Well the biggest problem is the jack. 4" of weld on the bottom is not going to cut it if you dolly down with a load on a hill. That part is almost certain to fail. But the cure for that will help another weakness that isn't as bad and that is you need more suport on your gooseneck. On the upright part there should be some gussets to hold it square from side to side. So I would put another cross member of 2x4 or 4x4 across at the top of the jack. You can weld the jack to it eliminating that issue and then a gusset at each end takes care of the other problem too. For gussets I would use the same size you used on the lower frame, put it so the long edge goes up and down and points to the center at the cross member. I would also like to see 2 cross members in the upper gooseneck deviding that span into 1/3's. Those don't need to be heavy just anything 4" tall. And just for your info and I'm not sure I would change it here, I hate to see you do too much damage to a real nice looking trailer, but on the large gussets at the top rear of the gooseneck they should always be welded like the front or lower ones. When you weld in the center of the tube there is the potential to stretch the center out and that could lead to failure. If it's welded to the corner or side it can't stretch and deform the tube.
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