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The serial port connector is in the lower slot on the left side, but needs a connector that you can make. There are instructions in this forum. I requires a special low voltage serial adapter (also documented). Watch the seaniko7 youtube video to see how to use it. You need a backup copy of the main partition image too.
It is not safe to assume anything. The jailbreak key is stored on the main partition. It does not hurt to install it again BUT the installers and uninstallers only work from the "Update your Kindle" menu item. They fail if you just reboot.
Do you have the usbnetwork hack installed? Does it work? You can fix stuff that way...
You should start by copying anything from the kindle USB drive that you want to keep.
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