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* AlmostDeadGuy: Ishmael Gregor, who survives his wounds long enough to spite Oliver and Anatoly one last time.
* AuthorityEqualsAsskicking: Konstantin Kovar once again proves that he is not only a Governor, but a supreme fighter too.
* CruelMercy: Adrian doesn't kill Oliver after getting what he wants, because now he will always remember him breaking him.
* DownerEnding: Oliver doesn't escape from Prometheus, he gets broken to point he no longer wishes to be the Green Arrow.
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* DownerEnding: Oliver doesn't escape from Prometheus, he gets broken to point he no longer wishes to be the Green Arrow.
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* DownerEnding: Oliver doesn't escape from Prometheus, he gets broken DueToTheDead: Despite having tried to point he no longer wishes to be the Green Arrow.kill them, Anatoly and Viktor give Gregor a proper funeral in Bratva tradition.
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* EvenEvilHasLovedOnes: When Oliver justifies his kills with them having been horrible people with victims of their own, Adrian counters that they also had family.
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* FauxAffablyEvil: Konstantin Kovar puts up a gentle facade at the party, right before he tries to gas everyone.
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* {{Hypocrite}}: When Oliver calls Adrian one, saying that nothing he himself did comes close to his actions, he doesn't even respond properly.
* IGaveMyWord: Adrian really lets Oliver go after he gets his confession.
* IneffectualDeathThreats: When Oliver threatens Adrian after a threat to his loved ones, the latter just coldly replies that he will do nothing because he is in his custody.
* IGaveMyWord: Adrian really lets Oliver go after he gets his confession.
* IneffectualDeathThreats: When Oliver threatens Adrian after a threat to his loved ones, the latter just coldly replies that he will do nothing because he is in his custody.
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* NeverMyFault: During the flashbacks, Anatoly repeadetly calls Oliver out on his bullshit of projecting every bad thing he did on the ''monster' inside of him, always coming out when he puts on his hood.
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* OneDegreeOfSeparation: It is revealed that Kovar worked together with Malcolm Merlyn.
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* SavedByCanon: Anatoly once again, this time surviving being ''gassed'' no less.
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* TortureAlwaysWorks: Despite Anatoly pointing out that [[TortureIsIneffctive too much pain will never get Oliver the right information]], it is shown that it ''does''. Played with in the present, where the physical torture doesn't get Adrian the answer he wants, but the psychological torture does.
* TrueCompanions: When Anatoly gives Oliver the opportunity to just leave, effectively giving his life so his friend can return home safely, Oliver declines, as they are brothers, and everything happening to Anatoly is also happening to him.
* TrueCompanions: When Anatoly gives Oliver the opportunity to just leave, effectively giving his life so his friend can return home safely, Oliver declines, as they are brothers, and everything happening to Anatoly is also happening to him.
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* YouAreTooLate: The gas attack is already happening when Oliver catches up with Kovar, though it seems like most people got out in time.
* YouHaveOutlivedYourUsefulness:
** Done by Oliver no less. After Kovar's man gives him his information, Oliver doesn't let him go and instead tortures him to death for practice.
** Done by Kovar in regards to Viktor.
* YouMonster: Anatoly calls Oliver a monster at one point, being horrified at how far his friend has fallen.
* YouHaveOutlivedYourUsefulness:
** Done by Oliver no less. After Kovar's man gives him his information, Oliver doesn't let him go and instead tortures him to death for practice.
** Done by Kovar in regards to Viktor.
* YouMonster: Anatoly calls Oliver a monster at one point, being horrified at how far his friend has fallen.
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* BackForTheDead: Evelyn comes back only to be killed by Prometheus. Except not, it's just a ploy to break Oliver.
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* UnexpectedCharacter: Malcolm appears in the flashbacks making a deal with Kovar with zero hints he'd appear at all this season apart from the 100th episode anniversary.
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* UnexpectedCharacter: Malcolm appears in the flashbacks making a deal with Kovar with zero hints he'd appear at all this season apart from the 100th episode anniversary.anniversary (though John Barrowman had made a big deal about his new contract to appear on any Arrowverse show whenever they wanted).
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* BreakThemByTalking: Does this to Oliver in addition to torture.
