Hello,

I'm running a postfix mail server on a fresh IP address that has some bad reputation from the previous owner. So I had a lot of bounces in the last days which I had to clean up.

One customer complained about a bounce that returned after few days (all other returned immediately), so I investigated and found the following issue:

   Postfix: connect to the remote MTA

   Remote: 220 mx.XXX.YYY ESMTP

   Postfix: EHLO mail.XXX.YYY

   Remote: 550-REJECT: 49.12.XXX.YYY is in csi.cloudmark.com

   Remote: 550 Remediation Portal https://csi.cloudmark.com/en/reset

   Remote: (closes connection)

   Postfix: HELO mail.XXX.YYY

   Postfix: logs "lost connection with ... while performing the HELO
   handshake" and defers the message.

So in this case, postfix tries EHLO which fails, then tries to fall back to HELO (smtp_tls_security_level = may) which hits the closed connection. The 550 error get lost, so the message is defered, not bounced.


I'm not 100% if that's a BUG or misconfiguration or misbehavior of the other MTA. But the resulting behavior is at least not what's expected.


Kind regards,

Michael.


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