To transfer files to the IPOD, you do not need to find the files on my documents/settings shared and copy the files to IPOD. IPOD' software automatically creates a playlist. You just need to be sure that the load shared files option is checked. Even Napster cannot do what this software does. You have to create a CD and then upload. This software takes the songs and moves them into their own playlist in IPOD. VERY HANDY!!