I'm thinking if you register it non-commercial with the dmv then the insurance company shouldn't have much issue with it being a dump. You could give Gulfway a look as well http://www.racensur.com/ They have inexpensive rates and specifically insure commercial size collectible trucks.
1946 Chevy OS 1.5ton, 1955 GMC 3100, along with other various IH,Ford,Nash,MGB,.....
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