james said:
I forgot to mention this is an imap account through gmail.
OY VEY! Gmail. Uffda.
Gmail supports the POP and IMAP protocols only sufficiently to use
e-mail clients with their e-mail service. They are deficient and have
bugs in ways that they don't comply with the RFC standards for those
e-mail protocols.
If Outlook got an +OK status back from the SMTP mail host when it tried
to send an e-mail, it moves the item from the Outbox to the Sent Items
folder (unless you have the option enabled to save replies with the
original e-mail in its folder and you sent a reply). That Outlook did
not move the item from the Outbox folder to the Sent Items folder means
it did not get an +OK status back from the SMTP mail host.
Did the recipient ever get a copy of the e-mail that gets stuck in your
Outbox?
Did you check if Outlook is in offline mode (File -> Offline)?
Have you yet tried running Outlook in its safe mode ("outlook.exe
/safe") which does not load add-ons or COM plug-ins? If the problem
goes away, an add-on or plug-in is causing the problem.
Did you yet try disabling the e-mail scanner in whatever anti-virus or
anti-malware software you use, or anything else installed on your host
that interrogates the e-mail traffic?
Did you look in the Progress dialog (even if not shown on the screen
then go open it) to see if there were any errors? You don't see any
error when you attempt to send and the item remains in your Outbox
folder? If not, enable Outlook's troubleshooting log and look in the
logfile (opmlog.log). That will show what the mail server sent back in
response to commands sent to it from the client. See
http://support.microsoft.com/kb/956975.
Do you have anything else using your Outlook, like a Blackberry?
After enabling your Gmail account to support IMAP, did you define an
IMAP account in Outlook (instead of POP)?
Did you exceed Gmail's anti-spam quotas? If you use their webmail
agent, you can send to 500 recipients per day. If you use your own
e-mail client and use POP or IMAP to access your Gmail account, you only
get to send to 100 recipients per day. That is a TOTAL count. If you
sent 10 e-mails through Gmail that had 10 recipients listed in each, you
hit their 100 recipients/day quota. Another anti-spam quota is that you
cannot get more than 5 NDRs (non-delivery reports) per day. That means
you cannot send e-mails to more than 5 e-mails addresses that don't
exist (but the domain exists so their mail server sends back an NDR
saying no such account exists there). Spammers send to lists of e-mail
address of which a large number are invalid. They provide a *personal*
free e-mail account so there are limits on how many you can send (to how
many recipients), how many NDRs you generate, and probably other
anti-spam or anti-abuse quotas. If you hit their anti-spam quotas, your
account gets locked for 24 hours and you can't send until after it gets
unlocked. Have you waited, say, 48 hours to retest to see if the items
sitting in your Outbox folder get sent then?
