Thank you for the reply p@rick. By your recommendation I did add the postfix user to sasl: sudo adduser postfix sasl Adding user `postfix' to group `sasl' ... Adding user postfix to group sasl Done.
I ran "saslfinger -c" and "saslfinger -s" and it does appear that many of the relevant services are chrooted. I wasn't quite sure, however, so I attached the full output of both commands. Of interest was the error message (not sure if it's relevant though): Cannot find the smtp_sasl_password_maps parameter in main.cf. Client-side SMTP AUTH cannot work without this parameter! I then changed the OPTIONS of /etc/default/saslauthd to what you reccomended: #OPTIONS="-c -m /var/run/saslauthd" OPTIONS="-c -m /var/spool/postfix/var/run/saslauthd" Restart went fine: sudo service saslauthd restart Stopping SASL Authentication Daemon: saslauthd. Starting SASL Authentication Daemon: saslauthd. And the socket does appear to be changed (auth.log): Sep 7 11:50:25 saslauthd[8695]: detach_tty : master pid is: 8695 Sep 7 11:50:25 saslauthd[8695]: ipc_init : listening on socket: /var/spool/postfix/var/run/saslauthd/mux However there are still curious errors (I don't think I've seen the auxpropfunc error before): Sep 7 11:25:02 gpasswd[8432]: user postfix added by root to group sasl Sep 7 11:26:18 postfix/smtpd[8489]: auxpropfunc error invalid parameter supplied Sep 7 11:26:18 postfix/smtpd[8489]: _sasl_plugin_load failed on sasl_auxprop_plug_init for plugin: ldapdb And an attempt at localhost telnet still fails: telnet localhost 25 Trying 127.0.0.1... Connected to localhost.localdomain. Escape character is '^]'. 220 ComputerName ESMTP Postfix (Debian/GNU) auth plain {my-hash-here} 535 5.7.8 Error: authentication failed: authentication failure Further, postfix is still giving similar errors when authentication fails: Sep 7 11:53:20 postfix/smtpd[8821]: connect from localhost.localdomain[127.0.0.1] Sep 7 11:53:37 postfix/smtpd[8821]: warning: SASL authentication problem: unable to open Berkeley db /etc/sasldb2: No such file or directory Sep 7 11:53:37 postfix/smtpd[8821]: warning: SASL authentication problem: unable to open Berkeley db /etc/sasldb2: No such file or directory Sep 7 11:53:37 postfix/smtpd[8821]: warning: SASL authentication failure: Password verification failed Sep 7 11:53:37 postfix/smtpd[8821]: warning: localhost.localdomain[127.0.0.1]: SASL plain authentication failed: authentication failure Not entirely sure how to proceed from here; advice appreciated :)
saslfinger - postfix Cyrus sasl configuration Wed Sep 7 11:26:55 CDT 2011 version: 1.0.4 mode: client-side SMTP AUTH -- basics -- Postfix: 2.7.1 System: Debian GNU/Linux 6.0 \n \l -- smtp is linked to -- libsasl2.so.2 => /usr/lib/libsasl2.so.2 (0xb75b7000) -- active SMTP AUTH and TLS parameters for smtp -- relayhost = smtp_sasl_auth_enable = no smtp_tls_session_cache_database = btree:${data_directory}/smtp_scache -- listing of /usr/lib/sasl2 -- total 756 drwxr-xr-x 2 root root 4096 Jun 26 23:58 . drwxr-xr-x 58 root root 16384 Sep 2 20:34 .. -rw-r--r-- 1 root root 13436 Dec 19 2010 libanonymous.a -rw-r--r-- 1 root root 1003 Dec 19 2010 libanonymous.la -rw-r--r-- 1 root root 13076 Dec 19 2010 libanonymous.so -rw-r--r-- 1 root root 13076 Dec 19 2010 