I’m trying to send email using exchange send connector STARTTLS setting to the SMTP server. I have read multiple documents on configuring TLS for send connector, but they talks about outbound connections to internet facing servers. My Exchange 2013 and SMTP server is in the same domain (let’s say A.com) and I’m creating dummy domains on my SMTP server (e.g. user1@dummy1.local, user2@dummy2.local ) and their respective send connectors on the exchange server end. In the smart host section added the IP address of the SMTP server and in the scoping section added the SMTP domain address (e.g. dummy1.local ). In the FQDN field, added the FQDN of the exchange server 2013 which certificate is enabled with SMTP service.
Could you tell me a step by step procedure, where I’m going wrong or any extra settings needs to added?
Presently, it is giving me an error that 530 5.5.1 TLS encrypted connection is required.
Note: I’ve created the Microsoft CA certificates for the SMTP and exchange servers and imported them in the personal certificate container. In which, the exchange certificate is created with FQDN name of the server and enabled for the SMTP service.
I’m using OPENSSL certificate for making the SMTP server TLS enabled. (let me know, if I need to import the OPENSSL certificate anywhere on the exchange end)?
Thanks!