Enabling STARTTLS As a Server Exim Configuation tls_advertise_hosts = * tls_certificate = /usr/local/etc/exim/certs/hostname.crt tls_privatekey = /usr/local/etc/exim/certs/hostname.key As a Client Happens automatically when server offers STARTTLS Exim Configuation begin transports ... remote_smtp: driver = smtp tls_certificate = /usr/local/etc/exim/certs/hostname.crt tls_privatekey = /usr/local/etc/exim/certs/hostname.key