So you want to Jailbreak your iPod Touch 2nd Gen…
First things first: credit where it’s due-
http://blog.iphone-dev.org/ - These guys started redsn0w.com, and jailbroke the first 2nd Gen Touch. They released the stuff needed to do it on your own, but only from a Mac.
I then went to search for redsn0w Windows, and found this site: http://alltechrelated.co.uk/ - They linked me to a GUI to jailbreak, brand new as of today.
Before I link to the GUI, PLEASE READ THIS. The only problem I have with the GUI is it doesn’t specify that you need a particular firmware: 2.2.1 5H11a- Download it from Apple here. I don’t know if it’s necessary, but I’d restore to this firmware before you start the JB operation. It’s really quite simple; just make sure you close iTunes every time it pops up, unless the installer says otherwise.
Download the GUI here: http://tinyurl.com/touch2gjb
Again: I did not write any of this software, but I can try to help you if you get stuck- I take no responsibility for any ill effects that come from this. If you have any problems, you can always restore to the unhacked 2.2.1 5H11a firmware, and then go about your normal life with an un-jailbroken touch if you like. Keep in mind, if you install this jailbreak, you can’t restart your iPod without using the GUI on start up every time. An untethered version looks to be in the works over at blog.iphone-dev.org, and you may want to wait for that if this is a problem for you. Enjoy!
EDIT: Corrected links to alltechrelated to new domain name.
