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IIS v5.0 with SMTP virtual server: Different results depending on tool used to send RRS feed

  • Question

  • User1908193576 posted

    Sorry, this may be a bit vague. I have an SMTP virtual server running on IIS 5.0.

    When my relay sends mail, mail sent external to the domain fails.

    If done manually, from the server, (using EHLO?) the mail gets delivered.

    Is there an obvious setting that may be misconfigured?

    Thanks in advance!

    Monday, April 17, 2017 5:03 PM

All replies

  • User-460007017 posted

    Hi jRaved,

    Is there any restriction in your SMTP virtual server limited the mail to external? Please check the IIS log and provide the error message, more information could help us analyse your problem.

    Considering the older IIS 5 has been stopped supporting, it is a bit hard to fix this issue.

    Check the network, firewall to make sure there is no restriction on your IIS relay server. Then check SMTP log to check whether there is something wrong with your IIS configuration.  Make sure there is no restriction in  "Internet Information Service"--->"Default SMTP Virtual Server"--->“property”--->"Access"----"Relay restrictions"

    This link provide the instruction to set IIS with smtp relay:

    https://support.office.com/en-us/article/How-to-configure-IIS-for-relay-with-Office-365-eb57abd2-3859-4e79-b721-2ed1f0f579c9

    Best Regards,

    Yuk Ding

    Tuesday, April 18, 2017 7:05 AM