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This is a useful tool, as it helps you easily examine the properties contained in the message headers and quickly identify the offending issue. The message headers in a client like Outlook. However, sending a test email via the Application server and analysing the headers shows some interesting results.Īfter sending a test message to replicate the issue, open You check and find that SPF is setup correctlyĪnd you are not on any bad reputation lists. Generally, you will check that records, like your SPF And all may appear well, initially… Some emails are reported as spam or not deliveredĪfter time, one common issue that may be reported is that there are mail delivery issues with some mail servers on the internet. In a configuration like this, we’ll also expect that because the application server needs to send SMTP messages, the on-premises Exchange environment can be used for relay via the Hybrid configuration, as shown below:Īfter implementing this configuration, email can be sent and received from the application server. The other key component of allowing email to route from Office 365 back to on-premises is ensuring that the on-premises environment is able to send the email to the application server, as shown below: This is because if you re-run the Hybrid Configuration Wizard, which you may need to do periodically, the domain will be removed from the connector created and managed by the hybrid wizard. It’s important to note that you could instead add the domain to the hybrid connector, but we don’t recommend this.
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Needs a specific connector configured to route messages to the application Mail back to the on-premises application server, the non-routable email domain So that the Office 365 email address can be used to relay