Grit dog wrote:
Couldn’t see the pics but remember the jack is designed for a significant load already so if it doesn’t appear to put “more” load on it IE picks up the back of the TV significantly then it’s likely fine.
Another easy cheap option, get a drop hitch stinger, flip it over to raise the trailer tongue significantly, and use it to get the trailer in and out of the driveway.
Well, your hitch is already raised a bit, now I seen the pics.
Answer is the same, although getting your hacksaw out and chopping a little off the bottom of the jack, IF, it's only dragging by a bit, is free, quicker and easy as well.