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* BreakTheBadass: Chase's goal throughout the episode is to break down Oliver's preconceived conceptions of why he became a vigilante in the first place and drive him to despair. By the end of the episode [[TheBadGuyWins he succeeds.]]
* BreakThemByTalking:Does Chase does this in conduction to Oliver torture in addition order to torture.break Oliver. [[BreakTheBadass It works.]]
* BreakThemByTalking:
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* HijackedByGanon: Malcolm Merlyn, the BigBad of the season 1 flashbacks, turns out to be [[BigBadDuumvirate working with]] Kovar.
to:
* HijackedByGanon: Malcolm Merlyn, the BigBad of the season 1 flashbacks, 1, turns out to be [[BigBadDuumvirate working with]] Kovar.Kovar.
* IronicEcho: Oliver once again uses his becoming something else line during the flashbacks... right after he finished excessively torturing a prisoner to death for ''practice''.
* KickThemWhileTheyAreDown: After physically and psychologically breaking Oliver down Chase decided to burn off Oliver's Bratva tattoo, a mark of pride and victory, in order to constantly remind Oliver of his failure.
* IronicEcho: Oliver once again uses his becoming something else line during the flashbacks... right after he finished excessively torturing a prisoner to death for ''practice''.
* KickThemWhileTheyAreDown: After physically and psychologically breaking Oliver down Chase decided to burn off Oliver's Bratva tattoo, a mark of pride and victory, in order to constantly remind Oliver of his failure.
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** This is subverted by Evelyn who pretends to have been killed by Chase after betraying Oliver only for it to be revealed as another form of psychological tortured being preformed.
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Added DiffLines:
** Oliver engages in his own on one of Kovar's mooks. Arguably Oliver's is the most evil of the two because Prometheus stopped when he had what he wanted (aside from burning the tattoo). Oliver found out what he wanted early and then tortured the man to death for ''practice''.
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* ArtisticLicenseBiology: Those small masks that covered the mouth and nose would have offered essentially no protection against sarin because it's also lethal through contact.
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* DarkSecret: The whole point of Prometheus' torture is to get Oliver to confess his dark secret, something he's never told anyone not Diggle, not Felicity, not even Thea. What it is? That Oliver ''likes'' killing.
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* DarkSecret: The whole point of Prometheus' torture is to get Oliver to confess his dark secret, something he's never told anyone not Diggle, not Felicity, not even Thea. One that he wouldn't admit to himself. What it is? That Oliver ''likes'' killing.
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* PoorCommunicationKills: Many of Oliver's troubles in Season One (and subsequently) could theoretically been reduced had Anatoly happened to mention the name of the American businessman who had been meeting with Kovar and was possibly conspiring with him (as the presence of the files on Kovar's desk suggested).
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* ShownTheirWork: The gas canisters are marked with the actual chemical composition of sarin.
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* CallForward: Kovar is apparently killed by Oliver, but is brought back by Merlyn after seemingly FakingTheDead. Merlyn later pulls the same gambit on himself following the end of season 1.
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* ForegoneConclusion: Since Oliver is completely unaware of Malcolm Merlyn's villainy until late in present-day season 1, they are unlikely to encounter each other in the flashbacks or even learn about each other's presence in Russia.
* HijackedByGanon: Malcolm Merlyn, the BigBad of the season 1 flashbacks, turns out to be [[BigBadDuumvirate working with]] Kovar.
* HijackedByGanon: Malcolm Merlyn, the BigBad of the season 1 flashbacks, turns out to be [[BigBadDuumvirate working with]] Kovar.
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* WeaponOfMassDestruction: Kovar makes use of sarin, which is classified as a WMD.
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* WeaponOfMassDestruction: Kovar makes use of sarin, which is classified as a WMD.WMD.
* YourPrincessIsInAnotherCastle: Kovar is seemingly killed in the flashbacks, finally avenging Taiana...except that unbeknownst to Oliver and the rest of the Bratva, he's NotQuiteDead, thanks to his "[[TheManBehindTheMan partner]]".
* YourPrincessIsInAnotherCastle: Kovar is seemingly killed in the flashbacks, finally avenging Taiana...except that unbeknownst to Oliver and the rest of the Bratva, he's NotQuiteDead, thanks to his "[[TheManBehindTheMan partner]]".
