Thoughts of a late night knitter

I bow to your collective knowledge *flatters*.

First let me say - IPods annoy me. I have a generic brand MP3 player and downloading to it is so simple it's not funny. I click here, and click sync there and voila! the music magically appears on the MP3 player. Technical I am not :)

One of my regular clients won an IPod in a competition and wants to download his music onto it. He is even less tech savvy than I am and doesn't have a home computer. So he's downloading here (I or my staff are downloading for him). The public computers have their memories wiped every day so we have to download Itunes everyday as well.

That part I can manage and the saving of the music to the Library. Then I'm stuck - how do I send the music to the IPod?? Shouldn't clicking on sync do it? The man is booked in for tomorrow morning and I have a whole 30 minutes to help him before attending the meeting of doom for the day! Can someone please tell me - how to put the music from the CD onto his IPod and save my sanity? Such as it is...
I'll even beat my muse into submission and write you something (very short) in payment if you can help me :DD

Can any of you knowledgable flisters tell me how to extract/change an .rar file so I can hear/see it? I'll be grateful, I promise :D