most efficient way to learn all I want in various categories from this awesome site

apologies in advance for length. SO, what route should I take or course to get the most out of iOS development from a beginner's standpoint? There seem to be a few and I'd like to be as unredundant as possible... that's a made word.. I think but makes sense eh? If it better defines what I'm looking for, I tend to obsess and, if I can stick with it for long enough, I wont stop until I'm a pro. Also like to stay on top of the most current trends in the industry of coding, in general (and design).

So I want to learn ruby on rails I think too, as I am good with front end html5/css3 development and graphic/UI design. I have ideas for both apps and sites that are heavily socially oriented. Is it a good idea to try to learn both iOS dev and web dev at the same time or one before the other? Thanks.