I always use STP or equivalent on every moving part during assembly. Oil pumps, even new ones are cleaned in kerosene then blown out, so very little liquid at all in them. They still pick up.
At the very front of the oil gallery bore is a threaded plug. It is behind the camshaft gear inside the gear cover. If that’s missing you’ll have that exact problem. Don’t ask me how I know. 😬
I’ve used Continental for many years. They have no problem with tracked vehicles. Your State Farm agent probably got a good chewing out for insuring that.
Keeping all the steering linkage well oiled makes a huge difference in the amount of effort required to steer. The type of driving surface makes a huge difference also. The machine was designed to drive on the top of snow where it comes alive like a graceful wild animal. Hard surfaces and grass not so good.
Definitely take the canvas off. The windshield should be fine if left in the up position. The loading in the above photos looks good. I think I would use chains instead of straps. Not sure if the winch cable on the front is even legal.
Someone should jump on that. Its a great project. I tried to plan the trip from near Chicago to Long Beach to get it, but I’m getting too old and beat up to drive that far.
https://www.ebay.com/itm/165290751592?hash=item267c18b668:g:EAIAAMXQIBBRBaod
Price of steel is crazy. I think I paid half that for my set from him 10 years ago.