0

Recently, I set up a Linux server running Postfix that I'm using to send and relay emails. I've also set up an email address that's used as an alias and forwards the emails to another email address, which parses the body and performs specific actions depending on the content of the body. Some of the emails sent to the address contain a confidentiality notice. I've been able to parse out part of the notice, but when I've done so, the email is immediately flagged as spam. This makes sense to me conceptually, because I would expect a spam filter to verify that the body is the same as when it was sent initially. Unfortunately, there's no other way for me to remove the notice from the body, as I don't have access to the external email address and can't remove the notice after the email has been sent to the address. As such, I need to find a way to remove the notice via my Postfix server. I checked the headers of the email flagged as spam against the headers from a known good email, and I noticed that the DKIM check failed on the email marked as spam, with the message dkim=fail (body hash did not verify). I also saw the error compauth=fail reason=001, and according to this documentation, "reason=001 indicates the message failed implicit email authentication."

Is there a way that I can ensure that the dkim check passes? The emails need to be sent to the inbox of the external email address in order to be processed properly. Please let me know if you need any more information, and I'll be happy to provide it.

Edit: I used this tutorial and copied the main.cf configuration listed there into my main.cf file:

# See /usr/share/postfix/main.cf.dist for a commented, more complete version

# Debian specific:  Specifying a file name will cause the first
# line of that file to be used as the name.  The Debian default
# is /etc/mailname.
#myorigin = /etc/mailname

smtpd_banner = $myhostname ESMTP $mail_name (Ubuntu)
biff = no

# appending .domain is the MUA's job.
append_dot_mydomain = no

# Uncomment the next line to generate "delayed mail" warnings
#delay_warning_time = 4h

readme_directory = no

# TLS parameters
smtpd_tls_cert_file=/etc/letsencrypt/live/example.com/fullchain.pem
smtpd_tls_key_file=/etc/letsencrypt/live/example.com/privkey.pem
smtpd_use_tls=yes
smtpd_tls_auth_only = yes
smtp_tls_security_level = may
smtpd_tls_security_level = may
smtpd_sasl_security_options = noanonymous, noplaintext
smtpd_sasl_tls_security_options = noanonymous

# Authentication
smtpd_sasl_type = dovecot
smtpd_sasl_path = private/auth
smtpd_sasl_auth_enable = yes

# See /usr/share/doc/postfix/TLS_README.gz in the postfix-doc package for
# information on enabling SSL in the smtp client.

# Restrictions
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_non_fqdn_recipient,
        reject_unknown_recipient_domain,
        reject_unlisted_recipient,
        reject_unauth_destination
smtpd_sender_restrictions =
        permit_mynetworks,
        permit_sasl_authenticated,
        reject_non_fqdn_sender,
        reject_unknown_sender_domain
smtpd_relay_restrictions =
        permit_mynetworks,
        permit_sasl_authenticated,
        defer_unauth_destination

# See /usr/share/doc/postfix/TLS_README.gz in the postfix-doc package for
# information on enabling SSL in the smtp client.

myhostname = example.com
alias_maps = hash:/etc/aliases
alias_database = hash:/etc/aliases
mydomain = example.com
myorigin = $mydomain
mydestination = localhost
relayhost =
mynetworks = 127.0.0.0/8 [::ffff:127.0.0.0]/104 [::1]/128
mailbox_size_limit = 0
recipient_delimiter = +
inet_interfaces = all
inet_protocols = all

# Handing off local delivery to Dovecot's LMTP, and telling it where to store mail
virtual_transport = lmtp:unix:private/dovecot-lmtp

# Virtual domains, users, and aliases
virtual_mailbox_domains = mysql:/etc/postfix/mysql-virtual-mailbox-domains.cf
virtual_mailbox_maps = mysql:/etc/postfix/mysql-virtual-mailbox-maps.cf
virtual_alias_maps = mysql:/etc/postfix/mysql-virtual-alias-maps.cf,
        mysql:/etc/postfix/mysql-virtual-email2email.cf

