Voltage Regulator problem

My plan is to rewire the whole car. Was just hoping to get this summer and hopefully next before I did. Not sure I did your resistance test correctly or not but I got "OL" results on both.
That's correct. Touching either terminal while the other probe is touching ground should show no connection.
Touch a probe on each terminal and there should be a connection. They connect through the rotor.
Rotor and slip rings shown here. Identifying Chrysler Alternators (1960-1976)

Can you fix this? Possibly yes. It will take some time and patience.
For materials, some shrink tubing (prob oil resistant would be best in the engine bay) and some means to rejoin wires and likely crimp terminals.

Lets see what you got here