I am looking for a start I am not sure exactly what I should be googling. I would like to have the printer send an email directly to a recipient using a google apps account smtp.gmail.com..... However the printer does not work this way as there is no tls or ssl option available. Support has stated that: The imageCLASS MF8380CDW is able to send scanned image via a SMTP server or POP3 server configured via the unit. Bellow you will find the list of mail forwarding server software: Sendmail 8.93 or later. Can I setup a relay on the router (something like smtp.router.lan) using sendmail and then relay that to smtp.gmail.com? Again what am I looking for? Is there a guide that I can't find?