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* In ''VideoGame/MegaMan11'' it's revealed that Dr. Light feels this way about Dr. Wily. Though their friendship was already strained by that point, the straw that broke the camel's back was Light speaking out against Wily's Double Gear System and convincing the department to choose his research into robots with independent thought instead. This finally broke their friendship once and for all and also managed to be Wily's StartOfDarkness, which Light still regrets to this day:
--> '''Dr. Light:''' Wily never forgave me. And his views have grown ever more extreme since then... How ironic. That my efforts to quench Wily's hotheadedness before it led him astray... only ended up fueling the fire. If only I'd shown him there was a way to work together... instead of just telling him that he was wrong, maybe we'd still be friends.


* In ''Series/HerculesTheLegendaryJourneys'', the first episode had Hera murder Herc's wife and children. While Hercules initially lashes out by destroying Hera's temples and turns away a man looking for his help against the She-Demon, he eventually realizes that revenge isn't the answer. (The episode wasn't titled "The Wrong Path" for nothing.) After killing the She-Demon and saving her victims, Hercules vows to honor his family's memory by WalkingTheEarth and performing heroic deeds.



* Arturo from ''Series/{{Sliders}}'' considered his work on traveling to parallel universes his greatest failure until Quinn Mallory discovered how to do it.

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* ''Series/{{Sliders}}'':
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Arturo from ''Series/{{Sliders}}'' considered his work on traveling to parallel universes his greatest failure until Quinn Mallory discovered how to do it.it.
** Quinn himself for the group's travels. In the PilotMovie, he wanted to show off his discovery to Wade and Arturo, but he didn't fully understand it. He accidentally uses too much power, which causes the vortex to suck in the three of them and Rembrandt (who was just driving by). On the next world, they're forced to slide early, which erases their home Earth's coordinates and leaves them lost in the multiverse. Quinn can only blame himself and is determined to get the others home no matter what. His guilt is compounded in Season 3 when Arturo is killed TakingTheBullet for him.

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* [[TheHero Rean Schwarzer]] in ''VideoGame/TheLegendOfHeroesTrailsOfColdSteel II'' believes that his greatest failure was him not bringing back Crow to Thors school as Crow dies in Rean's arms at the end of the main storyline of ''Cold Steel II''. And in ''Cold Steel III'', [[spoiler:letting Millium die right in front of his eyes is another moment of failure for him.]]


** [[spoiler:Tony has one of his own: his inability to stop Thanos costed [[Franchise/SpiderMan Peter Parker]], the young boy who he had taken under his wing and who became like a surrogate son to him, his life. After returning to Earth, the emotional trauma he suffered from Peter's death, combined with physical weakness upon his return and concern over the family he starts with Pepper in the five years since, leaves him reluctant to help the Avengers again until he resolves to try and bring Peter back.]]

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** [[spoiler:Tony has one of his own: his inability to stop Thanos costed cost [[Franchise/SpiderMan Peter Parker]], the young boy who he had taken under his wing and who became like a surrogate son to him, his life. After returning to Earth, the emotional trauma he suffered from Peter's death, combined with physical weakness upon his return and concern over the family he starts with Pepper in the five years since, leaves him reluctant to help the Avengers again until he resolves to try and bring Peter back.]]


** [[spoiler:Tony has one of his own: his inability to stop Thanos costed Peter Parker, the young boy who he had taken under his wing and who became like a surrogate son to him, his life. After returning to Earth, the emotional trauma he suffered from Peter's death, combined with physical weakness upon his return and concern over the family he starts with Pepper in the five years since, leaves him reluctant to help the Avengers again until he resolves to try and bring Peter back.]]

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** [[spoiler:Tony has one of his own: his inability to stop Thanos costed [[Franchise/SpiderMan Peter Parker, Parker]], the young boy who he had taken under his wing and who became like a surrogate son to him, his life. After returning to Earth, the emotional trauma he suffered from Peter's death, combined with physical weakness upon his return and concern over the family he starts with Pepper in the five years since, leaves him reluctant to help the Avengers again until he resolves to try and bring Peter back.]]


* ''Film/AvengersEndgame'': [[spoiler:'''Everyone''' feels this way about Thanos killing half the universe, but Thor has it the worst. At the end of the previous movie, he struck a lethal blow on Thanos. For all intents and purposes he had won, but he decided to gloat instead of finishing Thanos off. This gave Thanos a chance to use the Infinity Stones and kill half the universe. Five years later, Thor is a fat, drunken wreck who does nothing but watch tv and intimidate a teenage gamer online]].

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* ''Film/AvengersEndgame'': ''Film/AvengersEndgame'':
**
[[spoiler:'''Everyone''' feels this way about Thanos killing half the universe, but Thor has it the worst. At the end of the previous movie, he struck a lethal blow on Thanos. For all intents and purposes he had won, but he decided to gloat instead of finishing Thanos off. This gave Thanos a chance to use the Infinity Stones and kill half the universe. Five years later, Thor is a fat, drunken wreck who does nothing but watch tv and intimidate a teenage gamer online]].online]].
** [[spoiler:Tony has one of his own: his inability to stop Thanos costed Peter Parker, the young boy who he had taken under his wing and who became like a surrogate son to him, his life. After returning to Earth, the emotional trauma he suffered from Peter's death, combined with physical weakness upon his return and concern over the family he starts with Pepper in the five years since, leaves him reluctant to help the Avengers again until he resolves to try and bring Peter back.]]


** Worf has his own: as a child, not realizing how much more powerful Klingons are than humans, he killed another child during a game of soccer. He's held himself back from full enthusiasm over anything ever since.


