[vmarks]

Okay, I solved my own problem.

The answer was, everything was right in Server Admin, BUT everything was not right with SquirrelMail.

I opened Terminal.app, sudo’d, cd /private/etc/squirrelmail/config

perl conf.pl

changed SMTP auth to login to match my server, forced the correct domain name in instead of getenv($SERVER) and everything began working correctly. This may not be a good answer for systems that administer mail for more than one domain, but it will work in my environment.

[vmarks]

Seemed to have sorted it out. turned on LOGIN as well as PLAIN for smtp auth and things started to work.

[vmarks]

Unconcerned about the malformed hotmail address, someone typed in a comma.

The authentication problem is what’s killing me. This is PLAIN smtp auth on the server. on the clients (apple mail.app and evolution on linux work) the authentication is set to password or PLAIN (evolution.) In outlook, it’s set to use the same information for recieving email. In thunderbird on windows, it’s set to use authentication, and ssl is not marked.

[vmarks]

22]: A81A239F24: to=<[email protected]>, relay=mail.victormarks.com[64.32.163.97], delay=10, status=sent (250 Ok: queued as BE39A7185E)
Oct 6 12:02:01 Evergreen postfix/qmgr[16289]: A81A239F24: removed
Oct 6 12:02:48 Evergreen postfix/smtpd[16314]: disconnect from unknown[192.168.123.1]
Oct 6 12:09:50 Evergreen postfix/smtpd[16397]: connect from unknown[192.168.123.1]
Oct 6 12:09:50 Evergreen postfix/smtpd[16397]: NOQUEUE: reject: RCPT from unknown[192.168.123.1]: 554 <[email protected]>: Relay access denied; from=<[email protected]> to=<[email protected]> proto=ESMTP helo=<HGALLAGHER>
Oct 6 12:09:50 Evergreen postfix/smtpd[16397]: disconnect from unknown[192.168.123.1]
Oct 6 12:16:32 Evergreen postfix/smtpd[16467]: connect from imo-m27.mx.aol.com[64.12.137.8]
Oct 6 12:16:32 Evergreen postfix/smtpd[16467]: 9DEE039FC0: client=imo-m27.mx.aol.com[64.12.137.8]
Oct 6 12:16:32 Evergreen postfix/cleanup[16470]: 9DEE039FC0: message-id=<[email protected]>
Oct 6 12:16:32 Evergreen postfix/qmgr[16289]: 9DEE039FC0: from=<[email protected]>, size=1241, nrcpt=1 (queue active)
Oct 6 12:16:33 Evergreen postfix/smtpd[16467]: disconnect from imo-m27.mx.aol.com[64.12.137.8]
Oct 6 12:16:40 Evergreen postfix/smtpd[16477]: connect from localhost[127.0.0.1]
Oct 6 12:16:40 Evergreen postfix/smtpd[16477]: 08E6639FDC: client=localhost[127.0.0.1]
Oct 6 12:16:40 Evergreen postfix/cleanup[16470]: 08E6639FDC: message-id=<[email protected]>
Oct 6 12:16:40 Evergreen postfix/qmgr[16289]: 08E6639FDC: from=<[email protected]>, size=1773, nrcpt=1 (queue active)
Oct 6 12:16:40 Evergreen postfix/smtpd[16477]: disconnect from localhost[127.0.0.1]
Oct 6 12:16:40 Evergreen postfix/smtp[16471]: 9DEE039FC0: to=<[email protected]>, relay=127.0.0.1[127.0.0.1], delay=8, status=sent (250 2.6.0 Ok, id=16291-01, from MTA: 250 Ok: queued as 08E6639FDC)
Oct 6 12:16:40 Evergreen postfix/qmgr[16289]: 9DEE039FC0: removed
Oct 6 12:16:40 Evergreen postfix/pipe[16479]: 08E6639FDC: to=<[email protected]>, relay=cyrus, delay=0, status=sent (woodscharter.org)
Oct 6 12:16:40 Evergreen postfix/qmgr[16289]: 08E6639FDC: removed
Oct 6 12:19:41 Evergreen postfix/smtpd[16512]: connect from imo-m18.mx.aol.com[64.12.138.208]
Oct 6 12:19:41 Evergreen postfix/smtpd[16512]: E1D9D3A001: client=imo-m18.mx.aol.com[64.12.138.208]
Oct 6 12:19:42 Evergreen postfix/cleanup[16513]: E1D9D3A001: message-id=<[email protected]>
Oct 6 12:19:42 Evergreen postfix/qmgr[16289]: E1D9D3A001: from=<[email protected]>, size=1231, nrcpt=1 (queue active)
Oct 6 12:19:42 Evergreen postfix/smtpd[16512]: disconnect from imo-m18.mx.aol.com[64.12.138.208]
Oct 6 12:19:46 Evergreen postfix/smtpd[16517]: connect from localhost[127.0.0.1]
Oct 6 12:19:46 Evergreen postfix/smtpd[16517]: 72DA13A01A: client=localhost[127.0.0.1]
