You can get up to speed in 4 weeks if you put in 6-8 hours a day. Five days a week x 8 over 4 weeks is 160 hours which is more time than you would get in a college course.

For $150 I'd suggest the Hillegass book and a membership to the dev center. The downside to most learning materials out now is that they are all using XCode3, so the illustrated examples can be confusing to a beginner. There is a lot of new stuff in iOS5, so the dev membership is essential for the WWDC videos alone.

Not sure this video is worthwhile. You can watch the latest Stanford iOS class on iTunes U for free.

That said, the idea behind the video you linked to is not a bad one. The problem with iTunes U courses like the one I mentioned is that they are not optimized for web viewing. 40-60% of each video is useless because it's class administration or the instructor is a poor speaker. The stuff on the whiteboard is usually unreadable. The lighting is bad, nobody cares about seeing the instructor up there talking. A video with the same content but with professional voice over, no time wasted, four dozen "ums" edited out, crisp information on the screen and up to date walkthroughs of stuff in IB and XCode4 would be worth a lot more than $150. However, $150 is a lot to pay for content you don't really know anything about.