Hi all, I’ve posed this question to the dovecot mailing list as well, but I’m asking here also because I think this more likely something that I’ve missed or misconfigured in postfix than dovecot.
Sending mail from a local address to gmail, I’d expect it to be forwarded through the configured relay host (the IMAP server doesn’t have direct internet accesss, only the relay box.): I’ve got postfix setup to use dovecot-lmtp for (virtual) user delivery, and things to users or aliases that Dovecot knows about now get delivered correctly. However, I’ve done something wrong with postfix and/or the LMTP configuration because upon RCPT TO, instead of forwarding the mail off to the configured smartest, somehow dovecot-lmtp is ending up in the mix. (Perhaps this is more a postfix question than a dovecot one, but, I’ll start here.) Relevant postfix config: [root@81716ec5-bca4-6d53-ed81-bd1a55d46b4f /opt/local/etc/postfix]# postconf -n canonical_maps = hash:/opt/local/etc/postfix/canonical command_directory = /opt/local/sbin compatibility_level = 2 daemon_directory = /opt/local/libexec/postfix data_directory = /var/db/postfix debug_peer_level = 2 debugger_command = PATH=/bin:/usr/bin:/usr/local/bin:/usr/X11R6/bin ddd $daemon_directory/$process_name $process_id & sleep 5 default_database_type = hash home_mailbox = Maildir/ html_directory = no inet_interfaces = all inet_protocols = all mail_owner = postfix mailbox_size_limit = 102400000 mailq_path = /opt/local/bin/mailq manpage_directory = /opt/local/man message_size_limit = 51200000 meta_directory = /opt/local/libexec/postfix mynetworks = $myhostname, 127.0.0.0/8, 10.0.0.0/8, 172.16.0.0/12 192.168.0.0/16 newaliases_path = /opt/local/bin/newaliases owner_request_special = no queue_directory = /var/spool/postfix queue_minfree = 76800000 readme_directory = /opt/local/share/doc/postfix recipient_canonical_maps = hash:/opt/local/etc/postfix/recipient_canonical recipient_delimiter = + relayhost = relay.svc.a4b01392-e48d-4cdf-cacf-f850d1800d45.basement.cns.coyhile.com sample_directory = /opt/local/share/examples/postfix sender_canonical_maps = hash:/opt/local/etc/postfix/sender_canonical sendmail_path = /opt/local/sbin/sendmail setgid_group = maildrop shlib_directory = /opt/local/lib/postfix smtpd_banner = $myhostname ESMTP smtpd_client_restrictions = permit_mynetworks, permit_sasl_authenticated, reject_unknown_reverse_client_hostname smtpd_data_restrictions = permit_mynetworks, reject_unauth_pipelining, permit_sasl_authenticated smtpd_helo_required = yes smtpd_helo_restrictions = permit_mynetworks, permit_sasl_authenticated, reject_invalid_helo_hostname, reject_non_fqdn_helo_hostname smtpd_recipient_restrictions = permit_mynetworks, permit_sasl_authenticated, reject_unlisted_recipient, reject_non_fqdn_recipient, reject_unauth_destination, reject_unknown_recipient_domain, check_recipient_access hash:/opt/local/etc/postfix/filtered_domains smtpd_sasl_auth_enable = yes smtpd_sasl_path = private/auth smtpd_sasl_type = dovecot smtpd_sender_restrictions = permit_mynetworks, permit_sasl_authenticated, reject_unlisted_sender, reject_non_fqdn_sender, reject_unknown_sender_domain smtputf8_enable = no strict_rfc821_envelopes = yes unknown_local_recipient_reject_code = 550 virtual_alias_maps = pgsql:/opt/local/etc/postfix/postfix_virtual_aliases.cf virtual_mailbox_domains = pgsql:/opt/local/etc/postfix/postfix_virtual_domains.cf virtual_transport = lmtp:unix:private/dovecot-lmtp [root@81716ec5-bca4-6d53-ed81-bd1a55d46b4f /opt/local/etc/postfix]# In syslog, I see: mail.info] 12327F13D: client=ns1.coyhile.com[172.17.64.25] 2019-08-11T15:38:40+00:00 81716ec5-bca4-6d53-ed81-bd1a55d46b4f postfix/cleanup[56365]: [ID 197553 mail.info] 12327F13D: message-id=<> 2019-08-11T15:38:40+00:00 81716ec5-bca4-6d53-ed81-bd1a55d46b4f postfix/qmgr[56018]: [ID 197553 mail.info] 12327F13D: from=<coy.h...@coyhile.com>, size=354, nrcpt=1 (queue active) 2019-08-11T15:38:40+00:00 81716ec5-bca4-6d53-ed81-bd1a55d46b4f dovecot: [ID 702911 mail.info] lmtp(50179): Connect from local 2019-08-11T15:38:40+00:00 81716ec5-bca4-6d53-ed81-bd1a55d46b4f postfix/lmtp[56821]: [ID 197553 mail.info] 12327F13D: to=<coyh...@gmail.com>, relay=81716ec5-bca4-6d53-ed81-bd1a55d46b4f.localdomain[private/dovecot-lmtp], delay=55, delays=55/0.01/0/0.03, dsn=5.1.1, status=bounced (host 81716ec5-bca4-6d53-ed81-bd1a55d46b4f.localdomain[private/dovecot-lmtp] said: 550 5.1.1 <coyh...@gmail.com> User doesn't exist: coyh...@gmail.com (in reply to RCPT TO command)) Shouldn’t the mail to gmail.com be punted off to the relay host, rather than getting lost in the LMTP agent? Thanks, -Coy