Right now I have an external drive that holds all of my iPad stuff (converted movies, photos, music, etc). I wish you could just add a folder with a ton of sub folders into the iPad and have it subfolder it out for you. Right now on my PC my photo folder looks like: - Photos - sub 1 - sub 2 and so on. If I don't do it like that, then it groups all 4000 photos together into one damn folder which obviously is not useful. On my iPad external drive it just looks like: - sub 1 - sub 2 and so on. Why the iPad doesn't support sub folders for photos is beyond me. This is technology that has been around since Windows for Workgroups and MS DOS before that. If I am missing some magical way to get it so I can have a folder like in the first example and have it transfer to the iPad that way I would love to hear it. I wish all my photos from Afghanistan could be sub folders in a folder on my iPad called Afghanistan instead of all lumped together in the Afghanistan folder. Either this is one of the counter intuitive features of the iPad or I am the idiot for not figuring out how to do this.