Oswald "Penguin" Cobblepot ~ "There's a war coming. A terrible war. There will be chaos, rivers of blood in the streets".

Oswald "Penguin" Cobblepot has the brains of a chess grandmaster and the morals of a jackal, and hides his sadistic lust for power behind an exquisitely polite demeanor.

Cobblepot is a low-ranking member in Fish Mooney's gang where his job has him holding an umbrella over Mooney in the rain. He has a potentially lethal falling out with Mooney after he is discovered to be a police informant, which results in a brutal beating, leaving him with a limp and odd way of walking which results in the nickname "Penguin". He escapes an attempt on his life, allegedly orchestrated by Don Falcone, with the assistance of Gordon.