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Unable to send mail to some domains

Tim asked
Last Modified: 2013-11-30
We are unable to send mail to some domains (including but not limited to msn, hotmail and live).  This problem began about a week ago with no changes to our configuration.

Messages sit in the smtp queue until they expire and I receive smtp 4.4.7 responses:

The following recipient(s) cannot be reached:

      name@hotmail.com on 6/11/2010 3:06 AM
            Could not deliver the message in the time limit specified.  Please retry or contact your administrator.
            <ebmail1.eastbrooknt.eastbrookhomes.com #4.4.7>

We appear to be receiving all inbound mail without difficulty.

Our configuration is as follows:

Single Exchange Server 2003 (mail.eastbrookhomes.com routing to a Postini SmartHost (outbounds7.obsmtp.com)
Mx records point to Postini servers:
10      eastbrookhomes.com.s7a1.psmtp.com  
20      eastbrookhomes.com.s7a2.psmtp.com    
30      eastbrookhomes.com.s7b1.psmtp.com
40      eastbrookhomes.com.s7b2.psmtp.com

I have used several tools to verify that we are not on any known blacklists

I was able to send a message successfully via telnet to live.com from the mail server

I tried removing postini as the outgoing smarthost with no change.

Please advise.
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