Characters / Grand Theft Auto IV - Crime Families and Other Criminal Organizations

aka: Grand Theft Auto IV Ancelotti Crime Family

Grand Theft Auto IV Main Characters Index
Protagonists | Friends, Family and Associates | Crime Families and Other Organizations | Other Characters

The major crime families as well as other criminal organizations in Grand Theft Auto IV and its downloadable expansions.

Russian Mafia

The Russian Mafia and its affiliates.

Faustin Bratva

Dimitri Rascalov (SPOILERS)

Dimitri Rascalov

"You know, if there is one thing I have learned, it's that we must obey the rules of the game. We can pick the game, Niko Bellic, but we cannot change the rules."

Voiced by: Moti Margolin

Second-in-command of the Faustin Bratva. He and Mikhail worked together for many years, ever since they were imprisoned together in the Soviet Union. Unfortunately, Mikhail's growing drug problem has caused a rift between them which only grows as the game progresses. As such, he serves as the real brains of the Bratva's operation, handling things whenever Mikhail is "indisposed". Eventually, he tasks Niko with killing Mikhail, ostensibly due to fears regarding the latter's paranoia. Turns out, he was in it for himself, and betrays Niko shortly thereafter, burning down Roman's cab depot and apartment and constantly harassing the duo for the rest of the game.

Due to Dimitri being a Walking Spoiler, all spoilers will be unmarked. You Have Been Warned!

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• Allegorical Character: Given how much the game focuses on deconstructing the American Dream, Dimitri represents those who get ahead by stepping over the weaker and more desperate. Whereas Niko and Roman spend the game clinging to what they can to survive, Dimitri uses the power and influence he gained with Faustin in the US to take advantage of, manipulate, and ultimately destroy those weaker than him. Niko's monologue in the Deal Ending arguably brings the point home.
  Niko: Welcome to America!
  Dimitri: [In Russian] Fuck you...you dick.
  Niko: Speak English. You're a strange man. You killed your best friend. You betrayed everyone whoever came in contact with you. You killed my cousin! I guess the "survival of the fittest" thing must have really meant a lot to you.
• AM/FM Characterization: Eastern European music of all genres. Dimitri's favorite radio station is Vladivostok FM.
• Arch-Enemy: To Niko. In a dialogue, Niko mentions that both he and Darko Brevic are at the top of his list.
• Asshole Victim: Especially in the "Deal" ending, where he's burned every single bridge and has nobody left to mourn him when Niko finally does him in, something Niko himself points out. And while Jimmy Pegorino does retaliate against Niko for killing him in the "Revenge" ending, it's clear that Jimmy's only upset about losing out on his deal with Dimitri, and has no real sentiment for the man himself.
• Ax-Crazy: More and more as the game progresses.
• Bad Boss: He has no problem betraying his allies or subordinates.
• Bait the Dog: At first, he seems like a reasonable guy compared to Faustin, but he shows his true colors after the latter's death.
• Big Bad: For the most part in the storyline. However, he is a Disc-One Final Boss in the "Revenge Ending", and his death allows Jimmy Pegorino to take center-stage. But even then, Jimmy is more of a Big Bad Wannabe whose role as the Final Boss is very brief while Dimitri was a more genuine threat.
• Big Bad Duumvirate: With Jimmy Pegorino in the "Deal Ending".
• Bitch in Sheep's Clothing: He comes across as a decent, even somewhat nice guy, but is in reality possibly the most treacherous and ruthless character in the game.
• Boom, Headshot!: How Niko chooses to kill him in the "Revenge Ending".
• Chronic Backstabbing Disorder: His Fatal Flaw. He doesn't make a single alliance he doesn't eventually betray. Niko lampshades this in the Deal ending. It seems the only exception is Ray Bulgarin who Dimitri claims to be a good friend of his. Possibly because he knows that anyone who betrays Bulgarin doesn't last very long.
• Cornered Rattlesnake: He spends the whole game being a Dirty Coward after his betrayal, but in both endings, he picks up a gun and fires at Niko when cornered.
• The Coup: He pulls off one offscreen against Faustin, causing the latter to be left defenseless with only a few loyal men when Niko comes knocking.
• Creepy High-Pitched Voice: He assumes this after The Reveal, most notably during the threatening phone calls.
• Defiant to the End: While he shamelessly begs for his life in the penultimate Revenge mission, in the Deal ending, his last words are "Fuck you...you dick," in Russian, shortly before he bleeds to death from his gunshot wounds.
• Dick Dastardly Stops to Cheat: In the Deal ending. Even after his new partnership with Jimmy Pegorino makes him powerful enough to browbeat Niko into putting aside his vendetta, Dimitri can't resist sending an assassin to Roman Bellic's wedding. Not only does the hitman miss, he hits Roman by mistake. As if that wasn't bad enough, Dimitri burns his bridges with Pegorino and kills him purely out of greed, under the assumption that he can escape Niko's rampage without help from anyone except his personal bodyguards. He can't.
• Dirty Coward: After betraying Niko in "Russian Revolution", Dimitri spends the rest of the game taunting him via phone, and every time, Niko demands to know his location and calls him a coward. If you pick the Deal ending, he spends the entire final battle on Happiness Island running away and only fights back when he's been cornered.
• Disc-One Final Boss: In the "Revenge Ending". Niko kills Dimitri and wipes out his gang aboard the Platypus, which angers Pegorino. This causes the latter to become the Big Bad of this ending when he tries to kill Niko and kills Kate at Roman's wedding.
• The Dragon: To Faustin. He serves as right-hand man until he decides he would rather run the organization himself and has Niko kill Faustin.
• Evil Is Petty: Not only does he backstab Niko after eliminating Faustin - an act he put him up to - but he also burns Roman's apartment and business to screw the Bellics over. He also continues to taunt Niko, even when it serves no purpose, sending him photos of Roman after he was kidnapped and regularly taunting him over phone calls, even accusing him of disloyalty for killing Mikhail and losing Bulgarin's shipment.
• Expy: A Manipulative Bastard and Smug Snake who initially presents himself as a friend and ally to the protagonist at the beginning of the story, only to manipulate him, make him do the dirty work, later stab him in the back, and make the protagonist's life a living hell, along with the lives of those around him in various possible ways. He's essentially the closest thing to what Gary Smith could become when he grows up and becomes an adult
• Face–Heel Turn: Of course, he was always a Heel, but in "Russian Revolution", he turns on Niko and cements himself as the Big Bad of the whole game.
• False Friend: His most defining quality. His seemingly pleasant disposition, coupled with Faustin's much more terrible personality, does an excellent job of convincing both Niko and the player that Dimitri is the least of two evils. Dimitri pretends to be a friend to everyone but is extremely manipulative and only uses people for his own benefit and then disposes them when they are no longer any use to him.
• Fatal Flaw: His tendency to betray everyone who comes in contact with him, usually with little to no reason.
• Faux Affably Evil: He is just very good at hiding his malice. Initially, Dimitri just looks and acts like a nice guy you wouldn't think twice about if you were to pass him on the street. You'd never guess he was a criminal, much less a ruthless, conniving mastermind who wouldn't think twice about sending his own mother up a creek if it got him ahead. This is a major reason why his betrayal is such a surprise to both Niko and the player, and a big part of what makes him so unnerving.
  • The game also presents him as the voice of reason when compared to the more deranged Faustin. His monologue about the "rules of the game" in the Master and the Molotov even gives the impression of him giving sincere advice to Niko, yet almost immediately after he throws him after the bus and goes out of his way to screw him and Roman over, even when it does nothing to benefit him.
• Final Boss: In the Deal ending.
• Foil: Could be considered one to Niko. Both have a similar strained friendship with someone else, Mikhail and Roman, respectively. Similarly, their reputations in the story soar alongside each other as they rise through the ranks. However, while Niko has an unshakable loyalty to his friends and family, Dimitri wouldn't hesitate to betray anyone he comes in contact with for personal gain.
• Foreshadowing: In case you initially believe he was the nicer gangster just because he offers to save Roman after he got shot by Faustin as a kind gesture in "Crime and Punishment", he smugly warns Niko right after that the situation "is a problem for you and your cousin, not me", indicating that he is not as benevolent as he seems.
• Four Eyes, Zero Soul: Wears glasses, and there's not a drop of good in him.
• From Nobody to Nightmare: He goes from a simple right-hand man of the Russian Mafia, and pass later to become a cruel, sadistic, maniacal enemy.
• Functional Addict: Faustin taunts him for his abuse of painkillers, but it doesn't seem to do him much harm.
• Hate Sink: Easily one of the most hated GTA antagonists. There is nothing remotely likable about him; he is a Dirty Coward, a Smug Snake, and a backstabbing jerk combined, without a single Pet the Dog moment on his name.
• Hoarding the Profits: Dimitri is one who makes deals with others yet practically never holds up his end of the bargain. The biggest case comes at the end where if Niko accepts to handle the deal that Jimmy Pegorino made with Dimitri over some goods, Dimitri opts to betray Niko once again with intent to claim the goods and the money he was to pay for himself. Not only that but after forming a partnership with Pegorino, Dimitri is quick to betray and kill him too claiming he did not get where he is by sharing the spoils.
• Hoist by His Own Petard: He brokers a deal that allows Niko to be let off the hook for killing Lenny Petrovic, the son of Liberty City's biggest Russian gang. It probably hit him at some point that he would have been better off allowing the Petrovics to kill Niko than saving him from them.
• Hypocrite: He is constantly harping on Mikhail about how he needs to be more careful and not anger the wrong people but after betraying Mikhail he is shown consistently pissing off Niko Bellic^note even when there's virtually nothing to be gained from it, who shortly after his arrival in Liberty City gains a reputation throughout the underworld as someone who you do not want after you.
• I Have Your Wife: At one point, he has Roman kidnapped and held in a heavily guarded warehouse and then sends Niko a taunting text message with a photo of a captive Roman, in the hopes of luring Niko to his death. Niko does come for Roman, but the plan doesn't exactly work.
• Jerkass: After revealing his true colors in "Russian Revolution", he proves to be a complete asshole, making taunting, mocking phone calls to Niko throughout the rest of the game.
• Karmic Death: In the Revenge ending, his betrayal and constant mocking of Niko brutally bites him in the ass when Dimitri tries to arrange a drug deal with Jimmy Pegorino, only for Jimmy to get Niko involved, who decides it's simpler to just make Dimitri pay.
• Kick the Dog: In the Deal Ending.
  "I laughed when I heard Roman was dead! HA!"
• Klingon Promotion: Becomes the head of the Faustin family after manipulating Niko into taking out Mikhail.
• Knight of Cerebus: After revealing his true colors in "Russian Revolution", he definitely takes the storyline in a darker direction. A meta example by the fact that he is a disturbingly straight example, and his cruelty is played in the darkest way possible.
• Mask of Sanity: As a high-functioning psychopath, he does a great job of lowering peoples' guard with a convincing Nice Guy act, only to betray them the moment he sees fit.
• Meaningful Name:
  • Sort of. His last name, Rascalov, is similar to the term "rascal"^note which stands for a mischievous person . As the story continues, he proves to be a rascal in the worst ways possible.
  • Also, Rascalov may be a reference to Dostoevsky's famous character, Radeon Raskolnikov. Dimitri, with his profound immorality and latent insanity, wouldn't look out of place in that "Ubermensch" club.
• Motive Decay: He starts off as all-business, but the actions he takes against Niko Bellic are... excessive, to say the least.
• Motive Rant: Explains to Niko that he will do anything to survive and they're not that different. However, he claims he's smarter because he has less enemies - not realizing how dangerous an enemy Niko is.
• Narcissist: A more implicit example when compared to the likes of Vlad, but conversations with him do indicate a degree of vanity, bragging how he didn't need "bottom feeders" like Niko to survive in Liberty City and calling the Bellics bums.
• Never My Fault: He seemingly pins Faustin's death solely on Niko's shoulders, despite him being the one who ordered it.
• Only Sane Man: Opposed to Mikhail's Ax-Crazy attitude. Goes out the window when Mikhail dies and he starts a reign of terror across Liberty City, showing that he is worse and even more dangerous than Mikhail.
• Opportunistic Bastard: Despite being Faustin's Number Two, when Niko shows up, Dimitri sees it as a chance to murder Faustin and take over the family. He then tries to have Niko killed as well by quickly allying with Ray Bulgarin. Dimitri spends the rest of the game getting friendly with criminal factions he finds useful and then betraying them when he finds a better opportunity.
• Politically Incorrect Villain: Attempts to blackmail conservative politician Bryce Dawkins over his relationship with Bernie, and also implicitly and mockingly accuses Niko of being homosexual for his association with the duo.
• Pragmatic Villainy: Displays this when Niko is working for him and Faustin, coming off as much more reasonable and calm than his hotheaded, booze-and-cocaine-addled boss. But it slips after Faustin is killed.
• Red Herring: Who would have thought that the reasonable, saner second-in-command to Mikhail Faustin would be such a two-faced vulture?
• Red Oni, Blue Oni: Mikhail is the hot headed, impulsive Red Oni and Dimitri is the cool-headed, plan-making Blue Oni who tries to keep Mikhail from doing anything too stupid and/or ignoring his orders if it would be profitable to do so.
• Satanic Archetype: His faux-friendly disposition and penchant for making deals with people and then selling them out was likely inspired by Mephistopheles. His backstory too has several Luciferian characteristics: he served in the Red Army but, after being sentenced and dishonorably discharged, he ended up in a Gulag, just like Lucifer was the leader of the armies of Heaven but was cast down to Hell after rebelling to God. He rules the Russian "Underworld" just like Lucifer rules the Underworld. It doesn't help that his "best friend"'s surname is Faustin, a reference to Goethe's Faust
• Smug Snake: His whole attitude following his betrayal.
• The Social Darwinist: As lampshaded by Niko in the Deal ending:
  Niko: You're a strange man. You killed your best friend. You betrayed everyone who ever came in contact with you. You killed my cousin. I guess the survival of the fittest thing really meant a lot to you.
• The Sociopath: Dimitri carries all the traits of a classic, smug sociopath. He is superficially charming, betrays his allies, is extremely manipulative and malicious.
• Soft-Spoken Sadist: His voice isn't really what you'd expect from a ruthless Russian crime boss, which makes his eventual betrayal and ascent into Big Bad status all the more surprising.
• The Starscream: He manipulates Niko into killing Mikhail so he can take over their crime family.
• Stupid Evil: His penchant for backstabbing may leave him with no shortage of enemies and a shortage of allies, but at least most of those occasions were for opportunistic reasons. His final betrayal of Niko in the Deal ending, however, is particularly idiotic as he provokes Liberty City's biggest badass into wanting his head on a pike for pretty much no reason and no readily apparent benefit.
• They Look Just Like Everyone Else!: One of his creepiest qualities is how unremarkable and unthreatening he looks. His friendly demeanor and soft, gentle voice can easily distract you from the fact that Dimitri is one of the most profoundly evil and immoral characters in all of GTA.
• Ungrateful Bastard: Mikhail Faustin protected him in prison, and Niko later saved Dimitri's life by taking down Faustin. He betrays them both.
• Villainous Breakdown: Appears to go through one during "A Revenger's Tragedy." During the final battle, he spends almost the entire time running away while screaming insults at Niko.
• Villainous Cheekbones: They help make him look a bit like Niko, which is fitting.
• Villainous Friendship: Surprisingly, he has one with Ray Bulgarin, and it's seemingly the only relationship that didn't end in betrayal on Dimitri's part. Downplayed because he knows what will Bulgarin do to him if he betrays him.
• Villains Want Mercy: In the "Revenge" ending route, Dimitri begs Niko to spare him claiming they were friends, he would never rat him out and people won't be happy if he dies. Niko instead puts a bullet through his skull.
  "Niko, it's not too late, we can work this out! It was a long time ago that I pissed you off. Forget about it. I didn't mean nothing. Please. Think about Pegorino, he's got nothing without this deal. It was never my idea to set you up. Go easy on me. We were friends, remember? You don't need to do this. You're fucking a lot of people over by killing me. Hey, come on, we got history. Don't do it."
• Walking Spoiler: Nearly everything about him is spoilerific.
• We Used to Be Friends: With Faustin. Their relationship used to be better, but Mikhail's change in character due to his drug addiction drove a wedge between them.

