Return Address, Delivery Problems

[pagreen]

We have various versions of Outlook that utilize an exchange 5.5 server as the central data store, as well as the conduit for internal emails. External emails all go in and out directly between Outlook and the Internet through a central gateway.

The problem is that on some of the computers, when Email is sent externally (i.e., directly to our ISP, rather than to the Exchange Server), the return address on the email uses the format of the internal Email. This means that if someone "replies" to the Email, it will not get back to us because it uses the wrong email address.

As a related matter, sometimes Emails that are supposed to go out to the Internet instead go to the Exchange Server, which then sends them back as undeliverable. We have set Outlook to check external email addresses first. Also, we have various machines that (as far as we can tell) are configured identically to the ones that are misbehaving.

Any suggestions appreciated.

 

[fuego007]

Are you saying that you have Outlook configured to access your Exchange server AND a separate SMTP server? If so, this makes no sense. You should configure an Internet Mail connector on your Exchange server and forget the rest - too complicated. It takes all of five minutes (if you're slow) to configure an IMC. The only other thing you have to do is have your ISP create an MX record in DNS for you mail domain.