How to choose music

How do you choose what to put on your iPod when you only have 4.5 gigs of space? How ridiculous is it that this is a hard task for me? Do I take the 18 hour long audio file of Moby Dick? Or do I concentrate on music? And after all the adding and deleting, how do I make choices between Eric Bachman and Morphine? Is it really fair to have to make a choice like that? Yo La Tengo or Viic Chesnutt? It’s like water torture. How could I have ever thought for one moment that I could have done this journey without music?