Replying to an Email

[Keith]

Our sales people connect through a VPN to our Exchange 2003 server to send
and receive mail using Outlook 2007. It is all working fine except for one
user. He can send and receive mail without incident, but if he replies to an
Email it just sits in his outbox.

Has anybody encounter this before?

 

[VanguardLH]

Our sales people connect through a VPN to our Exchange 2003 server to send
and receive mail using Outlook 2007. It is all working fine except for one
user. He can send and receive mail without incident, but if he replies to an
Email it just sits in his outbox.

Has anybody encounter this before?

Any error messages from the failed send?

Does your Exchange server demand that the Reply-To header match up with
the e-mail address for the account through which the employee is
sending? There is no difference between a new or reply e-mail. They
are both new e-mails as far as the mail server is concerned. That a new
e-mail is a reply is only something the user cares about.

A reply will not include attachments in the original e-mail (because the
original sender doesn't need back the file they already have that they
sent to the recipient). Maybe an add-on is interfering. Have you had
the employee try starting Outlook in its safe mode ("outlook.exe /safe")
and retest sending a reply?

Have you had the employee temporary disable e-mail scanning in whatever
antivirus software they use when testing to send a reply?