Ok, so I'm still kinda new to ISPConfig, so if it's a simple fix go easy on me here. I've posted a few issues and they've turned out to be somewhat easy things to fix, but I was just over thinking them. Now I have 3 servers in a multiserver configuration, all three servers are replicated in content, database and should be in email, however when I use something like PHPMailer to attempt to send emails, I get a message saying that my script can't connect. I have port 25, 265, and 587 all open and listening for requests, 25 is Non-SSL requests, and 465 & 587 are SSL and TLS. I am using an email address I know exists, and was created in ISPConfig (and is displayed under "Email Mailbox"), with the same credentials, however I am not able to send it. As I said. I am using 3 servers, all are setup to send email, serve websites, and serve DNS records. They are all doing what they are supposed to....except send email using SMTP (they are receiving email just fine). I know I'm not going crazy. I followed this guide exactly to the letter: https://www.howtoforge.com/perfect-...l-php-pureftpd-postfix-dovecot-and-ispconfig3 When I am setting up my script I have tried localhost, 127.0.0.1, server1.domain.tld, server2.domain.tld, server3.domain.tld, and I've even tried the local IP addresses these servers use to communicate with on our off-band network. Nothing seems to be working. Only when we use PHP's mail feature. And with plans to add more servers for redundancy. I am hoping to get this resolved. Some of our emails are being seen as spam, which obviously no one wants. And is also the case with me. Are email accounts replicated along with the ISPConfig data replication, or do I need to find a way to replicate that as well?