Mikhail Faustin

Mikhail Faustin

"I am a man of convictions, I have only done what I believed. None of you will survive in this country without me! This American greed takes everyone. It is like a disease. Only I am still sane!"

Voiced by: Karel Roden

The Patriarch of the Faustin Family, who has been in the game ever since the Cold War. He and Dimitri did time together in a Soviet prison, and helped each other survive during that time. They became extremely close because of that, but lately Mikhail's drug habits and paranoia have put a strain on their friendship.

He takes Niko in as a replacement for Vlad once the latter has been killed, paying him to help silence the rats he believes infest his business. He is later killed by Niko on the orders of Dimitri, who claims that Faustin has become too dangerous.

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• Abusive Parents: More implied than anything, since he is never shown shouting towards his daughter Anna like he does with his wife, he does tell Niko that he doesn't care about her happiness when ordering to kill her boyfriend (even if he had the right concerns about it - see Knight Templar Parent).
• Addled Addict: In contrast to Dimitri and his barbiturates, Mikhail is shown to be addicted to cocaine. Given his frequent mood-swings, outbursts, and erratic decision making, this could explain his mental health decline, though it's never explicitly stated. Cocaine is a hell of a drug, after all.
• Affably Evil: Despite his unstable personality, he's surprisingly respectful to Niko after the latter proves his usefulness. Niko doesn't buy it, preferring to side with the saner Dimitri. That turns out to be a bad decision.
• Alas, Poor Villain: He might have been an Ax-Crazy drug-addict, but still, seeing him broken, betrayed and killed by Dimitri and Niko, is hard not to feel sorry for him.
• Asshole Victim: Deconstructed in his case. Mikhail may be crazy and insane to point his wife openly admits that the world is better off without him, but what Dimitri does after betraying him makes him look like the lesser of two evils. Not only that, but one of the news reports on his death notes that he ran 'one of the best dinner clubs in the area' and says the Hove Beach community is 'in shock'.
• Awful Wedded Life: Mostly for his wife, Ilyena. He abuses her every time they're seen together and cheats on her as well.
• Ax-Crazy: He casually kills his own^note who appear to be his only through Dimitri. underlings just to prove a point to Niko. And apparently cause he looked at Mikhail the wrong way.
• Bad Boss: He shot one of his men just because they made too much noise in his house, though he was going to torture a man to death in his basement. It also seems that the man he shot, Andrei, was so new to his branch of The Mafiya that Mikhail wouldn't really have considered him one of his own.
• Boyfriend-Blocking Dad: In the most extreme way possible. He has a hired gun kill his daughter's boyfriend.
• Bullying the Dragon: Basically, he's killed because he messed with Kenny Petrovic, a much bigger crime boss.
• Cassandra Truth: Just before Niko kills him in the mission "The Master and the Molotov." he warns Niko that Dimitri will betray him as well. Turns out he's correct.
• The Caligula: Because of his drug habits, he is completely unpredictable and unstable as a crime boss. And in a true fashion of this trope's inspiration, he gets offed by his own followers for not being worth the trouble.
• Conspiracy Theorist: Believes that things are going badly for him because of a mole in the organization, dismissing the idea that it's because he's killing everyone who annoys him as ridiculous.
• Dirty Old Man: He's seen with two young women in his club in "Final Destination".
• Disc-One Final Boss: He is initially presented as the Big Bad to the narrative. Then Dimitri finds him too unstable and orders Niko to finish him off.
• Drugs Are Bad: Most of his Ax-Crazy tendencies stem from his cocaine addiction.
• Disproportionate Retribution: Starts out by murdering a henchman for making too much noise in his house and "looking at him like an asshole". Granted, said henchman brought two hostages to his residence, something even Dimitri calls him out for, but still. Also assassinates people regardless as to whether their betrayal is proven or not.
• Domestic Abuse: To his wife and possibly his daughter. Seems to be the reason Niko has so little regard for him.
• Establishing Character Moment: His basement scene shows how Faustin can go from letting the Bellics go and even employing Niko to murdering his loyal henchman and threatening to torture Roman if Niko doesn't do as he says, illustrating how unpredictable in his kindness and cruelty he can be.
• Et Tu, Brute?: He's betrayed by his right hand man Dimitri so he can take over the family.
• Even Evil Has Standards: He was appalled to see Andrei about to cut up Niko with a hacksaw.
• Fatal Flaw: Rage, specifically Faustin's Hair-Trigger Temper. He causes his own downfall through his irrational, spontaneous decisions, the mostly irrational assassination of Petrovic's son being the final nail in the coffin.
• Greater-Scope Villain: Functions as one for the Lost MC, his ordering the assassination of Jason Michaels is a huge factor in the Lost's collapse.
• Hair-Trigger Temper: He can go from calm to boiling-hot rage at the slightest provocation.
• Hoist by His Own Petard: Keeping Niko alive to hire him ends up biting Mikhail in the ass later when Niko is tasked with killing him.
• Knight Templar Parent: He has his daughter's boyfriend murdered because he suspects that the guy might be abusing her. Like most of his predictions, he turns out to be right on the money.
  • He even went as far as to tell Niko that, if he merely knew that Anna was his daughter, Niko would be dead.
• Laughably Evil: While his actions do have horrible consequences, Faustin's over-the-top violence and arguments with Dimitri are somewhat played for laughs, the basement scene where he's introduced being a prime example.
• Living Emotional Crutch: In a twisted sense, he ended up being this for Dimitri. While serving as his right-hand man, he was calm and logical, but after being forced to order his death to appease a rival Russian family, he goes off the deep end and starts a reign of terror across Liberty City.
• Meaningful Name: Faust is the Trope Codifier for Deal with the Devil. Considering all the devilish qualities of his "friend" Dimitri and the fact that he essentially fell by Dimitri's hand, this is quite fitting.
• Mood-Swinger: Violently so. He can go from calm to wrathful at the drop of a hat.
• No Indoor Voice: He loves to shout.
• Obviously Evil: In stark contrast to Dimitri, Mikhail practically oozes evil. His deranged and cruel personality, red and black suit and roaring and gravelly voice of Karel Roden - actor most known for villainous roles - all contribute to creating as blatantly evil character as possible. All to draw attention from Dimitri's much more nasty type of evil of course.
• Pet the Dog:
  • He has a soft spot for Dimitri, and several of his more pathetic moments show that beneath the violent psychosis, he's little more than a sad old man.
  • He's generally nasty to his wife, but he always tries to keep his house quiet for her. Cause any kind of commotion at all inside his house and be prepared to get shot in the head.
  • Although he talks badly about his daughter, he's also fiercely protective of her and even says that he spoils her rotten.
  • He shoots Roman nonlethally when the latter screams, even though he's just shot a man in the head for less not even a minute earlier.
• Pragmatic Villainy: He could've easily had Niko killed when they kidnapped him the first time, but Faustin openly admits he never cared about Vlad and employs Niko instead.
• Properly Paranoid: Despite his drugged up state, Faustin turns out to be right about Anna's boyfriend being a pimp and clearly sees through Dimitri's friendly facade.
  "Dimitri turned on me, not the other way around. America made him greedy. Dimitri will turn on you as well, you shall discover this."
• Shut Up, Kirk!: Niko tells him that he brought his murder upon himself, what with his behavior. Mikhail responds by pointing out that his behavior saved Niko's life, and that Dimitri won't stop with one betrayal.
• Stupid Evil: To an extent. While some of his predictions about Dimitri and Anna's boyfriend are on the money, he also recklessly kills anyone who slights him. He murders a henchman for being too noisy in his house, carries out a bombing without even warning Niko, and starts a gang war with another Bratva when he has their son assassinated out of paranoia.
• Toxic Friend Influence: It's implied that Dimitri deliberately drove Mikhail to his miserable state to manipulate him.
• Used to Be a Sweet Kid: Every time someone discusses Mikhail's past, they mention he used to be much kinder and was not the same man that we see in the game.
• Villain Has a Point: Despite being a violent, unpredictable, and drug-addled psycho, he was absolutely right about Dimitri and the latter's manipulative behavior when he's being confronted by Niko, something the latter learns the hard way not long after killing Faustin.
• We Used to Be Friends: He and Dimitri were a lot closer in the past.

Vlad Glebov

Vladimir "Vlad" Glebov

"And Roman... tell this fucking yokel here if he doesn't stop staring at me, I'll have his head chopped off and put a film of it on the internet!"

Voiced by: Misha Kuznetsov

A low-ranking enforcer in the Faustin Family, managing protection rackets and minor business dealings. He constantly antagonizes Roman due to his lust for Mallorie, as well as Roman's excessive gambling debts.

He forces Niko to do his dirty work by threatening Roman's life, but soon finds himself being hunted by the vengeful Serbian.

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• Asshole Victim: No one's going to miss him after he was killed by Niko. Only reason Roman tries to stop Niko from killing Vlad, was because he was scared of what Vlad's boss would do about it. Even Mikhail, his own boss, admits that he was obnoxious and the only reason he kept him around was because he had sex with his sister in the past.
• Blackmail: He was pulling this on Mallorie in order to sleep with her, otherwise he'll have Roman killed for his debts to Vlad.
• Boom, Headshot!: How Niko chooses to kill him in "Uncle Vlad".
• The Bully: He was seen as a selfish, sadistic Russian thug who enjoys teasing Roman and calls Niko a yokel and others peasants.
• Bullying a Dragon: Messing with Niko or his family never ends well for the offender, so it's surprise that Vlad ended up paying for his life when he pushed him too far.
• Dirty Old Man: He was arrested for public lewdness and sexual assault before the events of the game.
  • He also takes advantage of Roman's debts to force Mallorie to sleep with him, to prevent him from getting killed.
• Dirty Coward: Vlad runs away as soon as he knows he pissed Niko off properly, only to be killed.
• Establishing Character Moment: The very first thing he does once he's introduced is flirting with Mallorie, being a jerk to Roman about his debts then being a COLOSSAL asshole to Niko just for staring at him.
• Expy: In many ways he's similar to Don Fanucci from The Godfather Part II, each functioning as a Starter Villain to an immigrant protagonist. Vlad also shares Fanucci's personality, being little more than an arrogant bully who sees himself as above those around him-protagonist included-only to bite off more than he can chew.
• Inciting Incident: His death leads to majority of the game's events.
• Hated by All: Unsurprising given that he's a slimy debt collector who lords himself over the Bellics, but even Faustin isn't particularly upset when Vlad buys the farm. When Mallorie learns about how he died, she's more in awe at the lengths Niko and Roman would go for her. Niko lampshades it best:
  "Vlad was a piece of trash. They don't care about him. All they care about is making money."
• Hate Sink: Vlad is truly an odious type; sadistic, perverted, petulant, and so self-absorbed that he sees himself as a lord among peasants.
• Hypocrite: Angrily dismisses a panhandler while walking to his car while saying, "Like I'm going to pay for his drug habit!" The first thing he does when he gets in his car is snort a line of coke, which was most likely a gift - or taken - from Mikhail.
• Jerkass: Shows absolutely NO respect to Roman Bellic; he calls Niko a yokel and other names as well. He also seemingly shows no respect towards Mallorie as well during a conversation on the phone at the end of "Ivan the Not So Terrible."
• Karmic Death: After accidentally letting it slip he's been having an affair with Mallorie, Niko is disgusted by this and Roman finding out about this revelation only further cements Niko's anger. After dismissing Niko's warning to stay away from Roman's girlfriend or else, Vlad then tries to take off. Unfortunately for him, Niko catches up and then executes him to ensure he leaves Roman alone from now on.
• Loan Shark: Is one to Roman Bellic.
• Moe Greene Special: Niko puts his Glock right up to Vlad's eye and pulls the trigger.
• More Despicable Minion: Despite being a small-time thug, he can easily rival Dimitri Rascalov himself in terms of being the most awful person in the Russian mafia.
• Narcissist: Vlad sees himself above everyone as he constantly states that he has powerful friends and Niko and Roman are nobody`s.
• No Accounting for Taste: Fans have tried to come up with reasons why Mallorie would willingly sleep with him. However, it's subtly implied that Vlad was using Roman's debts as leverage to get Mallorie to comply.
• Politically Incorrect Villain: His dialogue is riddled with feudalistic classism directed at Niko and Roman, referring to them as "serfs", "peasants" and "yokels" due to being Serbians.
• Small Name, Big Ego: He thinks that his bosses will kill Niko and Roman in revenge for his death since he is so important to them. In truth, they are just mildly annoyed, and have Niko work for them instead.
• Small Role, Big Impact: By comparison with the rest of the game and its expansions combined. If he hadn't made Mallorie have an affair with him, or at least had not let Niko know about it, he wouldn't have been killed, potentially removing Mikhail's death and Niko's betrayal by Dimitri from the game.
• Smug Snake: Behaves as if he's untouchable despite being at the absolute bottom of The Mafiya totem pole.
• Starter Villain: Did you really think Niko was going to put up with this asshole for the entire game?
• Stepford Snarker: His reaction to Roman’s claim that he was treating him like “an idiot, not a bitch”…
  I guess it's true... the beautiful women do like the guys with the funny sense of humor. Ho ho. I'm laughing.
• Too Dumb to Live: Vlad was well aware of Niko's abilities, but decides to constantly annoy him and let it slip he was forcing Mallorie to cheat on Roman, while implying he had no actual feelings for her and just wanted her for sex. This goes as well as you'd expect.

Ivan Bytchkov

Ivan Bytchkov

Voiced by: Lev Gorn

A low-ranking member in the Faustin Family, he is a personal henchman of Vlad Glebov.

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• Easily Forgiven: If he gets spared, he holds no grudge against Niko for trying to kill him, since he was ordered by Vlad, who had leverage over both of them.
• I Owe You My Life: He is extremely grateful to Niko for sparing him. Later, when Niko kills Ivan's clients for refusing to pay him back and trying to kill him, he is grateful once again and pays him a share of his money.
• Loan Shark: If he is spared by Niko, he flees to Alderney and becomes a loan shark.
• Save the Villain: He can either be killed or spared by Niko, the latter option will unlock a random encounter with him.
• Unwitting Pawn: He gets tricked by Vlad into robbing Roman's cab depot, and Vlad also ordered Niko to kill him because he has apparently angered Mikhail Faustin for unknown reasons.

Bulgarin Bratva

Ray Bulgarin

Ray Bulgarin

"Niko Bellic, how is it that whenever something is stolen from me, you are not far away?"

Voiced by: Vitali Baganov

A brutal mob boss and human trafficker who blames Niko for the destruction of one of his freighters and the theft of his diamonds. He also frequents the Maisonette 9, where he meets Luis and becomes interested in taking him under his wing, despite the latter's objections.

