If you create your GPO on the PDC (for example, normal behavior) and you have several DC's and when you login on your TS it reads the GPO from another DC it might not have replicated the GPO to that other server which will result in this behavior.
Now it might work?
Note that when you create a GPO it writes info about the GPO in AD but the GPO itself is a file/files created in SYSVOL which also needs to be replicated...


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