I am personally convinced Microsoft software has generally turned to Ship. My copy of Outlook 2010 got so it wouldn't synchronize with Outlook.com. Everything I tried just created another whiny box. Finally decided to give 365 a try since I figured the reason nothing would work was because Ms wanted to coerce me into it. After giving them my credit card info I can't download 365 either, so clicked on a chat box but got absolutely no response to that. I don't really want any Office products except Outlook so most of what I will pay for 365 (providing I ever get it installed) will be for nothing.
The only reason I don't give up on Microsoft mail is that I don't want to have to notify everyone of a new email address and don't want to lose all my stored email that's on their servers.