I'm setting up a new mail server with postfix dovecot and things are working fine except this strange thing. I'm unable to send email to gmail addresses. The log shows status sent. However, I checked there is no email in gmail mailbox.
Jul 8 13:10:08 example postfix/smtp[5294]: B53B637C233: to=<some-address@gmail.com>, relay=gmail-smtp-in-v4v6.l.google.com[173.194.79.26]:25, delay=2.2, delays=1.5/0.08/0.49/0.14, dsn=2.0.0, status=sent (250 2.0.0 OK 1341727808 nc7si50672387pbc.75)
However, my other account can send to gmail. After several testing, then I found that if I first send email from gmail, then subsequently I can send from my server and email received by gmail.
I don't have this issue with Yahoo. What could be the problem?
Best Answer
The logs say "sent". So the mail has been sent by you and accepted by Google.
Google then (probably) found your mail "spammy" and discarded it. This is a Google mail processing problem which can only be solved by Google itself. Or send mails that don't look spammy. Follow these instructions for example: E-mail sent with postfix are marked as spam