For starters, when you are near your max limits, then load your trailer not well balanced, and have 1/2 tank fresh water, and full holding tanks because it was raining when you tore down camp, then it's windy as all get out driving home, semi trucks blowing you around, liquids sloshing, you will know why a 1500 truck is not, and never was designed to pull a TT as close to the maximums are you are considering. I had a neighbor, 1500 Suburban, 25' TT, one trip out west, came home, sold Suburban, bought Dodge 2500. I only have a 20' Puma, pull with YukonXL, 4wd, Tow package, 8100 tow capacity, although not weighed, a great estimate would be 6500-6800 total pounds loaded, and pulls decent, hills, I know it, winds I know it, idiot brakes hard in front of me, you get the drift. Maybe consider renting a TT the size you want, even if not perfect layout, and see how it does. Others might say go for it, maybe they have stouter trucks to start, maybe they can endure more adrenaline rush while driving than I? Sometimes, there's just more to it than the numbers, and I certainly don't know your adrenaline tolerance.