Postfix - Gmail - Mountain Lion // can't send mail

Posted by miako on Server Fault See other posts from Server Fault or by miako
Published on 2013-10-22T08:51:53Z Indexed on 2013/10/22 9:57 UTC
Read the original article Hit count: 490

I have read most of the tutorials found on google but still can't make it work.

I run the command : date | mail -s "Test" [email protected] .

The log is this :

Oct 22 11:38:00 XXX.local postfix/master[288]: daemon started -- version 2.9.2, configuration /etc/postfix
Oct 22 11:38:00 XXX.local postfix/pickup[289]: 9D85418A031: uid=501 from=<me>
Oct 22 11:38:00 XXX.local postfix/cleanup[291]: 9D85418A031: message-id=<[email protected]>
Oct 22 11:38:00 XXX.local postfix/qmgr[290]: 9D85418A031: from=<[email protected]>, size=327, nrcpt=1 (queue active)
Oct 22 11:38:00 XXX.local postfix/smtp[293]: initializing the client-side TLS engine
Oct 22 11:38:02 XXX.local postfix/smtp[293]: setting up TLS connection to smtp.gmail.com[173.194.70.109]:587
Oct 22 11:38:02 XXX.local postfix/smtp[293]: smtp.gmail.com[173.194.70.109]:587: TLS cipher list "ALL:!EXPORT:!LOW:+RC4:@STRENGTH:!eNULL"
Oct 22 11:38:02 XXX.local postfix/smtp[293]: SSL_connect:before/connect initialization
Oct 22 11:38:02 XXX.local postfix/smtp[293]: SSL_connect:SSLv2/v3 write client hello A
Oct 22 11:38:03 XXX.local postfix/smtp[293]: SSL_connect:SSLv3 read server hello A
Oct 22 11:38:03 XXX.local postfix/smtp[293]: smtp.gmail.com[173.194.70.109]:587: certificate verification depth=2 verify=0 subject=/C=US/O=GeoTrust Inc./CN=GeoTrust Global CA
Oct 22 11:38:03 --- last message repeated 1 time ---
Oct 22 11:38:03 XXX.local postfix/smtp[293]: smtp.gmail.com[173.194.70.109]:587: certificate verification depth=1 verify=1 subject=/C=US/O=Google Inc/CN=Google Internet Authority G2
Oct 22 11:38:03 XXX.local postfix/smtp[293]: smtp.gmail.com[173.194.70.109]:587: certificate verification depth=0 verify=1 subject=/C=US/ST=California/L=Mountain View/O=Google Inc/CN=smtp.gmail.com
Oct 22 11:38:03 XXX.local postfix/smtp[293]: SSL_connect:SSLv3 read server certificate A
Oct 22 11:38:03 XXX.local postfix/smtp[293]: SSL_connect:SSLv3 read server done A
Oct 22 11:38:03 XXX.local postfix/smtp[293]: SSL_connect:SSLv3 write client key exchange A
Oct 22 11:38:03 XXX.local postfix/smtp[293]: SSL_connect:SSLv3 write change cipher spec A
Oct 22 11:38:03 XXX.local postfix/smtp[293]: SSL_connect:SSLv3 write finished A
Oct 22 11:38:03 XXX.local postfix/smtp[293]: SSL_connect:SSLv3 flush data
Oct 22 11:38:03 XXX.local postfix/smtp[293]: SSL_connect:SSLv3 read server session ticket A
Oct 22 11:38:03 XXX.local postfix/smtp[293]: SSL_connect:SSLv3 read finished A
Oct 22 11:38:03 XXX.local postfix/smtp[293]: smtp.gmail.com[173.194.70.109]:587: subject_CN=smtp.gmail.com, issuer_CN=Google Internet Authority G2, fingerprint E4:CA:10:85:C3:53:00:E6:A1:D2:AC:C4:35:E4:A2:10, pkey_fingerprint=D6:06:2E:15:AF:DF:E9:50:A5:B4:E2:E4:C5:2E:F9:BA
Oct 22 11:38:03 XXX.local postfix/smtp[293]: Untrusted TLS connection established to smtp.gmail.com[173.194.70.109]:587: TLSv1 with cipher RC4-SHA (128/128 bits)
Oct 22 11:38:03 XXX.local postfix/smtp[293]: 9D85418A031: to=<[email protected]>, relay=smtp.gmail.com[173.194.70.109]:587, delay=3.4, delays=0.26/0.13/2.8/0.26, dsn=5.5.1, status=bounced (host smtp.gmail.com[173.194.70.109] said: 530-5.5.1 Authentication Required. Learn more at 530 5.5.1 http://support.google.com/mail/bin/answer.py?answer=14257 s3sm54097220eeo.3 - gsmtp (in reply to MAIL FROM command))
Oct 22 11:38:04 XXX.local postfix/cleanup[291]: D4D2F18A03C: message-id=<[email protected]>
Oct 22 11:38:04 XXX.local postfix/qmgr[290]: D4D2F18A03C: from=<>, size=2382, nrcpt=1 (queue active)
Oct 22 11:38:04 XXX.local postfix/bounce[297]: 9D85418A031: sender non-delivery notification: D4D2F18A03C
Oct 22 11:38:04 XXX.local postfix/qmgr[290]: 9D85418A031: removed
Oct 22 11:38:04 XXX.local postfix/local[298]: D4D2F18A03C: to=<[email protected]>, relay=local, delay=0.11, delays=0/0.08/0/0.02, dsn=2.0.0, status=sent (delivered to mailbox)
Oct 22 11:38:04 XXX.local postfix/qmgr[290]: D4D2F18A03C: removed
Oct 22 11:39:00 XXX.local postfix/master[288]: master exit time has arrived

I am really confused as i have never setup MTA again an i need it for local web development. I don't use XAMPP. I use the built in Servers. Can anyone guide me?

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