Martijn,
Thanks for your inputs. I went ahead with option 3 that you suggested.
I've implemented TLS on the server and enabled pdf encryption instead of S/MIME.
The mail is sent successfully from Roundcube and is also received by the Djigzo
gateway. When it is sent from the gateway, the mail is not getting delivered to
the recepient from the Gmail server. The external user has been added under
"Settings".
Following are the additional lines that I added for TLS in MTA Raw config:
smtp_sasl_auth_enable = yes
smtp_sasl_password_maps = hash:/etc/postfix/smtp_client_passwd
smtp_sasl_type = cyrus
#smtp_tls_CApath = /etc/postfix/certs/
smtp_sasl_security_options =
smtp_tls_CApath = /etc/postfix/certs/
smtpd_tls_cert_file = /etc/postfix/ssl/ssl.pem
smtpd_tls_key_file = /etc/postfix/ssl/ssl.key
smtpd_tls_security_level = may
smtpd_tls_session_cache_database = btree:${data_directory}/smtpd_scache
smtp_tls_session_cache_database = btree:${data_directory}/smtp_scache
smtpd_tls_loglevel = 1
smtpd_use_tls = yes
smtpd_tls_auth_only = no
Also, following is what shows up in the "Logs" tab:
status=deferred (conversation with smtp.gmail.com[173.194.76.109] timed out
while receiving the initial server greeting)
Any idea what I might be doing wrong here?
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