Can I use smtp.gmail.com as a means of sending emails from EndPoinSecurity? Author: Luis Fernandes November 30, 2018 04:29 Updated AnswerNo, According to http://support.google.com/mail/bin/answer.py?hl=en&answer=13287 outgoing mail requires SSL (port 465) or TLS (port 587). GFI EndPointSecurity only supports standard authentication to mail servers. Related articles Permissions based on a group are not applied correctly How can I verify that GFI EventsManager can retrieve W3C Logs? Can I move GFI EndPointSecurity to a new server?