I currently have iTunes Match and it works flawlessly between my: iPhone 4S iPad 2 MacBook Apple TV 2 However, I just purchased an iPhone 3GS off eBay to use as my car's music player. I wanted iTunes Match to sync the songs on the 3GS while my car is in the garage. This is where I am presented with a problem. I cannot successfully activate iTunes Match on the 3GS, despite it accepting my Apple ID and password. What does this mean? The previous owner had iTunes Match enabled and it somehow remembers them? Should I do a complete restore? I should only have one Apple ID across all of my devices, so I don't understand. Can anyone offer any insight?