First off, I use AJTek for my organization's WSUS management (Kudos!). I have my server configured and my policies spec'd out to the T following the documentation. The one thing I'm having questions on is I have a Workstations and a Test - Workstations Computer Group. The Workstations are showing up perfectly fine when they report into WSUS, but my Test GPO which has a Security Group set up in the Security Filtering so I can target specific workstations around our company is not adding computers to my Test - Workstations Computer group. I can see a message in my WSUS Console say "Computers have requested the following nonexistent computer groups: Test - Workstations.
I've double/tripled checked my spelling of the naming and have had others also check it, so that's not it. My Enable Client Side Targeting it set to Workstations; Test - Workstations but the computers don't move from the Unassigned Computers Group. I've tried different names of a testing group, and nothing works. I can see my policies are applied (Both the test GPO and the Security group for the computer that I want to test on).
I can go into the computer itself, check the registry and see the Client Side Targeting is directing it to go to Workstations; Test - Workstations but nothing seems to be working. I've ran the .\Clean-WSUS.ps1 -FirstRun -HelpMe as suggested by AJTek support but I think its more of a issue with a Policy not applying or the WSUS server not recognizing the Computer group is truly there ( I'm looking at it).
I've been scouring the web looking for help, so if anyone might have a new road for me to run down let me know!
One thing I have yet to do just because I'm hesitant to break all my group policies is to update my .ADMX/L files inside my SysVol as its not a process I've done for sometime, or when I have it was only a single policy defintion here and there. Last time I updated it was for 20H1 and had some issues.