Smarthost email not going through using SBS2003 server

Posted on 2007-07-19
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
    LVL 74

    Expert Comment

    by:Jeffrey Kane - TechSoEasy
    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


    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

    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


    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.

    Featured Post

    Free Trending Threat Insights Every Day

    Enhance your security with threat intelligence from the web. Get trending threat insights on hackers, exploits, and suspicious IP addresses delivered to your inbox with our free Cyber Daily.

    Join & Write a Comment

    Email statistics and Mailbox database quotas You might have an interest in attaining information such as mailbox details, mailbox statistics and mailbox database details from Exchange server. At that point, knowing how to retrieve this information …
    The basic steps you have just learned will be implemented in this video. The basic steps are shown to configure an Exchange DAG in a live working Exchange Server Environment and manage the same (Exchange Server 2010 Software is used in a Windows Ser…
    how to add IIS SMTP to handle application/Scanner relays into office 365.

    745 members asked questions and received personalized solutions in the past 7 days.

    Join the community of 500,000 technology professionals and ask your questions.

    Join & Ask a Question

    Need Help in Real-Time?

    Connect with top rated Experts

    14 Experts available now in Live!

    Get 1:1 Help Now