Can’t remember- have you tried rotating the tires front-back?
Brakes all new last fall, tires like new(balanced and then road force balanced), new rear suspension upgrade from 3/4 to 4/5 specifically for towing, here’s my front end:The reason that you can't mask this problem easily is because you don't have anywhere near enough weight on the rear of your truck while towing that trailer. You can see that just by looking at the picture. Because of this, you are gonna have to make things work perfectly.
You have a bad trailer tire, brake rotor, truck tire, or wheel bearing. If you can find a way to get the truck riding with an acceptable amount of weight on the rear, it will better mask your problem, maybe making it acceptable.
https://www.gmt400.com/threads/eye-candy.57656/ Recently inspected by myself and shop.
Towing 2200 lbs. with an empty pickup is done by hundreds of thousands probably everyday. I’m not sure what you mean by adding weight to pickup box.
@Reluctanse i do rotate every 3k, wouldn’t hurt to jump ahead of schedule, but were rotated about 400 miles ago.