Honestly, this is attractive enough for me to consider reinstalling iTunes. I've ranted a number of times on the numerous issues I've had with it, but this service is amazing, especially as someone who doesn't buy their music from iTunes. Why's that? Because for $25, all those older CD rips and music which was certainly acquired legally can now be obtained easily in 256 Apple lossless (edit: not lossless, duh). I don…
Your rips will not help you. The iCloud music service does not work with rips. You need to have the actual CD. iTunes will scan, it, identify it, and identify the individual tracks.
I don't remember this, but it may have been in some fine print I missed.