Eek, apologies for the double-post, accidently hit shift-enter before I completed the message.
I have one remote SMTP server I want to relay mail through, but connect to it using differing credentials based on sender; using Postfix 2.3. My relevant files are below, but the relay host is rejecting my mail as it doesn't seem to be getting the login credentials from my postfix instance. Do I need to upgrade to Postfix 2.7 and utilize "sender_dependent_default_transport_maps" ? main.cf: relayhost = smtp_sender_dependent_authentication = yes sender_dependent_relayhost_maps = hash:/etc/postfix/relayhost_maps #sender_dependent_default_transport_maps = hash:/etc/postfix/transport smtp_sasl_auth_enable = yes smtp_sasl_password_maps = hash:/etc/postfix/sasl_passwd smtp_sasl_mechanism_filter = AUTH LOGIN smtp_sasl_security_options = relayhost_maps: @company-a.com [secure.mailrelay.com] @company-b.com [secure.mailrelay.com] sasl_passwd: @company-a.com us...@company-a.com:passwordA @company-b.com us...@company-b.com:passwordB Thanks, John C