I've been on Office 365 v2016 for I-don't-know-how-long (updated/upgraded in the background). No problems.
In spite of the old (and accurate) admonition to "Look out for Outlook!", I've stayed on it after leaving the corporate world (or, more precisely, after the corporate world told me to take a hike). MS have dumbed down the calendar and to-do sections of Outlook so much as to make them unusable.
The problem is, I have SO many saved emails from so many years tied up in an Outlook .PST file that switching to any other email client is a non-starter. I tried all of the existing clients and all of the existing .PST conversion/import utilities. All failures.
So, I use Outlook for email and Google for calendar and to-do (Google, because I use the Chrome browser, and have an Android phone and tablet, for which excellent calendar and to-do apps are available (aCalendar+ and SplenDO, respectively)).
I have gotten as far away from Mozilla as possible. I used Firefox for quite some time, but got totally frustrated with its extensions borking every time Firefox updated. Once Chrome stabilized, I was gone. Once off Firefox, using Thunderbird didn't make much sense. And I could never get the Mozilla's calendaring to work well for me.
At least MS have given us a couple of UI skin choices (Dark Gray and Colorful (white, with the old (original) color window headers)). That all-white look was AWFUL.
I switched to the subscription mode ($70/yr) and have been happy with it.
I've been as big of an MS basher as anyone, but I have to admit that once I got used to the Ribbon interface, I have really gotten to like it.