I've personally run into stuff like this on Windows but I want to emphasize that the vast majority of developers won't run into these problems. It's basically the equivalent of finding a compiler bug - yes, you might, but usually the problems you hit are not caused by the compiler or OS, as a general thing.

Are OS or compiler problems more common now than they were 10 years ago? Possibly, but I wouldn't be surprised if they're less common, either.

I have run into driver bugs multiple times though, perhaps more often than OS bugs. And that's really frustrating.