Is the smarthost relay taking non-authenticated mail on the SMTP port (not submission port)? -- d|i|g|i|t|a|l had it THEN. Don't you wish you could still buy it now! pechter-at-gmail.com On Mon, Jan 20, 2014 at 3:31 AM, Cory Smelosky <b4 at gewt.net> wrote: On Mon, 20 Jan 2014, Mark Abene wrote: If all outgoing mail is now going through the smarthost, then it's correct. You may also want to edit /etc/aliases and run "newaliases" to take care of that "alias database out of date" message. It's not going through the smarthost is the problem. -Mark On Mon, Jan 20, 2014 at 12:00 AM, Cory Smelosky <b4 at gewt.net> wrote: On Sun, 19 Jan 2014, Mark Abene wrote: If you're editing the sendmail.cf file directly, it's most likely "DS" for smarthost. I don't recall if 4.3BSD was using some version of sendmail 4 or 5.65, but if it understands "DS", you just say: DSrelay.domain.com # remaining names must be local R$+ $#local$:$1 everything else DSmercia.gimme-sympathy.org root at madeline:/misc/tahor/usr/src/usr.sbin/sendmail/src: /usr/lib/sendmail -bd -q30m root at madeline:/misc/tahor/usr/src/usr.sbin/sendmail/src: mail -v b4 at gewt.net test EOT Warning: alias database out of date b4 at gewt.net... Connecting to mailer.gewt.net (smtp)... No spaces, and restart sendmail. If that doesn't work, I can dig up the proper m4 macro to edit a sendmail.mc and process it into sendmail.cf.