[BB_TX]

I think the type of hitch can minimize the likelihood of dropping the trailer. The latching mechanism of the Pullrite Super 5th (and some others I think) is a hook shaped piece that rotates around the king pin completely capturing it. That piece is geared to the pull handle so they move as one.
When properly hitched, the narrow part of the king pin slides thru a narrow opening into the hitch mechanism. The larger diameter bottom of the pin slides under it and hits a trigger to release the latch. A spring causes the latch to rotate around the pin and pull the handle in. It happens with a loud clank that there is no mistaking that it activated. When the handle is in, it is hitched. The handle has a boss on it that holds it in where it will stay unless it is lifted and pulled back out against the strong spring.
High hitching is not really possible. If you are a little too high, the large part of the pin simply cannot enter the slot in the hitch. Nothing will happen except trying to push the trailer back. If you are a lot high, it can ride over the latch, but cannot activate the trigger. The handle does not move and you know it is not latched. So the possibility of getting a "bad" hitching is very minimal.
Of course, you could always forget and pull the handle with the front jacks still up and then pull away.