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I've flat towed a *bunch* of auction 6x6 5ton trucks from Ft Riley KS to Tucson AZ.
I've flat towed my 9300lb pickup truck behind 5tons, and I've flat towed CUCVs behind my pickup.
I've towed an M998 behind a jeep gladiator. These two vehicles are roughly equivalent in weight. It towed fine...
The way the weight is distributed on the trailer is prone to shift forward allowing the front trailer axle to take the lion's share of the load. If this happens during braking and maneuvering, it's possible that it'll begin a positive reinforcing vigorous side to side shake.
It'll likely be...
KS backroads, HMMWV on the heavy towbar behind the Gladiator.
I've done literally tens of thousand of miles of flat towing 6x6 military trucks.
Like @patracy I've done some questionable towing. But that's when there weren't better options readily available.
The M1079 behind the redtruck...
I remember when you were planning your trip and you were contemplating some somewhat questionable ideas.
With this kind of thing, overkill is underrated. OP should take the F350 and the trailer that's way overrated for the task at hand and have no doubts and no worries.
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