He guys back with a question. So I figured out how to make iTunes automatically add my music files with the automator function. After looking at the media count I noticed iTunes only adds single files from the folder and not files from within another folder. I have my Music setup like this; Music > Singles / Albums Singles > Song Song Song Song Albums> Album > Songs / Albums > Songs How can I edit the Automator script to also insert files from within the album folders? Thanks.