Appreciate the reply, Viktor. I've done everything you've suggested and here is the report:
This is when I use: *smtp_tls_security_level =encrypt* B3A80BEF2F: uid=0 from=<m...@domain.com> localhost postfix/cleanup[5021]: B3A80BEF2F: message-id=<20170327174324.B3A80BEF2F@localhost.localdomain> localhost postfix/qmgr[5012]: B3A80BEF2F: from=<mydomain.com>, size=287, nrcpt=1 (queue active) localhost postfix/smtp[4700]: SSL_connect error to email-smtp.eu-west-1.amazonaws.com[54.154.210.139]:465: Connection timed out localhost postfix/smtp[4700]: E969BBEF28: Cannot start TLS: handshake failure -------------------------------- This is when I use: *smtp_tls_security_level = secure* 9C42BBEF30: uid=0 from=<m...@domain.com> localhost postfix/cleanup[5281]: 9C42BBEF30: message-id=<20170327174821.9C42BBEF30@localhost.localdomain> localhost postfix/qmgr[5271]: 9C42BBEF30: from=<m...@domain.com>, size=291, nrcpt=1 (queue active) localhost postfix/smtp[5023]: SSL_connect error to email-smtp.eu-west-1.amazonaws.com[54.154.210.139]:465: Connection timed out localhost postfix/smtp[5023]: B3A80BEF2F: Cannot start TLS: handshake failure --------------------- I am using port 465 as suggested by Amazon ses: http://docs.aws.amazon.com/ses/latest/DeveloperGuide/postfix.html Thanks for any help, Viktor. Really appreciate it. best regards, -- View this message in context: http://postfix.1071664.n5.nabble.com/Postfix-cannot-start-tls-handshake-failure-tp89684p89688.html Sent from the Postfix Users mailing list archive at Nabble.com.