This sure has been a gargantuan pain in the @$$ topic for some time now!!!

I have a LP8.6 install that works fine.

9.3 can’t send email through gmail.

All I get is:
SMTP: [5] Failed to connect to host "smtp.gmail.com".

Regardless of port or any changes, it fails.

[2015-06-21 22:39:38] SMTP: [5] Sending messages to host smtp.gmail.com.
[2015-06-21 22:39:38] SMTP CREATE staticarray(host:, port:, timeout:, username:, password:, ssl:, clientip:)
[2015-06-21 22:39:38] SMTP OPEN staticarray(host:smtp.gmail.com, port:587, timeout:15, username:xxxx@xxxx.com, password:xxxxxx, ssl:true, clientip:)
[2015-06-21 22:39:38] SMTP <- 220 mx.google.com ESMTP da2sm18347055pbb.57 - gsmtp\r\n
[2015-06-21 22:39:38] SMTP -> EHLO [127.0.0.1]\r\n
[2015-06-21 22:39:39] SMTP <- 250-mx.google.com at your service, [65.39.69.248]\r\n250-SIZE 35882577\r\n250-8BITMIME\r\n250-STARTTLS\r\n250-ENHANCEDSTATUSCODES\r\n250-PIPELINING\r\n250-CHUNKING\r\n250 SMTPUTF8\r\n
[2015-06-21 22:39:39] SMTP -> STARTTLS\r\n
[2015-06-21 22:39:39] SMTP <- 220 2.0.0 Ready to start TLS\r\n
[2015-06-21 22:39:39] SMTP -> AUTH LOGIN\r\n
[2015-06-21 22:39:39] SMTP: [5] Failed to connect to host "smtp.gmail.com".
[2015-06-21 22:39:39] SMTP -> QUIT\r\n
[2015-06-21 22:39:39] SMTP: [5] Requeuing 20 messages after error.
[2015-06-21 22:39:39] SMTP -> QUIT\r\n
[2015-06-21 22:39:39] SMTP: [5] Done sending messages.



I am using Lasso 9.3 on CentOS 7.

I had a similar problem with this on Mac OS X and TLS. This was fixed in beta. Is it possible that the CentOS 7 version I’m using doesn’t have that same TLS fix?

[2015-06-21 22:44:17] SMTP: [6] Sending messages to host smtp.gmail.com.
[2015-06-21 22:44:17] SMTP CREATE staticarray(host:, port:, timeout:, username:, password:, ssl:, clientip:)
[2015-06-21 22:44:17] SMTP OPEN staticarray(host:smtp.gmail.com, port:25, timeout:15, username:ryan@mhloans.com, password:erica_ava!, ssl:true, clientip:)
[2015-06-21 22:44:18] SMTP <- 220 mx.google.com ESMTP g2sm18442231pdh.11 - gsmtp\r\n
[2015-06-21 22:44:18] SMTP -> EHLO [127.0.0.1]\r\n
[2015-06-21 22:44:18] SMTP <- 250-mx.google.com at your service, [65.39.69.248]\r\n250-SIZE 35882577\r\n250-8BITMIME\r\n250-STARTTLS\r\n250-ENHANCEDSTATUSCODES\r\n250-PIPELINING\r\n250-CHUNKING\r\n250 SMTPUTF8\r\n
[2015-06-21 22:44:18] SMTP -> STARTTLS\r\n
[2015-06-21 22:44:18] SMTP <- 220 2.0.0 Ready to start TLS\r\n
[2015-06-21 22:44:18] SMTP -> AUTH LOGIN\r\n
[2015-06-21 22:44:18] SMTP: [6] Failed to connect to host "smtp.gmail.com".
[2015-06-21 22:44:18] SMTP -> QUIT\r\n
[2015-06-21 22:44:18] SMTP: [6] Requeuing 20 messages after error.
[2015-06-21 22:44:18] SMTP -> QUIT\r\n
[2015-06-21 22:44:18] SMTP: [6] Done sending messages.



Thanks,
Steffan Cline
steffan@hldns.com
602-793–0014



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