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* ''Series/StarTrekDeepSpaceNine''
** In the episode "Things Past", Odo's friends witness his greatest failing as a security officer during the Cardassian occupation of Bajor: in the interest of keeping order and being unconcerned with justice at the time, he permitted three Bajorans to be falsely accused of attempting to assassinate Gul Dukat, thus condemning three innocent people to death.
** Worf has his own: as a child, not realizing how much more powerful Klingons are than humans, he killed another child during a game of soccer. He's held himself back from full enthusiasm over anything ever since.


* In ''Fanfic/FateZeroSanity'', [[LadyOfWar Saber]] has two: Her canon failure to prevent Camelot's fall and [[spoiler: her role in [[WellDoneDaughterGirl Mordred's]] betrayal, [[IHaveNoSon refusing to acknowledge her as her successor]] due to her bitterness against Morgan le Fay]]. The later is only revealed after she fights [[spoiler: an [[YourMindMakesItReal illusion of Mordred]] created by a trap left by Assassin]].

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* In ''Fanfic/FateZeroSanity'', [[LadyOfWar Saber]] has two: Her canon failure to prevent Camelot's fall and [[spoiler: her role in [[WellDoneDaughterGirl [[WellDoneSonGuy Mordred's]] betrayal, [[IHaveNoSon refusing to acknowledge her as her successor]] due to her bitterness against Morgan le Fay]]. The later is only revealed after she fights [[spoiler: an [[YourMindMakesItReal illusion of Mordred]] created by a trap left by Assassin]].

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* ''Film/AvengersEndgame'': [[spoiler:'''Everyone''' feels this way about Thanos killing half the universe, but Thor has it the worst. At the end of the previous movie, he struck a lethal blow on Thanos. For all intents and purposes he had won, but he decided to gloat instead of finishing Thanos off. This gave Thanos a chance to use the Infinity Stones and kill half the universe. Five years later, Thor is a fat, drunken wreck who does nothing but watch tv and intimidate a teenage gamer online]].


* In ''VideoGame/FinalFantasyVII'', Cloud feels regret over several failures. His [[spoiler: failure to become a SOLDIER, the death of Zack who died trying to protect him, and blaming himself for not being strong enough to protect his childhood friend, Tifa, when she falls into a ravine and slips into a coma (also didn't help that Tifa's father blamed Cloud for Tifa's injury)]] leads to Cloud suffering from psychological disorders like TraumaInducedAmnesia and SplitPersonality. He also regrets failing to prevent [[ILetGwenStacyDie the death]] of [[spoiler: Aerith]], which motivates Cloud to take down Sephiroth.

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* In ''VideoGame/FinalFantasyVII'', Cloud feels regret over several failures. His [[spoiler: failure to become a SOLDIER, the death of Zack who died trying to protect him, and blaming himself for not being strong enough to protect his childhood friend, Tifa, when she falls into a ravine and slips into a coma (also didn't help that Tifa's father blamed Cloud for Tifa's injury)]] leads to Cloud suffering from psychological disorders like TraumaInducedAmnesia and SplitPersonality. He also regrets failing to prevent [[ILetGwenStacyDie the death]] of [[spoiler: Aerith]], Aeris]], which motivates Cloud to take down Sephiroth.

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* In ''Film/GangOfRoses'', Rachel cannot forgive herself for the last bank robbery her gang pulled, which resulted in an innocent bystander being killed and her having (literal) blood on her hands.

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* Tomiko from ''Manga/IsKichijojiTheOnlyPlaceToLive'' leaves the family dog indoors on a hot summer day, forgetting the air conditioner was on a timer. By the time she gets back, the poor thing has collapsed from heat stroke and dies shortly after. It haunts her even years later.

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* ''Film/TheMountie'': During a raid on a Chinese gambling den, Sergeant Grayling accidentally shot and killed a young girl. This causes him to turn to opium, earns him a year in the stockade, and gets him demoted and ReassignedToAntarctica. He treats his transfer as an opportunity to redeem himself.


** In ''VideoGame/DragonAgeInquisition'', Thom Rainier ordered his men to assassinate a rival Lord, discovering afterwards that his family had been there and they had all been killed. He then let his men take the fall and fled. Eventually, [[spoiler:he was recruited for the Wardens by a Warden named Blackwall, [[DeadPersonImpersonation whose identity Rainier assumed after Blackwall died saving him]]]].

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** In ''VideoGame/DragonAgeInquisition'', Thom Rainier ordered his men to assassinate a rival Lord, discovering afterwards Lord. He realized that his the target's wife and children were present when he heard the children singing, but didn't call off the attack, resulting in the entire family had been there and they had all been being killed. He then let his men take the fall and fled. Eventually, [[spoiler:he was recruited for the Wardens by a Warden named Blackwall, [[DeadPersonImpersonation whose identity Rainier assumed after Blackwall died saving him]]]].


* ''Manga/OnePiece'': A lot of the backstories of characters involve this: Chopper not being able to save Dr. Hiriluk, Franky failing to save Tom from the World Government, etc.

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* ''Manga/OnePiece'': A lot of the backstories of characters involve this: this:
** For
Chopper -- not being able to save Dr. Hiriluk, Hiriluk.
** For
Franky -- failing to save Tom from the World Government, etc.Government.



** And now [[spoiler:not being able to fully save Ace]] will haunt both [[OnePiece Luffy and Jinbei]] for years to come.

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** And now [[spoiler:not being able to fully save Ace]] will haunt both [[OnePiece Luffy and Jinbei]] Jimbei for years to come.

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