More info, it looks like in the log below, it does not authenticate with AUTH LOGIN
The debug says
"in hosts_require_auth? no (option unset)"
What hots file, where is such an option?
JP
May 27 17:27:58 voicemail debug: Calling SSL_read(0xe1768, 0xbea817a3, 4096)
May 27 17:27:58 voicemail debug: read response data: size=211
May 27 17:27:58 voicemail debug: SMTP<< 250-mx.google.com at your service, [209.136.211.194]
May 27 17:27:58 voicemail debug: 250-SIZE 35882577
May 27 17:27:58 voicemail debug: 250-8BITMIME
May 27 17:27:58 voicemail debug: 250-AUTH LOGIN PLAIN XOAUTH2 PLAIN-CLIENTTOKEN XOAUTH
May 27 17:27:58 voicemail debug: 250-ENHANCEDSTATUSCODES
May 27 17:27:58 voicemail debug: 250-PIPELINING
May 27 17:27:58 voicemail debug: 250-CHUNKING
May 27 17:27:58 voicemail debug: 250 SMTPUTF8
May 27 17:27:58 voicemail debug: 74.125.29.108 in hosts_avoid_pipelining? no (option unset)
May 27 17:27:58 voicemail debug: using PIPELINING
May 27 17:27:58 voicemail debug: 74.125.29.108 in hosts_require_auth? no (option unset)
May 27 17:27:58 voicemail debug: gethostbyname looked up these IP addresses:
May 27 17:27:58 voicemail debug: name=gmail-smtp-msa.l.google.com address=74.125.22.108
May 27 17:27:58 voicemail debug: name=gmail-smtp-msa.l.google.com address=74.125.22.109
May 27 17:27:58 voicemail debug: 74.125.29.108 in hosts_try_auth? no (end of list)
May 27 17:27:58 voicemail debug: SMTP>> MAIL FROM:<> SIZE=3473
May 27 17:27:58 voicemail debug: SMTP>> RCPT TO:<voicemail@osioffices.com>
May 27 17:27:58 voicemail debug: SMTP>> DATA
May 27 17:27:58 voicemail debug: tls_do_write(0xbea813a3, 66)
May 27 17:27:58 voicemail debug: SSL_write(SSL, 0xbea813a3, 66)
May 27 17:27:58 voicemail debug: outbytes=66 error=0
May 27 17:27:58 voicemail debug: waiting for data on socket
May 27 17:27:58 voicemail debug: Calling SSL_read(0xe1768, 0xbea817a3, 4096)
May 27 17:27:58 voicemail debug: read response data: size=145
May 27 17:27:58 voicemail debug: SMTP<< 530-5.5.1 Authentication Required. Learn more at
May 27 17:27:58 voicemail debug: 530 5.5.1
http://support.google.com/mail/bin/answer.py?answer=14257 w17sm111261qkw.32 - gsmtp
May 27 17:27:58 voicemail debug: waiting for data on socket
May 27 17:27:58 voicemail debug: Calling SSL_read(0xe1768, 0xbea817a3, 4096)
May 27 17:27:58 voicemail debug: read response data: size=145
May 27 17:27:58 voicemail debug: SMTP<< 530-5.5.1 Authentication Required. Learn more at
May 27 17:27:58 voicemail debug: 530 5.5.1
http://support.google.com/mail/bin/answer.py?answer=14257 w17sm111261qkw.32 - gsmtp
May 27 17:27:58 voicemail debug: waiting for data on socket
May 27 17:27:58 voicemail debug: Calling SSL_read(0xe1768, 0xbea817a3, 4096)
May 27 17:27:58 voicemail debug: read response data: size=145
May 27 17:27:58 voicemail debug: SMTP<< 530-5.5.1 Authentication Required. Learn more at
May 27 17:27:58 voicemail debug: 530 5.5.1
http://support.google.com/mail/bin/answer.py?answer=14257 w17sm111261qkw.32 - gsmtp
May 27 17:27:58 voicemail debug: ok=0 send_quit=1 send_rset=1 continue_more=0 yield=0 first_address is not NULL
May 27 17:27:58 voicemail debug: SMTP>> QUIT