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Changed line(s) 12 (click to see context) from:
* CharacterDeath: In the flashbacks, Gregor finally succumbs to his wounds from [[Recap/ArrowS5E16Checkmate the previous episode]], and Kovar murders Galina (the mother of Taiana and Vlad).
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* CharacterDeath: In the flashbacks, Gregor finally succumbs to his wounds from [[Recap/ArrowS5E16Checkmate the previous episode]], and Kovar murders Galina (the mother of Taiana and Vlad).Vlad) is murdered by Kovar.
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* NiceJobBreakingItHero: In Oliver's quest to avenge Taiana, he ultimately gets her mother killed, echoing Adrian's words in the present that everyone he associates with dies.
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* BecameTheirOwnAntithesis: Anatoly remarks how similar Oliver has become to [[ComicBook/{{Deathstroke}} Slade Wilson]] or Anthony Ivo, the villains they opposed on Lian Yu.
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* BecameTheirOwnAntithesis: Anatoly remarks on how similar Oliver has become to [[ComicBook/{{Deathstroke}} Slade Wilson]] or Anthony Ivo, the villains they opposed on Lian Yu.
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Added DiffLines:
** Kovar comes back having not been since "Vigilante", which first aired over four months before this episode.
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* ArcWelding: Malcolm's deal with Kovar ties Oliver's five years in hell all the way back to the Tempest in Season One.
to:
* ArcWelding: Malcolm's deal with Kovar ties Oliver's five years in hell all the way back to the Tempest in Season One.
* TheCoup: Kovar attempts to stage one by using sarin gas to kill off Russia's entire political and military leadership, and then step into the void.
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* UnexpectedCharacter: Malcolm appears in the flashbacks making a deal with Kovar with zero hints he'd appear at all this season apart from the 100th episode anniversary.
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* RewardedAsATraitorDeserves: Victor sells out the Bratva to Kovar out of envy that Anatoly took over from Gregor instead of him. Kovar subsequently leaves him to die in the sarin gas attack (which he does).
* UnexpectedCharacter: Malcolm appears in the flashbacks making a deal with Kovar with zero hints he'd appear at all this season apart from the 100th episodeanniversary.anniversary.
* WeaponOfMassDestruction: Kovar makes use of sarin, which is classified as a WMD.
* UnexpectedCharacter: Malcolm appears in the flashbacks making a deal with Kovar with zero hints he'd appear at all this season apart from the 100th episode
* WeaponOfMassDestruction: Kovar makes use of sarin, which is classified as a WMD.
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Alphabetizing this
* BecameTheirOwnAntithesis: Anatoly remarks how similar Oliver has become to [[ComicBook/{{Deathstroke}} Slade Wilson]] or Anthony Ivo, the villains they opposed on Lian Yu.
* TheBusCameBack:
** Subverted with Malcolm as he only appears in the flashbacks.
** Evelyn comes back having not been seen since Christmas.
** Subverted with Malcolm as he only appears in the flashbacks.
** Evelyn comes back having not been seen since Christmas.
* ColdBloodedTorture: Prometheus put Oliver through '''Hell'''.
* DarkSecret: The whole point of Prometheus' torture is to get Oliver to confess his dark secret, something he's never told anyone not Diggle, not Felicity, not even Thea. What it is? That Oliver ''likes'' killing.
* DarkerAndEdgier: Even by Arrow standards this probably one of the darkest if not ''the'' darkest episode yet.
* DramaticIrony: Malcolm muses that he's glad he's not Kovar, unaware that the man who nearly killed him will later become his most hated enemy.
* DarkSecret: The whole point of Prometheus' torture is to get Oliver to confess his dark secret, something he's never told anyone not Diggle, not Felicity, not even Thea. What it is? That Oliver ''likes'' killing.
* DarkerAndEdgier: Even by Arrow standards this probably one of the darkest if not ''the'' darkest episode yet.
* DramaticIrony: Malcolm muses that he's glad he's not Kovar, unaware that the man who nearly killed him will later become his most hated enemy.
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* TheBusCameBack:
** Subverted with Malcolm as he only appears in the flashbacks.
** Evelyn comes back having not been seen since Christmas.
* ColdBloodedTorture: Prometheus put Oliver through '''Hell'''.
* DarkerAndEdgier: Even by Arrow standards this probably one of the darkest if not ''the'' darkest episode yet.
