I have a unique issue on my environment at the moment. I have created a New OU for testing purposes and in it lives a testing user (Test.User).
This User is receiving all the default GPs that are set at domain level, which is fine. However, i have created a new GPO and linked it to the Test OU and it is not showing in gpresult /r. It is a User Policy. I have run gpupdate /force.
There is a back story to all this though. We used to have two other DC's one was 2k3 the other is 2k8. I transferred any FSMO roles they had to my current DC which is also 2k8 and DCPROMO'd them off the domain. The 2k3 box is no longer on the network at all. The 2nd 2k8 machine is now just a member server.
There were replication errors in the event log and i have gone through some MS KB's to get the sysvol tree's setup correctly with the correct permissions as well. This is confirmed by the original GPO's still applying.
The trouble im having as mentioned above is that if I create a NEW policy i can see it in the Policies sysvol folder but cannot see it in GPRESULT on the client.
The policy is applied to the Test OU and assigned to AUTHENTICATED USERS.