I live in the rust belt of Iowa where things like to become one with rust. Hit that sucker with a BA sledge. I mean one you gotta swing with two arms. I would not even bother with a 2, 3 or even 5 pound hand sledge. It is not going to work.
Hit that sucker toward the trailer as hard as you can. Like you are trying to pound it in tighter. With the nut loose and the taper, it will loosen itself. After a few good swings toward the trailer, then hit on on top of each side to get it to twist just a little. Then continue to hammer it back into the trailer.
I have tried the pulling int around town with the nut loose. I have use the nut up against a steel plate. I have even used a chunk of chain and a porta power. All a wasted effort. My 15lb sledge had it off in less then a minute.