I think part of it is that iTunes just can not cope with a library as big as mine. I "only" have a little over 5000 songs in my library, but because iTunes on Windows is just a quick and sloppy port I can't believe that it's optimized in any way. And forget about trying to use Cover Flow.....Winamp loads quickly and sorts through my library and jumps to any song I pick from the Quick Search waaaaayyyyy faster than any other prog I've seen, even iTunes on the Mac.