The Mayor

The Mayor is the two-faced "leader" of Halloween Town. He has two faces which show his emotions. They switch often between sad and happy. Although he is the mayor, he is "only an elected official", and cannot do anything without Jack Skellington's guidance and help. The Mayor made his first appearance in the movie The Nightmare Before Christmas.

Kingdom Hearts
During Jack's rehearsal in the town square, the Mayor introduces Jack while the Search Ghosts perform. After Dr. Finkelstein's first attempt at creating a heart, the Mayor comes into the entryway to the lab in distress and tells everyone that the Heartless have started rampaging. He later appears in the graveyard and tells Sora and company how to obtain the "surprise" ingredient, the Jack-in-the-Box.

Kingdom Hearts II
When several Heartless appear in the Town Square, the Mayor stands to one side, yelling ineffectually at the Heartless to leave and calling for Jack to stop them.

After Sora and company defeat Oogie Boogie later on, the Mayor arrives in Christmas Town looking for Jack. He and Jack then walk off in order to plan for the next Halloween, just as the Gate appears to Sora.

Appearance
The Mayor is rather short, especially when compared to Jack. His head is cone-shaped and displays the two faces he is most notable for. One face (as well as his hands) is peach-colored, with rosy cheeks and a face set in a permanent smile. The other face is bone-white, has a mouth set in a permanent frown (the teeth of which are pointed) with green lips and yellow eyes. There is an seam of some sort around the mouths of both faces because in the claymation for the movie, the mouths were replaceable to make the mayor talk. His top hat is gigantic, being the same height as the Mayor himself, but very thin. The Mayor's body is also cone-shaped, with his body ballooning outward before ending on short, stubby legs with very tiny feet. He dresses in a black suit with a white undershirt and black-and-white pinstriped pants. He wears a pendant or bow-tie shaped like a black widow spider, though it only has six legs and the notorious red hourglass marking is on the spider's back and is much more detailed than in real life. There is a red ribbon with the word "MAYOR" printed on a white center pinned to the left breast of his blazer. He is never seen without his short, metal megaphone that he uses to issue orders, announcements, and, more often, call for help from Jack.

Personality
The Mayor has two split personalities, happy and sad (which is shown by his "rotating face"). He usually plans Halloween with Jack every year and he looks up to him as the Town's hero. He is also quite unreliable and cowardly since he can't stand up to the Heartless by himself and asks Jack to get rid of them, even making an excuse that he is only "an elected official".

Origin
In the movie, The Nightmare Before Christmas, he gets the people of Halloween Town and himself ready for Halloween by asking Jack Skellington for help. He has two faces. One of his faces is happy while the other may be either sad or angry. His split personality type situation was possibly inspired by The Strange Case of Dr. Jekyll and Mr. Hyde, and he is a literal description of the phrase "two-faced politicians".