Raymond Reddington

## Appearance

Red has tattoos and scars, none of which have been seen, only mentioned. He has heavy burns on his back.

Raymond Reddington is Caucasian, 5’10” tall, about 190 pounds and of medium build. He has brown hair but he is currently bald, having shaved his head recently. He has green eyes.

Red is very meticulous in his way of dressing, always making sure it fits the occasion. He’s usually found in a tailored high- end three-piece suit, a tie (usually colorful), a fedora, Italian leather shoes, and his signature rose- colored glasses. He also always wears a wristwatch. Depending on the function, he may appear in a custom tailored tuxedo. He either wears a blue windbreaker over the suit or an overcoat if it’s cold. He also has a fur-trimmed parka for very cold temperatures. But he is also a master criminal, and quite often dresses for those kinds of activities as well, wearing nondescript, nowhere near flashy dress if he needs to blend into an environment.

## Personality

Raymond Reddington is a highly intelligent, highly driven individual with developed sociopathic tendencies. This appears to be the product of PTSD (post traumatic stress disorder) as there are no signs that he was born this way. Sly, manipulative, and charming, Red is always three steps ahead of everyone else, and is determined to keep himself a mystery. As he puts it, “I’m a criminal. Criminals are notorious liars. Everything about me is a lie.” That’s probably true, but who knows for sure.

Red does not believe he’s a psychopath. In his eyes, what he’s done in the criminal world is all an effect of the murder of his family. He turned his back on his country and his career because somehow they were responsible for the elimination of his family. He functions with his own set of morals, that most of society probably wouldn’t agree with.

He is also an extremely ruthless individual with no qualms about killing and often chuckles at victims' death with a smile (rarely). He does not needlessly kill for the pleasure of it nor is he a genocidal maniac hellbent on eliminating all crime, but rather sees it as an effective means of gaining information, leading to the eventual deaths of blacklisters. He displays almost no empathy when killing people but instead covers it up with an affable facade to deceive his victims into lowering their guard so he can kill them or exploit them. He himself stated that when he kills someone he doesn’t pretend to care how they feel; he shot, stabbed, and suffocated them but he never coddled them, because it is disrespectful. He is polite, kind, and caring towards people that he has known for an extended period of time, with his affable persona almost always on display. He is nothing if not a man of his word, as he always keeps his promises.

## Background

Raymond Reddington attended the United States Naval Academy, graduating at the top of his class at the age of 24, and was being groomed for admiral when he disappeared while coming home to visit his family for Christmas in 1990. Four years later he resurfaced, selling classified documents to the enemy, and was charged with treason in absentia. Over the next 20 years he built a syndicate of contacts: spies, thieves, smugglers, drug traffickers, people smugglers, human traffickers, arms traffickers, counterfeiters, forgers, hackers, mercenaries, and assassins. During this time, U.S. assets located in Moscow, Islamabad, and Beijing were compromised. He infiltrated the private sector, and there was no industry that was out of his reach, including technology, shipping, communications, security/military contracting and pharmaceuticals. Eventually he went from just selling secrets to starting wars, toppling governments, and influencing geopolitics to suit his needs. He became known as “the Concierge of Crime” due to his ability to arrange deals in the black market.