The playlist would need to be set with an unlock icon like above for players to be able to play the sound via a key/command, and if you want that playlist to only ever play 1 random sound, it needs to have the 4 arrows in different directions to the left of that unlock icon, if those two settings are wrong after a removall/add all with roll20am, then that is your problem. As for the renaming of the playlist and its failing to function, thats probably stilil just a syntax error with the key and the user. EDIT: Every.single.time you add a new sound to the session, you have to removeall, then import the entire sound system back into roll20am, and if you have any playlist you want setup different then default, you have to remember what you wanted each one set to and set them up every.single.damned.time. Its so annoying but its the only way to get things to work, I notice you are hiding the menu when you play sounds, my bet is you haven't setup your playlists yet. EDIT2: You keep referring to GM mode, my guess is you are referring to regular roll20's audo tab, which does not even remotely save anything via roll20am and is a seperate animal that has nothing to do with it. If the playlist inside roll20am is not setup, then roll20am commands will not function right. You need to go into roll20am and change those settings, nothing on the roll20 audio tab changes anything other then filenames and playlist names.