Not really sure, where to put this as the time capsule, macbook air, ipad, itunes, airport express are involved :-D I am running iTunes on a Macbook Air, the music is stored on a time capsule. I also run the Remote App on the iPad. I play back songs through the Airport Express and after a few songs, it stops playing (always when a song is over - NEVER during a song). I hit play to start it again but the busy icon shows for a bit and nothing happens. When I switch the audio output back to "computer" it starts playing, when I switch back to the airport express then, the playback works again - until it eventually stops again. The Airport Express doesn't seem to be an issue, as we received a NEW one yesterday with the same thing happening. I had a really big library but for testing purposes I made a new library with just a few hundred entries - same effect happens over and over again.