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Typical trailer aero considerations would be having a radius at the leading edges of the box, not sharp corners. A V nose may reduce the need for this, but I would be inclined to curve the front edges to some extent.
I would recommend you create a rear door that was a several feet deep boat tail, hinged to one side. That gives you the taper, but the door opening would still be 100% of the width, as only the section past the door opening would be tapered. Think of the typical trailer tail, except as an enclosed door. Then either continue to use the ramps that you would use now, or build/buy removable ramps.
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