1. Posting at the gates first. ((Keep in Mind gates includes the walls aswell))
2. Only S Class nins are able to just sneak into the village. And if So Must find a VERY creative and plausible way to do so. Don't just hop over the walls..there are guards you know. A Class and below may be able to sneak in, Depending if they have a good jutsu for that sort of thing, A Class and below a Kage will determine whether they got in with their post. Cause there will be tracking and sensor ninjas on the walls and such obviously
3. Do not! undermine the guards they are Chuunin and Jounin lvl dont easy kill them and such they WILL be a challenge gonna make this realistic..no C class rouge is gonna walk up and pwn 10 guards like nothing.
4. Keep in mind if your a Rouge in the village's bingo book, guards wont just let you in. They would try to capture or kill you. And Shinobi of other villages the Guards wouldn't just let you in with out permission from higher ups either
5. After Posting at the Gates and IF they got in then they may Post in the village keep in mind you may have to stay hidden because Jounin or other ninja might spot you and figure you snuck in. You CANNOT make Private RPs because you just snuck in the village..