On Tue, 03 Mar 2009 10:47:15 -0500, Paul Houlbrooke <duk...@shooflyblues.com>
wrote:
>
>
> ASSP and the MTA are actually on the same box, so I didn't bother with
> SSL between the two.
>
> Sender is legit, plus they keep retrying to send the email.
>
Well, since you're only having problems with that one client, I'd
focus on issues there.
You can try testing using the command:
openssl s_client -starttls smtp -connect server:port
from that client and see if you can complete the same SMTP dialog
manually.
It occurs to me that since your dialog gets to the MAIL FROM, RCPT TO
and DATA stages, you are well beyond the SSL negotiation at that stage.
In other words, the SSL conversion was already successful and this
problem is unrelated to SSL. Is the client seeing the "354 OK"
response? Is it then sending the message data? Is the response
properly terminated with a ".\r\n" line?
You can also test without enabling SSL using:
telnet server port
and trying the same SMTP dialog.
-jr
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