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* AntiClimaxBoss: Almost all the major enemies are fairly easy to kill: [[spoiler:The Diaz Brothers, Nacho Contreras, George Sheffield and Gaspar Gomez]]. The only exceptions could be Colosis, [[spoiler:and Sosa himself if you refuse to attack him with rage mode.]].
* SugerWiki/AwesomeMusic: The game is notably one of the few ''Franchise/GrandTheftAuto'' clones of its time to feature original music playing during missions, most of it being 80's-style synths in the style of the Music/GiorgioMoroder's film soundtrack. [[https://www.youtube.com/watch?v=WED_umjSSFI Have]] [[https://www.youtube.com/watch?v=YR3KSPGPZzk a]] [[https://www.youtube.com/watch?v=x3ImDsyU9aw listen]].
* BigLippedAlligatorMoment: In the outdoor part of the opening shootout, Tony's pet tiger suddenly comes out of nowhere, attacks one of Sosa's {{Mooks}}, and drags him away. Nobody even acknowledges this, and the shootout just resumes.
* CompleteMonster: Besides [[BigBad Sosa]] (who was also a monster in [[Film/Scarface1983 the film]]), we have Nacho "El Gordo" Contreras, a rich drug lord who has business in Miami's downtown and islands. In addition to human trafficking, he liked to beat women and then dump the bodies to the sharks ForTheEvulz. He also forced several people to work in his illegal business.
* CriticalResearchFailure: The song "Cocaine Blues" is attributed to Johnny Cash, but the version featured in the game is actually a cover by Hank Thompson.
* [[SugarWiki/AwesomeMoments Crowning Moment Of Awesome]]:
** The opening level is the mansion gunfight. You have your little friend with infinite ammunition. It's time to clean house.
** And one highlight is having Tony turn around and change history by wasting The Skull.
** After the Diaz brothers try to have Tony whacked ''and'' [[MoralEventHorizon kill his mom]], Tony drives to their place and pulls a ''[[ChainsawGood chainsaw]]'' out of the trunk of his car. He then walks right into their operation, revs up his chainsaw, and screams "'''You''' and your '''''fuckin' brother''''' are '''''DEAD'''''!" Cue RoaringRampageOfRevenge.
** The Final Level [[spoiler: has Tony give [[BigBad Sosa]] and his remaining associates a giant taste of LaserGuidedKarma, as Tony storms Sosa's mansion to kill him. [[OneManArmy All by himself, as a matter of fact]].]]
* DemonicSpiders: [[{{BFG}} Bazooka]], [[ChainsawGood chainsaw]] and GrenadeLauncher users all can OneHitKill Tony. Also the {{Pirates}} in the boat smuggling runs as they can easily destroy the boat Tony has to use.
* EsotericHappyEnding: [[spoiler:One effectively replaces the DownerEnding in the movie. By this point Tony is assumed to have learned his bitter lessons from the events in the movie, though, and does show some good in him.]]
* FunnyMoments: The special edition has an outtakes reel. Creator/JayMohr especially is HILARIOUS.
* GameBreaker: Getting good at the negotiation QuickTimeEvent is useful not only for saving money when it's laundered and scoring drugs to sell, but can make the gang and cop heat mechanics all but a nonissue. For the latter two, one can simply negotiate with the gangs around Miami to drop gang heat, shoot all of them dead for the rewards and to remove the heat from that, then repeat whenever one wants gang heat down, then with the cops stand in the middle of the street with a firearm, wait for the cops to get aggravated enough for one to show up, then put your weapon away and negotiate to drop cop heat then repeat until it is zero, all without ever having to spend a cent to get either down and boosting one's balls at the same time.
* NoProblemWithLicensedGames: The game received favorable reviews, and was good enough at being a ''Franchise/GrandTheftAuto''-style WideOpenSandbox that Rockstar themselves took several of its gameplay elements (a crew you can keep track of through your phone, a ring based notoriety system based on getting out of the law's sight, and over the hood aiming) for ''VideoGame/GrandTheftAutoIV''.
* OneSceneWonder: Jimmy, the paranoid drug dealer from the Sun Ray Redux mission.
* PortingDisaster: Though eventually patched, the PC version has a bug where placed decorations in mansion may disappear. There's also how the game will not work on systems above Windows XP anymore (technically it still works but the renderer only produces garbled images, rendering anything but the menu unintelligible), without hacking through with a program called DX Ripper, and even then not all systems could work.
* RetroactiveRecognition: Creator/WillaHolland provided some voice work for the game.
* ScrappyMechanic:
** The cop system is despised by just about everyone who's played the game. If you aggravate the cops too much, you will be prompted to "Lose the cops!" and have to escape from them as the white Cop Exposure bar fills red. If it fills up all the way, as the game itself says, "You're fucked": The cops will just torment you to no end until you die, which you most likely will, very quickly. While it ''is'' possible to escape, it's very, very difficult. Especially later in the game when they start laying down tire shredders. Cops are on your tail? No problem, you can easily outrun them in your turbocharged [[BlandNameProduct Rattler]]. Run over the tire shredder (which is usually at every escape choke point) and it's worthless, forcing you to get out and jack someone's Jeep to make your escape.
** Tony's refusal to shoot civilians, while an impressive showing of GameplayAndStoryIntegration, can cost some players a mission in a heated gun fight. Nothing is more annoying than shooting at some enemy gun men in the middle of the street and having Tony suddenly stop firing because an innocent woman is in the way. Naturally, enemies are not bound to this game mechanic and will gladly take advantage of it. Fortunately at least during Blind Rage mode Tony will shoot Civilians to hit enemies without a problem.
* ThatOneBoss:
** Colosis is undoubtedly the hardest boss in the whole game. Not only is quick to cover himself in the walls and boxes, he can survive a staggering number of bullets, he sends you to a lot of henchmen at his disposal, and he shoots you with a grenade launcher that could easily kill you with one or two shots.
** [[spoiler:[[FinalBoss Sosa]] himself can be one if you refuse to attack him with rage mode. He can survive a staggering number of bullets and shoots you with a Deagle, the most powerful handgun in the game.]]
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