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I had this problem with Outlook 2000. If I attempted to sync before Outlook was opened, ActiveSync would hang and eventually I'd get a "GPF" style error on the Outlook process that ActiveSync was trying to start in the background. I never found a way around this and just made sure that I always opened Outlook first.
When the error would occur, I'd use Task Manager to kill any Outlook processes along with the ActiveSync process. Once they were all dead, I'd open Outlook, then ActiveSync, and the sync would work.
I've recently upgraded to Office Pro 2003, and no longer have any problems regardless if Outlook 2003 is open or not.
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FLJeepGuy
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