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1* AwardSnub:
2** Many feel the film version was robbed of the [[UsefulNotes/AcademyAward Best Picture Oscar]] by ''Film/TheLordOfTheRingsTheReturnOfTheKing''. Many believe ''The Return of the King'' won Best Picture [[ConsolationAward because the previous two installments had also been nominated but had lost]].
3-->'''Clint Eastwood:''' We got Hobbitized.
4** A lot of people felt that Creator/KevinBacon deserved more recognition (especially an Oscar nod) for his role but was overlooked because this is a film packed with heavy hitters putting in some of their best work ever.
5* HilariousInHindsight: Laurence Fishburne's casting as Whitey Powers became even funnier when it was revealed that he'd been cast as Perry ''White'' in ''Film/ManOfSteel''.
6* JerkassWoobie: Jimmy. The guy isn't [[AntiHero the cleanest or nicest of characters]], not to mention he has criminal underworld connections, and one can argue he crosses the MoralEventHorizon upon [[spoiler:forcing Dave to admit to Katie's murder before killing him and disposing of his body in the Mystic River]]. But it is impossible not to feel even an ''ounce'' of sympathy for him after seeing [[SanitySlippage his reaction]] to the news of his daughter's death.
7* MoralEventHorizon:
8** The one that forms both the plot and shapes the characters as adults is [[spoiler: Dave's molestation by two pedophiles who posed as cops]].
9** Though there's a lot of grey morality at play and regret over the action, [[spoiler:Jimmy's murder of Dave]] is this. At the end of the day it's a self-serving half-cocked revenge ploy that they refuse to take responsibility for. [[spoiler:Annabeth's complicity in covering it up]] is similarly self serving, dismissing an unjust murder just for their own peace of mind.
10* RetroactiveRecognition: That's Creator/EmmyRossum as the murdered Katie.
11* TearJerker: Jimmy's raw, primal grief when he finds out his daughter was killed is absolutely heartbreaking. Virtually everyone agrees this scene alone earned Creator/SeanPenn that Oscar.
12* TheWoobie: Dave ''and then some.''
13** Brendan. [[spoiler:He's lost both his girlfriend and brother by the end of the story.]]

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