History MyGreatestFailure / Film

** ''Film/TheLastJedi'' reveals what happened to Luke during the TimeSkip after ''Film/ReturnOfTheJedi''. [[spoiler:Sensing his nephew Ben's dark future, Luke was briefly ready to murder him in his sleep to prevent it from happening. [[MyGodWhatHaveIDone Just as Luke realized what he was doing]], Ben woke up and defended himself. [[SelfFulfillingProphecy As a result]], Ben pledged his loyalty to [[BigBad Snoke]], destroyed Luke's Jedi academy, and [[CreateYourOwnVillain adopted the identity of Kylo Ren]]]].

** [[spoiler:Tony has one of his own: his inability to stop Thanos 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.]]
* In ''Film/BatmanVSupermanDawnOfJustice'', before the events of the film, [[Comicbook/{{Superman}} Clark]] has the [[Film/ManOfSteel battle of Metropolis]], blaming himself for not being able to prevent all the death and destruction that Zod and his followers caused, while [[Comicbook/{{Batman}} Bruce]] has both the death of Comicbook/{{Robin}}, murdered sometime before the events of the film by Comicbook/TheJoker and Comicbook/HarleyQuinn, and the destruction of the Wayne Financial building in Metropolis during Zod's attack, which fuels a lot of his [[FantasticRacism hatred]] for Superman. During the film itself, Clark's greatest failure becomes [[spoiler: the destruction of the US Capitol building and the deaths of everyone inside, since he blames himself for not seeing the bomb that caused the destruction (although Comicbook/LoisLane discovers that Comicbook/LexLuthor hid the bomb behind lead, meaning that Clark ''wouldn't'' have spotted it even if he was looking for it)]], while Bruce's becomes allowing his fear and mistrust of Clark to become [[FallenHero hatred and cruelty]], allowing Lex to manipulate him and making him partly responsible for [[spoiler:Clark's death]]. However, Bruce [[MyGreatestSecondChance decides to learn from his mistakes]] and reach out to the other metahumans in friendship, bringing them together as a [[Comicbook/JusticeLeague team]].

* In ''Film/JasonsLyric'', the main protagonist, Jason, spent all his life blaming himself for [[spoiler:[[AccidentalMurder accidentally killing]] his father]] that he keeps protecting and saving his troubled brother, Joshua ([[spoiler:despite he is implied to have been aware of being taken the advantage of]]) and almost sacrificing his happiness with [[LoveInterest Lyric]]. [[spoiler:But, he eventually chooses his girlfriend over his brother after she almost died at Joshua's hand (by accident) as well as earning his mom's blessing for his relationship with Lyric.]]
* In ''Film/TheKarateKid2010'', Mr. Han's car accident [[spoiler: that killed his wife and son]].
* In ''Film/TheKiller'', Ah Jong/Jeffrey Chow felt this way after he accidentally blinded Jenny with a muzzle flash at the nightclub at the beginning of the movie and towards the child who he brought to a hospital after she took a bullet from one of the people out to kill him during the shootout at the beach.
* In ''Film/KingsmanTheSecretService'', Harry failed to properly pat down a mook prisoner to see if he was carrying a grenade, so when the prisoner attempts to blow up himself and the rest of the Kingsmen in the room, Eggsy's father pushed Harry out of the way and jumped on the grenade himself, taking the blast. Made even worse given how he was Harry's protégé.

* ''Film/StarTrekIITheWrathOfKhan'': Kirk's blunder in failing to arm the Enterprise in time resulted in Khan blasting the ship nearly to hell. He came back nicely though...
* In ''Film/StarTrek2009'', Spock-prime's greatest failure was not arriving in time to save the planet Romulus from a supernova blast. This results in a mad man from the future seeking vengeance on The Federation and destroying Spock's home planet, Vulcan.

* In ''Jason's Lyric'', the main protagonist, Jason, spent all his life blaming himself for [[spoiler:[[AccidentalMurder accidentally killing]] his father]] that he keeps protecting and saving his troubled brother, Joshua ([[spoiler:despite he is implied to have been aware of being taken the advantage of]]) and almost sacrificing his happiness with [[LoveInterest Lyric]]. [[spoiler:But, he eventually chooses his girlfriend over his brother after she almost died at Joshua's hand (by accident) as well as earning his mom's blessing for his relationship with Lyric.]]

* In ''Film/SpiderMan1'' when Peter realizes that the carjacker who shot and killed uncle Ben is the same thief who he intentionally let get away earlier in retaliation for the wrestling promoter (who the thief just stole from) paying him significantly less money than originally promised.

* In ''Jason's Lyric'', the main protagonist, Jason, spent all his life blaming himself for [[spoiler:[[AccidentalMurder accidentally killing]] his father]] that he keeps protecting and saving his troubled brother, Joshua ([[spoiler:despite he is implied to have been aware of being taken the advantage of]]) and almost sacrificing his happiness with [[LoveInterest Lyric]]. [[spoiler:But, he eventually chooses his girlfriend over his brother after she almost died at Joshua's hand (by accident).]]

* In ''Jason's Lyric'', the main protagonist, Jason, spent all his life blaming himself for [[spoiler:[[AccidentalMurder accidentally killing his father]] that he keeps protecting and saving his troubled brother, Joshua ([[spoiler:despite he is implied to have been aware of being taken the advantage of]]), and almost sacrificing his happiness with [[LoveInterest Lyric]]. [[spoiler:But, he eventually chooses his girlfriend over his brother after she almost died at Joshua's hand (by accident).]]

* In ''Jason's Lyric'', the main protagonist, Jason, spent all his life blaming himself for [[spoiler:his father's death]] that he keeps protecting and saving his troubled brother, Joshua ([[spoiler: despite it is implied that he is aware to have been taken advantage of]]) and almost sacrificing his happiness with [[LoveInterest Lyric]]. [[spoiler:But he eventually chooses his girlfriend over his brother after she almost dies in Joshua's hand (by accident).]]

* ''Film/AClassicHorrorStory'': Riccardo's is that, in his career as a doctor, he lost a patient. As a result, his life was ruined, his wife left him and took his daughter, and won't let him see her.

* ''Film/Underworld2003'': In the extended cut and novelization of the first film, Michael Corvin had a fiancee named Samantha. They were in a car crash, and because Michael had no idea what he was doing, he was unable to save her from bleeding out. Determined to never let a tragedy like that happen again, Michael became a doctor. At one point, he laments that if he knew then what he knows now, he would have been able to save her.

* In ''Film/SpiderMan'' when Peter realizes that the carjacker who shot and killed uncle Ben is the same thief who he intentionally let get away earlier in retaliation for the wrestling promoter (who the thief just stole from) paying him significantly less money than originally promised.

** [[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]].

** There's the stormtrooper in the picture at the top of the page (Those WERE the droids he was looking for). The 2017 book ''Literature/FromACertainPointOfView'' has a story about that stormtrooper, operating number TD-110.

* In ''Film/Spider-Man'' when Peter realizes that the carjacker who shot and killed uncle Ben is the same thief who he intentionally let get away earlier in retaliation for the wrestling promoter (who the thief just stole from) paying him significantly less money than originally promised.