Forum Discussion
Disabled TNEF and messages with PDF still arrive as winmail.dat
If you've done it at the tenant level then it *should* be working.
This article might help, but you've probably already done it all: http://www.deargeek.co.uk/2013/11/how-to-stop-office-365-sending-those-pesky-winmail-dat-attachments/
Otherwise I'd suggest creating a Service Request to see if perhaps the TNEF setting isn't actually being applied.
Thanks to reply, Loryan.
Yes, we did that on tenant level in Exchange. We also full patch all Outlook 2016 clients and check their settings and they seems to be correct at contact or application level.
We now try to create explicit Mail Contacts to such problematic external users with TNEF disabled, maybe it helps. We also created Service Request to official support, but no progress so I also wrote here for sure.