Bryan Vyhmeister wrote: > In my situation, all SMTP AUTH is sent through port 465 (smtps) using > TLS. I hope that helps.
First, smtps (port 465) is deprecated, so you should use the STARTTLS+submission port (587) unless there is a specific reason to use smtps. The iPhone supports SARTTLS fine. Next - there is absolutely no evidence that SMTP_AUTH is attempted in your log snippet: > Jul 29 20:10:02 ubuntu postfix/smtpd[28892]: connect from > unknown[166.205.142.84] > Jul 29 20:10:06 ubuntu postfix/smtpd[28892]: NOQUEUE: reject: RCPT > from unknown[166.205.142.84]: 554 5.7.1 <x...@gmail.com>: Relay access > denied; from=<a...@outsidedomain.com> to=<x...@gmail.com> proto=ESMTP > helo=<[10.67.168.110]> > Jul 29 20:10:06 ubuntu postfix/smtpd[28892]: disconnect from > unknown[166.205.142.84] Enable the submission port in postfix (just uncomment the example), and tell your iPhone to use SARTTLS on port 587. -- Best regards, Charles