Hello,
I have a new Exchange 2013 installation on a small corporate network. We us an external web and email hosting company. We would like to continue receiving our incoming email through the external email host for SPAM, antivirus, and intrusion protection. In the past we have used the MAPI Labs mail connector to poll the external mail server for email and deliver it to our internal exchange system. Previously, outgoing email was sent via SMTP directly from the client PC. I would like it so the outgoing mail was routed through Exchange and ideally, only those with external email accounts count send outside the organization.
What I have done so far is have the external email host setup a secondary MX record on the external domain (ourserver.domain.com, which differs from their mail.domain.com). ourserver.domain.com points to our public network IP address. I then had our internet ISP create a PTR for our IP that pointed back to ourserver.domain.com. In ECP I have send connector set to use MX records with a FQDN of ourserver.domain.com; however outgoing mail is slow to deliver and is identified as SPAM using my outlook.com personal mail.
How can I get my outgoing mail to stop getting flagged as spam? I am still using a self signed certificate for testing and get certificate errors locally, but I do not think that is related. Am I going about this correctly?
Mike Orlando