I actually found a workaround that I wanted to share. I configured an internal SMTP relay server in Server 2012 to forward emails to the gmail server. [URL] This way, port 25 can be used internally (iDRAC to relay server) and port 587 TLS can be used to send out to Gmail (relay server to smtp.gmail.com).        
Hello everyone, I have been trying to get email alerting to work with iDRAC7, however my test emails fail right away. In our environment, we have a couple of NAS devices which have email alerting.  I set them to use port 587 and I enable TLS.  I also use a gmail (smtp.gmail.com) as the mail server.  This works just fine with my NAS devices. I would like to use this same gmail account for iDRAC email alerts.  I have enabled alerts and enabled authentication.  I assume that port 587 will be used? Has anyone gotten email alerts to work with a gmail account? I did some research and played a bit with the domain name and dns name, however I have had no luck (in common settings).  I have two DNS servers inputted in the network settings.  I also tried just putting the ip address of smtp.gmail.com as the mail server instead of the name to try and take DNS out of the equation. Port 587 is definitely open on our firewall. Thanks  
E-Mail Alerting - iDRAC7 - Gmail