# Even more Restrictions and MTA params
disable_vrfy_command = yes
strict_rfc821_envelopes = yes
#smtpd_etrn_restrictions = reject
#smtpd_reject_unlisted_sender = yes
#smtpd_reject_unlisted_recipient = yes
smtpd_delay_reject = yes
smtpd_helo_required = yes
smtp_always_send_ehlo = yes
#smtpd_hard_error_limit = 1
smtpd_timeout = 30s
smtp_helo_timeout = 15s
smtp_rcpt_timeout = 15s
smtpd_recipient_limit = 40
minimal_backoff_time = 180s
maximal_backoff_time = 3h

# Reply Rejection Codes
invalid_hostname_reject_code = 550
non_fqdn_reject_code = 550
unknown_address_reject_code = 550
unknown_client_reject_code = 550
unknown_hostname_reject_code = 550
unverified_recipient_reject_code = 550
unverified_sender_reject_code = 550

I did not set any other restrictions outside of these.

Edit 2:

The contents of my master.cf file are as follows:

#
# Postfix master process configuration file.  For details on the format
# of the file, see the master(5) manual page (command: "man 5 master" or
# on-line: http://www.postfix.org/master.5.html).
#
# Do not forget to execute "postfix reload" after editing this file.
#
# ==========================================================================
# service type  private unpriv  chroot  wakeup  maxproc command + args
#               (yes)   (yes)   (yes)    (never) (100)
# ==========================================================================
smtp      inet  n       -       n       -       -       smtpd
#smtp      inet  n       -       -       -       1       postscreen
#smtpd     pass  -       -       -       -       -       smtpd
#dnsblog   unix  -       -       -       -       0       dnsblog
#tlsproxy  unix  -       -       -       -       0       tlsproxy
submission inet n       -       y      -       -       smtpd
  -o syslog_name=postfix/submission
  -o smtpd_tls_security_level=encrypt
  -o smtpd_sasl_auth_enable=yes
  -o smtpd_sasl_type=dovecot
  -o smtpd_sasl_path=private/auth
  -o smtpd_reject_unlisted_recipient=no
  -o smtpd_client_restrictions=permit_sasl_authenticated,reject
  -o milter_macro_daemon_name=ORIGINATING
smtps     inet  n       -       -       -       -       smtpd
  -o syslog_name=postfix/smtps
  -o smtpd_tls_wrappermode=yes
  -o smtpd_sasl_auth_enable=yes
  -o smtpd_sasl_type=dovecot
  -o smtpd_sasl_path=private/auth
  -o smtpd_client_restrictions=permit_sasl_authenticated,reject
  -o milter_macro_daemon_name=ORIGINATING
#628       inet  n       -       y       -       -       qmqpd
pickup    unix  n       -       y       60      1       pickup
  -o smtpd_milters=inet:localhost:8892
  -o non_smtpd_milters=inet:localhost:8892
cleanup   unix  n       -       y       -       0       cleanup
qmgr      unix  n       -       n       300     1       qmgr
#qmgr     unix  n       -       n       300     1       oqmgr
tlsmgr    unix  -       -       y       1000?   1       tlsmgr
rewrite   unix  -       -       y       -       -       trivial-rewrite
bounce    unix  -       -       y       -       0       bounce
defer     unix  -       -       y       -       0       bounce
trace     unix  -       -       y       -       0       bounce
verify    unix  -       -       y       -       1       verify
flush     unix  n       -       y       1000?   0       flush
proxymap  unix  -       -       n       -       -       proxymap
proxywrite unix -       -       n       -       1       proxymap
smtp      unix  -       -       y       -       -       smtp
relay     unix  -       -       y       -       -       smtp
        -o syslog_name=postfix/$service_name
#       -o smtp_helo_timeout=5 -o smtp_connect_timeout=5
showq     unix  n       -       y       -       -       showq
error     unix  -       -       y       -       -       error
retry     unix  -       -       y       -       -       error
discard   unix  -       -       y       -       -       discard
local     unix  -       n       n       -       -       local
virtual   unix  -       n       n       -       -       virtual
lmtp      unix  -       -       y       -       -       lmtp
anvil     unix  -       -       y       -       1       anvil
