Even easy by your self. No jack needed. When I installed my 5th Airborne pin box, I just backed the truck to where the tailgate was under the OEM pin box, lowered the trailer until the pin box was just barely above the tailgate, pulled the bolts, and lowered the pin box to the tailgate.
Raised the trailer, pulled the old pin box out, set the new one in place, lowered the trailer and the pin box frame onto the new pin box, inserted the bolts, and done. Used a large screwdriver to align the holes.
Mine has 8 bolts.