I jailbroke my Touch, 2G, the first day it became unteathered. I think it is worth every second. I run 2.2.1 SW, and havn't really heard or tryed to research the new 3.0+ SW. I think doing a teathered JB is kinda lame, but who turns off their touch? If you do it's not that hard to re jailbreak, although some apps become useless. I would do it. There are so many apps, and you can theme your ipod to make it any way you want it to. Also, there are apps that will allow you to stream movies and shows. Free games, and apps like Installous that will allow you DL cracked apps, for free, which is illegal.