O365 = Office365 will not be losing your emails. It may go to Junk, but it will 
be delivered, unless the receiving Tenant has selected to Delete High 
Confidence Spam. Which I personally do not recommend, and which few tenants 
have enabled.

Hotmail/Outlook/et all is a different matter, and yes, the chorus is screaming, 
"No More Spam!"
Some of us would prefer that the traffic go to Junk instead, but apparently 
when this was turned on, there was an even louder noise about all that extra 
junk, Just Make It Go Away!

Please remember: Safe Sender always trumps Machine Learning.

Aloha,
Michael.
-- 
Michael J Wise
Microsoft Corporation| Spam Analysis
"Your Spam Specimen Has Been Processed."
Got the Junk Mail Reporting Tool ?

-----Original Message-----
From: mailop <mailop-boun...@mailop.org> On Behalf Of Thomas Walter
Sent: Friday, April 19, 2019 1:08 AM
To: mailop@mailop.org
Subject: Re: [mailop] Our customers e-mail constantly going to outlook.com 
junkmail (any Microsoft people around?)

Hey guys,

On 19.04.19 00:48, Chris Woods wrote:
> This is an interesting topic - it's one I'm affected by.

You are not alone :)

[...]
> Of late, the common factor in every deliverability issue is that all 
> recipients seem to be O365/Microsoft MSP customers. After an 
> apparently successful initial delivery, emails are silently junked or, 
> as happened last week, marked with a sufficiently high PCL (5) to be 
> auto-junked as phishing (?!). I only found this out after using an 
> alternate address to email the recipient who was helpful in providing 
> some headers, but was unable to assist further. It's so incredibly 
> frustrating.

I work as postmaster for a university in Germany. It is widely known in these 
circles that mails get "lost" at O365/Live even though we have an official "250 
Requested mail action okay, completed" in our logfiles, good reputation, are 
not listed in any blacklists, etc.

I and a lot of my colleagues in other universities started advising staff and 
students against forwarding e-mails to Microsoft's mail services because of 
these issues. If someone comes in and wants help with "I don't receive all my 
mails" the first question is always if they are using O365/Live/... - and 
suggesting to disable the forwarding and keep the emails local.

It is absolutely depressing to not be able to figure out why this happens or 
even if. If our mails did get rejected, that would be fine.
At least we'd know something might be wrong.

Instead I have to deal with abuse messages from Microsoft more or less daily, 
because users are too stupid to understand the difference between junk and 
trash.

Regards,
Thomas Walter

--
Thomas Walter
Datenverarbeitungszentrale

FH Münster
- University of Applied Sciences -
Corrensstr. 25, Raum B 112
48149 Münster

Tel: +49 251 83 64 908
Fax: +49 251 83 64 910
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