Remeber that some people have already gotten Windows programs working that will feed iPods, so don't let the Mac-only thing stop you.

Your PC will need a FireWire port, though, just so you know.

And why is the Riot too big? I think it looks pretty darn small. If I was in the market for a portable player (and I might be in the market for one soon anyway), I would be seriously considering the Riot.