It's always guys like these that have problems: The tinkerers. An OS X install is 2 to 3 clicks. It's as easy as it gets.
But obviously you must have your system ****ed up, somehow, with a gazzilion "tweaks" made specially by you (after all, you know better than the engineers at Apple, MS, OEMs, Google, etc. It's YOUR machine!) and **** happens.
I know a lot of people that use their computers for many tasks (medics, students) but they don't "tinker" with them, because these machines aren't toys but tools to them, and they updated without problem.
But tinkerers... They always end with something ****ed up. So a Linux update is easy. Yeah yeah... Just visit any linux forum with veteran members slamming canonical for stupid erros even through software center updates, not to mentioning the always necessary (for linux and windows users, to avoid ****-storms) fresh installs.
Update, friend. I have a 2011 MBAir: Already as fast and solid as mavericks was in 10.9.5, with some major improvements besides design. Flawless update, too.
Of course you must understand that only people with problems complain, and that's why most are here. A user without problems is less likely to come here. Any question you might have, I answer/help if I can.