George Hotelling is attempting an interesting experiment for the digital age: reselling a song bought on the iTunes music store. The reason it is interesting is that he has checked the license agreement and it seems perfectly OK for him to transfer a file to someone else. This will be an interesting test of whether Apple actually means what it says when it mentions that songs in the iTunes Music Store are bought and not rented. They made a big deal about this when they first introduced the store so it will be fascinating to see how they react to this sale.
Extending beyond Apple, this definitely falls into the “Pushing the Envelope” category as it is one of the first case of reselling a legally purchased digital good and reselling it. It will be fascinating to see what the reaction is going to be.