I feel for you my friend. i too installed itunes with the best intentions. i thought all those ipod/ipad/iphone users cant be all wrong. and i tried. being an ex winamp user myself i only lasted a week. yes that’s it. i uninstalled itunes and will try again maybe in two year’s time. it might run better on a mac i dont know. but on a pc its too slow. and i like playing with files and folders in the hard drive and loading things from there if i want to.
i never tried traktor. i use vdj7 and so far i had no issue making playlists in winamp then either load them through vdj. you can either find them in the hard drive in vdjs browser or if you save them in mydocuments/virtual dj/playlists then they appear in the playlists section of virtual dj.
Heard mediamonkey is good too. i installed it after itunes but didnt play with it too much. was too eager to get back to winamp. i just love all the different plugins you can get for it (especially dynamic library) and that it’s fast. can be a bit unstable. but so i make sure i save plenty but i dont think ill be changing anytime soon. this winter when i get more time ill give mediamonkey a closer look.