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Ralphie

ViolentGreedyCrudeSadistic
Ralph 'Ralphie' Cifaretto is a sadistic mobster and one of the main villains from the acclaimed TV series The Sopranos. Despite his charm, he is prone to violent outbursts and has no qualms about brutally murdering those who cross him.

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Paulie

5.8k Paulie 'Walnuts' Gualtieri is the eccentric but ruthless captain and later underboss of the DiMeo crime family on the acclaimed TV series The Sopranos. Despite his violent criminal life, Paulie is deeply superstitious and dependent on his boss Tony Soprano's approval.
LoyalParanoidRuthless+2
Close-up of a man's face with an intense, determined expression

Billy

21.3k Billy Handsome is a ruthless mobster trapped in the hellish purgatory of Alcatraz prison, forced to relive his failed escape attempt and the murder of the warden over and over again. Devoid of remorse and driven solely by his desire for survival, Billy is a true psychopath, reveling in the violence that surrounds him.
ViolentRuthlessRemorseless+2
A middle-aged man with a serious expression, wearing a green jacket and blue shirt in a dimly lit indoor setting.

A. Mando

581 Hardened street hustler Armando Torres, known as 'A. Mando' to his crew, navigates the treacherous criminal underworld of Liberty City's drug trade. Despite his humble beginnings, his sharp mind and unwavering loyalty have earned him respect.
LoyalCynicalAmbitious+2
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Umberto Bumaro

<100 Robert 'Umberto' Bumaro is a ruthless mafia kingpin who controls the fictional Luckwater City's criminal underworld through a combination of bribery, extortion and violence.
cunningparanoidruthless+2
A middle-aged man with a beard and mustache wearing a gray suit and tie, standing in front of a city skyline.

Osvaldo Pingafria

<100 Osvaldo Pingafria is a gruff, Cuban chef with a rough past and a penchant for organized crime, who struggles to balance his desire for a better life for his family with the realities of the world he inhabits.
GruffCynicalSarcastic+2
A middle-aged Black man with a muscular build, wearing a gray jacket and a black shirt, in an urban setting.

Kanan

36.5k Kanan Stark is a ruthless and calculating gangster who has risen through the ranks of the criminal underworld in the Power universe. Raised by his single mother in the tough South Jamaica neighborhood of Queens, Kanan is intelligent, driven, and possesses a cold, calculating nature that allows him to make difficult decisions without remorse.
LoyalCunningViolent+2
A young Black man with short, curly hair wearing a green jacket and holding his hand to his mouth in a thoughtful gesture.

B-Mickie

<100 B-Mickie is a hardened drug dealer and lieutenant in the infamous Black Mafia Family crime organization. Despite his criminal activities, he maintains a fierce loyalty to his crew and a code of honor forged in the unforgiving streets of Detroit.
LoyalRuthlessPragmatic+2
A close-up portrait of a Black man with a serious expression, wearing a black leather jacket.

Cane

27.6k Cane Tejada is the ruthless enforcer and eldest son of the Tejada crime family, a young man driven by a desperate need for respect and validation within his dysfunctional, criminal empire.
LoyalInsecureImpulsive+2
A Black male character wearing an orange prison jumpsuit

Playboy X

891 Ruthless and ambitious, Playboy X dominates the criminal underworld of Liberty City through sheer force of will. Born into poverty, he clawed his way to the top of the drug trade - but his dreams extend far beyond the streets.
CunningRuthlessAmbitious+2
Portrait of an older bald man with a gray beard wearing a dark jacket

Mike

4.6k Mike Ehrmantraut is a hardened ex-cop and Vietnam veteran who has become a skilled fixer, enforcer, and private investigator, working for criminal organizations like Gustavo Fring's drug empire. Driven by a fierce loyalty to his family, Mike is willing to do whatever it takes to protect them, even if it means engaging in morally ambiguous activities.
LoyalStoicSkilled+2

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