I've recently jailbroken my iPhone 3G running OS 3.0 using redsn0w 0.8 from the iPhone-dev team. The instructions provided in the application are pretty straightforward but I ran into trouble with my phone.
The installer would pause at a screen labeled "Waiting for Reboot" and hang there. The fix was found here.
1. When the screen "Waiting for Reboot" comes up, unplug the usb cable from your iPhone
2. The iPhone screen will flash white for a second
3. Plug the USB cable back into the bottom of the iPhone
redsn0w will now happily continue, it will take a few more minutes for everything to happen but you'll have visual cues on screen on both the computer and iPhone.
Enjoy!
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