User Profile Says Local, Changing to Roaming is Greyed Out, Even Though the Terminal Services Profile has a Profile and Home Directory on a Different Server... - Any Clues here?
When you are setting your GPO, check the settings tab. There is an option that says something to the effect of "grant user exclusive access." If you are trying to use the same folder for every user this may cause a problem, so uncheck this box. Another solution, if you want each user to have his/her own folder is to add the user name to the path \\Server\Share\Desktop\%username%
I think a slow link can cause folder redirection to be delayed until the next login, but I can't say for sure. Try loggin in as a user who's desktop should be directed, and look at the event viewer. If the GP is being applied and it is a problem like what I have outlined above, you will see an error reporting that the user could not take ownership of the object.
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