smtp_sasl_security_options = noanonymousAll but one of them works. The one that doesn't logs the "No worthy mechs found" message and SASL authentication failed message. The main mail server (to which it is trying to connect) logs that the problem server has established a TLS 1.2 connection, but then disconnects and does nothing more.
What should I look for to fix this? Fuller configuration details: root@named:/etc/postfix# postconf -n alias_database = hash:/etc/aliases alias_maps = hash:/etc/aliases append_dot_mydomain = no biff = no config_directory = /etc/postfix inet_interfaces = loopback-only inet_protocols = ipv4 mailbox_size_limit = 0 mydestination = myhostname = named.black-sheep-research.com mynetworks = 127.0.0.0/8 [::ffff:127.0.0.0]/104 [::1]/128 myorigin = $mydomain readme_directory = no recipient_delimiter = + relayhost = [mx.yorkshiremail.com]:587 smtp_sasl_auth_enable = yes smtp_sasl_password_maps = hash:/etc/postfix/sasl_passwd smtp_sasl_security_options = noanonymous smtp_tls_CAfile = /etc/ssl/certs/ca-certificates.crt smtp_tls_session_cache_database = btree:${data_directory}/smtp_scache smtp_use_tls = yes smtpd_banner = $myhostname ESMTP $mail_name (Raspbian) smtpd_tls_cert_file = /etc/ssl/certs/ssl-cert-snakeoil.pem smtpd_tls_key_file = /etc/ssl/private/ssl-cert-snakeoil.key smtpd_tls_session_cache_database = btree:${data_directory}/smtpd_scache smtpd_use_tls = yes
smime.p7s
Description: S/MIME Cryptographic Signature