The power went out (again) in my house today so I decided to set up some alerting. Since I have a ReadyNAS and the latest version of Raidinator seems to have SMTP TLS support, I figured I would try setting things up to email to a domain I have hosted on Google Apps.
At this point, I have everything working IF I use a Gmail account but as soon as I switch to a Google Apps email address, it stops working and complains with
smtpstatus=535 smtpmsg='535-5.7.1 Username and Password not accepted. Learn more at \n535 5.7.1 http://mail.google.com/support/bin/answer.py?answer=14257 30sm16076226wfd.23' errormsg='authentication failed (GNU SASL, method PLAIN)' exitcode=EX_NOPERM
I'm wondering if anyone else has encountered this. Google's extremely aggressive captcha does not help but I am able to log in now without a captcha from a browser so I'm open to any ideas why the simple switch of a user/password combo that is supposed to work does not.
I'm also attaching my config so that others can see how to set things up.