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can't send email to hotmail

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  • can't send email to hotmail


    I am using exchange 2003 and facing problem with sending email to hotmail and getting system administrator reply email. previous there was no that kind of such problem.

    when i test sending email to gmail. no problem at all

    thanks and regards,

    There was a SMTP communication problem with the recipient's email
    server. Please contact your system administrator.
    < #5.5.0 smtp;550 OU-001 Mail rejected by Windows
    Live Hotmail for policy reasons. Reasons for rejection may be related to
    content with spam-like characteristics or IP/domain reputation problems.
    If you are not an email/network admin please contact your
    E-mail/Internet Service Provider for help. Email/network admins, please
    visit for email delivery information and

  • #2
    Re: can't send email to hotmail

    1. does your public ip address have a valid PTR dns entry ?
    2. is your IP address a dynamic or static IP Address?

    I recently had the same issue sending an email to my wife - the confusing part is, I used my ISP's SecureMail server, rather than any servesr of my own.. it's possible hotmail sometimes just stuffs up..
    Please do show your appreciation to those who assist you by leaving Rep Point


    • #3
      Re: can't send email to hotmail

      I am using Static ip and the strange thing is suddenly got that error. I didn't change anything in my DNS server also.

      thanks for your input bro.


      • #4
        Re: can't send email to hotmail

        Note the wording of the bounce message -- Hotmail may have changed their policies
        Have you followed up and checked their link for any further information?
        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

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


        • #5
          Re: can't send email to hotmail

          hopefully they will change their policies.

          I am looking into the link from bounce back email. thanks bro


          • #6
            Re: can't send email to hotmail

            It is not uncommon for Hotmail to just decide they don't like you. I have a couple of customers who get this periodically and there's hee haw you can do about it usually. I don't know how Hotmail decide who to blacklist, but it does seem pretty random at times.
            BSc, MCSA: Server 2008, MCSE, MCSA: Messaging, MCTS
            Cruachan's Blog