Do believe this Penske Trailer is a tad short for the truck loaded on it.
Peter Grant, Bayou Renaissance Man, will soon be pulling a similar trailer.
http://bayourenaissanceman.blogspot.com/2016/01/the-joys-of-packing.html?utm_source=feedburner&utm_medium=feed&utm_campaign=Feed%3A+BayouRenaissanceMan+%28Bayou+Renaissance+Man%29
One hopes his load fits better.
During my years in the car biz had many occasions to pull a trailer with a vehicle on it, or a dolly. I wouldn't pull that load in the picture on that trailer. For the record, I loath dollies.
Once I attempted to haul a heavy RV on an inadequate trailer from Pierre, SD to Colorado. I ended up hauling it a few short miles to a storage lot. Friends and family couldn't believe I exercised common sense. What? Even a fool can see when something is too foolish!