After a ton of experimenting, I finally settled on iTunes for all of my playback. I just convert my flacs to apple lossless (which supports up to 24/96) using XLD, which is free and pretty fast if you're working on an intel mac. You still have to convert shn to wav or aif first, but I'm seeing fewer and fewer new shows in shn now. I create a play list for each show and use folders for each band. You can export each playlist as a txt file, so I if my system crashes and I have to re-import my files, I can just import the txt files and my play lists will be restored. With playlists, I can just select which shows I want on my ipod by checking or unchecking the boxes next to the playlist on the ipod menu.