Its kinda of tricky because you could of filed a claim with your auto insurance if it was hooked up to the tow vehicle, but even if he had home owners or renters insurance it might not of covered the damaged sinced it was parked on the street and not on the property. Thats why its very important to read and understand your policy, sometime the cheapest isnt the best policy.
I have a friend who keeps his boat and trailer in front of his house on the street, he's fortunate enough to have an old 2nd truck that he leaves hooked up to the trailer just for this reason.
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