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Domain User's roaming profile is not loading

A domain user (standard rights) on a SBS 2003 domain is not loading his roaming profile upon login to Windows XP. Getting the error message:
"Windows cannot copy file lists files and folders Windows cannot load. Possible causes of this error include network problems or insufficient security rights. If this problem persists, contact your network administrator.

DETAIL - The filename or extension is too long. "

also this error:

"Your roaming profile is not available. You are logged on with the locally stored profile. Changes to the profile will not be copied to the server. Possible causes of this error include network problems or insufficient security rights. If this problem persists, contact your network administrator.

DETAIL - Incorrect function. "

I checked the domain controller, the permission of the profile folder on the server is fine. I even added the username to Auditing and Owner of the profile folder. Interesting thing is that after restarts, the roaming profile loads sometimes but after logging off and logging on it goes back to unable to load profile.

What might be causing this?
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Brian
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I can confirm that it is just that one domain user who is unable to load his roaming profile. If I try other domain user logons from that computer, they have their roaming profiles loading just fine.
I unjoined from domain, deleted the temp folder that had too many subfolders. Now I joined domain user back to this workstation but it's pulling up his "temporary" profile now the one that has a generic background and files. There were no error messages just not loading his roaming profile anymore?
So after unjoining from domain and joining back. After logging in with the user, it is loading a temporary profile and not the roaming. In System Properties > User Profiles next to the username it says "Type: Roaming" but Status: Temporary.

If I double-click Temporary, Roaming Profile is selected by default and Local Profile is grayed out. Yet after restarts, it is not loading the roaming profile but a temporary one.
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Getting similar message now with another user on the same domain:
 "Windows cannot load the user's profile but has logged you on with the default profile for the system

Detail - There is not enough space on the disk"

Event Viewer shows error 1505.

This user's roaming profile is about 17gb (because of all the itunes related crap that's being roamed).
LOL.  How about prohibiting all that iTunes crap or at the very least excluding the My Music folder from roaming profiles.

Jeff
TechSoEasy