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• AM/FM Characterization: Eastern European music of all genres and Classic Rock. Bulgarin's favorite radio stations are Vladivostok FM and Liberty Rock Radio.
• Ascended Extra: Goes from a minor, but integral antagonist in GTA 4 to the main antagonist of Ballad.
• Ax-Crazy: He's extremely impulsive, violent, aggressive and paranoid, to the point of shooting his own sister unprovoked, possibly killing her. Later, he beheads the cook who stole his diamonds and presents the disembodied head as a death threat to Luis.
• Big Bad: In Grand Theft Auto IV: The Ballad of Gay Tony.
• Chekhov's Gunman: He was mentioned by Niko in the mission "Bleed Out" before his first appearance in "Russian Revolution".
• Country Matters: He says the word a lot, likely more than any other character in the entire series.
• Damn, It Feels Good to Be a Gangster!: In Ballad, he's shown to enjoy his glamorous lifestyle.
• Disproportionate Retribution: He shoots his sister for being ungrateful about the house he's bought for her (and filled with his knick-knacks).
• The Don: Of his Russian mob syndicate.
• The Dreaded: He's an imposing figure in the main game. Though he's portrayed more lightly in Ballad, Luis and Tony are still worried when he turns on them.
• Evil Laugh: During "Going Deep" during the shootout.
• Evil Sounds Deep: He has fittingly intimidating voice.
• Faux Affably Evil: He tries to be on his best behavior around Luis, unlike Timur. Doesn't make him any less sinister, though. He drops the act once it becomes clear that Luis has no intention of working with him.
• Final Boss: Naturally, he's killed by Luis in the final mission of TBOGT.
• Foreign Culture Fetish: Is absolutely enamored with American pop culture, particularly sports teams and rock music.
• Greater-Scope Villain: By far the most important antagonist in the IV trilogy, especially in the diamonds incident, which plays a major part in shaping how the story goes.
• Hair-Trigger Temper: He's easily set off, and extremely murderous when angry.
• Face–Heel Turn: Of course, he was always a Heel, but he turns on Luis in "In The Crosshairs" after finding out that he and Tony bought his diamonds off the cook.
• Hidden Depths: Ballad shows him to have an interest in music and sports memorabilia.
• Human Traffickers: He used to smuggle people in the Adriatic, and had Niko working for him before the incident that soured their partnership.
• Jerkass: He's extremely aggressive and tyrannical in running his business.
• Karma Houdini Warranty: In GTA 4, he only has an appearance in two missions, and Niko never gets the chance to kill him. Luis' DLC episode thankfully revealed that Luis gets to kill Bulgarin.
• Karmic Death: He initially looks to be a Karma Houdini, with Niko never getting the chance to pay him back for all the hell he had given. He then had the misfortune of crossing Luis Lopez.
• Laughably Evil: He has plenty of funny moments in Ballad even at his worst.
• The Man Behind the Man: He is this to Dimitri in the main game. He takes center stage as the Big Bad in The Ballad of Gay Tony.
• Misplaced Retribution: One of his main reasons for visiting Liberty City is finding Niko, who he believes stole a batch of his diamonds to be smuggled into the city. It turns out the cook serving on the same merchant navy ship as Niko did it.
• One-Steve Limit: Averted. He shares his first name with Ray Boccino from the same game.
• Obviously Evil: Like Faustin, he's violent, unpredictable, and often prone to bouts of anger, so it's no suprise that Bulgarin becomes a problem for Luis and Tony once he finds out about their role regarding the diamonds.
• Politically Incorrect Villain: Bulgarin is extremely homophobic towards Gay Tony, to the point he never calls the latter by name and just refers to him as several slurs.
• Psychopathic Manchild: In Ballad he acts like a geeky kid with his obsession with music and sports memorabilia and lashes out like a spoiled brat whenever he's inconvenienced or someone defies him.
• Revenge Before Reason: Luis was being completely honest about him and Tony not knowing that the diamonds were Ray's, however Ray completely disregards him and opts to kill him and Tony instead, which naturally led to his death by Luis' hands.
• Screw the Rules, I Have Money!: His general attitude. He practically thinks that anyone and everyone he takes a business interest in will submit to his demands once he bribes or pays them.
• Screw This, I'm Outta Here: Tries to pull this off in the ending mission of TBOGT by fleeing the country, but Luis manages to catch up, board his plane and kill him, then parachute to safety.
• Sibling Murder: Possibly. Caused by the tense relationship mentioned below.
• Sibling Rivalry: Doesn't get along with his sister.
• Sir Swears-a-Lot: He's one of the more profane characters in a game full of profane characters. His attempts at threatening Luis eventually devolve into Bulgarin just screaming profanity at him.
• The Sociopath: Ray Bulgarin is an example of a sociopath with exceptionally violent behavior and poor impulse control. Even before his betrayal of Luis, he was still a violent psycho with a remorseless, extremely homicidal behavior.
• Taking You with Me: Tries to do this to Luis by blowing up the jet that they're on with a grenade. It doesn't work.
• The Unfought: In GTA IV, where he does play an integral role despite his limited screentime, but Niko never gets to kill him.
• Unstoppable Rage: After finding out that Tony and Luis tried to buy the diamonds from the cook that stole from him, he vows to murder them for double-crossing him. His subsequent phone calls also show him shouting in absolute anger at Luis, who wastes no time taking the piss out of him.
• Villain of Another Story: Besides having connections to Niko's backstory and to the plot, there isn't any significant direct confrontation with him in IV, but he end up being the main antagonist of The Ballad of Gay Tony.
• Villain Respect: Despite being a murderous and ruthless sociopath, Ray's admiration for Luis' skills seemed to be genuine, enough that he actively tells him to work with him instead of Tony.
• Villain Takes an Interest: He employs Luis because he sees potential in him, and wants him to abandon Tony because he sees him as a liability to Luis. Once he finds out about them buying his diamonds from the cook however, he instead becomes deadset on killing them both.
• Villain Team-Up: Ray Bulgarin teams up with Dimitri Rascalov to try and have Niko killed in GTA 4, though Dimitri is the clearer threat while Bulgarin is mostly kept in the background and goes unfought. They also worked together to transport heroin, and a comment by Timur during "Departure Time" indicates that Bulgarin took over Dimitri's load after his death.
• Villainous Friendship: Surprisingly, with Dimitri. He's the only associate Dimitri isn't shown betraying or insulting.
  • He also has this with his right hand man Timur.
• Villains Out Shopping: In the main game, he's an imposing and mysterious mob boss that has even Dimitri on a leash. In Ballad, he just wants to spend his downtime owning a hockey team and collecting rock-and-roll memorabilia.
• We Can Rule Together: Prior to his betrayal of Luis, Bulgarin keeps enticing the latter into working for him instead as a business partner and equal. Luis constantly refuses due to his Undying Loyalty to Tony.
• Wicked Cultured: He seems to have some interest in the arts, offering to buy a painting for twenty-million at one point.

Timur

Timur

"You killer like me. That what Bulgarin want you to do, so that what you do. Hospitality is for weaklings."

Voiced by: Glenn Fleshler

Ray Bulgarin's right-hand man and chief bodyguard.

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• Bald of Evil: Well more like balding of evil.
• Beware the Quiet Ones: He doesn't talk much (due to not being fluent in English), and should anyone get on his or his boss's bad side, they usually end up in big trouble. Just ask Luis.
• The Dragon: To Bulgarin.
• Even Evil Has Loved Ones: Apparently he has family back in "old place" that he cares about.
• Fat Bastard: He has a large waistline, and is very brutal in his work.
• Jerkass: Is a complete ass to Luis, even when they work together.
• Lack of Empathy: During "Dropping In", Timur claims that the reason why Luis is going after Marki Ashvilli instead of him is because he's worried Ashvilli would come after his family back in Russia, and when Luis asks him if he's not concerned about his family, Timur gives him a Blunt "No" in response.
• Names to Run Away from Really Fast: Shares his name with Timur (AKA, Tamerlane), emperor of the Timurid empire and the most ruthless conqueror of the middle ages after Genghis Khan (whose legacy the historical Timur claimed to represent, incidentally).
• Nice Job Fixing It, Villain: Him revealing that Ray Bulgarin is in the airport leads to the latter's defeat by Luis.
• No Last Name Given: His surname is unknown, unlike every other major Russian character.
• Pre-Final Boss: He's killed in the final mission of TBOGT preceding Bulgarin.
• Psycho for Hire: Asks if they should kidnap an art dealer's kids when he won't sell Bulgarin a painting.
• The Quiet One: He doesn't speak much when around Bulgarin.
• Remember the New Guy?: He does not appear nor is he mentioned at all in GTA 4, but Ballad treats him as Bulgarin's closest companion and right hand man.
• The Stoic: He doesn't emote a lot.
• Undying Loyalty: He sticks by Bulgarin till the very end.
• Villainous Friendship: With his boss Bulgarin.
• Would Hurt a Child: Timur offers to kill the kids of someone refusing to sell Bulgarin a painting.
• You Are Too Late: He says this to Luis in the final mission when he reveals Bulgarin is taking a flight out of the country.
• You No Take Candle: He speaks in very broken English, since he just recently came to the United States.

Pegorino Crime Family

The Pegorino Family, an up-and-coming organization in the Italian Mafia.

In General

A Mafia family based in Alderney. Jimmy Pegorino is The Don of the family and aspires to get them a seat on the Commission, but he and his men are looked down by the Five Families of Liberty City.

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• Adaptational Wimp: The real Jersey mob is a respected member of the Mafia Commission (which consists of far more than just 5 families like in the game), unlike the Pegorinos, for whom the lack of Commission seat and respect is the driving motivation.
• Always Someone Better: They rule Alderney, but they are small potatoes next to the might of any of the Liberty City families from across the river.
• Butt-Monkey: They want to get a seat on the Commission, but nobody takes them seriously. In light of the Peg's death, the family is essentially defunct.
• Incompetence, Inc.: Except for Phil, what they're in essence from Niko's point of view. Neither the Commission nor the ULP contact take them seriously. As shown in the Deal Ending, even Dimitri played the Peg for a fool.
• The Mafia: A mafia family based in Alderney. However, they're small fish compared to the likes of Jon Gravelli or Giovanni Ancelotti.
• No Historical Figures Were Harmed: Like the DiMeos, the Pegorinos are based on the real-life DeCavalcante crime family, which controls much of New Jersey. The difference is that while the DeCavalcantes have a seat on the real-life Commission and are actually respected, the Pegorinos are looked down by the other gangs for being Incompetence, Inc.. In light of the recent events, it's implied the Commission took over the Pegorinos' rackets for themselves.
• The Remnant: In the Revenge ending, they still have some money and two dozen soldiers left, but both Niko and Jacob note that they're a shadow of what they used to be, with the Commission seemingly running them out of their turf and forcing them to lay low waiting to skip town. They're so desperate for cash that one of their mules has to risk leading Niko straight to their new hideout instead of escaping because that would cost them money.
• Sixth Ranger: Subverted. They try to become to sixth mafia family on the Commission, who see them as a joke.
• Vestigial Empire: Even the addition of Niko to their crew can't turn their fortune around, as the family is wracked with police informants and total incompetence. It's for this reason that they hedge everything on selling a heroin shipment to Dimitri to bounce Back from the Brink. With or without Niko's support, the family will fall apart anyway.

Jimmy Pegorino

James "Jimmy" Pegorino

"I know enough about you, your cousin, your friends... I know a lot of people around you end up in jail."

Voiced by: Tony Patellis

Don of Alderney's Pegorino Family. He aspires to lead his organization to the same level of prominence as the Five Families of Liberty City's Commission.

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• Abusive Parents: Deconstructed. It is heavily implied that he severely abused his son, driving him to suicide in the process, and also did that to his bodyguard (whom he had "beaten like he was his own son"), resulting in a Mistreatment-Induced Betrayal.
• Asshole Victim: In both endings he meets his end at the hands of either Dimitri or Niko. Either way it's unlikely anyone shed any tears at his death.
• Bad Boss: He frequently insults and belittles his underlings and shows no concern for their lives. When Niko points out that two of his loyal henchmen died protecting him, he just shrugs it off with “these kids come and go” and that he’ll hire some new guards.
• Beta Test Baddie: Driven by a desire to join the Five Families, and is none too happy at his family being seen as an over-glorified JV team.
• Be Careful What You Wish For: He mentions to Niko that he's always wanted his crew to be noticed and recognized by the Five Families. In the Revenge Ending, he gets his wish, albeit by accidentally killing Kate in an Assassination Attempt against Niko. Rather than praise him, however, he ends up becoming the target of not only the Five Families, but Niko as well.
• Big Bad: Of the Revenge Ending. Following Rascalov's death at Niko's hands, he, in an act of revenge, attempts a drive-by shooting during Roman's wedding. Instead of killing Niko however, he ends up killing Kate instead, which angers Niko and causes the Five Families to go after his crew as well.
• Big Bad Duumvirate: With Dimitri Rascalov in the Deal ending, much to his misfortune...
• Big Bad Wannabe: He dreams of getting a seat on the Commission alongside the Five Families of Liberty City. Unfortunately, they consider him a joke and he is nowhere near as important or competent as he believes himself to be. With Dimitri getting killed early in the "Revenge" Ending, he finally gets a chance at becoming the Big Bad, only for it to last so long thanks to angering Niko and The Five Families.
• Boom, Headshot!: How he dies in either of the game's endings, at Niko's hands or Dimitri's depending on the ending.
• Bullying a Dragon: Him trying to threaten Niko to do as he tells him before the final missions. Not only has Niko killed hundreds of people by that point, but several of them were his previous employers. Even moreso in the Revenge ending, where he tries to kill Niko during Roman's wedding as revenge for killing Rascalov, only to accidentally kill Kate. This finally causes Niko, as well as the Five Families, to go after him and his crew.
• Butt-Monkey: In the other Mafia families' opinions. In the Deal ending, he only realizes too little too late that he's been had by Rascalov.
• Chronic Backstabbing Disorder: Not quite to the same extent as Dimitri Rascalov but he has a habit of turning against many of the people who work for him.
• Dirty Coward: In the Deal Ending, he tries to persuade Dimitri that they can still be on top together while he's at gunpoint, while in the Revenge Ending he runs away from Niko and has his guys shield him while still running away and only fighting back when he's cornered.
• Disc-One Final Boss: He's betrayed and killed in this manner by Dimitri in the Deal Ending, after he agrees to form a Big Bad Duumvirate.
• The Don: Of his up-and-coming Family. However, he proves to be small time compared to Jon Gravelli or the Ancelottis.
• Et Tu, Brute?: He's extremely distraught when he finds out that his bodyguard Anthony is The Stool Pigeon.
• Face–Heel Turn: Of course, he was never a Face to begin with. It's more obvious in the Revenge Ending, where he goes into a huge Villainous Breakdown and attempts to assassinate Niko as retaliation for killing Dimitri Rascalov, only to end up killing Kate in the process.
• Faux Affably Evil: He's generally polite at first, if rather condescending. The mask slips when he discovers that his bodyguard is working for the FIB and shatters altogether if Niko rejects the deal in favor of getting revenge on Dimitri.
• Final Boss: In the Revenge ending.
• Hated by All: In the "Revenge" ending, both Niko and the Commission want him gone.
  Niko: Well, I guess I'll be doing the whole city a favor when I kill Pegorino, then.

