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Smarthost email not going through using SBS2003 server

Posted on 2007-07-19
Medium Priority
Last Modified: 2010-03-06
I have had problems with other email servers beliving that our email was spam (because I am running an exchange server behind my hosting provider's server), so we decided recently to change to a smarthost delivery for email - so that everything is sent and received thru my host.

I am using SBS2003 server, SP1 - with Microsoft Exchange server 2003.

I have set up the delivery to smarthost rather than via DNS (and put my hosting provider's smtp server name) and have also changed the authentication for the SMTP connector to basic, with the user and password for my hosting provider.

But no email goes thru. How can I troubleshoot this problem ?
Question by:pbissegger
  • 2
LVL 74

Expert Comment

by:Jeffrey Kane - TechSoEasy
ID: 19527441
Make sure that the smart host is listed on the Default SMTP Virtual Server as well.  You'll find that setting on the Delivery Tab > Advanced Delivery


Author Comment

ID: 19527623

Didn't work, but I also see there is a tab called outbound security in the Delivery tab as well. Do I change these settings to the username / login for my hosting service ?
LVL 104

Accepted Solution

Sembee earned 2000 total points
ID: 19527628
You do NOT have to put the smart host on the SMTP virtual server for a smart host to work. I would strongly suggest that you do NOT follow that advice from Jeff.

What happens to the email? Is it just queueing? If so then the problem is with the SMTP connector configuration. If you click on the queue it will give you a reason for the messages queueing. The most common reasons are wrong host, wrong user name or password or the smart host operator needs to adjust the configuration of their server to accept your domain.


Author Comment

ID: 19527657

I clicked on the queue and it says "The remote SMTP service rejected AUTH negotiation."

I will try contacting my host and try and see why.

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