Autolayout is definitely planned out better than the jumble of thoughts and improvements that has become CSS. Personally, my biggest issue was the learning curve, like you said. Trying to do very simple layouts (that were trivial on older versions of iOS/XCode) required a lot of reading through documentation just to get started. And a lot of fighting with strange errors I hadn't seen before. I imagine that as the XCode constraints/layout UI continues to improve this will be less of an issue.