Maybe I misunderstand the question, but I have some long playlists (see screenshot of list A-L with 4,000+ songs below: As you can see by the following image, all my lists are alphabetized by artist and song via a drag/drop method. How to: 1) Open playlist 2) Left click on a song title and hold 3) Drag the file up toward the search box to reposition the song (upward) in the list. As the file is dragged nearer the SEARCH box, up-scrolling will start and increase/in speed. Dragging the file to far above the search box will stop the scrolling, so the file's proximity to the search box is a key factor. To reposition a song lower on the play list, use same left click/hold/drag toward bottom of the window. You must stop the scroll feature by repositioning the mouse before you drop the file or it will return to it's starting position. To drop the file, release the left mouse button. I use a Linux OS, so I am unsure if this feature works with Windows.
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