Lindsay Haisley writes:

I've run into the problem described at
http://courier-mail-server.10983.n7.nabble.com/courieresmtp-quot-No-such- file-or-directory-quot-td11972.html and have a couple of questions. First, whence comes the "No such file or directory" response? This doesn't show up in the DSNs sent to sender. Is this coming from the misconfigured receiving server, or from Courier?

From Courier. Shouldn't happen in the current version; there was a bug that
was fixed, some time ago, where the wrong error message came out. I'll have to double-check that it's no broken again.

Second, is Courier unique in exciting this particular config bug?
Surely many or most sending SMTP servers attempt to use STARTTLS if the
receiving server advertises support for it, and the mail admins of the
problem receiving Exchange server would doubtless become aware of such a
problem and fix it.

The admins you mention are generally clueless. Nobody looks at their logs.

Courier is probably not the only mail server that fails a message if STARTTLS fails. Other mail servers probably ignore it, and proceed to send the message without using encryption.

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