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yes anything 26001 or above you need a CDL. your axles arnt rated for anything above your gvwr so you wont be able to use them afaik along with your brakes. truck length will be next thing to deal with. i dont know if there is any limit to how long your truck can be but since we covered your axles and brakes are no good you have to put new axles/springs and prob frame under your truck.since your doing that your better off with getting one of those kodiaks like you mentionedhttp://www.pirate4x4.com/forum/tow-rigs-trailers/1079688-topkick-kodiak-cab-vs-1-2-ton-cab.htmlbut then you still have to stretch the frame just to fit your jeep. a trailer would be much more feasible