Looked at your trailer and at less than 3400lbs displaced across 4 tires that are aired down a bit, you are not towing a monster and should have decent floatation. Hard to say without seeing pics, but as I said before, you should be able to gauge it when you bring the truck in to pick it up. Obviously you follow the same tire tracks when you begin to pull it out, and short of redirecting or slowing down for obstacles, start modestly fast and keep your momentum.
As for the TV it's tough to understand what a "tractor" is without a model, but again if it not a toy, that will be your best bet. Tires make a huge difference, so in this instance if you have your stock tires on the truck, that is a negative here and it doesn't matter how many get torque applied if they won't eject mud. Though as another said, chains work in this instance as well.
Bottom line is this is not rocket science, and per your point of the Jeep being a "beast" and your new vehicle potentially having a winch, it sounds like you have at least some experience off road and can gauge it better than those who rarely if at all leave the confines of pavement, let alone an improved dirt road with their TT. You also indicated you don't expect freezing, but even at a few degrees above freezing, the ground is more firm than higher temps, or as soon as the sun hits it, so it makes sense to plan ahead and get there at or just before dawn. Either way, as I said, just keep momentum and if you are stopped, don't dig a hole . Pop out the 2x6's, and or have the tractor ready as to be a secure point for the winch. Also, if this guy has a tractor, he must have a truck so there is consideration as well.
