Which settings excactly does OL365 "Store my Outlook settings in the cloud" sync?

Hi SupportATR 

I am sorry to hear of your experience with Microsoft Support, I know only too well what a waste of time it is reporting anything to them - they have no powers to escalate anything they cannot handle and just quote "we are a break /fix team"  and waste your time asking for screenshots and then at the slightest hint of a workaround will close your call without actually doing anything about it.  It is disgusting that this is the support you get for a paid product.

I am sorry that I cannot be much help to you, please do post back if you ever find a proper solution.  I see that Diane Poremsky has now written about others having this issue  on her very helpful blog  https://www.slipstick.com/outlook/outlook-saving-preferences/