I have a 97 Jeep Grand Cherokee 4.0L inline 6cyl with auto OD, that currently has nearly 192K miles on it. A couple years ago, we pulled a loaded 4X6 foot U-Haul from northern Cali to Las Vegas for my sister in law. Same year we towed a 17ft pop up tent trailer from home to near Pioneer/Jackson California and back. This past summer we towed another pop up tent trailer from home to the Redwoods parks on the coast and back. Jeep never complained a bit on any of the pulls. Just made sure to get up a bit of speed before starting to climb a hill, and switched off the OD. Going downhill, downshifted to second to save on some brake fade. The hills going to camp near Pioneer were pretty big with some long pulls. We dropped speed to around 40 on most of them but it made it alright.
A few years back, I had a old 84 Ranger 4X4 with the POS 2.9L V6 4 spd manual. Thing was horrible for acceleration but damn could it pull. Lots of torque. I used it to haul a 19Ft boat, motor and trailer loaded with some household stuff from Shreveport LA to Dover DE. Total load weight was over 2700 lbs. Again, braking was my biggest concern. You chould be fine with your newer Ranger and the Feej behind it.