I didn't read all the details, but think it was on the open road, so he was COOKING.
And the big factor was he was over width and height (duh) and DIDN'T HAVE ANY PERMITS. Had he tried for permits, they wouldn't have allowed him on that road.
If it was an independent, he's done and all his stuff will be owned by the state. If it was a company, it's probably done also.
Insurance companies have an easy out, when you are operating illegally. They'll point to a few paragraghs in the policy's fine print and say "You probably should get a good lawyer, cuz we don't cover you for illegal operations, and you are own your own with this. By the way, here's your official cancellation notice, dated TODAY!"
A trucker friend of mine pointed this out to me a long time ago. Said he knew some truckers who drove around a ROAD CLOSED sign, then had a wreck. Insurance Co followed the above scenario.
ron