While it's no secret that there is a 25,000 song "match" limit with iTunes Match, what I didn't realize until just recently is that the limit applies not only to how many songs iTunes Match will "match" but also to how many songs your library can contain in order to qualify to use iTunes Match. Essentially, if your library has more than 25,000 songs in it, you will not be able to use iTunes Match to "match" even one single song. Appalled by this inability to selectively choose 25,000 songs from my library to "match" to iTunes Match, I emailed new Apple CEO Tim Cook and received the following response from a member of his team: Dissapointing response, to say the least. I was hoping we'd be able to drag & drop selected songs over to iTunes Match much like you can do with playlists. However, I understand this is a new service with likely many tweaks and improvements yet to be made, based on both internal and user feedback, so it looks like those of us with large music libraries will just have to wait a little longer to use the service...unless there is a relatively easy way to split into two one's library, with a portion of it housed locally on your machine and the rest of it housed on, say, an external hard drive. Anyone have any experience with this?