this type of messages repeat many many times, and when it stops it ends with Jan 18 21:28:45 mx smtpd[10999]: relay: PermFail for 7074eecd937a1f96: session=384f0c868ad0506f, from=<[email protected]>, to=<[email protected]>, rcpt=<->, source=91.210.228.4, relay=91.210.228.4 (mx.kasakoff.net), delay=1s, stat=500 5.4.6 Routing loop detected: Loop detected

If you haven't already, try stopping the daemon and relaunching it with

smtpd -dv -f /etc/mail/smtpd.conf

That will generate additional debug info that might yields clues as to where exactly where the message delivery is failing.

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