Sooner or later the court will consider your actions abuse of process or whatever they call that in Florida. Not to mention if you stop for a while he may stop his actions to hide his money and you can swoop in.
That wouldn't surprise me at all. In the US the government doesn't randomly make laws that control how entities deal with their property.
No. See above.
There is no way we have the ability to know if your HOA can actually pull it off if they pass the amendment. What I can tell you is that...