Anthony Chavez wrote:

Nevertheless, either Cyrus still doesn't recognize that the mail has
been received (even though Postfix logs that it has been passed to
Cyrus) or there is an issue with Outlook that prevents the recipient
From seeing the message for a variable amount of time---I'd say about 5
minutes on average, though sometimes it takes hours.

It's easy enough to monitor a mailbox to see if new messages are being delivered. Also, you don't mention any other clients -- what happens with Thunderbird, for example?

This problem trickled in slowly, but have become increasingly worse, to
the point that many of my users are using Yahoo mail because our mail
server is "unreliable."  As such, I'm *EXTREMELY* interested in fixing
this problem.

I have seen such problems occur when Outlook is left running for long periods of time. Believe it or not, a complete reboot of Windows is often necessary. Simply restarting Outlook is not always sufficient.

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