There is perceived quality and actual quality. OSX has perceived quality, but little actual quality. You'll experience that if you have to deal with projectors, other monitors and hotdesking regularly - it's utterly frustrating. Windows - seriously just plug it in and it works.
When you see a Windows "workstation class" machine (Dell Precision) with an uptime of over a year on a trading desk with 6x 1600x1200 monitors off the back of two Matrox cards, you'll understand what I mean. They just don't go wrong.
Same happens with an Apple workstation (Mac Pro, even if it's been VERY neglected lately).
If you pick decent host machines and decent hardware (read WHQL + decent brand) to plug in then you're sorted.
Buy some shitty B-grade clone crap and you will suffer.
So how do they apply updates?