Well sorry to dig up an old thread, but this is an update of sorts. So today I had a side job moving a wood framed shed, 12 X 7 or so in size. So I needed to drag it out of this guys back yard which required pull it across the lawn making a turn, pulling it though his gate, another tight turn and up on to his drive way and then onto my 18 foot open trailer the one we were talking about in this thread. My initial idea was to take my tractor there on the trailer, but then I realized I could do the pulling with the Jeep. (my square is a 2wd so was concerned I'd have trouble with traction in his yard). He's only about 10 miles from the farm and it's all back roads with top speed limit 45 for a few miles. So I towed the trailer there with the Jeep, unhooked the trailer, built a skid got it under the shed and did the moving.
Here is my take on towing it a total of roughly 20 miles at slower speeds. The Jeep does pull the trailer a little bit better from a power stand point. Because the Jeep is so short, it is easier to maneuver the trailer into a smaller spot, 4 low is helpful doing delicate maneuvers and not having to lay into the converter (I'm sure that would be better in the truck when I finally change the rear end gears). The trailer empty squats the rear of Jeep pretty good, while it does basically nothing to the truck. The trailer wants to push the rear end of the Jeep around not terribly, but it's there, like on corners or it there is some rutting, which translates to having to correct it with the steering wheel. It does not do that with the truck, with the truck the handling is plan and stable 100% of the time. I had to run a higher setting on the brake controller as the Jeeps brakes are totally inadequate with the trailer.
My assessment: The truck wins hands down in the safety category for sure stopping, steering and stability is better in the truck, and that is the most important. Given another similar situation where I needed the Jeep on the work site, yes I would tow the trailer with it again, but only if it was local and did not require more than 45 or 50, no way I'd feel comfortable getting on the freeway. I had pretty much already previously decided that the truck would be the one towing the trailer because it is so stable, and this just reinforces that.