I finally had to break down this weekend and buy a new iPod, picking up a nice, big 60GB model. My old 5GB iPod finally broke down, so it was time. Technically, it still works, but the FireWire port went bad so I can't sync or charge it anymore.
Much as I kinda miss my old, small iPod (it served me so well over the years) I'm really enjoying having tons of music with me again. It's nice to be able to re-discover stuff I haven't listened to in a long time. I couldn't tell you the last time I listened to 45 Grave, The Infectious Grooves, or The Accused! (Among others.)
Not to mention the better podcast support. Little things, like having it remember where you left off if you didn't listen to the full thing and automatically jump back to that point the next time you play it. Very handy with some of those long podcasts! Video podcasts too! I can finally enjoy those without having to sit in front of the computer. Though, I really need to get a dock so the iPod is more vertical, which would make watching video content much easier.