One thing Apple/Steve neglected to tell us is that if you rent a movie from iTunes, you need to be connected to the internet (iTunes store) at the time you start to play it! Arggghhhh!
I rented a movie last night from iTunes and let it download while I slept. I figured I’d watch it on the plane ride home from Macworld Expo. I woke up, and sure enough the download had completed successfully (slow internet connection, it took hours). So I put my MacBook Pro to sleep and packed it up and left the hotel. Once I got settled in on my flight and was in the air, I decided it was time to watch my newly rented flick. I fired up iTunes and hit play only to get a message stating that "iTunes was unable to connect to the iTunes store"! WTF! There was nothing I could do. Apparently in order to begin the 24 hour viewing period of a rental iTunes needs to connect to the iTunes store to start the clock. So in the future I would need to at least start the movie before leaving and then pause it and resume watching it once in flight.
I get it that it’s a security thing. However, it would have been nice to know BEFORE I left to head to the airport. I did confirm (now that I’m home) that once the connection has been made to the store to start the 24 hour viewing period that you can in fact watch the rest of the movie OFFline.