Are you trying to get RV registration? If so, then you will likely lose the rear seat. The pass through will need some kind of flexible rubber boot. Could the over-cab are be made into a bunk for sleeping?
With your height limit, you might look into a front mounted A/C. Maybe a refer unit like used on truck trailers? That might be tough with my over-cab bunk mentioned.
How long is your box? With 18 ft needed for the car, you seem to have a pretty tight living area. I would put the tool box at the front of the car area, and use ramps to put the car front end over the box. Build a storage area at the back above the rear of the car for your spare tires and parts. I don't think you have enough space to also take a golf cart or similar. Maybe a small pit bike that could go right in front of the toolbox.
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2005 Kenworth Showhauler 45 ft total length
twin screw, 450 hp ISX, 10 speed Ultrashift
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