Oct 6 12:19:46 Evergreen postfix/cleanup[16513]: 72DA13A01A: message-id=<[email protected]>
Oct 6 12:19:46 Evergreen postfix/qmgr[16289]: 72DA13A01A: from=<[email protected]>, size=1763, nrcpt=1 (queue active)
Oct 6 12:19:46 Evergreen postfix/smtpd[16517]: disconnect from localhost[127.0.0.1]
Oct 6 12:19:46 Evergreen postfix/smtp[16514]: E1D9D3A001: to=<[email protected]>, relay=127.0.0.1[127.0.0.1], delay=5, status=sent (250 2.6.0 Ok, id=16290-02, from MTA: 250 Ok: queued as 72DA13A01A)
Oct 6 12:19:46 Evergreen postfix/qmgr[16289]: E1D9D3A001: removed
Oct 6 12:19:46 Evergreen postfix/pipe[16519]: 72DA13A01A: to=<[email protected]>, relay=cyrus, delay=0, status=sent (woodscharter.org)
Oct 6 12:19:46 Evergreen postfix/qmgr[16289]: 72DA13A01A: removed
Oct 6 12:23:30 Evergreen postfix/smtpd[16554]: connect from unknown[192.168.123.1]
Oct 6 12:23:30 Evergreen postfix/smtpd[16554]: lost connection after EHLO from unknown[192.168.123.1]
Oct 6 12:23:30 Evergreen postfix/smtpd[16554]: disconnect from unknown[192.168.123.1]
Oct 6 12:23:30 Evergreen postfix/smtpd[16554]: connect from unknown[192.168.123.1]
Oct 6 12:23:30 Evergreen postfix/smtpd[16554]: disconnect from unknown[192.168.123.1]
Oct 6 12:23:57 Evergreen postfix/smtpd[16554]: connect from unknown[192.168.123.1]
Oct 6 12:23:58 Evergreen postfix/smtpd[16554]: 092503A055: client=unknown[192.168.123.1], sasl_method=PLAIN, sasl_username=hgallagher
Oct 6 12:23:58 Evergreen postfix/cleanup[16567]: 092503A055: message-id=<[email protected]>
Oct 6 12:23:58 Evergreen postfix/qmgr[16289]: 092503A055: from=<[email protected]>, size=560, nrcpt=1 (queue active)
Oct 6 12:24:02 Evergreen postfix/smtpd[16572]: connect from localhost[127.0.0.1]
Oct 6 12:24:02 Evergreen postfix/smtpd[16572]: 4F5673A070: client=localhost[127.0.0.1]
Oct 6 12:24:02 Evergreen postfix/cleanup[16567]: 4F5673A070: message-id=<[email protected]>
Oct 6 12:24:02 Evergreen postfix/qmgr[16289]: 4F5673A070: from=<[email protected]>, size=991, nrcpt=1 (queue active)
Oct 6 12:24:02 Evergreen postfix/smtpd[16572]: disconnect from localhost[127.0.0.1]
Oct 6 12:24:02 Evergreen postfix/smtp[16568]: 092503A055: to=<[email protected]>, relay=127.0.0.1[127.0.0.1], delay=4, status=sent (250 2.6.0 Ok, id=16291-02, from MTA: 250 Ok: queued as 4F5673A070)
Oct 6 12:24:02 Evergreen postfix/qmgr[16289]: 092503A055: removed
Oct 6 12:24:03 Evergreen postfix/smtp[16573]: 4F5673A070: to=<[email protected]>, relay=mail.macnn.com[216.22.45.54], delay=1, status=sent (250 ok 1128615843 qp 7862)
Oct 6 12:24:03 Evergreen postfix/qmgr[16289]: 4F5673A070: removed
Oct 6 12:24:58 Evergreen postfix/smtpd[16554]: disconnect from unknown[192.168.123.1]
Oct 6 12:31:05 Evergreen postfix/smtpd[16640]: connect from unknown[192.168.123.1]
Oct 6 12:31:06 Evergreen postfix/smtpd[16640]: warning: Illegal address syntax from unknown[192.168.123.1] in RCPT command: ,Danielmunn<[email protected]>
Oct 6 12:31:08 Evergreen postfix/smtpd[16640]: lost connection after RCPT from unknown[192.168.123.1]
Oct 6 12:31:08 Evergreen postfix/smtpd[16640]: disconnect from unknown[192.168.123.1]
Oct 6 12:44:05 Evergreen postfix/smtpd[16774]: connect from unknown[192.168.123.1]
Oct 6 12:44:08 Evergreen postfix/smtpd[16774]: warning: unknown[192.168.123.1]: SASL PLAIN authentication failed
Oct 6 12:44:10 Evergreen postfix/smtpd[16774]: warning: unknown[192.168.123.1]: SASL PLAIN authentication failed
Oct 6 12:44:26 Evergreen postfix/smtpd[16774]: warning: unknown[192.168.123.1]: SASL PLAIN authentication failed
Oct 6 12:44:35 Evergreen postfix/smtpd[16774]: warning: unknown[192.168.123.1]: SASL PLAIN authentication failed
Oct 6 12:44:38 Evergreen postfix/smtpd[16774]: warning: unknown[192.168.123.1]: SASL PLAIN authentication failed
