In the Fiber Optics business, I pull a splicing trailer 50K miles or more a year. It is not unusual to uncouple and recouple several times a day. I can back into the 2-5/16 coupler with mirrors, dead on to raise the jack and go, BUT!, I do it all the time....
There is a device that bolts on the draw bar under the ball, consisting of a wedge shaped steel plate that guides the coupler over the ball and stops it at the right place. If you can back within about 6 inches of center and move slowly, all you need do is raise the jack and lock the hitch.
Pretty heavy steel plate, I've seen it used on 6 ton gross cargo trailers. Developed for casual users, usually large boat trailers, where they want to make up quick at the marina.
Not a very high tech solution, but, hey!, it works....