When loaded it will be towed behind a CUCV. I'm just pulling it home with the Maverick to save on gas and reduce the chance of a break down far from home. Also a 14 hour day in a CUCV would be a bit rougher.
My opinion only, based on towing all kids of military trailers behind all kinds of civilian vehicles.
The pintle riser flipped is still going to be far too low to get the trailer level. That's OK, because you're empty and tipping forward biases the weight to the tongue, where you want the weight biased.
My only concerns are whether this will exceed the rated tongue weight of the tow vehicle, and you might get inappropriate activation of the surge brakes. You can disable the surge brakes if this occurs by means of opening the bleeder screws. (But only if this occurs. Generally you want the surge brakes fully functional.)
You do NOT UNDER ANY CIRCUMSTANCES want the weight biased to the rear of the trailer. Given a choice between exceeding the tongue weight, and inappropriate rearward bias, exceed the tongue weight. Biasing the weight rearward will cause loss of control.
The cheap pintle riser, and the cheap pintle are the appropriate choices for your situation. The tow vehicle may still be inadequate. You won't have a definitive answer until you load the tongue, at which point you're already 350 miles from home and committed...
FWIW, I towed a 19,800lb GTW rated pintle trailer 400 miles yesterday behind a Jeep Gladiator.