I have a lot of video files (TV & Movie) and store on a 1.5 TB drive. I have a 2 TB drive that I use for Time Machine backups and it currently backs up my iTunes library. I'm now hitting some storage problems. My Time Machine drive is running out of space as my iTunes folder keeps growing. In iTunes, I use these options to have it automatically managed by iTunes: Keep iTunes Music Folder Organized and Copy Files to iTunes music folder when adding to library I like these options, but now am wondering if I can keep using them. My assumption is that I'm going to have to keep my movie & tv files on another drive and do a manual backup of those files (no longer using time machine), but in order to do that, will I then have to manually manage all my music files too? I've done searches and have found 100's of posts on library management, but none addressed this. How are those with exceptionally large iTunes libraries managing? Do you have to uncheck the above options? Other thoughts? Thanks in advance.