And then you look over someone's shoulder and wonder why on earth they would do what they're doing the way they're doing and when pointing out to them that there is a better way they just shrug and note that what they did works too.
Funnily enough, at least regarding UX, such coping behaviour doesn't seem to register as a nuisance after you have your workaround. That being said, I still prefer getting things right enough that users stumble on the obvious and easiest way first.
(I wonder if you're thinking "He's not a Mac user." - Are you? I'm betting that you are because many, many Mac users don't consider one a true user unless they're gushing over the product and company.)