• Hoist by His Own Petard:
  • Hiring Niko as an assassin becomes his undoing in the Revenge Ending.
  • Killing Ray, one of the biggest if not the biggest earner for the entire crew, is probably not a very great move. In fact, right after whacking him, Pegorino becomes desperately dependent on the Heroin deal with Dimitri to keep his gang afloat.
• Horrible Judge of Character: Jimmy has a curious habit of alienating those closest to him while cozying up to people he really shouldn't. He abuses his own bodyguard, Anthony Corrado, until Anthony betrays him to the FIB, and then sics Niko on Ray Boccino in the midst of a paranoid breakdown, even though Ray, shady as he is, is light years more trustworthy than Dimitri Rascalov. Jimmy strains his relationship with Niko, another good earner, by insisting that Niko and Dimitri work together to secure a heroin deal in spite of Dimitri's checkered past (and if Niko carries out Jimmy's request, Jimmy pays for it with his life when Dimitri stays true to form). To add insult to injury, one of Jimmy's favorites, Phil Bell, is most likely having an affair with his wife right under his nose.
• Hypocrite: Calls Niko a double-crosser and tries to kill him in the Revenge Ending but he betrays Niko in the Deal Ending by doing the deal with Dimitri and throwing him aside.
• It's All About Me: He clearly only cares for himself and himself alone with his crew only being there to follow his orders only. Made more explicit in the Revenge Ending, where in his dying moments, he rants to Niko about how only he should be followed.
• Jerkass: He's mildly respectful of Niko at first, but antagonistic towards most of his crew. This becomes more explicit if you don't do the deal for him.
• Kick the Dog: He mocks Kate's death while being chased by Niko in the Revenge ending.

  Pegorino: I'd clip that bitch again if I had the chance.

• Like a Son to Me: Thought of Anthony Corrado as one after his biological son committed suicide. Then he finds out Anthony's an informant.
• Man of Wealth and Taste: Leads the most affluent lifestyle among the game's crime bosses, though he is partially motivated by the awareness that his wealth is slowly dwindling due to his organization falling on hard times.
• Meaningful Name: Pegorino, clearly being a word-play for 'pegged', is also misspelt by Packie's friend Michael as Pecorino (a type of cheese), symbolising his Butt-Monkey status and utter worthlessness as a mob boss.
• Miles Gloriosus: Likes to fancy himself as a great mob leader on par with the Five Families of Liberty City when he clearly isn't, as neither he nor the mooks he's always berating are competent. The other gangs also don't take him seriously.
• Narcissist: Thinks that he can run his whole criminal organization by himself and doesn't listen to any of his men especially Niko and Phil on advice on how he can get on the commission and thinks he is better than anyone else, which is lampshaded by him when he states in the Revenge Ending, "I give the orders here. me".
• Never My Fault:
  • He seems to think that "beating Anthony like he was my own son" is a good reason to not turn on him like Anthony did.
  • Jimmy also pins the blame of Kate's death in the revenge ending on Niko not doing the deal with him even though he's the one responsible. It's a bit zigzagged since he did warn Niko they'd have problems if he didn't work for him, but still.
• Nice Job Fixing It, Villain: By accidentally killing Kate in the Revenge ending, he succeeds in something — galvanizing the Five Families into wanting him dead. They were already finding for an opportunity to take over his turf.
• No Indoor Voice: Think Gilbert Gottfried as a mob boss.
• Pet the Dog: If Niko chooses the Deal route, after the mission Pegorino calls him up to celebrate and calls him "a useful set of hands", and the two part on friendly terms. Though possibly subverted see Ungrateful Bastard below.
• Politically Incorrect Villain: When angry at Niko, he constantly calls him an immigrant piece of shit. Even moreso in the Revenge Ending, where he stops calling Niko by name and lobs immigrant-related insults at him.
• "Reason You Suck" Speech: In the Revenge ending, gives Niko one:
  Jimmy: You Motherfucker! Don't act like this was anyone's fault but your own!. You could have worked with me and everything would have been gravy!
  • He also is on the receiving end of a far more brutal one from Niko:
  [Jimmy slumps down, groaning in pain from being shot]
  Niko: [Walks up to Jimmy] I told you to leave me alone!
  Jimmy: I give the orders here! ME!
  Niko: You're not looking so good there, Jimmy.
  Jimmy: Screw you!
  Niko: What the fuck did she ever do to you?
  Jimmy: I wanted you, you immigrant dipshit.
  Niko: Big talk. You wanna know something funny?
  Jimmy: Not really.
  Niko: The Commission - the old families - I know some of those guys. And they thought you were a fat fucking joke.
  Jimmy: Whatever!
  Niko: A joke! Huh! [Laughs]
  
• Revenge Before Reason: In the Revenge ending. Not only is shooting at Niko at Roman's wedding over The Mafiya's failed drug deal with him Bullying a Dragon, but it leads to Niko hunting him down (mostly due to Kate being killed) and turns the city's crime families against him.
• Small Name, Big Ego: It quickly becomes apparent that Peg isn't much more competent than the mooks he's constantly berating for being stupid.
• Smug Snake: His introduction very clearly shows that he's a complete joke and an idiot to boot, but that he's completely unaware of it.
• Surrounded by Idiots: So he claims. While mostly true, with Phil and Ray being the only exceptions, Jimmy is an idiot himself.
• Too Dumb to Live:
  • In the Revenge Ending, he is Hoist by His Own Petard when he tries to kill Niko for refusing to go through with the deal, gets the man's girlfriend killed, and is in turn, killed in a Roaring Rampage of Revenge.
  • He's also dumb enough to trust Dimitri, a guy whom he knows has betrayed nearly everyone he's ever worked with. Even Phil knows how slimy Dimitri is and is reluctant to do the deal, and sure enough, Dimitri screws over everyone yet again, and eventually murders Jimmy, if Niko goes through with the deal. Further emphasized by Pegorino's last words in this ending expressing shock at this development and pointlessly trying to reason with Dimitri.
• Ungrateful Bastard: Though not directly confirmed it's heavily implied that he knew about the hit on Niko at Roman's wedding in the Deal ending. In the final mission his henchmen are hostile to Niko from the get go and in the car chase Niko and Jacob both mention him along with Dimitri as being behind the assassination attempt, with Niko planning on going after Pegorino as well as Dimitri until the latter betrays and kills the former. Meaning that even after Niko did the deal for Pegorino he still sold Niko out to Dimitri once he had outlived his usefullness. Given how often he's turned against those who've worked for him, including Ray Boccino, one of his biggest earners, this is highly likely the case.
• Villainous Breakdown:
  • Has a major one when he discovers that Anthony, his bodyguard, was wearing a wire the whole time.
  • He flips out completely in the Revenge ending, when he tries to kill Niko for murdering Dimitri in revenge. Instead, he ends up killing Kate by accident, sending Niko on a Roaring Rampage of Revenge. Also, said incident also attracted the ire and contempt of the Liberty City families, who were inching to take over his crew.
    Pegorino: YOU FUCKING DOUBLE-CROSSING IMMIGRANT SHIT! [opens fire]
• Visionary Villain: Always wanted his family to become the sixth great Mafia clan in Liberty City. Unfortunately, they see him and his family as a joke.
• You Have Outlived Your Usefulness: In the Deal ending, it's strongly implied that he knew about the attempted hit on Niko and approved of it, having no further use for him after the Heroin deal with Dimitri. Ironically and unsurprisingly, Dimitri pulls this on Pegorino himself shortly afterwards and blows his brains out on account of not wanting to share the drug money with him.

Phil Bell

Phil Bell

"You're gonna learn that there ain't much in this life that you got control of. Whether you're putting yourself in harm's way because that's the way the Skipper wants it done, or you're staying away from your kids because of a stupid court order and a malicious bitch of an ex-wife; there ain't that much control in anything."

Voiced by: Frank Bonsangue

Associate and unofficial advisor to the Pegorino Family.

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• Affably Evil: His paranoia aside, he's one of the friendlier gangsters you'll encounter.
• Almighty Janitor: Pretty much his role in the Pegorino Family. He isn't a made-man due to being of Irish descent, but nevertheless is the most trusted advisor and enforcer for them.
• Co-Dragons: Shares this spot in the Pegorino Family with Anthony Corrado.
• The Consigliere: He is one for the Pegorinos in all but title.
• The Dragon: Despite not being a made man due to his Irish descent, he serves as the (unofficial) number two guy for Pegorino.
• Expy: functions as one for Tom Hagen, being a smart and highly-skilled operative of his crime family who functions as The Consigliere despite not being of Italian heritage (Hagen being of German ancestry, Bell being Irish).
• The Fatalist: Doesn't believe he's in control of much of his life.
• Hidden Badass: He looks like a middle-aged man who had grown fat behind a desk, but reveals himself to be quite the gunfighter.
• Hypercompetent Sidekick: He's responsible for planning several of the Pegorinos' operations, and oversees many of their legitimate front businesses as well, seems to be the only member of the Pegorino family who Niko has a modicum of respect for.
• Mistaken for Cheating: Played with. Pegorino's wife, Angie has been rumored to be cheating with him due to the large amount of time they spend with each other. Ray constantly reminds Pegorino of the rumors, but Pegorino continues to trust him since he and Phil are old friends, and Ray's ambition to move up in the organization is obvious. However, it's heavily implied that the rumors are true.
• My Master, Right or Wrong: He explains to Niko that the reason why he follows Pegorino's orders to the letter despite knowing better is because "there ain't much in this life you got control of."
• Noble Top Enforcer: He's the only member of the Pegorino family Niko trusts and the only one Niko doesn't kill in any circumstance.
• Only Sane Man: It's quickly made clear that he is the only one in the Pegorino Family with any real brains.
• Properly Paranoid:
  • Always thinks or assumes the FIB is onto him and the other Pegorino members. He turns out to be right, when it's revealed Anthony was wearing a wire for the Feds the whole time.
  • In the endgame, he has a very bad feeling about Dimitri, and states to Niko that he doesn't really trust the guy. In the Deal ending, Dimitri backstabs them all, getting Roman and Jimmy killed and nearly resulting in him and Niko suffering the same fate; the only reason the same doesn't happen in Revenge is because Niko gets wise and kills him first. His fears ultimately prove very well-founded, in the end.
• Screw This, I'm Outta Here: In both endings, he decides to leave the life of crime behind and retire to a small town. He calls Niko after the game is finished and makes it clear he had no part in Roman or Kate being killed and that he is sorry, with both of them wishing the other well.

Ray Boccino

Raymond "Ray" Boccino

"I got the feds all over me, I got a boss who's a paranoid wreck, and I got a guy above me in the foodchain with a brain like an overcooked artichoke. Things are great."

Voiced by: Joe Barbara

A top caporegime in the Pegorino Family. He also has ties to The Lost MC's Alderney chapter.

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• Ambiguous Situation: Ray's power hungry, and none of his associates trust him farther than they can throw him. But how many times do we see him betray someone on-screen? Zero. It's Johnny who rips him off over the diamond deal, not the other way around, and Jimmy's suspicion that he's a snitch can easily be chalked up to paranoia (he covets Phil's position in the family, to be sure, but the rumor that Phil is sleeping with Jimmy's wife is most likely true, and there's no evidence for him actively trying to bump Phil off beyond Phil's own interpretation of events). He fulfills his end of the bargain to find Florian Cravic for Niko, yet Niko is the one to kill him, on Jimmy's orders. No one could call Ray a nice guy, but his reputation for treachery, specifically, may be greatly exaggerated.
• The Bad Guy Wins: In The Lost and Damned Ray Boccino gets away with Jim's torture and murder. He seems to be a Karma Houdini, until he's eventually killed by Niko in GTA IV.
• Big Bad Ensemble: With Billy Grey in "The Lost and Damned".
• Chronic Backstabbing Disorder: Surprisingly averted. Despite being reputed to be a treacherous man, Ray does not betray anyone at any point during his appearances, making you wonder if that reputation was exaggerated by his associates.
• Cold-Blooded Torture: He has Jim Fitzgerald tortured with a blowtorch.
• Death by Irony: Ends up being killed by his own former hitman, on orders of his own boss.
• The Dragon: Fancies himself to be this to Jimmy Pegorino. Jimmy considers Ray to be little more than a middle-manager at best, and a fairly incompetent one at that. His rivalry with Phil for the position is real, however.
• Dropped a Bridge on Him: Despite being a major character in both GTA 4 and The Lost and Damned, when you have to kill him, he's taken out as if he was just another standard goon for you to kill. No cutscene, no execution. He doesn't even get any dialogue when you come after him.
• Entitled Bastard: He thinks Niko owes him favors just because he introduced him to the family.
• Even Evil Has Standards: When Niko informs him that he iced Luca and his crew in order to get the diamonds back, Ray is shocked since he said nothing about killing them.
• Faux Affably Evil: His shody attempts at charisma are a Paper-Thin Disguise to his egotistical, smug personality. Judging from the "rat doing an impression of a man" remark, Niko isn't fooled by that in the slightest.
• The Friend Nobody Likes: Phil hates him, Niko describes him as "a rat impersonating a man", and isn't even liked by Jimmy, who trusts Phil, who is not even made, over him.
• Greed: Pretty much what drives him up the family's ranks. He knows how to get money, and that's what makes Jimmy notice him.
• Hated by All: Nobody likes him. Even Jimmy seems to tolerate him solely because "he's a good earner" and that only keeps him alive for so long.
• Hate Sink: Not quite in GTA IV, but in TLaD... definitely. Johnny sees the absolute worst of him. Not only is he unbearably smug and pretentious, but he also expects Johnny to respect him without giving any respect in return. He also insults Ashley in Johnny's face and brutally tortures Jim with a blowtorch to boot.
• Horrible Judge of Character: All of the people he orders to transport the diamonds but Niko turn on him. This is slightly averted as Ray seems reasonably suspicious of just about everyone who was working with the diamonds, but not enough to avoid using them.
• Hypercompetent Sidekick: He and Phil Bell are the only two people in the Pegorino mob who seem to get anything done. However, Ray seems to be the more proactive one of the two, as he has far more criminal contracts (it's him who acts as the liaison with Niko, the Lost MC and the McReary, after all) and is responsible for planning the entire diamond scheme. It fails, but at least he's trying something.
• I Gave My Word: Despite being a rude slimeball and possible rat, he does end up fulfilling promises to those he makes promises to, provided that they don't double cross him beforehand. The best example of this is him giving Niko Florian Cravic's address even after mistreating and being rude to the Serbian assassin prior.
• Informed Flaw: Every character calls him a rat and oftentimes throws condescending remarks about him. Ray, on his end can be rude at times, actually shows respect to people working for him, and is rightfully angry at Johnny for stealing the money on the diamond deal that both Johnny and Niko were dealers of. He also kept his word to Niko when the latter was searching for Florian Cravic.
• Jerkass: He's very rude to Niko and to a waiter in one of the restaurants he runs.
• Jerkass Has a Point: While kidnapping Jim and torturing him with a blowtorch is a scummy move, Ray is actually in the right for coming after The Lost because Johnny ripped him off for no particular reason and gave his money to Jim.
• Jerk with a Heart of Jerk: Despite trying to act nice in front of Niko, Ray doesn't give a damn about him. If you kill Niko as Johnny, Ray reacts with indifference, stating that he never liked him and only laments about how "they don't usually come this cheap".
• Laser-Guided Karma: Subtly tries to convince Pegorino to off the rat in the family, suggesting it to be his rival Phil. Sure, Peg is convinced to off the rat, but not in a way Ray wanted.
• Karma Houdini Warranty: Gets away with torture and murder in The Lost and Damned. However, he's eventually killed in GTA IV.
• Meaningful Name: "Boccino" means "snitch" or "squealer" in Italian, implying that Jimmy's suspicion that Ray was a rat may have been true.
• One-Steve Limit: Averted, as he shares his first name with Ray Bulgarin, the Big Bad of The Ballad of Gay Tony DLC campaign.
• Pet the Dog:
  • He keeps his word to Niko and helps him to locate Florian Cravic, the man that he has been looking for in Liberty City. It turns out that Florian wasn’t the traitor Niko was searching for but it wasn’t for lack of trying on Ray’s part.
  • Upon the player unlocking Alderney, he provides Niko with a free safe house located in Pegorino territory.
• Pragmatic Villainy: Despite being an asshole, he's smart enough not to mess with Niko, the guy he hires to single-handedly wipe out entire gangs for him. It doesn't help him though.
• Shame If Something Happened: How he orders hits. Niko is irritated by this. Justified by the fact that law enforcement is watching the Mafia's every move.
• Slimeball: Basically, what other people think of him.
• Small Name, Big Ego: Always prides himself in being one of Jimmy's top dogs and having grandeur, despite constantly screwing-up when it comes to actually carrying out operations.
• Smug Snake: A borderline caricaturic example; his atrocious over-confidence makes his moves blatantly obvious.
  Niko: He's a rat doing an impression of a man.
• The Starscream: Thinks he's slowly building up a power-base to take over the Pegorino family. Except everybody knows it, and nobody is worried since Ray doesn't have a good track record for successful schemes.
• Took a Level in Jerkass: While he's already nasty enough in the original game, The Lost And The Damned makes him into an outright Hate Sink. Starting off by cynically remarking about how "everybody's friend with Ashley" (which is not something you should EVER say in front of Johnny), he goes downhill from there, kidnapping and torture of Jim while forcing Johnny to watch being cherry on the top.
• Villain of Another Story: Just a minor antagonist in IV, but he's part of the Big Bad Ensemble in The Lost and Damned, the other one being Billy Grey.
• Villainous Valor: Unlike many other villains, he goes down fighting, only saying occasional taunting phrases.
• Yes-Man: He even kneels in front the boss. Even Pegorino himself is irritated by this.
• You Have Outlived Your Usefulness: Jimmy kept him around only because he was a good earner. As soon as he stopped being one, he was free to go.

