I had a neighbor a few years back that bought a 28 ft travel trailer to tow behind his 1/2 ton. I said that is a lot of trailer for that truck. It was all within the weights except for some personal stuff added. We lived in Alberta at the time and the roads are flat so yes the truck pulled it arounf seemingly just fine.
They were returning from a camping trip, him wife 3 kids and dog an d got into a windstorm and before they knew it they were in the ditch. The salesman was not there to help them at all.
I have seen several of these combo's on their side or in the ditch!