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SBS 2003 install stops outgoing email

Posted on 2006-10-23
Medium Priority
Last Modified: 2010-03-06

I installed SBS 2003 into an existing 2003 AD forrest using this method:


The only difference is I left both servers as global catalog servers so that I could migrate Exchange later.

According to that document, "If you already have Microsoft Exchange Server installed in the organization, the integrated Setup installs Exchange Server into the existing organization." ... which it did, and exchange still works fine ... I can receive email from the Internet, I can pull email over the Internet from my cell phone ... I use Web Access ... no problems at all ... EXCEPT .... mail will NOT go out. I cannot send from outlook, I cannot send from Web Access ... and I did notice a funky SBS 2003 SMTP connecter installed into the site, but initial inspection indicates to me that it's fairly harmless.

I tried stopping all exchange and smtp services on the SBS 2003 server, but that didn't fix it.

I cannot find any mail in the smtp folder que's, and so far, I am not receiving any bounce messages from the server.

I did tell the existing Exchange server to use the SBS 2003 server as its primary DNS server, but both servers are hosting DNS. I did manually test a port 25 connection from both Exchange servers to a server out on the Internet, and I was able to establish a connection from both boxes using a DNS name, so I know DNS resolution is working. I also did an NSLOOKUP and tested an MX lookup from each server, and resolution worked without any issues at all.

Does anyone have any idea what might be causing this problem?
Question by:mikesims10670
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Author Comment

ID: 17793461
ok, I am starting to get feedback from the server from email I sent out this morning (more than 12 hours ago):

This is an automatically generated Delivery Status Notification.



Delivery to the following recipients has been delayed.


Here is the attachment:

Reporting-MTA: dns;core.simtechdata.com

Final-Recipient: rfc822;<UserISentEmailTo>@yahoo.com
Action: delayed
Status: 4.4.7
Will-Retry-Until: Wed, 25 Oct 2006 09:09:39 -0700
X-Display-Name: '<UserISentEmailTo>@yahoo.com'

LVL 104

Accepted Solution

Sembee earned 1500 total points
ID: 17794337
The first thing to check is whether the SBS server can see any external SMTP servers.
An SMTP Connector will play a part in the delivery of email.
SMTP Connectors are either Org wide or Routing Group wide. I doubt whether you have set the servers in to separate routing groups, so the SMTP Connector on the SBS server will be playing a role. If there is no SMTP Connector on the other machine then all email will attempt to go out via the SBS SMTP Connector. Therefore you need to review its settings and ensure that they are correct.

Remember that this is SBS, so you do not change anything manually. Use the wizards to change everything. The SMTP Connector is adjusted by the Internet and Email wizard (or whatever it is called).


Author Comment

ID: 17796228
I performed an NSLOOKUP from the SBS server and pointed it to an external DNS server on the Internet, and it worked flawlessly.

I do not want email traversing the SBS server at all. This "SmallBusiness SMTP Connector" just doesn't "feel" right to me. Why would SBS install it, and why would my original Exchange server start using it? How can I determine the path my main Exchange server is using when trying to get email out via SMTP?

This sucks, because I am opening a new business next week, and all of my emails to corporate are being bounced. Time to start using yahoo for a while until I can figure this out.

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Author Comment

ID: 17796251
Just after I posted my last comment, I deleted the SmallBusiness SMTP Connector and WALLA ... the email started working.

Thanks Simon,

LVL 104

Expert Comment

ID: 17796288
The SBS SMTP Connector was created because that is what SBS does.

SBS wants to be the "top dog" in your domain, responsible for everything. It is designed to be the sole server in the network, or the first server in the network.

If you start playing around with an SBS domain manually you will break it. The key point with SBS is to use the wizards for everything.

As removing the SBS connector made your messages flow you probably made an error in the wizard when it asked about message flow. If you ever run the Internet and Email wizard again it will put it back again.


Author Comment

ID: 17796526
I hate wizards.

LVL 104

Expert Comment

ID: 17797309
If you hate wizards you have bought the wrong product. SBS is built on them and breaks if you don't use them.


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