I have a fifth wheel now, but prior experiences (plenty) with BIG boats on trailers; 31 ft Keystone Hornet, super slide, TT, etc...made me learn quickly to always carry a small hydraulic jack, a few boards and a good rubber mallet with me. Of course, grease before helps. The weight on the ball when hitched can shift during travel and leave you in a state of frustration and confusion. Sometimes you have to jam, jimmie and don't forget to CUSS and eventually you will decide to whack that thang harder and harder and presto, SUCCESS
Tools make a man a winner! Make a list and take them along.