On Mar 5, 2010, at 1:33 PM, Zachary Frederick wrote:

> We have been having a problem emailing to a customer whose server is hosted 
> by The Planet (http://www.theplanet.com/). Our mail server is hosted in-house 
> on a comcast business connection.
> 
> IP address of our server is: 173.13.45.23
> 
> Customers mail server is: 69.93.203.243
> 

I can get there from Comcast Business

[ch...@abydos ~]$ nc  69.93.203.243 25
220 
********************************************************************************************
ehlo smtps.net
250-securemail.insurancewebsitebuilder.com Hello smtps.net [173.11.102.7], 
pleased to meet you.
250-ENHANCEDSTATUSCODES
250-SIZE
250-XXXA
250-ETRN
250-XXXB
250-DSN
250-CHECKPOINT
250-8BITMIME
250-AUTH CRAM-MD5 PLAIN LOGIN DIGEST-MD5
250-XXXXXXXC
250 XXXD
quit
221 2.0.0 securemail.insurancewebsitebuilder.com closing connection

That's almost certainly a PIX/ASA with fixup enabled (like Jay said).  It's 
been known to cause many interoperability problems.  The solution is pretty 
simple:
no fixup protocol smtp 25

--
bk


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