The big down fall may be that it has air brakes, which may mean I will need a CDL to drive it.
Air Brakes would be a plus in my opinion. As mentioned, the DMV will fill you in on the details. A Historic Vehicle hopefully will be exempt in your state. Also the GVW may also help. Is the truck under 26,000 lbs? Some may still dis-agree, but I have checked with the Virginia DMV twice and they told me Air Brakes are no problem if the truck is under 26,000.
Bill