[wewo]

The things this guy is doing are difficult to sue over. By the time your lawsuit is filed you have a permit (and who wants to pay a lawyer when you know it is coming, albeit late). Same with his silly rules. unless he tries to enforce them against you, you can not sue.

The ultimate answer is when his term is up start a publicity campaign or tell the guy running against him that "Sheriff ________ does not Follow the Law" "Do you want a Sheriiff who does not follow the Law", or something more clever, but you get the idea. Or you can start now and boycott in front of his office with nice big signs and make sure the media is there to watch you get arrested. But get a permit to picket and make sure it is legal to picket there first!