RJ, welcome aboard!
For your first question, my two cents this is exactly how we got into a trailer and our truck. We had a Rubicon and were looking for a trailer, however their towing capacity is maxed out at 3500lbs. The 4Xe has a lot of torque and that will help you up hills etc. however towing is about weight, length and width of the tow vehicle for safety and control/stability. The only way that trailer is under is totally dry, but its JUST under. Normally you want to have no more than 80% of your tow capacity used when fully wet (total GVWR). The WDH wouldn't make it any safer to do and you could never carry water etc.
The Jeeps just cannot safely do it and get maxed too quick, hence our move to the truck and well a bigger (but small) trailer. A smaller off road trailer weighing in around 1500-2000 with roof top tent is the max I would recommend. I honestly wouldn't even recommend that with the cooling issues most have (not the 4Xe thankfully) with the mts out here in the west.
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2022 Jay Feather Micro 166FBS
2021 RAM 1500 5.7 eTorque
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