Anthony Corrado

Anthony Corrado

"Peg, is that you? I'm sorry..."

Voiced by: Robert Funaro

Jimmy Pegorino's bodyguard.

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• Butt-Monkey: He's always seen being berated by Mrs. Pegorino and his boss.
• Bodyguard Betrayal: He's working as a mole for the FIB.
• Cruel and Unusual Death: In "Flatline", he's on life support after suffering a heart attack. If you choose to kill him by disconnecting it, he can be heard suffocating as you walk away.
• The Dragon: The actual Dragon to Jimmy Pegorino. He's even worse than Ray.
• Establishing Character Moment: Lets Jimmy's wife get the door despite the fact that he's a bodyguard for a mob family.
  • Justified since he is a stool pigeon for the FIB.
• Foreshadowing: When we first see Anthony in a cutscene, we also see Jimmy asking Niko if he can kill Anthony. Niko hints he would. He must do exactly that after Jimmy finds out Anthony is a stool pigeon for the FIB.
• Make It Look Like an Accident: One of the ways you can dispose of him. It doesn't work but it buys you some time.
• Lazy Bum: He's always shown slacking on the job, and is constantly berated by both Jimmy and his wife for it.
• Mistreatment-Induced Betrayal: It is heavily implied that he turned state's because Pegorino treated him like shit. Jimmy even outright states that he had "beaten him like him was his own son".
• Sickbed Slaying: He suffers a heart attack when Jimmy confronts him about his betrayal and is taken to the hospital under police protection. To kill him, Niko disguises himself as a nurse to get to his room, at which point you can either dispatch him with a headshot or turn off his life support.
• The Stool Pigeon: He's The Informant for the FIB.

Spanish Lords

The Spanish Lords, a Hispanic street gang focused on drug dealing, as well as their associates.

General

• Ascended Extra: In GTA IV, they had a limited role during the story. In Grand Theft Auto: Chinatown Wars, they're the antagonist gang during the first few hours of the game.
• Gameplay and Story Segregation: In Chinatown Wars, the Spanish Lords are at war with the Algonquin Triads. Outside of missions however, they won't attack Huang Lee unprovoked. He can also do business with their dealers
• Gangbangers: These guys are of the Hispanic variety. They're more powerful than the Hustlers, but the extent of this is unclear.
• No Communities Were Harmed: They were based off of the Latin Kings, a Hispanic street gang native to Chicago.
• Non-Indicative Name: They're Puerto Rican.

Elizabeta Torres

Elizabeta "Liz" Torres

"Being tough in a man's world... I guess I wasn't so tough, huh?"

Voiced by: Charleigh E. Parker

A Puerto Rican drug dealer who controls most of Bohan. She has ties to multiple criminal organizations across Liberty City, most notably the Spanish Lords street gang and their associates.

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• Ambiguously Bi: Her LCPD profile says she is known to frequent women's gyms and tennis courts. She is also seen flirting with Carmen Ortiz during a party. It should be noted though that in Grand Theft Auto IV: The Lost and Damned, she has admitted that "she doesn't find all men bad" and has even admitted to marrying three.
• Affably Evil: She's a criminal and has done a lot of extreme stuff, but remains respectful to other people, as long as they're not her bodyguard.
• Ax-Crazy: She will not hesitate to murder anyone who gets on her nerves, as Manny learns the hard way.
• Big Beautiful Woman: She is definitely on the curvier side, but still quite pretty.
• Boom, Headshot!: At the height of her Villainous Breakdown, Manny along with his cameraman barges into her apartment and tries to arrest her himself. As soon as Manny turns to Niko, she shoots both of them in the head.
• Dark and Troubled Past: Ho boy, she brutally murdered a man who tried to rape her back in Puerto Rico, she migrated to the mainland US only to fall back into poverty, she had to turn to dealing crack cocaine at age 14, and was married three times.
• Jerkass to One: To Andreas. She constantly hurls verbal abuse at him, for failing to clean according to her standards.
• Longer-Than-Life Sentence: After she's arrested and judged, Elizabeta Torres is sentenced to 300 years of imprisonment for thirty charges (ten years each) of cocaine distribution. Lampshaded by her voicemail, where she says she can't answer to the messages before the end of her prison sentence, and also by The Liberty Tree which mentions such a sentence as a record for the Liberty City criminal world.
• No Indoor Voice: Justified, since she throws parties constantly.
  • She also screams orders at Andreas.
• Pædo Hunt: She has an entry on her criminal record for a "Criminal Sexual Act: Minor" from 2001.
• Serial Spouse: She was married three times to different men.
• Statuesque Stunner: Her height appears to be equivalent to Niko's, give or take a few inches.
• Smug Snake: She is utterly convinced that she is an untouchable drug kingpin with the entirety of Bohan under her thumb. This isn't too far from the truth, but it does little to save her when the IAA cracks down on her operation.
• Spicy Latina: Downplayed. She certainly has the attitude of one, but she is only of average-to-reasonable attractiveness, if a bit overweight. She also gets men to do most of the heavy lifting in her trade.
• Villainous Breakdown: After some botched deals, her options for selling two big stashes of cocaine, both of which she acquired through incidents that attracted police attention, are dwindling. Despite this, she orders more deals to be conducted and more cocaine to be stolen for her. This culminates in her flushing the stashes down the toilet as she realizes that she is about to be arrested.

Manny Escuela

Manuel "Manny" Escuela

"See, it's the streets man, but people gotta understand the struggles... for real, you know what I'm saying? They gotta understand the struggles, yeah..."

Voiced by: Berto Colon

A former associate of Elizabeta Torres and the Spanish Lords, now a self-styled vigilante.

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• Asshole Victim: Given his arrogance and narcissism, nobody sheds a tear when he takes a bullet to the head from Elizabeta.
• Attention Whore: Much of his vigilante persona is an act he puts on for his reality show.
• Butt-Monkey: Most people, including Niko make fun of him.
• Boom, Headshot!: He dies in this manner, courtesy of Elizabeta Torres.
• Fake Ultimate Hero: He sends Niko off to a dangerous firefight, and after Niko kills all the gangsters, takes credit for the fight as a "fearsome street warrior."
• The Friend Nobody Likes: Nobody Niko meets (himself included) likes him.
• Glory Hound: For all his claims of wanting to make Liberty City a better place, it's pretty clear that he only wants to make people admire him.
• Hypocrite: He claims to be all about cleaning up the streets, but he hires a hitman to murder scores of drug dealers, many of whom were once his friends, just so he can get material for his reality show.
• Narcissist: All Manny cares about is his personal fame and what makes him look good to the public, this is why Niko doesn't mourn his death when he's killed by Elizabeta.
• Not-So-Well-Intentioned Extremist: He presents himself as a person doing underhanded things for the good of the city, but it's perfectly obvious that he only cares about boosting his own public image.
• Politically Incorrect Villain: He has something of a homophobic streak, as he's weirdly concerned about coming across as gay on live television and even has Niko kill a former associate for calling him a homosexual.
• Reformed Criminal: Although he really isn't any better now.
• Small Name, Big Ego: He constantly prides himself as the "voice of the streets".
• Too Dumb to Live: At one point, he barges into Elizabeta's house armed with nothing but a camera and starts ranting to her about "the streets." See Boom, Headshot! above to see how that turned out.
• Verbal Tic: He tends to finish his sentences with "man". A video was made counting the times he pronounces the word: 78 times. Not bad for a character who only appears in four missions.
• Vigilante Man: What he styles himself as, but he pays Niko to do all the hard work.

McReary Crime Family

The McReary Crime Family, The Irish Mob of Liberty City.

In General

• Abusive Parents: Mr. McReary was not only a violent drunk, but is implied to have molested some of his children having at one point attempted it on Packie and would have succeeded too if Gerald hadn't intervened at the last moment. The detail that he furiously beat his father to a pulp when he caught him trying to molest Packie, heavily implies that he was subjected to it himself.
• Big, Screwed-Up Family: To say they are very dysfunctional is a big understatement. Their father was an abusive alcoholic who is implied to have molested some of his own children, the boys used to have very nasty fights that left the younger sister Kate emotionally scarred and during the game's plot, two of the brothers conspire to kill each other and ask Niko to do it. Even the family members that get along tend to bicker a lot.
• Cop/Criminal Family: Played with. The McReary family are the main members of Liberty City's Irish mob, and all of the family's sons except the second oldest, Francis, are prominent criminals. Francis, meanwhile is Deputy Commissioner for the LCPD, and would be the family's White Sheep if it weren't for the fact that he's a Dirty Cop and a Hypocrite who believes that his position automatically exonerates him from any evil he commits, so he manages to come off as the least moral member of the family.
• Fighting Irish: Downplayed - while they are ethnically Irish, and the eldest brother fought for the IRA, none of them have Irish accents, as they were born and raised in Liberty City.
• How the Mighty Have Fallen: They used to be a very powerful family, controlling nearly all of Broker and some parts of Algonquin. With the Italian Mafia and the Russian Bratva taking over their territory, they are a shadow of their former selves and now serve as hired muscle for other gangs. By the end of The Ballad of Gay Tony, Packie has left Liberty City for Los Santos and everyone else is either dead or in prison.
• The Irish Mob: A rare modern variant of the classic Irish-American mob and Deconstruction, since the game takes place in late 2000s. The McReary Crime family is an Irish-American criminal organization heavily inspired by the real-life Irish-American Westies. The family was once a powerful force in Liberty City with their base of operations in Purgatory (based on Hell's Kitchen), but the increase of national security, combined with new criminal organizations taking over territories, the family was losing influence, becoming a shadow of what it once was.
• Murder, Inc.: The family seems to mostly act as hired soldiers for other gangs, like Elizabeta Torres and the Pegorinos. They do supplement their income by robbing banks and other gangs on occasion, however.
• No Historical Figures Were Harmed: The McReary's are mostly likely partly based on The Westies, which were an Irish American criminal organization. Just like the McReary's, the Westies operated in Hells Kitchen, which Purgatory is based on. The Westies too, eventually lost influence in Hells Kitchen due to gentrification, just as the McReary's did. The major members of the Westies were also jailed or killed, similar to the McReary's. Like the Westies, Cosa Nostra Mafia Families have employed them as hitmen.

Leadership

Derrick McReary

Derrick McReary

"I went into a situation full of optimism, full of naiveté... I got burnt. Look at me... like smack on a fucking spoon."

Voiced by: George Feaster

The eldest son of the McReary Crime Family. He is a veteran of the Provisional IRA and a notorious bank robber.

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• Affably Evil: He is the most compassionate out of all his brothers, shown when he tries to to calm down and negotiate with the bank staff and customers during the Three Leaf Clover bank heist.
• Alas, Poor Villain: If you kill him, his family members actually mourns for his death, and Kate will mention that she used to look up to him. Meanwhile killing Francis elicits an Asshole Victim treatment.
• Cain and Abel: With Francis, whom asks Niko to kill him out of fear that Derrick will expose his corrupt activities. Derrick, in turn proposes the same fearing that Francis will kill him too and its up to the player to choose who dies. Derrick will lampshade this:
  Derrick: This is Cain and Abel stuff, I'm telling you. Question is, which one of us is gonna be wandering the earth with a mark on his head and who's gonna be six feet under, you know?
• Crazy Homeless People: Has shades of this, despite making $250,000 off the bank robbery and other lucrative heists, though its implied in that he may have donated his share to the IRA which explains his homelessness.
• Cutting Off the Branches: In Grand Theft Auto V, Packie mentions during The Paleto Score that Derrick had died already; whether or not it was due to being killed on Frankie's orders by Niko in the main game, or due to his drug problems some time afterwards, is left vague.
• Dark Secret: He ratted out his friends in the IRA. This is blindingly obvious to anyone paying the slightest bit of attention. Despite this, he's willing to murder anyone who talks about it.
• The Don: Before Gerry, he was the head of the organization.
• Drugs Are Bad: His drug addiction has clearly led him to a self-destructive tendency of paranoia, decay and insanity.
• Functional Addict: A weird example as he sleeps in the park with an arm full of heroin but is fully capable of participating in complex heists.
• Hypocrite: Is painfully aware of it, having sold out his fellow IRA gunmen to the police to save himself from jail time. Despite this, he makes a half-hearted effort to try and send money to the cause still.
• Insistent Terminology: He refers to C-4 as "PE-4" during "Three Leaf Clover". PE-4 is a similar RDX-based explosive that uses a different plasticizer from C-4. Both originate from the UK, but C-4 is a member of the Composition C family, which is an American redevelopment of the original RDX-based material. This out-of-place term usage is lampshaded during the drive to the Bank of Liberty.
  Derrick: I got enough PE4 here to get through anything they throw at us.
  Michael: PE4, I ain't never heard of that.
  Patrick: It's some limey name for C4 that Derrick here picked up over there.
• Never Hurt an Innocent: He's the one who reminds the crew not to take civilian lives during the bank heist.
• Old Soldier: Old mobster but in any case he is 52 years old and still combat capable as shown during "Three Leaf Clover".
• Sanity Slippage: His drug addiction and alcohol abuse has led him to this.
• The Stool Pigeon: His former IRA comrades Bucky Sligo and Aiden O'Malley accuse him of being this, for which he has Niko kill them. It's true. He sold both out to save his own skin, and became a police informant.

Gerald McReary

Gerald "Gerry" McReary

"All we've ever been is bitches. Working for guineas, working for niggers, any asshole with a buck. The whole lot spent in the proper manner, oh yeah, wine and women, as quick as possible, and remain a slave forever."

Voiced by: PJ Sosko

The middle child of the McReary Crime Family and its acting head. Born and raised in Dukes along with the rest of his family, he quickly became the man of the house after his father's abuse reached its tipping point. Extremely proud of his heritage, he fondly remembers the days when The Irish Mob was feared throughout the city, with the McReary Family at its head.

