Why? He chose In the Ghetto during Elvis week. I thinks its too early to what AI will make him do.
I just heard the mp3 of DIMYP and I have to say it sounds surprisingly good. I guess what I meant was, taking him out of his element and making him do songs with a certain flow that do not fit his strengths. Taylor is not a "can sing anything you ask him too" kind of singer. However, if he turns the song, no matter what it is, he could make it work.
He said it himself, he's going to be good on the road touring, and he will pack concert halls, I think he could also do well on studio albums, but he's going to have to make absolutely sure they're of unique "quality" before he releases anything...