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Outbound Mail Flow (bypass EOP for particular Domain)

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We have on-premises Exchange 2007/2013 Servers. And have hosted mail protection (Exchange Online Protection). Side note - 2007 servers being retired soon. Our mail is routed via EOP etc.

One of our members of staff is starting to use a goverment secure mail service. This involves setting up a POP3 account on the users Outlook.

It has to be configured to send over SMTP using SSL.

Getting an error saying the connection encryption type is not supported when doing the send test (receives OK).

Upon checking with the Support for the service, routing mail through Office365 will not work. We need to route the mail directly.

This is probably a newbie question but how do I do that? Do I create a new send connector and define the particular domain in there? would I use my ISPs smart host address?

It's just for sending mail, as I say the POP3 account is receiving OK using the POP3 settings.

Thanks in advance.


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