I have a small virtual environment with drive maps being applied through GPO. I'm having an issue where drives are not being mapped for a specific user on a specific server. My domain controller is Windows Server 2008 R2. The server where the problem behavior exists is Windows Server 2008 Enterprise edition ("web server"). The user is a member of the local Administrators group on the web server.
The user logs in to other Windows Servers on the domain and the mapped drives policy is applied successfully
I log in (as Administrator) to the web server and mapped drive policy is applied
User logs into the web server and mapped drives are NOT applied
I don't see anything in the Event Logs (tried searching "mapped" and "group policy" but nothing revealing)
Any ideas where I can look?