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OK looks like there are too many mismatch in your postfix, roundcube and dovecot configuration. Let's break it down one by one. STARTTLS error This log line warning: TLS library problem: error:14094418:SSL routines:SSL3_READ_BYTES:tlsv1 alert unknown ca:s3_pkt.c:1293:SSL alert number indicated that PHP fails to verify peer certificate because unknown ...


Error message above looks like a client (PHP script invoked by roundcube) fails to verify peer certificate because unknown CA. There are many reasons why this error happened. Regarding openssl, Roundcube version 1.0-RC and later shipped with SSL connection option. Parameter smtp_conn_options and imap_conn_options was added in version 1.0-RC and 1.0.3 ...

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