To go back for a moment to the original issue that opened the thread, I use Office 365 and am never prompted for activation, credentials, or anything else. In that sense, the user experience is smooth.
I use Dropbox for backups, and I've never had a problem with getting unsolicited emails based on my file contents. Because I was a Dropbox user before OneDrive came along, I've never really used OneDrive--voluntarily. It took me quite a while to realize how much got saved to it, even if I was specifically saving somewhere else. Having just gotten a new computer, I went through the process of uninstalling OneDrive.
As for the PC/Mac debate, I think different people will naturally have different tastes. My friends vary a lot, with some partisans on one side and some on the other.
In my case, my preference may be more due to past experience. Personally, I was an Apple IIe guy originally. (I know, that dates me.) Apple lost me with a combination of poor tech support (telling customers to buy a Macintosh if they have an issue is sales, not support) and the deliberate attempt to kill any non-Mac Apple computers. Apple had a IIgs that would have been faster than the existing Macs and killed it before it went into production. Apple also lied about sales figures to make it seem like the decision to focus on Mac was justified. (It did that by omitted all sales to educational institutions, where the IIe still had a lot of fans.) Of the ten colleagues at the high school where I worked who were Apple II users, every single one of them ended up on a PC for the same reason.
Anyway, I've used Macs from time to time and seen nothing that would encourage me to switch. (But again, that's personal taste. I'm not trying to make a dogmatic statement.) I will say that my students were split about 50-50 between PC and Mac, but 90% of the students who claimed they couldn't do what I needed them to do on a computer were Mac users. Every. Single. Year. To be fair, that's not so much a comment on Mac hardware as it is on the advertising strategy that stressed how easy Macs were to use. Over time, I think that caused their customer base, at least at the teenage level, to tilt toward people who weren't the most skilled computer users. When I brought a student problem to our Mac guru, who fortunately was in the room right next door, his response was always. "No, that isn't impossible on the Mac. Here's how you do it."
I was also a little bent out of shape by by way Apple handled LCD projectors, at least when I was still in the classroom (and thus working with hardware a couple computer generations back). I don't know who thought it was a good idea to use a port architecture (to connect to things like projectors--I forget what it was called) that Apple refused to license to major vendors so that Mac support could be built into LCD projectors. Instead, adapter cables were always needed, and at the time, Apple had two different ports that looked the same but weren't. That meant two different adapter cables. Of course, students who brought in their Macbooks from home to use for their presentations never knew which kind of port their Mac had, so there was always fumbling around to get the right cable. Occasionally, students would damage the cable or the port by trying to fit the square peg into a round hole. Good times! I'm sure the whole process is easier now, but the memory of the bad old days still lingers. Did I mention that the whole connection process was entirely seamless with PCs?
No doubt, others have had different experiences. And running your own home office is a lot different from working in a classroom environment and working daily with all kind of different hardware and software, some part of your classroom, some brought from student homes.