He meets Niko during the preparation for the Bank of Liberty job and takes him on as a contractor shortly thereafter, hoping to bring the McRearys back to prominence by taking down the Ancelotti Family and their Albanian allies. Unfortunately, he's arrested in a police raid before his plans can come to fruition.

His connections allow him to continue offering Niko work from prison, now in the hopes of raising money for bail and bribes. However, once the realization sets in that he'll likely never leave prison again, he decides to give up, leaving Packie in charge of the family.

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• All for Nothing: Sadly, just when his plans began to be successful, he ends up arrested.
• Ambiguously Bi: In one mission, Packie jokes that Gerald has been married to three women already but still won't admit he likes men.
• Ax-Crazy: Granted, we never see him participate in violent acts. However, those who know him personally know that he is frighteningly violent and unhinged. In fact, Patrick mentions (during the hangouts you have with him) that Gerry once came home covered in blood and looking psychotic, almost as if he had been possessed. Patrick also mentions that he once savagely beat Francis. No wonder why Gay Tony calls him a "maniac" and Patrick is so terrified of him.
• Big Little Brother: Partially subverted as he is the middle child, but Gerald easily towers over the rest of his family. Packie also alludes to Gerald breaking his nose at one point.
• The Chessmaster: With his limited resources, he planned a lot of damage against the Albanian mafia and the Ancelottis, causing the ties of both gangs to break.
• The Don: An Irish-American version of this. The only problem is that his crime family consists solely of his actual, immediate family and two semi-competent hoodlums. It's saying something that the only associate of the family who is highly competent and efficient is Niko Bellic, and he's not even a member, just a hitman. On the other hand, the other members seem to be quite disorganized and lazy.
• Even Evil Has Loved Ones: He really cares about all of his family members (apart from Francis, which is understandable) despite being a hardened criminal.
• Knight Templar Big Brother: Once he meets Niko, he threatens him.
  Gerry: Nothing Personal, but don't fuck with my family, or I will fuck with yours.
• Large and in Charge: The tallest of his family and serves as its acting head.
• Manly Facial Hair: Has a thick mustache and is implied to be the toughest of the McReary brothers.
• Might as Well Not Be in Prison at All: He notes that he's been to prison a few times in the past - and sure enough, even after he gets arrested, he continues to send Niko on missions from the visitor's center. However, once the plans to acquire his bail/bribe money fall through, Gerald realizes he will be in there for a much longer time than anticipated, and gives up on it.
• Not Bad: After initially distrusting Niko and even threatening him, Gerald offers him work after the Serb proves himself on the bank job.
• Politically Incorrect Villain: If his opening monologue is anything to go off of, he is a xenophobe and a racist. He refers to Italians as “guineas” and used the N word in reference to African Americans (with the hard “r” at the end) with a fair bit of vitriol in his voice.
• Properly Paranoid: He is positive the cops are watching him and refuses to leave the house and get caught doing anything. He's right, and he's eventually arrested despite his precautions.
  • Unknowingly, he can be this regarding Niko. Even if Gerry warms up to him, Niko can still choose to kill Derrick over the Dirty Cop Francis for a paycheck and protection from the law.
• Sibling Rivalry: Gerry really doesn't like Francis. According to Kate, the two used to have bloody fights which apparently led to Kate getting therapy after witnessing such a fight. If Niko chooses to kill Francis instead of Derrick, Gerry still mourns his death out of principle.
• Serial Spouse: According to Packie, Gerry has had three failed marriages.
• Take Care of the Kids: His last request to Niko before getting sent to jail is to take care of his family. Depending on Niko's choices, he can fail by letting Derrick and Kate die in his watch, the former by his own hands. If he doesn't kill Derrick, he'll have to kill Francis, and it's doubtful that Gerry would take kindly to that, either.
• Trouble Entendre: While in prison, he uses these during Niko's conjugal visits to tell him how to handle the kidnapping of Gracie Ancelotti, so that the prison guards don't catch on to what he's actually saying. When Gracie's father starts sending people to look for her, Gerald tells Niko that "[his girl's] old boyfriend wants her back" and that he should take her "out on a glamorous date in Algonquin". After Mr. Ancelotti concedes to pay the ransom for his daughter, Gerald says that the ex-boyfriend is about to "agree to the divorce terms".
• Villainous Breakdown: Has one toward the end when he realizes none of his plans will amount to anything, and that he's likely going to spend the rest of his life in prison. Lampshaded by Packie, who is afraid of breaking out the news to his brother even with a bullet-poof glass between them because he knows his reaction will be nuclear.
• Visionary Villain: He dreams of restoring the McReary Family to its former prominence so it can quit working as a minion for other crime syndicates, and puts together a plan to do so by feigning allegiance to the Pegorino Family and weakening the other organizations' allies. Unfortunately, the plans fall through due to external factors and he ends up in jail, leaving Packie in charge of the family.

Patrick McReary

Patrick "Packie" McReary

"Well, Niko. That was a whole lot of effort for no fucking reward. Story of my life."

Voiced by: Ryan Johnston

An Irish hoodlum and the youngest son of the McReary Crime Family. Born and raised in Dukes, he has never left Liberty City, unlike his eldest brother, who traveled to Ireland to fight in the IRA. Growing up, he contended with an abusive, drunken father, who at one point attempted to molest him. He was saved just in time by Gerry, and looked up to him as a role model ever since.

Niko meets him through a job for Elizabeta Torres, who wanted the both of them to oversee a deal for her. When the deal went bad, Niko saved Packie's life, and Packie thanked him with a job offer. The two proceed to work together on contract work for various bosses, including some work of their own in the form of the Bank of Liberty job.

Packie is one of Niko's "friends" that the player can hang out with. Spending enough time with him rewards Niko with access to remote-detonated car bombs.

For tropes relating to his appearance in Grand Theft Auto V, see his entry in this character sheet.

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• The Alcoholic: When he's not sticking up joints or sticking his nose in a mound of coke, he's taking a swig from the bottle. Notably, he's the only friend with whom you can't go out to eat; that option is conspicuously replaced with an option to drink.
• Ambiguously Bi: Abundant conversations with him during hangouts will turn to the topic of male sexuality in some vein or other, and if joining Niko on a motorcycle, he'll joke that Niko must want him to press his body against his. He dodges questions about a girlfriend and admits he can only talk to women when coked up, but can't get hard enough to pursue them all the way when he is high on cocaine, but is still comfortable going to strip clubs with Niko. According to his own admission, he is confused on his sexuality, especially when on drugs, despite nominally considering himself straight.
• Big Brother Worship: Ever since Gerald saved him from his abusive father, Packie admires his elder brother and is devoted to him.
• Blood Knight: "Stealing cars, gun fights, car chases, the usual stuff" is his idea of fun. He also states his plan to rob the Mafia with enthusiasm.
• Cannot Talk to Women: Unless he is doing coke, which he admits is a Catch-22 since it lowers his sex drive.
• Comedic Sociopathy: He is very inured to violence and seems to have fun being a gangster on the surface. If he gets tired of waiting for Niko to take his turn when playing pool or darts, he'll dryly ask if they can go kill some people instead.
• The Cynic: Not surprising, considering his upbringing.
• Deadpan Snarker: Nearly all his conversations with Niko contain thinly-veiled sarcasm directed at Niko's lifestyle and mannerisms, or on some occasions, towards his and his family's quirks.
• Death Seeker: Downplayed, as he doesn't actively try to get himself killed. He just sees it as an inevitability of his lifestyle, and he doesn't especially care.
• The Don: After Gerry's incarceration, Packie becomes the head of the family. It doesn't last, as Packie packs his things and catches a flight to Los Santos after The Ballad of Gay Tony.
• Double Consciousness: Much like Niko, Packie has difficulty reconciling his rough criminal upbringing in America with the traditional Irish Catholic values he inherited from his parents. Kate describes him and his brothers as "highwaymen and moralists, usually both in equal measure."
• Even Bad Men Love Their Mamas: If you get Kate killed by picking the Revenge Ending, he still sits out the final mission, and reveals that he has to stay home and tend to his mother, since there's nobody else left to do it.
• Even Evil Has Loved Ones: While Packie can be a real prick with Kate, he's damned protective of her and genuinely distraught with her passing in a post-mission phone call after the Revenge ending. There's also his relationship with his mother.
• Hidden Depths: He appears to just be another low-ranking criminal thug at first glance, but he's actually very aware of the criminal hierarchy in Liberty City, and where his own family fits in on the food chain. He's also acutely aware of how dangerous and self-destructive the lifestyle really is, but he just doesn't care.
• Hookers and Blow: The wastefulness of his lifestyle is indicative of the depths to which his family has sunk as a criminal organization.
• Hot-Blooded: Of the McReary siblings, Packie is the most impulsive and violent. This is seen best in Three Leaf Clover, where his inability to keep calm gets the crew in trouble.
• Irish Explosives Expert: He's one of Niko's main contacts in the Irish Mob, and will supply him with car bombs once the two have worked together for a while and Niko has earned his trust.
• Jerk with a Heart of Gold: Despite being an all-around abrasive asshole, he trusts Niko and is willing enough to rely on the latter to have his back on dangerous jobs.
• The Lancer: Plays this role to Niko along with Little Jacob.
• My Sister Is Off-Limits: He provides the former page quote. Eventually subverted once he and Niko warm up to each other, he actually encourages Niko to date Kate.
• Pint-Sized Powerhouse: He is a bit smaller than Niko, and a lot smaller than Gerry, but he's still a hell of a fighter.
• Rebellious Spirit: His criminal lifestyle seems partly driven by some desire to stick it to the law.
• Screw This, I'm Outta Here: You can find out in TBoGT that he was eventually seen boarding a plane with a duffel bag. Grand Theft Auto V reveals that he's bound for Los Santos.
• Sir Swears-a-Lot: Even for a game like this, his potty mouth stands out. One notable instance sees him calling someone a "selfish piece of cocksucking shit" after they threw a bag of diamonds he and other factions were trying to get into a passing garbage truck.
• Snark-to-Snark Combat: With Niko and Gordon, who are the only two who can keep up with him in this department.
• Token Evil Teammate: Downplayed in that he isn't particularly evil. Out of Niko's 5 friends, he's the only one who uses hard drugs^note Jacob is The Stoner, though MJ doesn't usually count as a hard drug, he's an alcoholic, he's a hothead and during friend activities he enjoys high-speed driving and blames the victim whenever Niko crashes into/runs over someone. Out of the 5 he's also the most violent - he willingly participates in a bank heist that leaves dozens of people dead, while Niko's other friends either avoid violence entirely, let others do their dirty work, or fight mainly act in self-defense.
• Unexpected Successor: With Derrick either strung out or dead, and Gerry in prison for the foreseeable future, Packie is left as the new head of the McReary crime family. Considering he packs his bags and heads for the West Coast after the events of the game, he clearly wasn't interested in maintaining the position.
• Undying Loyalty: To Gerry and Derrick at first, and later to Niko as well.

Enforcers

Gordon Sargent

Gordon "Gordo" Sargent

"Gotta make hay while the sun shines."

Voiced by: David Conley

An enforcer of the McReary Crime Family.

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• Deadpan Snarker: Treats Packie more like an annoying colleague than his boss.
• The Gambling Addict: He is believed to have a gambling problem. Michael Keane warns Gordon during Waste Not Want Knots against wasting his money at the bookies. Just before Packie and Niko swim for the boat, he starts worrying about the money, stating " I don't know how my bookies gonna be about wet notes".
• Number Two: To Packie, after Gerald goes back to prison.
• Shotguns Are Just Better: Uses a sawed off shotgun in the mission "Waste Not Want Knots".
• We Hardly Knew Ye: Doesn't play much of a role in the storyline.

Michael Keane

"Saint" Michael Keane

"None of yous is gonna get a medal for playing hero. All you's gonna get is a bullet to the heart!"

Voiced by: Pet O'Connor

An associate of the McReary Crime Family.

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• Butt-Monkey: Michael's stupidity was a frequent target of mockery. The implication that he was inbred was another running gag.
• Character Death: Killed by a bank customer who was shot by Derrick and Packie soon after, his name is later revealed as Eugene Reaper.
• Dumb Muscle: He was good with guns, but painfully stupid.
• Inbred and Evil: He's mocked by Packie and Gerry for being "an unfortunate victim of brother-sister marriage", but it's never confirmed whether it's true or not.
• Undying Loyalty: To Packie.

Associates

Francis McReary

Francis "Frankie" McReary

"You know there's no good, and no evil... just shades of fucking grey."

Voiced by: Thomas Lyons

The second oldest son of the McReary Crime Family. Frankie initially desired to be a priest, but this ambition fell through when he was caught taking money from the donation plate as an altar boy. Instead, he pursued a career in the police, eventually rising to the position of Deputy Commissioner of the LCPD. He believes that this position grants him a sort of moral superiority over his brothers, who in turn view him as a hypocrite.

He meets Niko through gangbanger-turned-community activist Manny Escuela, who he was meeting with for PR purposes. After Niko begins to rise in the criminal world, Frankie calls on him, and threatens him into doing his dirty work and covering up his corrupt antics, and while Niko doesn't appreciate the blackmail, the paychecks are too good to pass up.

Eventually, his brother Derrick threatens to reveal his corruption out of spite, and Frankie tries to hire Niko to kill him. Unfortunately for him, Derrick attempts the same thing shortly thereafter, and it's up to Niko to decide which of them deserves to die...

