It sounds to me like you need someone with good Itunes skills and plenty of time on their hands that wants to make a few bucks!
If it were me, I'd likely try my local Craigslist.org site - There are dozens of teens and under-employed computer people scouring Craigslist all the time to find odd jobs.
For example, here's Portland's, where I live - http://portland.craigslist.org/cpg/
and you can hire someone here - https://post.craigslist.org/pdx/G with anonymous contact info...