Towing experts?

I highly recommend you get on YouTube and watch some videos on trailer sway. IIRC, it's something like 4-5 seconds from when a death sway starts to when the truck/trailer are on their roof. That's not much time for all us internet jockeys to react!

I have pulled a car on an open trailer for almost 40 years using a load equalizer hitch. Sway is non-existent. Then last year, I got a 24' v-nosed enclosed car hauler (9' tall overall). Empty trailer weighs 4400#'s so add a car and tools and whatever else and you can decide what it weighs.

I got an appropriately-sized load distribution hitch with sway bars. GLAD I DID!! Windloads are MUCH different pulling this big box! As a truck approaches to pass from behind, you get pushed to the right. Then as they pass, you get pulled closer to them. 18-wheelers are one thing but the WORST are big straight trucks or worse yet are commercial busses. Sway is not an issue with the bars but given the push/pull that goes on with passing vehs, I sure would never pull this without the bars. Oh, and BTW, when I pass a camper or another truck/trailer pulling mine, I see they get the same response that I get when being passed.

Lastly, the newer pickups are quite amazing. Depending on the brand/model/option package, the truck will automatically apply the trailer brakes when it detects sway. MUCH faster than a human can reach down and grab the brake apply lever. One of many nice trailering features!