bjardine, welcome from a fellow Floridiot and ex Radtrek owner.
I have a brother that pulls a couple of different Chevy Trackers 4 down with his early 90's one ton Dodge Roadtrek with a 318.
He originally did not have a braking system for the toad, he discovered early on that a braking system is highly desired.
Do have a means to monitor transmission fluid temps as the Chevies, particularly the four speeds, tend to have a tough time shedding heat. Booster has done a lot of experimenting and engineering to deal with that. Search on the forum for some excellent threads dealing with this.
I had a 2000 Chevy with the 5.7 that I pulled a 2k+ trailer with and trans heat mitigation was an issue in the mountains, both going up and down on the steeper grades, i.e. 6% and higher.
2000 Roadtrek Chevy 200 Versatile(sold)
'98 Safari Trek 2480
'15 Kawasaki Versys650LT
Perfection is a fantasy, though improvement is possible(Wifey).