I stumbled upon a server running Plesk 8.2.1 where a certain user could not receive e-mail. I sent an e-mail to the user from my mail client, and I never saw it enter the user’s mailbox. It didn’t even appear in the logs.
After checking the usual suspects, like MX records, mail account configuration, and firewalls, I was unable to find out why it was occurring. Even after a run of
mchk, the emails would not be delivered.
I began testing with a telnet connection to the SMTP port:
$ telnet 184.108.40.206 25 Trying 220.127.116.11... Connected to 18.104.22.168. Escape character is '^]'. 220 www.yourserver.com ESMTP HELO domain.com 250 www.yourserver.com MAIL FROM: [email protected] 250 ok RCPT TO: [email protected] 421 temporary envelope failure (#4.3.0) QUIT 221 www.yourserver.com Connection closed by foreign host.
Temporary envelope failure? I was still confused. After reviewing the logs, I found the following line whenever I tried to telnet to port 25 and send an e-mail:
Dec 2 00:15:49 www relaylock: /var/qmail/bin/relaylock: mail from 22.214.171.124:17249 (yourdesktop.com)
It turns out that the customer was using greylisting in qmail with qmail-envelope-scanner. After a quick check of /tmp/greylist_dbg.txt, I found the entries from me (as well as a lot of other senders), and that ended up being the root of the problem.