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Configuring SMTP behind a firewall

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I have an exchange 2000 server for an internal domain (.local) behind an ISA 2000 firewall. We've been using a hosted e-mail server for Internet access, and the Internet e-mail service on Outlook. Yesterday, we stopped being able to send e-mail to the Internet. Our Exchange server is queing the outgoing mail, but is unable to pass it on. I've tried to configure the virtual SMTP server to send the mail on, and created a packet filter in ISA to accommodate this, but without success. I would appreciate any suggestions.

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by cg it

clarification: youve been using a hosted email server and Internet email service as a backup plan cuz your email server is down? Or, you use your exchange to upload and download mail from your email service provider?

Next do you have Internet connectivity? Next, is exchange responding at all if you do a loopback SMTP test?

by jvonstein

I wanted to keep the Exchange server off the Internet for security reasons. We already had a hosted site, with E-mail, so we've been using the SMTP/POP3 Internet e-mail service in Outlook for Internet e-mail and the Exchange server for internal e-mail. Although not supported, this worked fine until last Thursday, when the outgoing Internet e-mails started piling up on the Exchange server queue, and the server reporting that it couldn't resolve the addresses. Configuring external DNS servers didn't help.

by jvonstein

We do have Internet connectivity through our ISA2000 proxy server. How do I do a loopback SMTP test?

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