Laurent CARON: > When using the SSMTP port *and* send-proxy it fails. ... > Did I miss something obvious ?
Yes. Unlike (port 25) smtp and (port 587) submission, the obsolete and deprecated ssmtp service has no plain-text phase before the TLS handshake. This means that an obsolete and deprecated ssmtp server does not send or receive any network data before the TLS handshake completes. Considering that ssmtp was already obsolete and deprecated 10 years ago when TLS was added to Postfix, I see no urgency to add new code for it. Wietse