're unfortunately not very relevant for troubleshooting this. 
Reza_AmeriIt looks like the restart of the wuauserv service did the trick. Thanks for the assist!
Thank you JWW-CSISD for the update and glad it was helpful.