I second the VBR mp3 file suggestion using EAC. In addition, as I've mentioned elsewhere, with the ipod, storage isn't your main concern, battery life is. The ipod has only a 16 or 32mb buffer (I think it's 16 though). With uncompressed wav files this keeps the hd spinning nearly constantly and battery life will plummet from an already sub-par battery life of 7-8 hours. Using my ipod, with several amps and with several headphones (the best being shure e5's) I was unable to distinguish between wavs and vbr mp3s.
The VBR mp3's are so good, that I picked up an m audio firewire audiophile external soundcard and run a digital out with coax Signal Cable from my computer into my stereo. The sound is excellent. The only reason I can occasionally tell a difference is because the mp3s sound a bit quiter for a given volume setting--I have no idea why this is though.
Avoid the standard 128kbps mp3s like the plague (I'm sure you know this already).
The VBR mp3's are so good, that I picked up an m audio firewire audiophile external soundcard and run a digital out with coax Signal Cable from my computer into my stereo. The sound is excellent. The only reason I can occasionally tell a difference is because the mp3s sound a bit quiter for a given volume setting--I have no idea why this is though.
Avoid the standard 128kbps mp3s like the plague (I'm sure you know this already).