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John Daly

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Problem setting up smtp relay Windows Server 2008 r2

I am trying to get a smtp relay that I set up on a windows 2008 r2 server to work, and not having luck.  Installation went fine, it is the actual configuration of the relay parameters that may be my issue.  This relay is to be used by internal IoT devices for notifications, etc, outbound only. Destination is smtp port on hosted Exchange server offered by mail provider.

I'm attempting to use TLS encryption, with account login for the destination smtp server.  Most of the settings are pretty straightforward, but the section on domain information is not clear to me, as this is an internal server xxx.local.

Anyone out there familiar with this scenario?

There is a possibility that my mail provider is not accepting my mail, but I don't have any way of knowing for sure where I stand. Just know that these mail tests from one of the devices is not going out.

Thanks!
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ArneLovius
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Rather than use authenticated send from your 2008r2 relay, why not just treat it as an outbound email server with appropriate domain and spf records etc ?
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Bud Durland
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John Daly

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Good suggestion guys, I'm going to do some manual sending and review the logs. I suspect the domain entries could be my area of problem as that was the one portion I was a little unsure of. We'll see.
Thanks guys, sorry for the delayed response but did get it working after further understanding smtp host site security requirements. Apparently in addition to authentication login credentials, the "From" name must be a legit name in the email accounts they host for my client.  Weird, I thought that would not be an additional criteria, it does mess up the IoT emails a bit as all of the emails that are using the smtp relay appear to come from the same user Name.
Appreciate the help.