scache    unix  -       -       y       -       1       scache
#
# ====================================================================
# Interfaces to non-Postfix software. Be sure to examine the manual
# pages of the non-Postfix software to find out what options it wants.
#
# Many of the following services use the Postfix pipe(8) delivery
# agent.  See the pipe(8) man page for information about ${recipient}
# and other message envelope options.
# ====================================================================
#
# maildrop. See the Postfix MAILDROP_README file for details.
# Also specify in main.cf: maildrop_destination_recipient_limit=1
#
maildrop  unix  -       n       n       -       -       pipe
  flags=DRhu user=vmail argv=/usr/bin/maildrop -d ${recipient}
#
# ====================================================================
#
# Recent Cyrus versions can use the existing "lmtp" master.cf entry.
#
# Specify in cyrus.conf:
#   lmtp    cmd="lmtpd -a" listen="localhost:lmtp" proto=tcp4
#
# Specify in main.cf one or more of the following:
#  mailbox_transport = lmtp:inet:localhost
#  virtual_transport = lmtp:inet:localhost
#
# ====================================================================
#
# Cyrus 2.1.5 (Amos Gouaux)
# Also specify in main.cf: cyrus_destination_recipient_limit=1
#
#cyrus     unix  -       n       n       -       -       pipe
#  user=cyrus argv=/cyrus/bin/deliver -e -r ${sender} -m ${extension} ${user}
#
# ====================================================================
# Old example of delivery via Cyrus.
#
#old-cyrus unix  -       n       n       -       -       pipe
#  flags=R user=cyrus argv=/cyrus/bin/deliver -e -m ${extension} ${user}
#
# ====================================================================
#
# See the Postfix UUCP_README file for configuration details.
#
uucp      unix  -       n       n       -       -       pipe
  flags=Fqhu user=uucp argv=uux -r -n -z -a$sender - $nexthop!rmail ($recipient)
#
# Other external delivery methods.
#
ifmail    unix  -       n       n       -       -       pipe
  flags=F user=ftn argv=/usr/lib/ifmail/ifmail -r $nexthop ($recipient)
bsmtp     unix  -       n       n       -       -       pipe
  flags=Fq. user=bsmtp argv=/usr/lib/bsmtp/bsmtp -t$nexthop -f$sender $recipient
scalemail-backend unix  -   n   n   -   2   pipe
  flags=R user=scalemail argv=/usr/lib/scalemail/bin/scalemail-store ${nexthop} ${user} ${extension}
mailman   unix  -       n       n       -       -       pipe
  flags=FR user=list argv=/usr/lib/mailman/bin/postfix-to-mailman.py
  ${nexthop} ${user}

4
  • How have you configured Postfix to check for spam and to check for DKIM signatures? Jun 24 '20 at 22:26
  • Thanks for your reply. I've updated the question with the restrictions I added. Jun 24 '20 at 22:36
  • Is that the complete main.cf? I see neither DKIM nor spam checking configured there. Perhaps they are in your master.cf? Jun 24 '20 at 22:53
  • Yeah, that's the complete main.cf. I've added my master.cf file to the question as well. Outside of the recommendations listed in the tutorial, I didn't add anything to it after the inital postfix installation. Jun 24 '20 at 23:07
0

DKIM is designed to protect against email modification of messages that are in-transit.

In your case, you are modifying message that is in-transit, and the final destination mail server marks the mail as spam because DKIM validation fails.

The only option to make it a little better is to remove the DKIM signing from the originating email server.

Another theoretical option could be that you can re-sign the messages at your Postfix server, if you have access to the email message source server's DKIM signing key.

However, I don't know if such re-signing is possible to configure with any MTA, because it allows breaking the authenticity promises DKIM gives.

Your Answer

By clicking “Post Your Answer”, you agree to our terms of service, privacy policy and cookie policy

Not the answer you're looking for? Browse other questions tagged or ask your own question.