I would really like a small music player that can hold a lot of songs and has an easy interface to organize and play groupings of songs from my collection. I don’t think Apple has ever done a good job with an organizing interface. That’s the problem I think they need to solve.
I only listen to albums of songs on my iPods or iPhone. Most of what I listen to is classical. I never listen to classical music as "songs". Most works are things like symphonies which have several movements but need to be listened to in order as one work. So I have to create a "Playlist" in iTunes and then drag and drop the "songs" into the Playlist. It is time consuming and a PITA. I cannot imagine my wife ever figuring out how to create playlists in iTunes and synch them to her phone.