I have an iPod classic and some shuffles...I have played around with the Touch and think it is pretty cool but way to low on storage...
Here's a dark horse: Microsoft Zune! Please hear me out...You can get a 1st gen 30Gb, update the firmware to newest version (2.4) and it is GREAT. Built real solid, can wirelessly sync music/podcast/video/photos with pc via 802.11(no need to dock), the display is not as nice as the Touch BUT is significantly better than the classic.
And now it supports Podcasts very well (better than iTunes IMHO) There is an 80Gb out too...There have been some pretty low prices for the 30Gb...I got mine from Woot.com for $135 about two months ago. Buy.com has had them on and off sale for the past few weeks. Woot had the brown colored one for $99 a few weeks ago and refurbed black or white for $85...Great values...
Like I said, I have a 60Gb Ipod video too but since the latest firmware upgrade, i am really really impressed with the Zune and will be using it more than my iPod...And I am not a Microsoft lover either...I use my Powerbook alot more than my Dell desktop and think Vista is total poopage....
Good luck and no matter what you settle on, don't forget to download the CAGcast!!!!!!!