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emails to hotmail.com from exchange server 2003

Posted on 2007-04-09
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Last Modified: 2010-03-06
We are using exchange 2003 and now a days when users are sending emails to hotmail.com, they are getting the following error :

Your message did not reach some or all of the intended recipients.

      Subject:      Emails
      Sent:      4/9/2007 1:44 PM

The following recipient(s) could not be reached:

      jineshk@hotmail.com on 4/9/2007 1:45 PM
            There was a SMTP communication problem with the recipient's email server.  Please contact your system administrator.
            <kaefer_uae1.kaeferuae1.com #5.5.0 smtp;550 Your e-mail was rejected for policy reasons on this gateway. Reasons for rejection may be related to content such as obscene language, graphics, or spam-like characteristics (or) other reputation problems. For sender troubleshooting information, please go to http://postmaster.msn.com.  Please note: if you are an end-user please contact your E-mail/Internet Service Provider for assistance.>

Please advise how to fix this problems

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Question by:Jinesh Kumar Kochath
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Imtiaz Hasham earned 250 total points
ID: 18874885
Hotmail uses Reverse DNS (rDNS) to check the email is coming from an IP where the sender is based! For instance, if your IP is 213.211.22.45 then your rDNS should point to "YOUR MX record". Ask your ISP to get this done for you.

If your ISP can't do this, they can surely give you a SMTP smarthost and you can add it to your exchange server as a connector to get this going.

The second thing to do to make your domain stronger is add an SPF record. This is a TXT record and the best way to create this record is to use - http://www.microsoft.com/mscorp/safety/content/technologies/senderid/wizard/ and create the record.
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by:Imtiaz Hasham
ID: 18874887
To check your current rDNS, log on to www.dnsstuff.com
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Assisted Solution

by:faisalmustafa
faisalmustafa earned 250 total points
ID: 18916189
Hotmail requires the use of SPF record and reverse DNS lookup. for some ISPs it is nearly impossible to get the reverse lookup for your email server. The work around would be to configure an SMTP connector only for hotmail.com namespace and forward all the emails to your ISPs smarthost. That should take care of the problem .

Doing it this way will ensure the rest of your emails are going directly from your mail server and only the hotmail.com emails are bounced off your ISPs mail server.

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Author Comment

by:Jinesh Kumar Kochath
ID: 18916196

"to configure an SMTP connector only for hotmail.com namespace and forward all the emails to your ISPs smarthost. That should take care of the problem"

Please explain in exchange 2003 how can I configure the same
your support is highly appreciated
thanks
Jinesh
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