FINDLEY DESIGNS Playlist cloning and duplicate checking has been drastically improved in v4.2.
Starting with v4.2 for iPod Access to decide that a song already exists in iTunes the ID3 tags of the songs must match. If the Song Name, Artist, Album, Track Number, duration, bitrate or file type is different on either the iPod or iTunes they will be considered 2 different songs. When using the "Add to iTunes" or "Clone Playlist" functions of iPod Access this criteria is used to determine if the songs already exist before the copy takes place.
(Version 4.1.3)