This has been kicking my butt for some time now and i'm reaching out for help. Here is the scenario: There is 1 Exchange 2003 server which lives on mail.example.com. It has 1 SMTP Virtual server and 1 SMTP Connector. The connector is configured to forward all mail through an external spam filter.
What I am looking to do is setup a ticket system (JIRA), which will live in a virtual machine on the same LAN as Exchange and should receive only internal mail destined for firstname.lastname@example.org. So i will have a distribution list on exchange - email@example.com which will have a contact member firstname.lastname@example.org. From what i've read i need another SMTP connector configured on exchange in order to process outgoing mail destined for jira.example.com. Postfix will be the receiving mail server for jira.example.com. So far, i am struggling to see any indication of mail being routed to Postfix, but there are no bounces. Please let me know what you think. Here is my attempt at a diagram :) http://nulledge.info/display/NTS/Example.com+mail+routing
Problem: I am unable to get exchange to forward to postfix.
Question: What is the best way to verify that exchange is actually trying to deliver the message to Postfix and does not drop it?
Question #2: In the descried scenario, would exchange be considered a "relay" for postfix? Thanks so much in advance!
Exchange is configured to send email via a smarthost