Good Morning folks,
I am having some difficulty with an exchange 2007 server, platform is SBS 2008. Gmail users can not send email to users on this exchange box when attachments are included.
if they just send a plain text email it comes in right away!
after a few days they get a kickback saying "Unspecified Error (SENT_MESSAGE): Connection timed out" and when I pull the exchange logs there was never an attempt to pass the message into the server. Gmail did not even connect.
the exact message is (edited to remove user emails):
From: Mail Delivery Subsystem <firstname.lastname@example.org>
Date: Sat, Mar 24, 2012 at 12:23 PM
Subject: Delivery Status Notification (Failure)
Delivery to the following recipient failed permanently:
Technical details of permanent failure:
Unspecified Error (SENT_MESSAGE): Connection timed out
I'm at a total loss on this and mxtoolbox says everything is happy. green checkmarks all across the board, i can't find us on any RBL's and am wondering if anyone else has seen this before?