I never listen to music when I run - I'm generally too focussed on other things. Things like, mmm, not getting run over!.
I also use a GPS unit when I run - bit simpler than that one, but when you're a stat freak like me who couldn't pace a run to save his life, very useful.
Just on the iPod - can you believe Hard Drive based MP3 players are so popular. I mean, hard drives are unreliable, delicate things that are fragile when house in a stable PC case! Who would want them in a portable little case that's going to get the bejesus kicked out of it!
Why people buy anything other than solid state music players is totally beyond me - I have no need for 25,000 songs at the touch of a button, a couple of albums worth is fine.