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I would be concerned with towing your car with trailer and being loaded down with a regular half ton truck going through the mountains. The truck will be stressed going up and down the mountains. Engine, tranny and brakes will be on its limits if not past them. The truck might be rated at the GVWR to handle the load but doesn't mean it will like it for extended periods of towing. If it was me I would opt out on towing the box with your truck. If it was a 3/4 ton or higher with a diesel motor you would be safer. That is just my opinion but something to think about.
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