Doesn't sound like your plan to buy it, get it moved to your place so you can do the work has any warts. Once you are running it on the streets, though, you are going to want the insurance. In California, you can tell the DMV that you aren't going to operate the vehcile and they cut you a break for registration fees (course, this changes when you start driving it).
Don't know Pennsylvania too well other than snow skiiing a bunch at Seven Springs and Blue Knob
Once you have three cars, including the Cadillac and the CJ that's in shape to drive, then you get in to the 3 car insurance business. If the CJ was a trail rig only, you might be able to bypass insurance in your state and just tow the thing to your local OHV. Probably not your intent in this case though.
If memory serves--
There used to be this exotic Classic car shop in Arlington, Va. (next to D.C.) where owners of old ferrari and laborghini would store their cars. These guys would drive these vehciles on maybe on Saturdays only, so total driving days would add up to, maybe, 20 days a year. Since the vehicles were stored in an insured garage, the old ferrari/lambo owners were covered in the event of fire or theft on that premises (course, these guys were paying big to use the garage & paying indirectly for this coverage). As far as liability/collision, though, these owners would only call and activate their auto insurance policies when they took their cars on the streets, which was just a few days out of the year. So, they would save a great deal of money vs. insuring their ferrari/lambo like it was a DD.
Like to think that your CJ was going to be like this, but it sounds like it's going to get a bit more use than just 20 days out of the year. But, I wanted to tell you everything I know
