I apologize if this has already been answered but I'm out of options at this point. I have a 2nd gen iPod touch with firmware version 2.2, I have been attempting to jailbreak it using Pwnage. I get up to the point where I am supposed to put the iPod in DFU mode using timed button presses. I have repeated this same damn sequence of button presses dozens of times now, I've tried different timings, different button sequences and still Pwnage gives me a dialog box saying that it failed to into DFU mode. From the information I have gathered it seems possible to jailbreak a 2nd gen ipod touch, I just don't understand what I am doing wrong. Here is what I have done step by step so that someone may spot my mistake. 1. Restored my iPod to firmware version 2.2 2. Started up Pwnage 3. Pwnage links me to a website when it said I didn't have the right firmware, I then downloaded what I perceived to be the correct firmware from this website. The file is called iPod1,1_2.0_5A347_Custom_Restore.ipsw 4. Pwnage builds the custom ipsw file and I save it to the desktop. 5. The instruction screen for DFU mode comes up, and though my ipod has been plugged in the entire time, it tells me to plug in my ipod. The only way I got passed this point was to hold the home and power buttons until the ipod went into recovery mode, then restart it again using the home and power buttons. At this point Pwnage tells me to turn my device off, I do so, and it starts the whole DFU button pressing process. When this inevitably fails, I am forced to repeat the entire process of putting the iPod in recovery mode and back again. I have done this dozens if not hundreds of times and I have trolled the internet for some solution to this problem and found nothing. Any help anyone can offer on this would be greatly appreciated.