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Office 365

Kristina Austin
$organization

Hi all,

We are evaluating Office 365 for our Exchange services and wondering if anyone else has had experience with it and how it might affect email confirmations, Wordfly and TNEW website email confirmations.

Thank you!

Kristina

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  • $organization

    We also use Office 365, and went through these same issues when we set it up about a year ago.  We got rid of Exchange altogether, and set up an SMTP relay in IIS on our gateway server.  You can then use the smart host options in IIS to relay through a specifically configured mailbox on Office 365, and use security groups with Send As rights configured for different/custom sending e-mail addresses.

    There was a great Microsoft KB article on this, KB2600912, but for whatever reason, it isn't coming up right now.  You might try http://www.messageops.com/office-365-tools-resources/smtp-relay-with-office-365/.

    For external e-mails like TNEW confirmations, you are going to want to make sure you have a DNS pointer (PTR) record for the public IP address of whichever internal server you relay through.  I found out the hard way that if you don't have a full reverse lookup path corresponding to the message header, your messages can get bounced as spam or forgeries depending on how much security the receiving domain is applying.

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  • $organization

    We also use Office 365, and went through these same issues when we set it up about a year ago.  We got rid of Exchange altogether, and set up an SMTP relay in IIS on our gateway server.  You can then use the smart host options in IIS to relay through a specifically configured mailbox on Office 365, and use security groups with Send As rights configured for different/custom sending e-mail addresses.

    There was a great Microsoft KB article on this, KB2600912, but for whatever reason, it isn't coming up right now.  You might try http://www.messageops.com/office-365-tools-resources/smtp-relay-with-office-365/.

    For external e-mails like TNEW confirmations, you are going to want to make sure you have a DNS pointer (PTR) record for the public IP address of whichever internal server you relay through.  I found out the hard way that if you don't have a full reverse lookup path corresponding to the message header, your messages can get bounced as spam or forgeries depending on how much security the receiving domain is applying.

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