SBS2003 - external mail to company distribution group mail apparently being delivered to postmaster

Discussion in 'Windows Small Business Server' started by Jim, Nov 4, 2009.

  1. Jim

    Jim Guest

    SBS 2003

    Internally mail sent to main SBS distribution group
    goes to the users which are members of the group, usual behaviour.

    Administrator is not a member of this dist group currently so doesn't get a

    If I send a message from externally then the message *only* goes to the
    Administrator mailbox and behaves/reports as if it were sent to the
    Postmaster ???? and no-one else gets it at all ????

    Mail is MS POP3 collector

    Doesn't affect other accounts in this way, only the main dist group..any
    ideas ?
    Jim, Nov 4, 2009
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  2. Jim

    Jim Guest

    Hmm.. If I open up port 25 to my IP on the router and then telnet to the
    server and send a test message then it behaves OK.

    Messages go to everyone in the group and *not* the Postmaster account held
    by the Administrator..

    Jim, Nov 4, 2009
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  3. Assuming since you have the POP3 connector in place, and there is only one
    MX record for your domain that points to the hosting provider, and all mail
    going to your company from the outside world are going to the provider, then
    at your POP3 hosting provider, has this group been created?

    Also, in the distribution group properties, is it allowed to receive mail
    from Everyone?


    This posting is provided "AS-IS" with no warranties or guarantees and
    confers no rights.

    Please reply back to the newsgroup or forum for collaboration benefit among
    responding engineers, and to help others benefit from your resolution.

    Ace Fekay, MCT, MCITP EA, MCTS Windows 2008 & Exchange 2007, MCSE & MCSA
    2003/2000, MCSA Messaging 2003
    Microsoft Certified Trainer

    For urgent issues, please contact Microsoft PSS directly. Please check for regional support phone numbers.
    Ace Fekay [MCT], Nov 4, 2009
  4. Jim

    Jim Guest

    If I send a message externally to

    It is delivered into the Administrator inbox and says that it was sent To
    the 'Administrator' this is correct as [email protected] an alias for the
    Administrator account.

    However the external messages sent to ( which should
    be directed to the members of that group internally) appear to go into the
    Administrator's Inbox but say that they were sent To 'postmaster' ...why do
    they say this as opposed to 'Administrator' as with the messages sent to
    [email protected]

    Jim, Nov 4, 2009
  5. No, not necessarily weird. I made a few assumptions in my last post. Can you
    confirm or respond to them, please? Allow me to re-clarify my questions for
    your convenience.

    1. What is your MX record pointed to? Is the MX record pointed to only your
    POP3 provider, or to both your POP3 provider and to your server?

    2. Does the Distribution Group properties allow for Anyone (Everyone) to
    email to it? Look in the Dist Group properties in ADUC.

    3. Has this group email address been created at your hosting provider?

    Ace Fekay [MCT], Nov 4, 2009
  6. Jim

    Jim Guest

    Hi Ace,

    1. Two MX records both pointing to the same IP address which is 1and1 server
    in Germany by the looks of things..

    2. Yes it does, as I've said earlier it works fine internally.

    If I mail the group internally then all the users who are members get the
    messages, the Administrator account isn't and doesn't, expected behavior.

    If I mail the group externally then the message *only* ends up in the
    Administrator's Inbox and says that it was sent to 'postmaster' in the To
    column ?
    Why does it say 'postmaster' why hasn't this changed to 'Administrator' the
    owner of the alias ?

    If I mail externally then this ends up in the
    Administrator's Inbox as you'd expect and says that it was sent to
    'Administrator' in the To column you'd expect totally normal.

    The company get a lot of messages from their website which are sent to
    and of course these are ending up in the
    Administrator's Inbox and report that they were sent To 'postmaster'

    This is why I have been asked to investigate.

    They want the messages to be distributed to people in the
    members list.

    3. The hosting provider has * forwarded to a catchall POP3 box
    called ...could this be the problem ?
    Perhaps we should change this so that it perhaps forwards to a catchall
    called something else ? maybe ?

    Previous web designers have set this up at 1and1 originally.

    Jim, Nov 4, 2009
  7. Jim

    Jim Guest

    forgot to add...

    I opened up port 25 temporarily and sent a message from telnet session to
    and it was routed correctly just to the members of the
    dist group.

    This seems to indicate that it should be something to do with the catchall
    POP3 I would image ?

    Jim, Nov 4, 2009
  8. Jim

    Joe Guest

    Yes. A POP3 server really expects mail for just one user per mailbox, so
    doesn't bother keeping the SMTP recipient address, which does not
    necessarily appear in any header (it may be in some Received: headers).

    Domain-wide POP3 collection relies on the To: header to route the mail.

    BCC emails, and a mailing list email is just a big BCC, deliberately do
    not include recipient information in any header, only in the SMTP address.


    In order of preference:

    -Use SMTP to receive mail.

    -Use individual POP3 mailboxes. More trouble to administer but sorts out
    this problem and eliminates a lot of spam. Obviously the POP3 connector
    must also be set to download mail individually.

    -Check that the POP3 server adds a header containing the original SMTP
    information: typically Envelope-To:. The SBS POP3 connector cannot use
    such a header but most third-party downloaders can.
    Joe, Nov 4, 2009
  9. Jim

    Steve Foster Guest

    You need to review the POP3 Connector settings, because those are what
    control this.
    Steve Foster, Nov 4, 2009

  10. I think you answered your own question. I would remove that * catch all
    address. And having two MX records to one IP is superfluous.

    The postmaster response is a standard responder based on mail RFCs to
    respond to a sending MTA with error messages, such as what you are seeing.
    That's why it doesn't show up in the administrator's mailbox.

    Ace Fekay [MCT], Nov 5, 2009
  11. Jim

    Jim Guest

    ....trying to persuade them to move to SMTP delivery..

    Jim, Nov 5, 2009
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