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f250, i was kinda thikin of somthing like that. bow, if your wanting to haul the quad when your not pullin the 5er, then make someihtng to set it above the hitch. even a wood lift of some sort. if you want to two it at the same time, you can do like my uncle and weld a rack to the back of the camper, he puts a 660 raptor and a 250 honda on it every weekend no prob.
I'd trust it, you see semis runnin similar setups all the time.
That doesn't mean much. First, semis are a lot heavier and they usually have 8 driven wheels (2 pairs of duallies) and a driver with a CDL. Next, when it comes to snowy roads, they are the first ones that need to chain up. Lastly, often they are the ones that won't even try. I travel through Snoqualmie pass (I-90) quite often, and have seen many times that semis voluntarily pulled off to the side when the road leading to the summit was in a bad condition.
I think it would be easier to get a small trailer for the quad and tow it behind the 5th wheel. Either way you look at it, tow dolley trailer, you still have two trailers by DOT. If you don't like the big 5th wheel plate in the bed, then do what I did, get a B&W turnoverball and a culbert 5thwheel to gooseneck adapter. When I am not towing the trailer, simply flip the ball, un roll the mat and no heavy hitch to worry about. Word of caution on this setup, you can make contact with the camper and be rails, and would recommend a trailer much over 10K and 27' as it can put a lot of stress on the kingpin.
I would trust the set up. But keep in mind, you can have the biggest engine available, the strangest transmission, the best axle ratio, but if you don't have the proper braking for the load you are asking for trouble. The manufacturers tow rating is based on braking, not moving the load. I had an F150 that i pulled 13,000# behind (trailer and forklift), not safe at all. The truck did it, I didn't hit anything, but it had a hard time stopping. Please base your towing on what you can stop, rather than what you can move. It will be safer for everyone.
The tow dolly connection to the truck is low and the connection to the trailer is high. I know there would be significant weight on the dolly but while stopping the dolly would naturally want to lift up. During acceleration would want to lift the rear of the truck via the ball/pinnacle. What would happen while breaking on the curve heading down a pass?
The Tow Buddy site said that you could tow up to 24,000# trailer with the dolly. What about the reciever's rating? None are rated to tow that much load. I'm not refering to tongue weight but total trailer weight. Is the four link set up providing additional attachment points to the trucks frame to reduce the load on the reciever?
I like the small utility trailer behind the fifth wheel idea the best. You have a more usefull fleet that way. You could use the utility trailer alone for the four wheeler or other task when you don't need the fifth wheel. Probably cheeper too.