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  • isp is now blocking "junk mail"

    Although I think this is a good thing, it is also blocking a lot of emails that are completely legit. I got a phone call from the President of the company and he is not happy at all that his email did not go through. This is the message we get:



    [email protected] on 11/1/2007 8:35 AM
    There was a SMTP communication problem with the recipient's email server. Please contact your system administrator.
    <glendo.com #5.5.0 smtp;554 Failure S4 Message looks like spam. For more information, visit: http://help.cableone.net/554 q=129684701>

    I visited their help site and it says that it might help to enable smtp authentication and shows how to do that in outlook. We're using an exchange server, so my question would be how can I do this for exchange 2003? Also, by enabling this, will this change the user's experience at all? ie: will they have to enter in a password or anything every time they send mail?

  • #2
    Re: isp is now blocking &quot;junk mail&quot;

    It isn't clear from your question whether this is INBOUND email that is being blocked, or outbound email that is being blocked. Depending on which it is will depend on what you need to do.

    Simon.
    --
    Simon Butler
    Exchange MVP

    Blog: http://blog.sembee.co.uk/
    More Exchange Content: http://exchange.sembee.info/
    Exchange Resources List: http://exbpa.com/
    In the UK? Hire me: http://www.sembee.co.uk/

    Sembee is a registered trademark, used here with permission.

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    • #3
      Re: isp is now blocking &quot;junk mail&quot;

      Sorry, thought I made that clear. It is outbound email. (from the company server to outside recipients)
      Thanks.

      Comment


      • #4
        Re: isp is now blocking &quot;junk mail&quot;

        If you are using exchange, you can route directly rather than via the ISPs relay server -- more load for you with DNS lookups, but more control.

        Go to CONNECTORS--SMTP CONNECTOR NAME--PROPERTIES--GENERAL tab
        Tom Jones
        MCT, MCSE (2000:Security & 2003), MCSA:Security & Messaging, MCDBA, MCDST, MCITP(EA, EMA, SA, EDA, ES, CS), MCTS, MCP, Sec+
        PhD, MSc, FIAP, MIITT
        IT Trainer / Consultant
        Ossian Ltd
        Scotland

        ** Remember to give credit where credit is due and leave reputation points where appropriate **

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        • #5
          Re: isp is now blocking &quot;junk mail&quot;

          I got it. Found it under the Advanced tab -> Outbound security. I used basic authentication. It seems to be going through just fine now.

          p.s. The reason I'm not using our server to relay is because it was being blocked by most outside users thinking we were spam. I can't remember why that was but I never did get that resolved so I used the smart hosting or whatever.

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          • #6
            Re: isp is now blocking &quot;junk mail&quot;

            One question though: It says that it is sending this user name/password through plain text. I can apparently use TLS, but it says that it requires a certificate. How bad of an idea is it to use basic authentication without TLS? Should I buy a certificate and use that?

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            • #7
              Re: isp is now blocking &quot;junk mail&quot;

              TLS has to be supported by the recipient. Purchasing a certificate and putting it on your server does not mean you can use TLS to send email. If you are routing email via your ISP then your ISP would have to support TLS - most of them don't.

              Simon.
              --
              Simon Butler
              Exchange MVP

              Blog: http://blog.sembee.co.uk/
              More Exchange Content: http://exchange.sembee.info/
              Exchange Resources List: http://exbpa.com/
              In the UK? Hire me: http://www.sembee.co.uk/

              Sembee is a registered trademark, used here with permission.

              Comment


              • #8
                Re: isp is now blocking &quot;junk mail&quot;

                So I might just have to deal with the fact that it's sending the username/password unencrypted? I'll check to see if they do support it. Thanks.

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                • #9
                  Re: isp is now blocking &quot;junk mail&quot;

                  Originally posted by noRulez43 View Post
                  p.s. The reason I'm not using our server to relay is because it was being blocked by most outside users thinking we were spam. I can't remember why that was but I never did get that resolved so I used the smart hosting or whatever.
                  Mabe you need to ask your broadband provider to put a PTR record in place? A PTR record needs to be there to help other servers which do a reverse lookup. These servers will trust your email more readily if they see a correct PTR record there. It's a good idea to consider MX records and PTR records as useful pairs of configurations that kindof go hand in hand.
                  Best wishes,
                  PaulH.
                  MCP:Server 2003; MCITP:Server 2008; MCTS: SBS2008

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