Oct 6 12:44:42 Evergreen postfix/smtpd[16774]: warning: unknown[192.168.123.1]: SASL PLAIN authentication failed
Oct 6 12:44:46 Evergreen postfix/smtpd[16774]: warning: unknown[192.168.123.1]: SASL PLAIN authentication failed
Oct 6 12:45:11 Evergreen postfix/smtpd[16774]: lost connection after AUTH from unknown[192.168.123.1]
Oct 6 12:45:11 Evergreen postfix/smtpd[16774]: disconnect from unknown[192.168.123.1]
Oct 6 12:46:24 Evergreen postfix/postfix-script: refreshing the Postfix mail system
Oct 6 12:46:24 Evergreen postfix/master[16287]: reload configuration
Oct 6 12:46:30 Evergreen postfix/postfix-script: stopping the Postfix mail system
Oct 6 12:46:30 Evergreen postfix/master[16287]: terminating on signal 15
Oct 6 12:46:30 Evergreen postfix/master[16818]: daemon started — version 2.1.5
Oct 6 12:46:45 Evergreen postfix/postfix-script: stopping the Postfix mail system
Oct 6 12:46:45 Evergreen postfix/master[16818]: terminating on signal 15
Oct 6 12:46:45 Evergreen postfix/master[16836]: daemon started — version 2.1.5
Oct 6 12:47:14 Evergreen postfix/smtpd[16849]: connect from unknown[192.168.123.1]
Oct 6 12:47:17 Evergreen postfix/smtpd[16849]: warning: unknown[192.168.123.1]: SASL PLAIN authentication failed
Oct 6 12:47:18 Evergreen postfix/smtpd[16849]: warning: unknown[192.168.123.1]: SASL PLAIN authentication failed
Oct 6 12:47:19 Evergreen postfix/smtpd[16849]: warning: unknown[192.168.123.1]: SASL PLAIN authentication failed
Oct 6 12:47:19 Evergreen postfix/smtpd[16849]: warning: unknown[192.168.123.1]: SASL PLAIN authentication failed
Oct 6 12:47:23 Evergreen postfix/smtpd[16849]: warning: unknown[192.168.123.1]: SASL PLAIN authentication failed
Oct 6 12:47:27 Evergreen postfix/smtpd[16849]: lost connection after AUTH from unknown[192.168.123.1]
Oct 6 12:47:27 Evergreen postfix/smtpd[16849]: disconnect from unknown[192.168.123.1]
Oct 6 12:50:58 Evergreen postfix/postfix-script: refreshing the Postfix mail system
Oct 6 12:50:58 Evergreen postfix/master[16836]: reload configuration
Oct 6 12:51:07 Evergreen postfix/postfix-script: stopping the Postfix mail system
Oct 6 12:51:07 Evergreen postfix/master[16836]: terminating on signal 15
Oct 6 12:51:07 Evergreen postfix/master[16915]: daemon started — version 2.1.5
Oct 6 12:51:23 Evergreen postfix/postfix-script: stopping the Postfix mail system
Oct 6 12:51:23 Evergreen postfix/master[16915]: terminating on signal 15
Oct 6 12:51:23 Evergreen postfix/master[16930]: daemon started — version 2.1.5
Oct 6 12:53:16 Evergreen postfix/smtpd[16958]: connect from unknown[192.168.123.1]
Oct 6 12:53:20 Evergreen postfix/smtpd[16958]: warning: unknown[192.168.123.1]: SASL PLAIN authentication failed
Oct 6 12:53:22 Evergreen postfix/smtpd[16958]: warning: unknown[192.168.123.1]: SASL PLAIN authentication failed
Oct 6 12:53:25 Evergreen postfix/smtpd[16958]: warning: unknown[192.168.123.1]: SASL PLAIN authentication failed
Oct 6 12:53:28 Evergreen postfix/smtpd[16958]: warning: unknown[192.168.123.1]: SASL PLAIN authentication failed
Oct 6 12:53:34 Evergreen postfix/smtpd[16958]: lost connection after AUTH from unknown[192.168.123.1]
Oct 6 12:53:34 Evergreen postfix/smtpd[16958]: disconnect from unknown[192.168.123.1]
Oct 6 12:55:27 Evergreen postfix/smtpd[16980]: connect from unknown[192.168.123.1]
Oct 6 12:55:27 Evergreen postfix/smtpd[16980]: warning: Illegal address syntax from unknown[192.168.123.1] in RCPT command: ,Danielmunn<[email protected]>
Oct 6 12:55:31 Evergreen postfix/smtpd[16980]: lost connection after RCPT from unknown[192.168.123.1]
Oct 6 12:55:31 Evergreen postfix/smtpd[16980]: disconnect from unknown[192.168.123.1]

— addendum. thunderbird isn’t doing it either. just apple’s mail.app works. the thunderbird user was using a different smtp that isn’t in our control.

[Author]

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