Update 3
Okay. We're soldered and ready to go!
The first thing I did was grab the PW2's Serial Number (top right - device info). Hopefully that will work. Then, I went to
https://www.sven.de/kindle/# and entered my PW2's Serial Number and got a few root passwords.
I then went to install the FTDI drivers for W8.1 x64. Then, I went to device manager and set COM3 (the USB Serial Adapter) to 115000, 8 Bits, 2 Stop Bits, No Parity or Flow Control. I did the same thing with Putty, saved it as a preset, then opened a connection and booted it up.
I should be able to reboot now, stop the boot, and try to see if one of the root passwords worked.