libanonymous.so.2 -rw-r--r-- 1 root root 13076 Dec 19 2010 libanonymous.so.2.0.23 -rw-r--r-- 1 root root 15882 Dec 19 2010 libcrammd5.a -rw-r--r-- 1 root root 989 Dec 19 2010 libcrammd5.la -rw-r--r-- 1 root root 15444 Dec 19 2010 libcrammd5.so -rw-r--r-- 1 root root 15444 Dec 19 2010 libcrammd5.so.2 -rw-r--r-- 1 root root 15444 Dec 19 2010 libcrammd5.so.2.0.23 -rw-r--r-- 1 root root 45328 Dec 19 2010 libdigestmd5.a -rw-r--r-- 1 root root 1012 Dec 19 2010 libdigestmd5.la -rw-r--r-- 1 root root 43144 Dec 19 2010 libdigestmd5.so -rw-r--r-- 1 root root 43144 Dec 19 2010 libdigestmd5.so.2 -rw-r--r-- 1 root root 43144 Dec 19 2010 libdigestmd5.so.2.0.23 -rw-r--r-- 1 root root 13744 Dec 19 2010 libldapdb.a -rw-r--r-- 1 root root 996 Dec 19 2010 libldapdb.la -rw-r--r-- 1 root root 14540 Dec 19 2010 libldapdb.so -rw-r--r-- 1 root root 14540 Dec 19 2010 libldapdb.so.2 -rw-r--r-- 1 root root 14540 Dec 19 2010 libldapdb.so.2.0.23 -rw-r--r-- 1 root root 13586 Dec 19 2010 liblogin.a -rw-r--r-- 1 root root 983 Dec 19 2010 liblogin.la -rw-r--r-- 1 root root 13552 Dec 19 2010 liblogin.so -rw-r--r-- 1 root root 13552 Dec 19 2010 liblogin.so.2 -rw-r--r-- 1 root root 13552 Dec 19 2010 liblogin.so.2.0.23 -rw-r--r-- 1 root root 29140 Dec 19 2010 libntlm.a -rw-r--r-- 1 root root 977 Dec 19 2010 libntlm.la -rw-r--r-- 1 root root 28528 Dec 19 2010 libntlm.so -rw-r--r-- 1 root root 28528 Dec 19 2010 libntlm.so.2 -rw-r--r-- 1 root root 28528 Dec 19 2010 libntlm.so.2.0.23 -rw-r--r-- 1 root root 13786 Dec 19 2010 libplain.a -rw-r--r-- 1 root root 983 Dec 19 2010 libplain.la -rw-r--r-- 1 root root 14096 Dec 19 2010 libplain.so -rw-r--r-- 1 root root 14096 Dec 19 2010 libplain.so.2 -rw-r--r-- 1 root root 14096 Dec 19 2010 libplain.so.2.0.23 -rw-r--r-- 1 root root 21498 Dec 19 2010 libsasldb.a -rw-r--r-- 1 root root 1014 Dec 19 2010 libsasldb.la -rw-r--r-- 1 root root 18084 Dec 19 2010 libsasldb.so -rw-r--r-- 1 root root 18084 Dec 19 2010 libsasldb.so.2 -rw-r--r-- 1 root root 18084 Dec 19 2010 libsasldb.so.2.0.23 -rw-r--r-- 1 root root 49 Jun 26 23:58 smtpd.conf -- listing of /etc/postfix/sasl -- total 8 drwxr-xr-x 2 root root 4096 May 4 16:30 . drwxr-xr-x 3 root root 4096 Jun 26 03:12 .. Cannot find the smtp_sasl_password_maps parameter in main.cf. Client-side SMTP AUTH cannot work without this parameter!
saslfinger - postfix Cyrus sasl configuration Wed Sep 7 11:26:45 CDT 2011 version: 1.0.4 mode: server-side SMTP AUTH -- basics -- Postfix: 2.7.1 System: Debian GNU/Linux 6.0 \n \l -- smtpd is linked to -- libsasl2.so.2 => /usr/lib/libsasl2.so.2 (0xb747a000) -- active SMTP AUTH and TLS parameters for smtpd -- smtpd_sasl_auth_enable = yes smtpd_sasl_local_domain = smtpd_sasl_security_options = noanonymous smtpd_tls_cert_file = /etc/ssl/certs/ssl-cert-snakeoil.pem smtpd_tls_key_file = /etc/ssl/private/ssl-cert-snakeoil.key smtpd_tls_session_cache_database = btree:${data_directory}/smtpd_scache smtpd_use_tls = yes -- listing of /usr/lib/sasl2 -- total 756 drwxr-xr-x 2 root root 4096 Jun 26 23:58 . drwxr-xr-x 58 root root 16384 Sep 2 20:34 .. -rw-r--r-- 1 root root 13436 Dec 19 2010 libanonymous.a -rw-r--r-- 1 root root 1003 Dec 19 2010 libanonymous.la -rw-r--r-- 1 root root 13076 Dec 19 2010 libanonymous.so -rw-r--r-- 1 root