* DarkSecret: The whole point of Prometheus' torture is to get Oliver to confess his dark secret, something he's never told anyone not Diggle, not Felicity, not even Thea. What it is? That Oliver ''likes'' killing.
* DramaticIrony: Malcolm muses that he's glad he's not Kovar, unaware that the man who nearly killed him will later become his most hated enemy.
** Subverted with Malcolm as he only appears in the flashbacks.
** Evelyn comes back having not been seen since Christmas.
* ColdBloodedTorture: Prometheus put Oliver through '''Hell'''.
* DarkerAndEdgier: Even by Arrow standards this probably one of the darkest if not ''the'' darkest episode yet.
* DarkSecret: The whole point of Prometheus' torture is to get Oliver to confess his dark secret, something he's never told anyone not Diggle, not Felicity, not even Thea. What it is? That Oliver ''likes'' killing.
* DramaticIrony: Malcolm muses that he's glad he's not Kovar, unaware that the man who nearly killed him will later become his most hated enemy.
to:
* TheBusCameBack:
** Subverted with Malcolm as he only appears in the flashbacks.
** Evelyn comes back having not been seen since Christmas.
* ColdBloodedTorture: Prometheus put Oliver through '''Hell'''.
* DarkerAndEdgier: Even by Arrow standards this probably one of the darkest if not ''the'' darkest episode yet.
* DarkSecret: The whole point of Prometheus' tortureEvenEvilHasStandards: Anatoly is to get Oliver to confess his dark secret, something a Russian [[TheMafiya mobster]], but even he's never told anyone not Diggle, not Felicity, not even Thea. What it is? That Oliver ''likes'' killing.
* DramaticIrony: Malcolm muses that he's glad he's not Kovar, unaware that''disgusted'' by Oliver's brutality throughout the flashbacks, including the way he tortures a man who nearly killed him will later become his most hated enemy.to death just "for practice".
** Subverted with Malcolm as he only appears in the flashbacks.
** Evelyn comes back having not been seen since Christmas.
* ColdBloodedTorture: Prometheus put Oliver through '''Hell'''.
* DarkerAndEdgier: Even by Arrow standards this probably one of the darkest if not ''the'' darkest episode yet.
* DarkSecret: The whole point of Prometheus' torture
* DramaticIrony: Malcolm muses that he's glad he's not Kovar, unaware that
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* BigBadDuumvirate: Malcolm Merlyn and Kovar are working together. Malcolm supplied Kovar with poison gas in exchange for something to help him with the Undertaking.
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* DramaticIrony: Malcolm muses that he's glad he's not Oliver, unaware that the same man will later become his most hated enemy.
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* DramaticIrony: Malcolm muses that he's glad he's not Oliver, Kovar, unaware that the same man who nearly killed him will later become his most hated enemy.
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* OnlyMostlyDead: Kovar is still alive...barely.
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Changed line(s) 15 (click to see context) from:
* DramaticIrony: Malcolm muses that he's glad he's not Kovar, unaware that the same man will later become his most hated enemy.
to:
* DramaticIrony: Malcolm muses that he's glad he's not Kovar, Oliver, unaware that the same man will later become his most hated enemy.
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Changed line(s) 14 (click to see context) from:
* DarkSecret: The whole point of Prometheus' torture is to get Oliver to confess his dark secret, something he's never told anyone not Diggle, not Felicity, not even Thea. What it is? That Oliver ''likes'' killing. Whether he means it or he's just saying it just so Prometheus will let him go is an open question.
to:
* DarkSecret: The whole point of Prometheus' torture is to get Oliver to confess his dark secret, something he's never told anyone not Diggle, not Felicity, not even Thea. What it is? That Oliver ''likes'' killing. Whether he means it or he's just saying it just so Prometheus will let him go is an open question.
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Added DiffLines:
* CharacterDeath: In the flashbacks, Gregor finally succumbs to his wounds from [[Recap/ArrowS5E16Checkmate the previous episode]], and Kovar murders Galina (the mother of Taiana and Vlad).
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Changed line(s) 14 (click to see context) from:
* MyGodWhatHaveIDone: Evelyn regrets betraying Oliver as she's learned the hard way that Prometheus is a monster.
to:
* DramaticIrony: Malcolm muses that he's glad he's not Kovar, unaware that the same man will later become his most hated enemy.
