nice video.
Going from the cart to the trailer is a pretty simple job, I never bothered blocking anything in, but I always had the trailer on the truck, not just by itself. going from the trailer to the cart is a little more challenging for sure.
In order to avoid having to give my neighbor beers to help me... I purchased some time ago a stand that included a winch setup, still one of my favorite stands out of the 4 I own.
I've also made good use of the wall winch idea that I picked up from suke on the 2 stroke section.
His pic...
closeup of wall winch