Greetings,

We are now seeking to expand our support for our OTRS Help Desk System with talking to the outside world (employee personal e-mail accounts; that may not be able to log into our portal to gain access to our internal email LAN). 

I have altered the Core::Sendmail config to use SMTP and pointed it to our mail host for routing e-mail, but when sending a test e-mail to the help desk account, the auto-generated e-mail never makes it to the sender -- however, all corresponding follow up e-mails (replies) and closer of the ticket sends off an e-mail to the sender's e-mail.

What is preventing the auto-generated ticket responding e-mail from making it to the sender, if all follow up e-mails (back and forth) are making it?