Hi guys,

I followed this tutorial to the letter: https://www.digitalocean.com/community/tutorials/how-to-set-up-a-postfix-e-mail-server-with-dovecot

The installation has gone fine, with one small exception: sending messages from a remote client.

It feels as though Postfix is not honoring the permitsaslauthenticated parameter in main.cf (smtpdrecipientrestrictions) - to elaborate:

I can successfully authenticate via IMAP from a remote client (using Outlook 2010), am able to traverse the mail folder structure and receive new email as it comes in, I can’t, however, send any mail - initially, it immediately returned a Server error: 554 5.7.1 error. I then modified master.conf and edited out:
# -o smtpdrecipientrestrictions=permitmynetworks,permitsaslauthenticated,rejectunauth_destination - this has now left me with messages sitting in the outbound queue and subsequently timing out.

I was just wondering if anybody is able to offer an opinion as to what’s happening and how I might fix it.

Edit: One other thing to note: of course, if I add my remote IP to mynetworks, I can send mail without issue.

Edit2: Logs can be found at http://pastebin.com/Ai4E8Fme - formatting below is horrible

postconf -n:

alias_database = hash:/etc/aliases
alias_maps = hash:/etc/aliases
config_directory = /etc/postfix
inet_interfaces = all
local_recipient_maps = proxy:unix:passwd.byname $alias_maps
mailbox_size_limit = 0
mydestination = mail.domain.com, domain.com, localhost, localhost.localdomain
myhostname = mail.domain.com
mynetworks = 127.0.0.0/8 [::ffff:127.0.0.0]/104 [::1]/128
myorigin = /etc/mailname
recipient_delimiter = +
relayhost =
smtp_tls_session_cache_database = btree:${data_directory}/smtp_scache
smtpd_recipient_restrictions = permit_mynetworks permit_sasl_authenticated defer_unauth_destination
smtpd_tls_cert_file = /etc/ssl/certs/mailcert.pem
smtpd_tls_key_file = /etc/ssl/private/mail.key
smtpd_tls_protocols = !SSLv2, !SSLv3
smtpd_tls_security_level = may
smtpd_tls_session_cache_database = btree:${data_directory}/smtpd_scache
smtpd_use_tls = yes

master.cf:

smtp      inet  n       -       -       -       -       smtpd
        -o content_filter=spamassassin
#smtp      inet  n       -       -       -       1       postscreen
#smtpd     pass  -       -       -       -       -       smtpd
#dnsblog   unix  -       -       -       -       0       dnsblog
#tlsproxy  unix  -       -       -       -       0       tlsproxy
submission inet n       -       -       -       -       smtpd
  -o syslog_name=postfix/submission
  -o smtpd_tls_wrappermode=no
  -o smtpd_tls_security_level=encrypt
  -o smtpd_sasl_auth_enable=yes
  -o smtpd_client_restrictions=permit_sasl_authenticated,reject
  -o smtpd_recipient_restrictions=permit_mynetworks,permit_sasl_authenticated,reject_unauth_destination
  -o milter_macro_daemon_name=ORIGINATING
  -o smtpd_sasl_type=dovecot
  -o smtpd_sasl_path=private/auth
smtps     inet  n       -       -       -       -       smtpd
  -o syslog_name=postfix/smtps
  -o smtpd_tls_wrappermode=yes
  -o smtpd_sasl_auth_enable=yes
  -o smtpd_client_restrictions=permit_sasl_authenticated,reject
  -o milter_macro_daemon_name=ORIGINATING
#628       inet  n       -       -       -       -       qmqpd
pickup    fifo  n       -       -       60      1       pickup
cleanup   unix  n       -       -       -       0       cleanup
qmgr      fifo  n       -       n       300     1       qmgr
#qmgr     fifo  n       -       n       300     1       oqmgr
tlsmgr    unix  -       -       -       1000?   1       tlsmgr
rewrite   unix  -       -       -       -       -       trivial-rewrite
bounce    unix  -       -       -       -       0       bounce
defer     unix  -       -       -       -       0       bounce
trace     unix  -       -       -       -       0       bounce
verify    unix  -       -       -       -       1       verify
flush     unix  n       -       -       1000?   0       flush
proxymap  unix  -       -       n       -       -       proxymap
proxywrite unix -       -       n       -       1       proxymap
smtp      unix  -       -       -       -       -       smtp
relay     unix  -       -       -       -       -       smtp
#       -o smtp_helo_timeout=5 -o smtp_connect_timeout=5
showq     unix  n       -       -       -       -       showq

/var/log/mail.log (modified):

Jul 26 13:37:08 Scratchy dovecot: imap-login: Login: user=<user>, method=PLAIN, rip=1.2.3.4, lip=4.5.6.7, mpid=20681, TLS, session=<2WC58hf/xgBeDEO/>
Jul 26 13:37:08 Scratchy dovecot: imap-login: Login: user=<user>, method=PLAIN, rip=1.2.3.4, lip=4.5.6.7, mpid=20683, TLS, session=<Q6y88hf/zABeDEO/>
Jul 26 13:37:42 Scratchy dovecot: imap(user): Disconnected: Logged out in=97 out=620
Jul 26 13:37:47 Scratchy postfix/submission/smtpd[20685]: warning: hostname <address> does not resolve to address 4.5.6.7: No address associated with hostname
Jul 26 13:37:47 Scratchy postfix/submission/smtpd[20685]: connect from unknown[4.5.6.7]
Jul 26 13:37:47 Scratchy postfix/submission/smtpd[20685]: NOQUEUE: reject: RCPT from unknown[4.5.6.7]: 554 5.7.1 <unknown[4.5.6.7]>: Client host rejected: Access denied; from=<some@email.com> to=<some.other@email.com> proto=ESMTP helo=<8ZV1YY1PC>
Jul 26 13:37:49 Scratchy postfix/submission/smtpd[20685]: disconnect from unknown[4.5.6.7]