root 13076 Dec 19 2010 libanonymous.so.2 -rw-r--r-- 1 root root 13076 Dec 19 2010 libanonymous.so.2.0.23 -rw-r--r-- 1 root root 15882 Dec 19 2010 libcrammd5.a -rw-r--r-- 1 root root 989 Dec 19 2010 libcrammd5.la -rw-r--r-- 1 root root 15444 Dec 19 2010 libcrammd5.so -rw-r--r-- 1 root root 15444 Dec 19 2010 libcrammd5.so.2 -rw-r--r-- 1 root root 15444 Dec 19 2010 libcrammd5.so.2.0.23 -rw-r--r-- 1 root root 45328 Dec 19 2010 libdigestmd5.a -rw-r--r-- 1 root root 1012 Dec 19 2010 libdigestmd5.la -rw-r--r-- 1 root root 43144 Dec 19 2010 libdigestmd5.so -rw-r--r-- 1 root root 43144 Dec 19 2010 libdigestmd5.so.2 -rw-r--r-- 1 root root 43144 Dec 19 2010 libdigestmd5.so.2.0.23 -rw-r--r-- 1 root root 13744 Dec 19 2010 libldapdb.a -rw-r--r-- 1 root root 996 Dec 19 2010 libldapdb.la -rw-r--r-- 1 root root 14540 Dec 19 2010 libldapdb.so -rw-r--r-- 1 root root 14540 Dec 19 2010 libldapdb.so.2 -rw-r--r-- 1 root root 14540 Dec 19 2010 libldapdb.so.2.0.23 -rw-r--r-- 1 root root 13586 Dec 19 2010 liblogin.a -rw-r--r-- 1 root root 983 Dec 19 2010 liblogin.la -rw-r--r-- 1 root root 13552 Dec 19 2010 liblogin.so -rw-r--r-- 1 root root 13552 Dec 19 2010 liblogin.so.2 -rw-r--r-- 1 root root 13552 Dec 19 2010 liblogin.so.2.0.23 -rw-r--r-- 1 root root 29140 Dec 19 2010 libntlm.a -rw-r--r-- 1 root root 977 Dec 19 2010 libntlm.la -rw-r--r-- 1 root root 28528 Dec 19 2010 libntlm.so -rw-r--r-- 1 root root 28528 Dec 19 2010 libntlm.so.2 -rw-r--r-- 1 root root 28528 Dec 19 2010 libntlm.so.2.0.23 -rw-r--r-- 1 root root 13786 Dec 19 2010 libplain.a -rw-r--r-- 1 root root 983 Dec 19 2010 libplain.la -rw-r--r-- 1 root root 14096 Dec 19 2010 libplain.so -rw-r--r-- 1 root root 14096 Dec 19 2010 libplain.so.2 -rw-r--r-- 1 root root 14096 Dec 19 2010 libplain.so.2.0.23 -rw-r--r-- 1 root root 21498 Dec 19 2010 libsasldb.a -rw-r--r-- 1 root root 1014 Dec 19 2010 libsasldb.la -rw-r--r-- 1 root root 18084 Dec 19 2010 libsasldb.so -rw-r--r-- 1 root root 18084 Dec 19 2010 libsasldb.so.2 -rw-r--r-- 1 root root 18084 Dec 19 2010 libsasldb.so.2.0.23 -rw-r--r-- 1 root root 49 Jun 26 23:58 smtpd.conf -- listing of /etc/postfix/sasl -- total 8 drwxr-xr-x 2 root root 4096 May 4 16:30 . drwxr-xr-x 3 root root 4096 Jun 26 03:12 .. -- content of /usr/lib/sasl2/smtpd.conf -- pwcheck_method: saslauthd mech_list: login plain -- active services in /etc/postfix/master.cf -- # service type private unpriv chroot wakeup maxproc command + args # (yes) (yes) (yes) (never) (100) smtp inet n - - - - smtpd pickup fifo n - - 60 1 pickup cleanup unix n - - - 0 cleanup qmgr fifo n - n 300 1 qmgr 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_fallback_relay= showq unix n - - - - showq error unix - - - - - error retry unix - - - - - error discard unix - - - - - discard local unix - n n - - local virtual unix - n n - - virtual lmtp unix - - - - - lmtp anvil unix - - - - 1 anvil scache unix - - - - 1 scache maildrop unix - n n - - pipe flags=DRhu user=vmail argv=/usr/bin/maildrop -d ${recipient} uucp unix - n n - - pipe flags=Fqhu user=uucp argv=uux -r -n -z -a$sender - $nexthop!rmail ($recipient) 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} -- mechanisms on localhost -- 250-AUTH CRAM-MD5 DIGEST-MD5 PLAIN NTLM LOGIN -- end of saslfinger output --