The hitch point relative to the fifth wheel does move, so it could be an issue with too much or too little weight on the pin. Has he tried to load weight in the front or rear of the FW to see if ride quality changes with a shift in weight?
Does his 2500 use conventional leafs? If so a set of Torklift StableLoads will pretension the suspension sooner and help the chucking.
Does his 2500 have aftermarket airbags? Try letting some air out of them so the spring carries more of the weight and less on the bag. If this is the cause, SuperSprings or Timbrens may keep him level without the chucking.
Host Mammoth 11.5 on Ram 5500 HD