* MyGodWhatHaveIDone: Evelyn regrets betraying Oliver as she's learned the hard way that Prometheus is a monster. Subverted when it reveals she's just acting like it to break Oliver.
* MyGodWhatHaveIDone: Evelyn regrets betraying Oliver as she's learned the hard way that Prometheus is a monster. Subverted when it reveals she's just acting like it to break Oliver.
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Added DiffLines:
* DownerEnding: Oliver doesn't escape from Prometheus, he gets broken to point he no longer wishes to be the Green Arrow.
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Added DiffLines:
* BreakThemByTalking: Does this to Oliver in addition to torture.
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* EasilyForgiven: Oliver forgives Evelyn for betraying him after seeing how she's become just another one of Prometheus's pointless victims.
to:
* EasilyForgiven: Oliver forgives Evelyn for betraying him after seeing how she's become just another one of Prometheus's pointless victims. He changes his tune, when he finds out it's all an act.
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* DarkSecret: The whole point of Prometheus' torture is to get Oliver to confess his dark secret, something he's never told anyone not Diggle, not Felicity, not even Thea. What it is? That Oliver ''likes'' killing. Wether he means it or he's just saying it just so Prometheus will let him go is an open question.
to:
* DarkSecret: The whole point of Prometheus' torture is to get Oliver to confess his dark secret, something he's never told anyone not Diggle, not Felicity, not even Thea. What it is? That Oliver ''likes'' killing. Wether Whether he means it or he's just saying it just so Prometheus will let him go is an open question.
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Changed line(s) 4 (click to see context) from:
* BackForTheDead: Evelyn comes back only to be killed by Prometheus.
to:
* BackForTheDead: Evelyn comes back only to be killed by Prometheus. Except not, it's just a ploy to break Oliver.
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** Where has Evelyn been all this time? She went from being Prometheus' ally to his ''prisoner'', abused and tortured. Why? Just because she was however temporary Oliver's ally.
to:
** Where has Evelyn been all this time? She went from being Prometheus' ally to his ''prisoner'', abused and tortured. Why? Just because she was however temporary Oliver's ally. Except not, it's all an act to break Oliver.
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Deleted line(s) 5 (click to see context) :
* DarkSecret: The whole point of Prometheus' torture is to get Oliver to confess his dark secret, something he's never told anyone not Diggle, not Felicity, not even Thea.
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* DarkSecret: The whole point of Prometheus' torture is to get Oliver to confess his dark secret, something he's never told anyone not Diggle, not Felicity, not even Thea. What it is? That Oliver ''likes'' killing. Wether he means it or he's just saying it just so Prometheus will let him go is an open question.
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Changed line(s) 6 (click to see context) from:
* EasilyForgiven: Oliver forgives Evelyn for betraying her after seeing how she's become just another one of Prometheus's pointless victims.
to:
* EasilyForgiven: Oliver forgives Evelyn for betraying her him after seeing how she's become just another one of Prometheus's pointless victims.
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* ColdBloodedTorture: Prometheus put Oliver through ''Hell''.
to:
* ColdBloodedTorture: Prometheus put Oliver through ''Hell''.'''Hell'''.
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** Where has Evelyn been all this time? She went from being Prometheus' ally to his prisoner abused and tortured. Why? Just because she was however temporarily Oliver's ally.
* UnexpectedCharacter: Malcolm appears in the flashbacks making a deal with Kovar with zero hints he'd appear.
* UnexpectedCharacter: Malcolm appears in the flashbacks making a deal with Kovar with zero hints he'd appear.
to:
** Where has Evelyn been all this time? She went from being Prometheus' ally to his prisoner ''prisoner'', abused and tortured. Why? Just because she was however temporarily temporary Oliver's ally.
* UnexpectedCharacter: Malcolm appears in the flashbacks making a deal with Kovar with zero hints he'dappear.appear at all this season apart from the 100th episode anniversary.
* UnexpectedCharacter: Malcolm appears in the flashbacks making a deal with Kovar with zero hints he'd
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* ArcWelding: Malcolm's deal with Kovar tie Oliver's five years in hell all the way back to the Tempest in Season One.
to:
* ArcWelding: Malcolm's deal with Kovar tie ties Oliver's five years in hell all the way back to the Tempest in Season One.One.
