I've got this task next week to transfer all my grandad's music into some digital format. He has Thousands (maybe just about 1000) of CD's and I need some sort of plan for all of this. Here's what I'm thinking: Buy a 250Gb HDD (I think thats all I'll need) Set up an account on my mac and use a new iTunes library for all the music Transfer music using an automator action in which I'll only need to change CD's The problem is I know it won't go that smoothly. Does iTunes automatically get track names from gracenote? The problem is those CD's that it can't get track names for, how will I deal with them. Also, what quality should I go for. I was thinking 320kbs AAC as my grandad is quite the audiophile. He also has some records. Whats the best solution for these? I'm thinking to hook up a record player to my mac, record and entire record with quicktime using audio in and then split it into the tracks and convert it. Any other ideas welcome.