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* SleepingWithTheBosssWife: A backstory of ''Sinner's Reward'' shows that Jack had slept with Jill, the wife of the mob boss who hired Jack, before the two of them decided to ditch said mob boss and start their lives anew. It also overlaps with PlotIncitingInfidelity, as said mob boss was unaware of the love affair between Jack and Jill until they left together.

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* SleepingWithTheBosssWife: A backstory of ''Sinner's Reward'' shows that Jack had slept with Jill, the wife of the mob boss who hired Jack, before the two of them decided to ditch said mob boss and start their lives anew. It also overlaps with PlotIncitingInfidelity, as said mob boss was unaware of the love affair between Jack and Jill until they left together.together, and, upon discovering the love affair between Jack and Jill, decided to have them brought back to him, resulting in everybody eventually ending up in Silent Hill, where the rest of the story takes place.


* PlotInducingInfidelity: Jack and Jill's love affair serves to kick-start the plot of ''Sinner's Reward'', as the mob boss, who hired Jack and is Jill's husband, was unaware of said love affair until Jack and Jill ran away together, leading to him deciding to have them brought back to him, which results in all of them ending up in Silent Hill.

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* PlotInducingInfidelity: PlotIncitingInfidelity: Jack and Jill's love affair serves to kick-start the plot of ''Sinner's Reward'', as the mob boss, who hired Jack and is Jill's husband, was unaware of said love affair until Jack and Jill ran away together, leading to him deciding to have them brought back to him, which results in all of them ending up in Silent Hill.



* SleepingWithTheBosssWife: A backstory of ''Sinner's Reward'' shows that Jack had slept with Jill, the wife of the mob boss who hired Jack, before the two of them decided to ditch said mob boss and start their lives anew. It also overlaps with PlotInducingInfidelity, as said mob boss was unaware of the love affair between Jack and Jill until they left together.

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* SleepingWithTheBosssWife: A backstory of ''Sinner's Reward'' shows that Jack had slept with Jill, the wife of the mob boss who hired Jack, before the two of them decided to ditch said mob boss and start their lives anew. It also overlaps with PlotInducingInfidelity, PlotIncitingInfidelity, as said mob boss was unaware of the love affair between Jack and Jill until they left together.

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* PlotInducingInfidelity: Jack and Jill's love affair serves to kick-start the plot of ''Sinner's Reward'', as the mob boss, who hired Jack and is Jill's husband, was unaware of said love affair until Jack and Jill ran away together, leading to him deciding to have them brought back to him, which results in all of them ending up in Silent Hill.


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* SleepingWithTheBosssWife: A backstory of ''Sinner's Reward'' shows that Jack had slept with Jill, the wife of the mob boss who hired Jack, before the two of them decided to ditch said mob boss and start their lives anew. It also overlaps with PlotInducingInfidelity, as said mob boss was unaware of the love affair between Jack and Jill until they left together.


* YourCheatingHeart: Jill, wife of the mob boss who hired Jack, became attracted to Jack upon meeting him (and the feeling is mutual). She and Jack leaving together, and the mob boss' decision to have them brought back to him, drove the plot to ''Sinner's Reward''.


* NothingPersonal: Jack insists that the murders done by him as such, as he's a hit man for hire. [[spoiler:Sara]] doesn't buy it, insisting that ItsPersonal for her.

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* NothingPersonal: Jack insists that the murders done by him as such, are this trope, as he's a hit man for hire. [[spoiler:Sara]] doesn't buy it, insisting that ItsPersonal for her.

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* NothingPersonal: Jack insists that the murders done by him as such, as he's a hit man for hire. [[spoiler:Sara]] doesn't buy it, insisting that ItsPersonal for her.


* EvilAlbino: Whately, the Order representative.

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* RejectedApology: Near the end of ''Sinner's Reward'', Jack makes one more apology for the murders (see LeaveNoWitnesses above for details), only to be greeted with cold dismissal.
-->"Jack, you CROSSED the line of being able to apologize for what you did [[spoiler:LONG before [[YouKilledMyFather you killed my family]]]]... You KNOW that, don't you?"


* NamesTheSame: Dahlia. She couldn't be any different from the game's Dahlia though.

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[[quoteright:350:https://static.tvtropes.org/pmwiki/pub/images/silent_hill_comic.jpg]]


* FollowInMyFootsteps: Jack's father, who is a professional assassin himself, pressured Jack to have the same profession as he.



* LikeFatherLikeSon: Jack's father, a professional hit man himself, pressured Jack to have the same profession as he.


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* ProfessionalKiller: 2 of them, from ''Sinner's Reward'':
** Jack.
** So is Jack's father, [[FollowInMyFootsteps who forces Jack to become one]].


* ImpaledWithExtremePrejudice: In ''Sinner's Reward'', [[spoiler: The mob boss who ventures into Silent Hill in pursuit of Jack and Jill meets his end this way, courtesy of the Pyramid Head and his Great Knife.]]



* LeaveNoWitnesses: The backstory of ''Sinner's Reward''. [[spoiler: A mob boss Sara's father offended put a hit on Sara's father. Jack, the hit man said mob boss enlisted to eliminate Sara's father, carried out the murder of Sara's father, before killing Sara's mother as well (since she was right next to her husband). On the way out, Jack encountered Sara and, not wishing to run the risk of having Sara incriminating him as a witness, murdered her as well before fleeing the scene.]] Sara is understandably '''angry''' once the truth is made clear.

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* LeaveNoWitnesses: The backstory of ''Sinner's Reward''. [[spoiler: A The mob boss Sara's father offended put a hit on Sara's father. Jack, the hit man said mob boss enlisted to eliminate Sara's father, carried out the murder of Sara's father, before killing Sara's mother as well (since she was right next to her husband). On the way out, Jack encountered Sara and, not wishing to run the risk of having Sara incriminating him as a witness, murdered her as well before fleeing the scene.]] Sara is understandably '''angry''' once the truth is made clear.



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* YourCheatingHeart: Jill, wife of the mob boss who hired Jack, became attracted to Jack upon meeting him (and the feeling is mutual). She and Jack leaving together, and the mob boss' decision to have them brought back to him, drove the plot to ''Sinner's Reward''.

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* EyeScream: In order to desensitize Jack to murder as prerequisite for grooming him to become a professional assassin, Jack's father forced Jack to kill his dog, which Jack did by shooting his dog in the eye.

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* LikeFatherLikeSon: Jack's father, a professional hit man himself, pressured Jack to have the same profession as he.


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* MissingMom: Jack's mother died while Jack himself was young, leaving Jack to be raised by his father.

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