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• Ambition Is Evil: Francis will stop at nothing in order to dispose of evidence against him and the people who has it.
• Asshole Victim: Compared to Derrick's death, Francis's death will come across as this. Hardly anyone other than his own mother mourns his death: Packie tells Niko that he could hardly stand him, Gerry would have likely celebrated it while in jail and Kate reveals that he was too much of a cop to be accepted by their family, and too much of a gangster to be accepted by the cops. In addition, some news outlets that investigated his crimes will gladly Speak Ill of the Dead about his corrupt reign of terror.
• Beyond Redemption: He crosses the line in Niko's eyes when he asks him to kill his brother Derrick for him. To put things into perspective, Niko is a career killer that usually has no hangs up about killing someone for money and he will express disgust and shock to Francis, outright telling "fuck you" to him. Even if Niko accepts it, he will cut all ties with him and chew him out for this. Its very telling in the mission "Undertaker" when Niko attends the funeral of the deceased McReary brother, he will sit besides Derrick but not Francis.
• Black Sheep: In a family of criminals, Frankie is a member of the police.
• Blackmail:
  • Is frequently subject to this by a variety of individuals.
  • He himself pulls it on Niko by using the latter's crimes against him so he can use the Serb to cover up his own dirty deeds.
• Boomerang Bigot: He rants about how the corruption, drug-dealing, and pimping is destroying the city, despite partaking in all of these vices himself.
• Cain and Abel: With Derrick, going as far as to ask Niko to kill him out of fear that he will expose his crimes... only for Derrick to propose the same thing to Niko out of fear that Francis wants him dead. It's up to the player to choose who deserves to die.
• Deadpan Snarker: Francis is very sarcastic and cynical in his demeanor.
• Death by Irony: He can be killed by Niko, the same person he hired to kill anyone who threatened his career, because his brother Derrick sensed that something is off about their meeting and asked to get Francis for him.
• Dirty Cop: He has been accused of corruption and many of his tactics for doing good are not entirely clean.
• Even Bad Men Love Their Mamas: It's implied that Francis at least has some love towards his mother, despite lying to her about "being a good boy".
• Evil Hero: A police officer who's corrupt.
• Faux Affably Evil: Francis tries to come off as cordial towards Niko, but his sardonic attitude and selfish attitude betray him.
• Hate Sink: Given that he is Dirty Cop with delusions of being a good person who was more than willing to commit fratricide, it's not hard to imagine that Francis was deliberately written to be hated. He is this In-Universe as well, since if you kill him instead of Derrick, Patrick will not mourn his death at all.
• Hypocrite: His single most defining attribute, which stems from his misguided belief that his status and position automatically makes him a good person and thus excuses any of his wrongdoings.
• I Gave My Word: Despite treating Niko like crap and having every excuse to get rid of him after tying up all of Francis' loose ends, he doesn't betray the Serb, and always provides Niko with the payments he promises to him, even doubling or tripling some of them when he offers it to Niko.
• In-Series Nickname: Frankie.
• It's All About Me: All of his jobs involve Niko silencing someone threatening him to expose his corruption.
• Jerkass Has a Point:
  • His comment about Clarence Little being an untrustworthy snake turns out to be true, as Clarence will later attempt to murder Niko in a side mission if you choose to spare him.
  • Despite being a horrible person himself, Francis is absolutely right about Derrick being a snitch who has sold out his friends in the past. Derrick's LCPD record mentions that he became a police informant, and Aiden O'Malley's final words prove that Derrick sold him and Bucky out because of cowardice.
• Karma Houdini: Becomes one if you kill Derrick. While Niko does blackmail him into granting the perk of clearing wanted levels of three stars or lower, Francis otherwise gets away with his actions completely, right down to the public at large sympathizing with him over the loss of his brother.
• Karmic Death: Should Niko kill him for asking him to silence Derrick, his own brother, to keep his misdeeds hidden from the public.
• Murder Is the Best Solution: Has this attitude to his problems. Niko just barely keeps himself from utter disbelief at Francis' increasingly outrageous hit jobs.
• Never My Fault: One of his missions start with him blaming Niko for killing Clarence Little and not his whole gang because one of the its lieutenants is now threatening Francis. However, as Niko rightfully points out, Francis did only ask him to kill Clarence, so he has no right being angry.
• Nominal Hero: Technically speaking, he's on the side of the law, but is mostly using his position to commit misdeeds then cover them up.
• Not-So-Well-Intentioned Extremist: Francis paints himself a picture of a cop trying to clean up his city by any means necessary, but pretty much all of the missions he gives Niko are to silence anyone that could expose his corruption: during "Holland Nights", he orders Niko to assassinate a drug dealer and pimp because it would take too long for proper police procedure to get him, but its clear that said criminal had some dirt about McReary and could have testified about him in court, so he wanted him gone.
• Officer O'Hara: He is an Irish-descended police officer who is also very corrupt.
• Playing the Victim Card: If you kill Derrick, Francis will pretend to be checking the body of his brother and upon "realizing" it's Derrick, shouts in despair about his brother dying.
• Pragmatic Villainy: Packie mentions during the mission "Waste Not Want Knots" that the probability of Francis coming after them is nonexistent due to his brothers knowing about his corruption.
  • Francis himself implies it in a phone call following a previous mission, where he asks Niko for confirmation about him working with Packie, and when Niko assumes that Francis is planning to take down Packie, he retorts that he won't because he's his brother.
• Sibling Rivalry: According to Kate, he and Gerry used to have fights so brutal that Kate had to go to therapy to deal with the trauma.
• Speak Ill of the Dead: If he is the one assassinated by Niko, he will be in the receiving end of this trope by some journalist sites who will happily celebrate his death because of his unspeakable corruption.
• Tautological Templar: He considers himself to be an honest cop trying to do the right thing and cleaning up the streets of Liberty City by any means necessary, but in reality he's a misguided crook who sees himself as morally superior because of his position and cannot fathom that anything he does is wrong. Niko is less than impressed by this since he holds no such delusions that he is a good person and only does what Francis orders for money.
• Villain with Good Publicity: He hires Niko to clean up his corruption messes so that his reputation as deputy commissioner isn't ruined. More notably, if you do kill Derrick, Francis will gain the sympathy of the public over his brother's murder.
• Villainous Breakdown: He spends pretty much the entire game suffering from one, paranoid that people will rat him out and expose his corrupt dealings.

Kate McReary

Kate McReary

"I gave up on my brothers a long time ago. The most I ever expected from them was to put flowers on their coffins."

Voiced by: Mary Donnelly

The only daughter of the McReary Family and its youngest child overall. She stays out of the family business, but can't seem to keep away from Niko once she finds out he's working for her brothers.

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• Beneath the Mask: Her caring attitude and filial piety mask a mixture of self-loathing and childhood trauma.
• Betty and Veronica: The Betty to Michelle's, and pretty much all the other girlfriends' Veronicas. She's an interesting case, since it's obvious she has feelings for Niko, but she constantly pushes him away because so as not to get dragged into the same criminal lifestyle that destroyed her family. This does not save her in the Revenge Ending.
• Big Brother Worship: She tells Niko that she used to look up to Derrick as a child.
• Broken Bird: Much of her childhood was spent watching her dad and Francis get into bloody fights with Gerry and Packie.
• Cutting Off the Branches: It's heavily implied in Grand Theft Auto V, given that Niko posts about Roman's birthday on LifeInvader and Roman's cab company still exists and is mentioned by name, that the Revenge ending, where she is killed, is the canonical ending of IV.
• Died in Your Arms Tonight: Niko has his arm around her the moment Pegorino shoots her dead in the Revenge ending.
• Dead Girl Junior: Should she die in the Revenge ending, Roman promises Niko that he'll name his and Mallorie's child after her, if it turns out to be a girl.
• Extreme Libido: Inverted. She will never agree to have sex with Niko no matter what.
• Foolish Sibling, Responsible Sibling: The Responsible Sibling to all of her brothers' Foolish.
• In Vino Veritas: She gracefully hides much of her childhood (see Broken Bird) to Niko, so long as you both stay sober.
• Irony: She's the person who urges Niko to refuse Dimitri's deal and not give in to greed. Following this advice results in her death.
• Kill the Cutie: If you choose to take your revenge on Dimitri, Jimmy Pegorino will try to murder Niko at Roman's wedding, and accidentally kills her.
• Morality Pet:
  • To Niko, he sees her as the person he wants to have a normal life with, and put away his guns. Sadly, if she dies, he will curse himself for not being able to save her.
  • To Gerry, he once got into a fight with Francis, and it got so bad, it badly traumatized her to the point that he realized what he was doing and stopped. Packie even saw what happened once the brothers got into a fight.
• Morton's Fork: No matter what Niko does at the end, she will disappear from his life, either by dying in the Revenge ending or by breaking up with him in the Deal ending.
• Naughty by Night: Averted. Despite her emotional vulnerability and openness to letting out her true self with alcohol, she never invites Niko in for "coffee".
• Only Sane Woman: Between her criminal brothers.
• Resentful Outnumbered Sibling: She hates that all of her brothers are involved in criminal activities, leaving her as the only decent one.
• The Smurfette Principle: The only girl in her family.
• Too Good for This Sinful Earth: Along with Ilyena Faustin, she's one of the few characters in the game to not have any criminal record at all. If she dies at the end of the game, it invokes this trope, especially when Packie tearfully calls you after the credits.
• Virgin-Shaming: Patrick at one point teases her about being a virgin.
• What the Hell, Hero?: Rips into Niko if he chooses the Deal ending. Ironically, this decision ultimately saves her life at the cost of Roman's.
• White Sheep: She is the only member of the family not to partake in criminal activities. She hates her siblings' criminal lifestyle and gives them no shortage of haranguing over it, even if she's long realized she can't change them.
• You Are Better Than You Think You Are: Constantly tries to convince Niko of this and convince him to give up his life of crime.

Maureen McReary

Maureen McReary

"All I'm saying is that we'll all be judged in the end, all of your brothers ...and you, Patrick. And you, Kate!"

The wife of Mr. McReary and mother of Derrick, Francis, Gerald, Packie and Kate, who live with her.

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• Alliterative Name: Maureen McReary.
• Domestic Abuse: It's implied that her husband was as nasty to her as he was to her sons.
• Outliving One's Offspring: Canonically, she outlives Derrick, going by what Packie says in GTA 5 during the Paleto Score. Optionally, she can also outlive Francis if Niko kills him in "Blood Brothers" and Kate if the revenge ending is chosen.

Ancelotti Crime Family

The Ancelotti Crime Family of The Mafia.

Giovanni Ancelotti

Giovanni Ancelotti

Don of the Ancelotti Crime Family.

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• Abusive Parent: Borders on this when he refuses to believe his daughter is kidnapped until he gets a photo. He STILL doesn't pay the ransom, though.
• The Don: Of the Ancelelotti crime family.
• He Who Must Not Be Seen: Never appears once in The Ballad of Gay Tony despite his heavy involvement in the plot.
• Parental Neglect: Won't pay the ransom for his daughter's kidnapping.

Gracie Ancelotti

Grace "Gracie" Ancelotti

"Oh, Luis, you always gotta act so tough. Just have a fucking line and chill out, like me. You people."

Voiced by: Rebecca Benhayon

Giovanni Ancelotti's daughter. She is a client of Maisonette 9.

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• Abhorrent Admirer: She's this to Luis, who doesn't return her attraction to him.
• Bound and Gagged: She's gagged and tied to a chair while Packie was keeping her captive.
• Fag Hag: A self-described one.
• Functional Addict: Downs a small mountain of pills and coke with no seeming problem.
• Jerk with a Heart of Gold: She's spoiled and demanding, but her initial interactions with Niko show her to be fairly friendly, if naive, before she realizes he intends to kidnap her. She shows much a sweeter and caring side in The Ballad of Gay Tony where she seems to have a genuine friendship with Tony to the point that she defends him against Rocco and Evan speaking poorly of him and showing sincere concern for him when she realizes he's passed out. Luis even admits at one point that she's not a horrible person.
• Mafia Princess: She is the daughter of a crime lord after all.
• Morality Pet: For Gay Tony.
• Odd Friendship: Gay Tony is a middle-aged gay club owner and she's a mafia princess in her early 30's.
• Parental Substitute: Gay Tony is willing to give up a million dollars worth of diamonds to save her.
• Pink Means Feminine: Comments on how odd it is Niko (seems to) want a pink convertible. Actually, it's to cover up kidnapping her.
• Pity the Kidnapper: When Niko kidnaps her, she immediately threw tantrums that even him, Packie, and Gerry's hired mook are sick of keeping her alive for a few days just to get the diamonds.
• Princesses Prefer Pink: She's selling her expensive pink convertible. Yes, like Barbie has.
• Spoiled Brat: You know it's bad when Niko and Luis are on the same wavelength when she starts throwing demands, and knocks her out just to get her to get her to shut up for compromising their respective missions.
• Toxic Friend Influence: An unintentional example on her part, as Luis notes that she's not a terrible person, but her partying lifestyle has had a detrimental effect on Tony by contributing to his drug problems.
• Ungrateful Bastard: After Luis and Niko did the exchange between her and the diamonds, the first thing she wants is for Luis and Tony to kill Niko and Packie despite being chased by Bulgarin's men (not to mention Niko and Packie already had enough problems to deal with on their side of the story), and starts insulting them when they are trying to prioritize her safety over her revenge on them. Luis, who Wouldn't Hit a Girl, immediately knocks her out just to get her to shut up.

Rocco Pelosi

Rocco Pelosi

"Then you're a dead man. You and your family, and those spic drug dealers you hang out with, you're all dead. It's your choice."

Voiced by: Greg Siff

A young soldato in the Ancelotti Crime Family collecting on Gay Tony's debts.

For tropes relating to his appearance in Grand Theft Auto V, see his entry in this character sheet.

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• Back for the Dead: In GTA 5, he comes back but only lasts two missions before getting killed by Michael.
• The Bully: He's constantly insulting Luis and Tony, and is generally just a rude, sadistic and disrespectful asshole who enjoys making everyone around him uncomfortable.
• Dirty Coward: For all his arrogance and supposed connections, he's this at heart, making others do all the dirty work for him. Later, he ends up fleeing Liberty City to avoid Luis after he kills Vince.
• Even Bad Men Love Their Mamas: He's a complete dick, but once he decides to cut his losses and skip town, he apologizes to his mother and leaves Liberty City.
• Hate Sink: He's one due to his homophobic and racist insults thrown constantly at Tony Prince and Luis. Made more irritating is how he gets away with it all especially how he planned on using Luis to murder Tony. This would later be rectified by Michael de Santa in Grand Theft Auto V, who kills him.
• Jerkass: He shows Gay Tony and Luis absolutely no respect. Of course, the feeling is mutual.
• Loan Shark: He loans money to Gay Tony to keep Maisonette 9 and Hercules afloat. He has Tony and Luis do his dirty work in order to pay off the loan.
• Karma Houdini: Gets away with his life in The Ballad of Gay Tony. However, his luck runs out when he meets Michael De Santa in GTA V.
• Politically Incorrect Villain: He uses racial and homophobic slurs like commas.
• Screw This, I'm Outta Here: Rocco's voicemail at the end of TBOGT suggests that he fled Liberty City. He does ends up in Los Santos.
• Small Name, Big Ego: He's an arrogant douchebag who walks and talks like he's a big shot through being related to Don Ancelotti and his daughter. But it's clear that he's just a typical scumbag loan shark who is implied to not be as well-connected as he makes himself out to be, and Luis and Tony regard him as nothing more than a wannabe gangster who's in over his head.

Vince Pelosi

Vincenzo "Vince" Pelosi

"Fucking pop him already!"

Voiced by: John Tormey

Rocco Pelosi's uncle.

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• Asshole Victim: No one mourns him when Luis proceeds to shoot him in the head.
• Boom, Headshot!: Luis shoots him in the head after he and Rocco try to force him to kill Tony.
• Evil Uncle: He's Rocco's uncle and just as bad as him.
• Hate Sink: He's just as nasty as his nephew.
• Jerkass: He's as much of a dick as Rocco.
• Politically Incorrect Villain: He frequently uses racial and homophobic slurs.

Gambetti Crime Family

The Gambetti Crime Family of The Mafia.

Jon Gravelli

Jon Gravelli

"Everyone wants to pay homage to a dying legend, everyone wants the glamor of a bygone age..."

Voiced by: Madison Arnold

Don of the Gambetti Crime Family.

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• Affably Evil: By far one of the nicest mob bosses in the game.
• Cool Old Guy: So much so that he is one of the few bosses that Niko actually respects.
• Dark Lord on Life Support: He's been confined to a hospital bed for the past three years.
• The Don: The most unquestioned and powerful one in the city.
• Evil Old Folks: As mentioned, he is the most powerful mob boss on the Commission.
• Evil Sounds Raspy: Jon Gravelli speaks with a raspy, gravelly voice due to his advanced age.
• Incurable Cough of Death: He has spent the last three years in the hospital due to illness. He passes away in his sleep after the main storyline ends.
• Karma Houdini:
  • According to the LCPD database, he had committed several crimes in his lifetime but never faced any serious prison time.
  • By the end of the game, he dies peacefully in his sleep before he can stand trial for his most recent crimes.
• Killed Offscreen: Dies sometime near the end of the game in his sleep, and you can only know thanks to the news.
• A Man of Wealth and Taste: Implied to be the most powerful and richest criminal in the city.
• Neighbourhood-Friendly Gangsters: This heavily suggests that while he is well-known in the criminal underworld, his missions involves stopping illegal activities, such as selling drugs or counterfeit money, and saving a politician friend of his from Dimitri's assassins.
• Passed in Their Sleep: By the end of the game, you can find an article online reporting his death this way.
• Reasonable Authority Figure: Does everything he promises to do.
• Odd Friendship: Your United Liberty Paper contact and he are close friends. This, despite the fact one works for the IAA and the other is a mafia boss. Or perhaps not so odd after all since the GTA-verse is a Crapsack World.
• Unfinished Business: His primary motivation since he's only got weeks, at best, to live.

