I'm trying to learn stuff on my own right now too...and it's a very daunting task. I THINK the best bet might be to star with the Stanford Computer Science curriculum on iTunes U. This Professor Paul Haggerty has outstanding reviews for teaching iOS classes, but his course has prerequisites...namely Programming Methodology and Programming Abstactions. The first course has no pre-reqs and teaches Java. The second course has the pre-req of the first course and teaches C++. Paul Haggerty's course requires the first two, and it teaches Objective-C and Cocoa Touch. I think after Stanford's three core classes, you'd have a solid foundation...and you should know how to program a blackjack game by the end of that.
By the way, in high school and college, I learned Basic, Pascal and FORTRAN-77, and I DID make a simple console blackjack game as my final project in Pascal for my high school course. The problem is that this was over 25 years ago, and I've been practicing medicine for the past 15 (with no computer programming). I think I could relearn the logic quickly. It's the syntax and "how-to" part, along with the object-oriented part, that's going to take some real effort. But my goal is to put something up on the App Store eventually as well.
What do you guys think of the Stanford iTunes U route?
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By the way, I know it sucks to have to learn all of those languages when you just want Objective-C, but I think Stanford University is a very reputable college and I have to believe they have a good system in place for teaching this stuff, right? Spend some time getting the foundation, and I think the later material will come more easily.