I towed my current TT, 3877# GTWR, 23' long tip to stern, a so called 16' actually 18' rounded front to back, with my 2008 Explorer. A WDH was needed from the squat and steering control.
Not needed with my new F150 but makes for much better towing, no sway, and levels out the truck.
I think, unless you can get a great deal on the WDH with install from your TT dealer, you should try the new TT on a standard hitch first (assuming within hitch weight specs).
I lost one of my spring bars on a trip from improperly attaching it in a hurry. Found out when setting up camp. Towed home with no spring bars, 70 miles one way mostly on interstates. No probs but sidewinds could be felt at times so I kept the speed at 65mph.