North Holland Hustlers

The North Holland Hustlers, an African-American street gang with ties to the drug trade.

General

• Big Bad Wannabe: While far from harmless, these guys have no real power to speak of and operate on too small a scale for them to be a genuine threat. This doesn't stop the LCPD from keeping an eye on them or Niko Bellic from causing serious damage to the gang, but it keeps them hidden from better organized and more dangerous groups, such as the Lost MC, the Northwood Dominican Drug Dealers, and the Triads. Not like they could afford an open war with any of their opponents, anyway.
• Civil War: They have one between Playboy X, the acting boss, and Dwayne Forge, the old boss. It's mostly a one-sided example, as Playboy controls all of the soldiers while Dwayne only has one gangbanger and (optionally) Niko.
• Gangbangers: They and the rest of the Hustlers are a loose affiliation of small-time drug dealers and hoodlums from some of the poorest areas of Liberty City. Curiously, they avert Gangsta Style by adopting the Weaver stance and shooting from the shoulder, despite being untrained thugs.
• Hummer Dinger: The Patriot and the Landstalker are some of the North Holland Hustlers' vehicles. They're usually painted black, but some are painted red.
• Out of Focus: While the bearing they had on the story was already limited, the only screen time the Hustlers got in The Lost and Damned was from Playboy X's brief appearance. They were rendered irrelevant in The Ballad of Gay Tony, and only exist in Chinatown Wars for Huang Lee to make deals with, massacre them in Rampages, or hijack their vans for drugs (even then, they and the rest of the Hustlers aren't even identified by name in the latter; just with the catch-all "African Americans" name), all of which are optional.

Playboy X

Trey "Playboy X" Stewart

"Well, I'm always looking for good guys. Build an army. But in my work... people change. Money changes people. Not me. I'm still a hustler from these streets..."

Voiced by: Postell Pringle

Current boss of the North Holland Hustlers and Dwayne's former protege.

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• Asshole Victim: If you choose to kill him, his death will treated as completely well-deserved.
• Bad Guys Play Pool: He has his own personal pool table in his building which he occasionally plays.
• The Bad Guy Wins: If the player kills Dwayne, Playboy X cuts ties with Niko and gets everything he wants.
• Big Good: Aspires to clean-up the neighborhood by making millions from legitimate business enterprises. It's arguable whether he'd ever do this or if it's even remotely possible.
• Book Dumb: Playboy X, unlike Dwayne, was a smart child but let the drug-dealer lifestyle lure him away from an education. It's done well for him but he's outright stupid in many areas.
  • When talking about Yusuf Amir, he claims that they're practically brothers because Amir's home city of Dubai is "in Africa." It's... not, as Niko himself even tells him.
  • Later, when discussing killing Dwayne, he claims that it's perfectly justified because in the bible, Jesus had John the Baptist assassinated. Niko is quick to point out that that's not how the story goes.
• Damn, It Feels Good to Be a Gangster!: He certainly thinks so. Dwayne objects to this mentality, having just done 20 years in prison because of the "gangster" lifestyle.
• Dirty Coward: Should Niko decide to kill him, he runs for his life while his thugs do the dirty work.
• Dramatic Irony: He orders Niko to execute Dwayne not only because he considers him a liability, but because believes that sooner or later, he will go crazy and kill him. Except Dwayne has been a shell of a man since he left prison who is more likely to cap himself than anyone for that matter, and as soon as he phones Niko, he briefly considers letting Playboy killing him showing that he is in no position to follow through Playboy's paranoia.
• Epic Fail: His plan to win over Yusuf Amir is Foreshadowed to be headed for this from the very beginning. And it is, indeed, an Epic Fail. X hires Niko to trash a building site that he thought Yusuf wanted a strike to be cleared from, when in fact Yusuf had already suspended progress on the new building and he closes down the site in memory of those killed by Niko, making the whole plan doomed from the beginning.
• Evil Former Friend: Him and Dwayne used to be best buddies until Dwayne got jailed for drug dealing. Since then, Playboy degenerated into a self-serving, greedy jackass and after Dwayne is released, Playboy sees him as nothing more than an inconvenience to be dealt with.
• Faux Affably Evil: Acts friendly and is nice to Niko at first, but he's really just a self-centered douchebag who's caught up in his own ego, and won't hesitate to backstab Dwayne, and potentially Niko if you choose to follow his orders.
• Global Ignorance: His belief that Dubai is in Africa.
• Hate Sink: An arrogant, self-centered asshole who believes he can be rich with his limited resources. Not only that, he is more than willing to kill Dwayne, his own mentor and friend. Even Niko tells him (before killing him) that he is a bad joke.
• Hummer Dinger: He owns a Patriot with a yellow paintjob.
• Hypocrite: His reaction to the player choosing to kill Dwayne is to castigate and cut ties with Niko... despite it being his idea, whereas Niko tried to talk him out of it.
• It's All About Me: It's abundantly clear that the only person that Playboy cares about is himself.
• Jerkass: He's actually quite friendly with Niko at first, but he treats everyone else like shit. On his very first mission, he spends a chunk of time trash talking Johnny Klebitz, his own ally in the prospective drug deal.
• Know-Nothing Know-It-All: He fancies himself to be an intellectual, but anyone with a basic knowledge of the things he talks about would be able to see where he gets things mistaken. Even Niko realizes this.
• My God, What Have I Done?: If you kill Dwayne for him. Subverted in that he is quick to switch the blame on Niko and he refuses to accept the blame for his fault.
• Narcissist: Thinks of himself as the king of his territory and will jump to any opportunity to get money and power even if it means screwing over his own associates, especially Dwayne.
• Never My Fault: He completely fails to note that the entire Dwayne situation arose because he blew off his old mentor once he was out of prison. If Niko kills Dwayne, Playboy acts appalled and severs ties with him...even though he pressured Niko into doing it in the first place.
• No Celebrities Were Harmed: Playboy X could be interpreted to be loosely based on Jay-Z as both had fallen out with their respective mentors. Both dealt crack cocaine early in their lives while having lofty aspirations to expand into numerous areas of legitimate business, and aid in improving the community through those areas of business by assisting people under socio-economic stress. There's also their names and the similarity in accent.
• Small Name, Big Ego: He acts like he's some kind of millionaire philanthropist, constantly bragging about how he's going to invest his drug money into legitimate business someday so he can help out "the little people." If doesn't make it clear enough, he at one point indirectly compares himself to Jesus.
  • He also thinks that he owns Liberty City, when in reality, he is not even on the same tier as the Mafiya and the Commission. When Niko comes to kill him, he claims that everyone in town will be after him now. Literally no one does, and the rest of his own gang defects to Dwayne without a fuss.
• The Starscream: Playboy will ask you to kill Dwayne merely because he doesn't care much for him. Dwayne will try to persuade Niko to cap Playboy X instead. Who Niko kills is up to the player.
  • Part of the issue is Dwayne considers drug-dealing a rather disgusting act, regardless of how much money it makes. Given this is the primary source of Playboy's revenue...
• Smug Snake: Big time. At one point, he claims that he owns Liberty City. He's not even a blip on the radar of anyone important in the city.
• Ungrateful Bastard: To Dwayne. You would think Playboy would be happy his former mentor and father figure is out of jail. In reality, he doesn't care that much, and by "The Holland Play," their relationship has rotted to the point that they can't stand each other.
  • He becomes this to Niko if you side with him against Dwayne. He regrets killing Dwayne (he really doesn't) and decides to blame Niko for driving them apart.
• Visionary Villain: Wants to use his criminal connections and drug-dealing to expand into legitimate business, claiming that he intends to "clean" up Liberty City's streets and provide a better future for the kids.
• "X" Makes Anything Cool: It seems to be a reference to the street he lives on.

Dwayne Forge

Dwayne Forge

"Shit is fucked up, man. Sometimes I just wanna end this shit. Just... bam. But I ain't there yet. Not quite."

Voiced by: Devin Richards

Former boss of the North Holland Hustlers. After completing a decade-long prison sentence for drug possession, he finds that his drug empire has been taken over by his protégé, Playboy X.

Dwayne is one of Niko's "friends" that the player can hang out with, but only if he isn't killed in "The Holland Play". Spending enough time with him rewards the player with the ability to call for gang backup in combat.

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• Affably Evil: Despite being an ex-drug kingpin, Dwayne shows a deep kindness and altruism, especially for the people he cares about.
• Abusive Parents: His violent, drug-dealing dad made life a living hell for him and his mother. He recounts to Niko that he didn't feel anything when his father was murdered and admits that he was glad.
• Bald of Authority: Served as leader to the North Holland Hustlers prior to his incarceration. He can return to this position should you choose to kill Playboy X in his stead.
• Because You Were Nice to Me: Sparing him in "The Holland Play" and he'll provide Niko with the second-best safehouse in the game that includes Claude's outfit and with a high enough friendship level, sends a couple henchmen to back Niko up in a fight.
• Being Evil Sucks: He is a firm believer of this.
• Darkand Troubled Past: Dwayne grew up in a crime-ridden housing project with an abusive criminal for a father, who regularly beat Dwayne and his mother. At one point, he mentions that he was once homeless.
• Death Seeker: He teeters over this trope, stating he considered suicide due to his depression but never went through it, stating that "he is not there yet". When Playboy orders his death, he comments that he should just let him do it and put him out of his misery and should Niko go through with it, he doesn't even fight back (though he will feel betrayed nonetheless).
  Shit is fucked up, man. Sometimes I just wanna end this shit. Just... bam. But I ain't there yet. Not quite.
• Drugs Are Bad: A belief of his, primarily because he dealt crack-cocaine to many former schoolmates and saw what it did to them.
• The Eeyore: His harsh childhood and life of crime had left him with a deeply melancholic view on life.
• Et Tu, Brute?: His reaction if Niko kills him instead of Playboy X.
• Flunky Boss: Very downplayed. Should Niko choose to kill Dwayne, the only obstacle Niko has to deal with is a North Holland Hustler with a baseball bat inside his Dwayne's apartment. Dwayne himself will not fight, being a Death Seeker and all.
• I Did What I Had to Do: How he feels about having to deal drugs. He admits to Niko that he knew it was wrong, but felt like he didn't have a choice due to his lack of money and education.
• I Just Want to Be Normal: He reveals that he wanted to start a nice family and have kids, but his criminal activities and prison stint ruined this.
• Lonely at the Top: He admits that, despite being immense wealthy when he first led the North Holland Hustlers, he felt miserable, angry and paranoid.
• Like a Son to Me: He once thought of Playboy X this way, but realized that Playboy's greed has estranged them both long before the latter hires Niko to kill him. Also the reason why he refuses to live in Playboy's apartment after Niko kills Playboy instead, and he gives the deed as a reward to Niko; the apartment reminds him of Playboy too much.
• Never Learned to Read: Downplayed. He's somewhat literate, but he admits that he has a hard time reading, and his text messages are often barely intelligible. It's also why he didn't end up becoming a cop and instead got into selling drugs.
• "Not So Different" Remark: Niko notes that Dwayne reminds him of himself as another person that grew up in a Crapsack World and still has baggage because of it.
• Scary Black Man: When not wallowing in his own depression, Dwayne is downright terrifying.
• Self-Made Man: A dark example. He talks about the apartments full of money he used to have.
• Son of a Whore: More like Son of a Pimp, but this has contributed to his terrible self-image.
• Stop Being Stereotypical: Makes a joke about being a black man who loves fried chicken since Cluckin' Bell is his favorite restaurant.
• Stranger in a Familiar Land: Suffers heavily from this after getting out of prison, trying to figure out how exactly being a drug dealer and gangster became something that people aspired to do rather than a last resort.
• Woobie, Destroyer of Worlds: Given that in his youth days the sale of drugs made him a paranoid, angry man, it's pretty obvious that this lifestyle was not his thing.
• You Are What You Hate: A professional version. Dwayne hates dealing drugs, even though it made him rich.
• Your Approval Fills Me with Shame: His reaction to Playboy X's glamorization of being a drug dealer.

Jayvon Smith

Jayvon does not have a unique model. His appearance will vary from playthrough to playthrough.

Voiced by: Unknown

Jayvon Smith is a small-time drug dealer with ties to the North Holland Hustlers.

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• Dirty Coward: He turned state to save his own skin, dated Cherise while Dwayne was doing time, and attempts to flee from Niko on his motorcycle.
• Non-Standard Character Design: For whatever reason, Jayvon uses character models reserved for the Hillside Posse. As a side effect of this, he also uses HP dialog.

Northwood Dominican Drug Dealers

The Northwood Dominican Drug Dealers, a Hispanic drug cartel focused on drug dealing.

In General

• Ascended Extra: The cartel has an almost irrelevant role in the main game. However, the cartel begins to have greater importance in TBOGT.
• The Cartel: The gang itself operates as a drug cartel, mainly in drug wars.

Teddy Benavides

Teddy Benavides

A high-range member of the Northwood Dominican Drug Dealers and possibly associated with the Spanish Lords.

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• Dirty Coward: He runs away from Niko until he's cornered.

Armando Torres

Armando "A" Torres

Voiced by: Jamie Fernandez

A childhood friend of Luis Lopez. A member of the Northwood Dominican Drug Dealers, he is attempting to launch his own drug operation. Armando is one of Luis's "friends" that the player can hang out with. Unlike Niko's friends, these activities are completely optional, and do not offer rewards.

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• Affectionate Nickname: Calls Henrique "H" and Luis "L".
• Arms Dealer: Like Jacob and Terry from the previous installments.
• Blood Knight: He loves drug wars, after all.
• Jerk with a Heart of Gold: Despite the crap he gives Luis, he really does care for him.
• Mistaken for Gay: A conversation in Corner Kids reveals that Armando was accused of having sexual relations with his former married with kids cellmate.
• One-Steve Limit: Shares his surname with Elizabeta Torres, but there's no indication that they are related.
• Team Prima Donna: Is even more arrogant than Luis, and frequently overestimates his ability in setting up a drug dealing business. His competence as an Arms Dealer and as a gunfighter offset this.
• Vitriolic Best Buds: With Luis. They're complete dicks to each other, but when push comes to shove, they've got each others' backs.

Henrique Bardas

Henrique "H" Bardas

Voiced by: J Salome Martinez, Jr.

A childhood friend of Luis Lopez. A member of the Northwood Dominican Drug Dealers, he helps launch Armando's drug operation. Henrique is one of Luis's "friends" that the player can hang out with. Unlike Niko's friends, these activities are completely optional, and do not offer rewards.

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• Affably Evil: A Nice Guy despite his involvement in drug dealing.
• Affectionate Nickname: Calls Armando "A" and Luis "L".
• Anti-Villain: Despite being a drug dealer, he's one of the nicest people in the game.
• Book Dumb: Apparently he's illiterate and has a very low IQ.
• Burger Fool: Hilariously averted. Armando recounts helping him apply to one such establishment as a dishwasher since this was the only job his IQ permitted, but reveals he was turned down because all the utensils were disposable.
• Dumb Muscle: Quite literally. His IQ is stated to be 76.
• Genius Ditz: Yet despite his low IQ he seems to be an amazingly good car thief who can easily steal a whole assortment of rare and fast cars and even an APC (apparently stolen from the police without them knowing) for Luis.
• The Heart: Is usually the one to calm Luis and Armando down when their arguments get too heated.
• Kindhearted Simpleton: He's lacking in intelligence but nicer than Luis and Armando.
• One-Steve Limit: Shares his surname with Mallorie Bardas, but there's no indication that they are related.

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