I have this problem as well. Just spent about 2 and one half hours with 3 different people at Apple. No one could figure out what the problem is. I have iTunes Match. My music is on my computer, and I can download it on my iPad from the could. But, I cannot download all of it from the cloud on my phone. For example, I just purchased the new Lucinda Williams lbum. 3 or 4 of the songs show up on my phone as being in the cloud. I punch on the cloud next to the song, it spins for a moment, and then it just goes back to the cloud icon. Just a moment ago, I was playing one of the songs that did appear on my phone and then all the songs have the cloud icon by it and just spin when I click on it and do not download. What is going on and why can't anyone at Apple figure this out? I am running the latest version 7.0.4, and I have 57.2 gigs of capacity with 46.3 available. Can ANYONE figure this out?????