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SBS 2003 Exchange and AOL email problem

Posted on 2007-04-09
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Last Modified: 2010-03-06
I am currently using SBS 2003 Standard Edition. I have the Exchange pop3 connector enabled with the information entered for the users. My ISP is Bellsouth.net, I have a DSL account with them. The mail server is mail.bellsouth.net. The problem is that I have been unable to get email to send to AOL recipients. I get the following error:

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

      Subject:      Test Mail
      Sent:      4/9/2007 5:24 PM

The following recipient(s) could not be reached:

      hdb@aol.com on 4/9/2007 5:24 PM
            There was a SMTP communication problem with the recipient's email server.  Please contact your system administrator.
            <bellsouth.net #5.5.0 smtp;550 relaying mail to aol.com is not allowed>

I have looked at several articles at this website and others in order to resolve this problem and have not been able to get it to work. I tried the option of setting up the SMTP virtual connector as suggested by info on www.amset.info. I also changed the smart hosts from mail.bellsouth.net to their IP addr that I found by doing the following command, nslookup -q=mx bellsouth.net. It responded with:

C:\Documents and Settings\Hob>nslookup -q=mx bellsouth.net
*** Can't find server name for address 192.168.1.20: Non-existent domain
*** Default servers are not available
Server:  UnKnown
Address:  192.168.1.20

Non-authoritative answer:
bellsouth.net   MX preference = 10, mail exchanger = mx01.mail.bellsouth.net
bellsouth.net   MX preference = 10, mail exchanger = mx00.mail.bellsouth.net

mx01.mail.bellsouth.net internet address = 205.152.58.33
mx00.mail.bellsouth.net internet address = 205.152.58.32

I listed the ip addrs of [205.152.58.33];[205.152.58.32] as the locations in the option, Foward all mail through this connector to the following smart hosts. I created my local server as the local bridgehead server, then went to the Address Space tab and entered the domain, aol.com as an address space. I checked the "Allow messages to be relayed to these domains" checkbox.

Any detailed information to get this to work right would be most appreciated. Getting email in SBS 2003 Exchange to work correctly should be as simple as setting up email accounts in Outlook.
Thanks, HDBee3
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Question by:HDBee3
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Expert Comment

by:Erik Pitti
ID: 18879989
It would appear that your ISP does not permit seding mail to aol.com email addreses through their mail servers.  Possible causes are:

1. You need to use an authenticated SMTP server session when sending to these domains (you can configure an SMTP connector to do this).
2. There is something misconfigured on their end that prevents them from recognizing you as a valid BellSouth.net customer entitled to SMTP relay.

I'd call BellSouth to make sure that you are allowed to relay to aol.com through their servers, especially if this just started recently (perhaps due to a TOS change).
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Author Comment

by:HDBee3
ID: 19287666
I know this issue has lingered for a while, but I was actually able to find out what was going on by calling the AOL postmaster line. According to them they will not allow mail from dynamic DSL addresses as part of their spam protection. Even though Bellsouth business DSL claims to be a static IP address, it is indeed dynamic. You can see this everytime you reboot the Netopia router and check the WAN address. In order to resolve this you must configure the router use the bank of static IP addreses Bellsouth makes available with business DSL accounts. Then your internet IP address is truly static.

Thanks to all for their input, we can now put this to bed.
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