I'm currently running Server 2012 with I believe Exchange 2013.
I have a log server that needs to send email notifications to my email. This is an internal log server so I was going to point it to our internal Exchange server to send those emails out. For authentication i'm using my personal work email so I know the email and password is correct and that no SMTP relay should be needed.
The test email doesn't go through, however.
What is the best way to track down why the email may be getting rejected? I used the Get-MessageTrackingLog Cmdlet but it doesn't seem to be giving me any good information.
I'm assuming I may have a port wrong or something, but I want to see if I can track down a log or something that's telling me why that email may be rejected.
I'm using port 587 and set encryption to Allowed, but i'm not sure if that's correct. I know we use SSL/TLS but I believe the logs should tell me if it's the wrong port or if it's being rejected for another reason.
Any help at all that could point me in the right direction of troubleshooting this would be greatly appreciated! Thankyou.
Best Answer
Turn on logging on the Receive Connectors. That will show you if the traffic is actually hitting the server.
Are you sending email to external recipients or just internal? If internal you don't need to authenticate. If external then you do - I would suggest a dedicated receive connector and then restrict it to the IP address of the server with that app. Then when you enable logging you will not get drowned by the traffic.