So, my friend switched to a Mac. He had a Dell PC with an iPod 4G. The iPod is formatted for the PC, obviously. I told him to just transfer all of his songs to his iPod, deauthorize the PC, and we'll transfer the songs straight from the PC to the Mac since it appeared to be the easiest way. I've done that with my Mac-formatted iPod to my Macs, so I figured no problem. Well, we connected to his iMac without a problem. iTunes loads up. iPod is recognized. It says the iPod should be updated, but we can't since we're on a Mac. No biggy. I download iPodRip, tried to rip the music off his iPod to no avail. The status bar says the first song is being ripped, and stays stuck for a while. A long while. I tried iLinkPod to do a manual file transfer. No such luck. The transfer window says zero kilobytes transferred for a long while. Obviously ripping music off a PC formatted iPod to a Mac is not going well. What software can I use to do this direct transfer? I'd prefer that instead of me lugging my hard drive to his house to transfer from PC to HD to Mac.