Can you you transfer music that wasn't purchased from iTunes?

iTunes Match needs to be set up from a working iTunes library on a computer. If the original poster has lost their library and now only has their media on an iPod, iTunes Match won't rescue it for them.

tt2

No... as the music should already be on the computer.

The only way to get non-iTunes music on an iOS device is to sync it via iTunes.

See Recover your iTunes library from your iPod or iOS device.

tt2

You need to get the original files.

For example, all my music is ripped from cd's. So when I move it from comptuer to computer I simply move the files (copy, drag and drop, etc) and then import them into iTunes. Once they're in there you can sync them onto your iPod.

Yes,you have to use iTunes Match.for more information go to http://www.apple.com/icloud/features/