* BackForTheDead: Evelyn comes back only to be killed by Prometheus.
* DarkSecret: The whole point of Prometheus' torture is to get Oliver to confess his dark secret, something he's never told anyone not Diggle, not Felicity, not even Thea.
* EasilyForgiven: Oliver forgives Evelyn for betraying her after seeing how she's become just another one of Prometheus's pointless victims.
* BackForTheDead: Evelyn comes back only to be killed by Prometheus.
* DarkSecret: The whole point of Prometheus' torture is to get Oliver to confess his dark secret, something he's never told anyone not Diggle, not Felicity, not even Thea.
* EasilyForgiven: Oliver forgives Evelyn for betraying her after seeing how she's become just another one of Prometheus's pointless victims.
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** Malcolm appears - albeit in the flashbacks.
to:
** Subverted with Malcolm as he only appears - albeit in the flashbacks.
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** Where has Evelyn been all this time? She went from being Prometheus' ally to his prisoner abused and tortured.
to:
** Where has Evelyn been all this time? She went from being Prometheus' ally to his prisoner abused and tortured. Why? Just because she was however temporarily Oliver's ally.
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* TheBusCameBack: Malcolm appears - albeit in the flashbacks.
to:
* TheBusCameBack: TheBusCameBack:
** Malcolm appears - albeit in theflashbacks.flashbacks.
** Evelyn comes back having not been seen since Christmas.
** Malcolm appears - albeit in the
** Evelyn comes back having not been seen since Christmas.
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* TheReveal: We finally learn Count Vertigo I's real name - Cecil Adams.
to:
* TheReveal: MyGodWhatHaveIDone: Evelyn regrets betraying Oliver as she's learned the hard way that Prometheus is a monster.
* TheReveal:
** We finally learn Count Vertigo I's real name - CecilAdams.Adams.
** Where has Evelyn been all this time? She went from being Prometheus' ally to his prisoner abused and tortured.
* TheReveal:
** We finally learn Count Vertigo I's real name - Cecil
** Where has Evelyn been all this time? She went from being Prometheus' ally to his prisoner abused and tortured.
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* ArcWelding: Malcolm's deal with Kovar tie all the way back to the Tempest in Season One.
to:
* ArcWelding: Malcolm's deal with Kovar tie Oliver's five years in hell all the way back to the Tempest in Season One.
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* DarkerAndEdgier: Even by Arrow standards this probably one of the darkest if not ''the'' darkest episode.
to:
* DarkerAndEdgier: Even by Arrow standards this probably one of the darkest if not ''the'' darkest episode.episode yet.
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Prometheus tortures Oliver in an effort to finally break him. Meanwhile back in Oliver's days in the Russia, the Bratva makes their plans to take down Kovar once and for all.
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Prometheus tortures Oliver in an effort to finally break him. Meanwhile back in Oliver's days in the Russia, the Bratva makes their plans to take down Kovar once and for all.all as Oliver takes his first step into becoming the Vigilante.
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* ColdBloodedTorture: Prometheus put Oliver through ''Hell''.
* DarkerAndEdgier: Even by Arrow standards this probably one of the darkest if not ''the'' darkest episode.
* TheReveal: We finally learn Count Vertigo I's real name - Cecil Adams.
* DarkerAndEdgier: Even by Arrow standards this probably one of the darkest if not ''the'' darkest episode.
* TheReveal: We finally learn Count Vertigo I's real name - Cecil Adams.
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Added DiffLines:
Prometheus tortures Oliver in an effort to finally break him. Meanwhile back in Oliver's days in the Russia, the Bratva makes their plans to take down Kovar once and for all.
----
* ArcWelding: Malcolm's deal with Kovar tie all the way back to the Tempest in Season One.
* TheBusCameBack: Malcolm appears - albeit in the flashbacks.
* UnexpectedCharacter: Malcolm appears in the flashbacks making a deal with Kovar with zero hints he'd appear.
----
* ArcWelding: Malcolm's deal with Kovar tie all the way back to the Tempest in Season One.
* TheBusCameBack: Malcolm appears - albeit in the flashbacks.
* UnexpectedCharacter: Malcolm appears in the flashbacks making a deal with Kovar with zero hints he'd appear.