Sent Items with attachments only being deleted without warning

[Jeff]

Hello,

In our firm we are using Outlook 2003 with Exchange Server 2003, sp2.
Recently we've started to see a very strange issue that seems to have no good
explanation. When sending emails with attachments, the emails will be sent
and go to the Sent Items box as usual.

Then, for no apparent reason, the email simply disappears from the Sent
Items folder and never actually gets sent. There is no bounce message, no
error, nothing. It does not go to the Deleted Items folder.

I have actually sat and watched the email disappear completely.

On that Exchange server we run McAfee Group Shield as well with anti-spam.
At first I thought that perhaps the server was considering these emails spam,
or infected, but on the accounts that this has happend to, which is only 3,
none of them are infected with viruses or spyware.

The emails are business related and I doubt considered spam.

Does anyone have any suggestions? The other thing I found so far was to
possibly run the Inbox repair tool, that perhaps the .PST or .OST files are
corrupted.

 

[Jeff]

Actually, looks like I found that at least some of the time, the problem
could certainly be the AV/Spam server. I sent the emails we couldn't send
from an outside account and CC'd them to the inside. After they didn't come
in, I searched the logs and they were flagged as "Racism and Bigotry" and
deleted. Still doesn't make sense as these are business documents with
nothing of the sort inside them.

I think this is a glitch with the McAfee software to be honest. I'll keep
the post open just in case and post back if I find that this is the case.