In my opinion when going the TT route with anything in that 32 to 37ft range I would get the Hensley or ProPride Hitch right off the bat and be done with it and let that TT tow behind you just like the 5th wheel does. Yes they are around $3000 but a good 5th hitch will set you back 1500 and that 5th wheel hitch company will not purchase it back when you are finished with it like Hensley will. The resale value on the Hensley and PP hitches are at least half so 1500 is what you could get back from it 10 years from now. So in the long run the investment of the $3000 hitch is near the same of a good 5th wheel hitch and you still have your bed to utilize.
I hear people say no its not necessary with a 350 dually or heavy duty truck and that may be true under normal towing conditions until those heavy crosswinds hit the side of that 32 foot and up trailer. I've seen many videos of Duallys being turned around towing a TT so it does happen and it does happen to 5th wheels also. There is just no getting around wind.
I personally do not own one of those hitches (YET) but will purchase one the next time around as I have towed another trailer with one and they honestly do work very well.
