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Next time it fails take a look at this file:
C:\Documents and Settings\%username%\Local Settings\Temp\wcesmgr.log
It lists everything that happens during synchronization, might give some clues as to what has happened. I'd be interested to know myself, I may run into the problem at some point too.
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It is impossible to make anything foolproof, because fools are so ingenious.
-Murphy
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