On Wed, 20 Sep 2017, Rupert Gallagher wrote:

> 10. The emails we send are operational and notices emails to customers - 
who need them. They call on the phone and complain they haven't received 
them - just to discover they were sent, but ended up in the junk. 

Tell them to send you a copy of the header, then look for clues in their 
anti-spam report. 

Good luck with that.
Have you ever seen the kind of stuff that M$ adds to Hotmail/Outlook.com/Office365 etc.. messages?

Then when you try to track down any info on how to iterpret the dense pile of stuff in a 'x-forefront-antispam-report' header you run into this page:
https://technet.microsoft.com/en-us/library/dn205071(v=exchg.150).aspx

Note the paragraph:

 After accessing the message header information, search for
 X-Forefront-Antispam-Report and then look for these fields. Other fields in
 this header are used exclusively by the Microsoft anti-spam team for diagnostic
 purposes.

IE, we're not tellin..

Having been in the same situation as the OP (Done the full Monty monkey dance, MX, DKIM, SPF, abuse@, etc) the only thing that I can say is it's all VouDoo.


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Dave Funk                                  University of Iowa
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