That's not to much less then you can put in a full size semi trailer. More then a 28 foot pup. When I left my job, I was driving a tandem Freightliner, and pulling a 28 footer, and I could get 34k in the trailer legal, if I loaded it right. That will be a great set up for a hot shot driver, although even with a 5th wheel set up, I don't know if they make any trailers yet, rated that high. I know a tag trailer for a back hoe or smaller dozers will be easier for smaller landscape or cement contractors.
Personally, I love my redneck battle wagon. I've never owned a ar, but I've owned 4 pick ups. The F150 with the eco boost, is supposed to pull 12k lbs. with a V6. The trucks in that article are more for light commercial duty, even if it's a 250 with a plow, the smallest one if more then a guy like Dino, or myself would want to pay for.