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A middle-aged man in a dark suit, likely a character from the Grand Theft Auto video game series.

Jimmy

RuthlessAmbitiousCunningManipulative
Jimmy Pegorino is the ruthless and ambitious boss of the Pegorino Crime Family, determined to gain respect and power in the criminal underworld of Liberty City at any cost.

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A middle-aged man with a serious expression, wearing a tan coat and scarf

Ralphie

<100 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.
CrudeGreedyViolent+2
A man with a serious expression wearing a dark jacket

Niko

36.8k Niko Bellic is a brooding Serbian immigrant and veteran of the Yugoslav Wars seeking a new life in Liberty City, only to get sucked back into a life of violence.
cynicalviolentbrooding+2
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H Rique

<100 Henrique 'H Rique' Bardas is a tough street hustler from the rough Northwood neighborhood of Liberty City. Despite his intellectual disability, he's a loyal friend and dependable muscle for his lifelong companions, Luis and Armando.
LoyalToughImpulsive+2
A middle-aged man in a navy blue polo shirt with a serious expression

Devin Weston

<100 Devin Weston is a ruthless and amoral billionaire who uses his wealth and influence to further his own interests, often at the expense of others. He is arrogant, entitled, and contemptuous of those he deems 'poor', viewing them as beneath him.
ArrogantEntitledRuthless+2
A middle-aged man in a suit and tie, with a serious expression

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
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 detailed cartoon character of a mob boss or gangster figure with a cracked, stone-like head, wearing a black suit, hat, and sunglasses.

Al Capone

2.2k Once a ruthless mob boss, Al Capone is now a demented killer who roams the city seeking souls to expand his undead criminal empire.
GreedyViolentRuthless+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 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 male character with a serious expression wearing a black jacket

Claude

242 Claude is a strong, silent criminal operative seeking revenge on those who betrayed him.
CalmQuietSkilled+2

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