SBS 2003 user can’t send mail with attached files internally.

Posted on 2006-04-29
Last Modified: 2010-04-19
Hi, I have a 2 user that bought a new computer and they are running sbs 2003 sp1 and everything is working fine.

Before the change of computer, the users could send mails with attachments too emails both internally (name@firm.local) and outside (
But now after the users got a new computer and still using same software and same standard installation the users can’t send mails internally with attached files. They can send mails internally without attached files, and to outside ordinary mail addresses both with and without attached files.

I have looked at users exchange properties and it looks OK,

They are using Symantec Antivirus Corp Ed.

They have about 10 other computers in the sbs 2003 and they can all send mails with attached files both internally and outside.

The can send mail internally with attached files if the use OWA, so that makes me think that the problem must be some ware in the local computer software settings. The are all using Outlook 2003 English version.

Does anybody have a clue to where I should look…

Patrick Klemetz
Question by:Klemetz
    LVL 74

    Expert Comment

    by:Jeffrey Kane - TechSoEasy
    What is the file extension of the attachments that they are trying to send?  Is it anything? Or something specific?  

    Or are they large files?

    Is there an error message?  If so, what specifically is the message?



    Author Comment

    Hi Jeff,

    The extensions that the user has tried is *.doc and *.pdf

    The files have been between 50 kB and 260 kB each and with a total amount at max 3 MB.

    There is no error messages, it looks like the messages goes away like it should, and if you go to the “sent” map you can find the message there like you should.

    I will try to logon with the users account at a different computer and start outlook and see if the problem will follow or if it is on just those 2 machines.

    And then I will try to uninstall Norton Antivirus to see if it has some affect.

    /Patrick Klemetz
    LVL 74

    Expert Comment

    by:Jeffrey Kane - TechSoEasy
    Actually, the fact that they can't send internally makes me wonder if it's really that they can't RECEIVE messages with attachments internally.  

    Did you configure file attachment removal when running the Configure Email and Internet Connection Wizard?  If you are unsure, please go to
    C:\Program Files\Microsoft Windows Small Business Server\Networking\ICW\ on the SBS and open the latest .html file which has all of the items which were configured the last time you ran the wizard.  

    The final section is

    You can review that seciton to see if there is something that looks as though it would be causing the problem.  You can also post that section here and I'll be happy to take a look at it for you.


    Author Comment

    Hi Jeff,

    I will have a look at it tomorrow when Im visiting the users again, here are the e-mail configuration summary that you wanted.


    After the wizard completes, the following e-mail settings
    will be configured:
    Exchange will be configured as follows:
    Email: Enable Exchange for Internet e-mail with the
    following settings:
    E-mail delivery:
    Route e-mail to the Internet by using DNS.
    E-mail retrieval:
    Use Exchange to retrieve SMTP e-mail.
    Email retrieval method:
    Route e-mail from the Internet directly to Exchange.
          Create the SmallBusiness SMTP connector.
          Set the SmallBusiness SMTP connector to:
          Use DNS to route to each address space on this
          Add a local bridgehead server to the name of the
    Windows Small Business Server.
          Use the address space type of SMTP with an address
    of *for the e-mail domain and a cost of 1. This configures
    Exchange to send and receive e-mail to any location on the
          Set the Default SMTP Virtual Server to:
          Limit incoming connections to 500. This improves
    system availability and reliability by mitigating
    denial-of-service attacks against your Exchange.
    Limit the number of outbound connections to 10. This
    prevents Exchange from excessive usage of network
          Allow clients computers with an IP address within
    the range of local IP addresses to relay mail through the
    SMTP virtual server, which prevents spam relay.
          Allow e-mail relay to local IP addresses and to
    client computers that successfully authenticate against the
    POP3 e-mail will be configured as follows:
          Disable the Microsoft Connector for POP3 Mailboxes
    service if it is running. (This does not delete existing
    mailboxes that are configured for the connector.)

    After the wizard completes, the icwlog.txt in C:\Program
    Files\Microsoft Windows Small Business Server\Support is
    After the wizard completes, the wizard script file
    config.vbs is created in C:\Program Files\Microsoft Windows
    Small Business Server\Networking\Icw.
    NOTE: Each time the wizard runs, a new config.vbs file is
    automatically generated to preserve the previous settings.
    For example config.vbs, config1.vbs, config2.vbs, and so

    /Patrick Klemetz
    LVL 74

    Expert Comment

    by:Jeffrey Kane - TechSoEasy
    This shows that you did not specify a domain name when running the CEICW.  Do you have a registered domain name?  


    Author Comment

    Hi Jeff,

    No there is not any registered domain name that we use, we use "domainname.local"

    LVL 74

    Accepted Solution

    I just reread your question, and I think I now understand what you are saying... you bought TWO new workstations that replaced each user's previous workstation?  

    I'm also understanding now that the problem with sending attachments is only occuring on these two computers.  Although you haven't verified this yet, I believe that if the user that is having problems logs into one of the older computers then they would have no problem sending messages with attachments.

    So, did you give these computers the same name as the old ones?  Because you can't really do that... you need to have given the new computers different names than the ones they replaced.  Otherwise the configuration and policies won't pull down from SBS because SBS thinks that computer was already configured.  At this point please follow these steps to correct the situation:

    The following needs to be done with the client machine:
    1.  Log in with THAT machine's LOCAL administrator account.
    2.  Unjoin the domain into a WORKGROUP
    3.  Change the name of the computer
    4.  Delete or rename the following directory C:\Program Files\Microsoft Windows Small Business Server\Clients
    5.  Ensure that DHCP is enabled and there are  no manually configured network settings
    6.  Reboot

    Then on the server, from the Server Management Console:
    1.  Remove the client computers if it still shows in the Client Computer screen on the Server Management Console
    2.  Add the client with it's NEW name using the Add Computer wizard

    Then, go back to the client machine and join the domain by opening Internet Explorer and navigating to http://servername/connectcomputer

    Then... if you don't have a registered domain name, I am assuming that you are using POP3 accounts configured separately on each workstation?  Because it doesn't show that you've configured the POP3 connector on the Exchange Server.  But it does indicate that you Enabled INTERNET Email on the Exchange Server.

    If you are going to keep the POP3 configurations on the workstations (not recommended) then you should NOT enable Internet Email on Exchange.  But, I would recommend that instead of individual POP3 accounts on each machine, that you use the POP3 connector.  By doing so, each person's external email will be available through OWA as well.


    Author Comment

    Hi again,

    Well aftersome hard testing and looking at the server and computer settings at location, I could not find any problems! It worked great to send attached files both localy and externaly. I had only relayied on the users word that it did not work but it looks like it wore human error or something from his side.

    He will test the mail and forward me any error messages that he gets so that I can see what it going on.

    But I know that I should use pop3 connecor in sbs 2003 and not pop3 + exchange on local machines, but I dont remember how to set it up, I have seen it somwhere. Could you point mee to a step byt step guide or something like that...

    Thanks for all help Jeff. I dont know how this point system works, what should I do with point?

    LVL 74

    Expert Comment

    by:Jeffrey Kane - TechSoEasy
    There are literally HUNDREDS of step-by-step guides right within your SBS.  Click on Help & Support and you will see a link for Manage Email on the main screen.

    And for information about things on this site... the Help section is also quite useful:httphelp.jsp#hs5   :-)


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