at first quick glance it looked like pig (hate to rain on the parade, but the idea is awesome.
maybe just a tweak. I wish I could draw using the computer and I would give u my slight variation, but a normal shaped pinball with fat cabinet and std legs, place hauler as u have, but write pin on the side of the cabinet like its the cab art on the side of the pin. if u know what I mean.
I have used my Red Station Wagon (FORD) to tow many a pin on a trailer etc, but never bothered putting a pin inside)..
I have always liked the pin sitting on 3 tyres in a box trailer wrapped well and strapped down.