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I sometimes speculate if it's coming from difference in focus of attention. I don't use Outlook myself any more, I know some who do. I know a lot of odd behavior in Outlook seems to be caused by where it involves connection with IMAP/POP3 protocol connection. (And I wouldn't think Microsoft employees are dogfooding them, either.)

Empirically, it seems to be less of this problem occurring on the connection to the Exchange server, back when I was forced to use before. (Though at that time didn't have had so much of the connection, but had plenty of issues some involving broken database and such, I wouldn't touch with a ten foot pole myself...)




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