I'm getting a TLS timeout (4.4.2) when connecting to the smarthost (port 465). If I try with no TLS (port 25) it connects and sends emails.
I can successfully connect with 'openssl s_client ...' and this way it says there is a 300 seconds timeout (same as in the log below). My postconf -n: http://pastebin.com/xjC0T7q4 I have tried adding '-v' to smtp and tlsmgr in master.cf, getting more log content but no clue. Any hint? Nov 19 12:25:21 myhost postfix/postfix-script[16192]: starting the Postfix mail system Nov 19 12:25:21 myhost postfix/master[16193]: daemon started -- version 2.6.6, configuration /etc/postfix Nov 19 12:25:43 myhost postfix/pickup[16196]: 8711E100042: uid=0 from=<afmyhost...@myrelay.org> Nov 19 12:25:43 myhost postfix/cleanup[16205]: 8711E100042: message-id=<20131119122543.8711e100...@myhost.myrelay.net> Nov 19 12:25:43 myhost postfix/qmgr[16197]: 8711E100042: from=<afmyhost...@myrelay.org>, size=1938, nrcpt=1 (queue active) Nov 19 12:25:43 myhost postfix/smtp[16209]: initializing the client-side TLS engine Nov 19 12:30:43 myhost postfix/smtp[16209]: 8711E100042: lost connection with mail.myrelay.org[10.141.139.18] while receiving the initial server greeting
