Penguin

Oswald Chesterfield Cobblepot, also known by his law breaking persona Penguin, is a crime boss, drug dealer, weapons dealer and supervillain who is the runner of the nightclub and casino, The Iceberg Lounge. He was born to the wealthy Cobblepot family and was born with bird-like deformities. Horrified by his monstrous appearance, his parents threw him into the river on Christmas Eve. Raised in the sewers, Oswald grew up there and eventually came out and started running a campaign for mayor. He was elected, however he really desired to become a gang member.

He went to Tony Zucco who told him to rob a museum in order to prove his worth to the gang. He was also given an umbrella by one of the gang members and it held a number of gadgets. Oswald robs the museum and steals the painting of the Mona Lisa. Oswald brings the painting to Zucco, however Zucco mocks Oswald, saying he wouldn't let him join. Enraged, Penguin murdered Zucco. He then took over the gang and became The Penguin, Gotham's most powerful crime boss.

The face of Gotham's underworld, Cobblepot is a crime boss who has robbed many banks, sold many weapons and killed many people. He is known for the drug deals and shipments between him, Black Mask and Carmine Falcone. He is also a supervillain who is constantly causing trouble for Batman.