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If you are going to be emailing from services or applications which cannot interact with the user, then you must check the NonInteractive setting on the Custom Fields tab, AND you must also provide the Office365 credentials on the Main tab as the Username and Password. 

The account in Office 365 / Azure must have Multifactor Authentication disabled.

You do not need to set these credentials if the NonInteractive field is left unchecked, and those accounts are able to use Multifactor Authentication


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titleAlternate From Address

If you enter a value in the "Address" field that is not blank and differs from what is in the "SMTP Username" field, then that email address (the one in the "Address" field must also be a valid email account in Office 365, and must also be configured in Office 365 Admin to allow this user (the one in the "SMTP Username" field) to "Read and manage", "Send as", and "Send on behalf" . See the section below for setting such Office 365 permissions.

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