I used to occasionally transport my Ford 1920 tractor/FEL and 5 foot bush hog or box blade in a 10,000 lb gross, 12 ft X 6 ft 8 inch EZDumper trailer with removable tailgate. This trailer was designed for skidsteers so it had tie downs welded in each corner, a dropped axle to lower the center of gravity, and ramps. The tractor was around 30 HP PTO and weighed about 3300 lb without fel or attachments, probably about the same class as yours.
With the tractor properly balanced on the trailer, the loader bucket over hung the bed and could be set down on the tongue box that holds the hydraulic power pack. This worked ok and would not be a problem unless I jack-knived the trailer which would probably ram the bucket into the truck's rear corner.
In back, the bush hog's front edge rested on the back edge of the trailer, with most of the mower hanging out the rear. I put a red flag on the tail wheel and never had a problem.
Ideal setup? No. Acceptable trade-off between a useful sized dump trailer and occasional transporter? Yes.
John