I've seen a lot of questions regarding iTunes Match not syncing playlists. This problem has been around for quite some time, apparently. WHY has Apple not fixed this yet?! All of us have paid to be able to use that specific, major, feature of iTunes Match, syncing playlists between iTunes and devices.
im having a similar problem. just putting my iphone 4.s and ipod shuffle on to my mac, everything is uptodate i transfered purchases from my devices to mac but the playlists will not transfer to my mac please help going crazy.