I think that the latest ovations (unrelated to this thread) signal that Osama wishes he had not attacked "the great satan."
I do agree that we do not have a firm understanding of the muslim culture. I don't think that having a better understanding would hurt. After all "know thy enemy."
In fact, a better understanding in the future may even help avoid wars. However, I have no idea how understanding that mad man (Osama) would have helped us avoid the tragedy of 9/11.