I'm still pretty mixed on this.
Fundamentally I know there can be very few reasons to not depend on the chance that the developers are competent and doing right by you over time.
I've also seen where @scottalanmiller describes a totally unstable experience. At the same time I know several other Mangoes haven't had any of the same issues. My own experience is really limited but had a pretty fair amount of glitchy type stuff, empty dialog boxes and empty error messages to work through. 7 years of advances shouldn't mean anything close to having to work back through the basics of an OS or waiting and hoping for those basics to catch back up.
The 7 years old point is accurate for sure and worthwhile in more ways than one, but a little disingenuous in another respect too while 7's still being updated.
Finally I haven't seen a ton of talk here recently about either the question of MS's true regard for user privacy and security over time, or the turn towards explaining even less about what's in each update.
As a sysadmin keeping your users patched and updated is doing your job, following best practices and covering your ass. Maybe I could have been good at being paranoid if the last 15 years hadn't snuck up so fast, but it's way too late for that now too.
I don't want to take this toward a security discussion or try to advocate moving everyone to Mint before 2020 or something.
The standard best practices sysadmin approach just has these couple inconsistencies to me in this case. I know there are a ton of limits to my knowledge that would probably explain some of this.