Characters / The Vigilante Boss and His Failed Retirement Plan

BEWARE OF MAJOR UNMARKED SPOILERS, FOR THIS STORY AND THE MAIN SERIES READ AT YOUR OWN RISK!

Phantom Sky Brigade/ Akashic Underground Order

In General

• A Lighter Shade of Grey: Izuku, his friends, and mentor have no problem resorting to extreme measures that are not so legal if it helps people in need.
• Benevolent Conspiracy: Akashic Underground Order, the secret organisation Senkuu helps Futaba to find For the Lulz. They're a collection of individuals from various backgrounds attracted by Izuku's idea of not conforming to the status quo of Quirked society.
• Birds of a Feather: Izuku's group, the Phantom Sky Brigade share tendencies for vigilantism, skepticism for adults, and a flair in exploiting loopholes in Quirk regulation. Later on the same applies for their underground organization in the dark net, where a group of people from various backgrounds that dissatisfied with status quo and prejudice in Quirked society gathers.
• Heroic Comedic Sociopath: Futaba, Senkuu, and Ojiro.
• Neighbourhood-Friendly Gangsters: While they're not a legal organization by any means, Akashic Ground Order's modus operandi is not confrontational unlike Liberation Army. They don't fight against authority and focus more on philosophy debate online, helping their members' life trouble, organizing their vigilante members to not get in trouble with authority, and expanding their network.
• Tarot Motifs: Used inaccurately for the Akashic Underground Order's top officers. They don't detail what their characters say in the actual meaning of the cards but the literal meaning of the cards used.

Izuku Midoriya

Izuku Midoriya, Vongola Sky, Mastermind, Neo Sky, Akasha

• Adaptation Name Change: Due to the divergence from the source material, instead of using Deku as his Hero name, he chose to be called Neo Sky.
• Blessed with Suck: While Mare and Arcobaleno bestow potentially Story-Breaker Power to their owner, Vongola's Hyper Intuition and inheritance looks lackluster in comparison. However, it won't weaken but getting stronger from generation to generation. Izuku still has to train his body so it won't break down under his growing power, his body constantly goes under Heroic RRoD as his power strains his body and Vongola has to deal with their fellow sky in case they act out of line to protect Trinisette System.
• Bungled Suicide: Izuku attempts to fake a suicide attempt by planting a note on the school roof fence of their middle school. Only for the fence to be rusted over and broke when Izuku leaned on it. It was only through his Traumatic Superpower Awakening that he didn't die.
• Cassandra Truth: Izuku's dream of peaceful retirement is often brushed off as a joke, or they think there's something wrong with his head. They can't be blamed for not taking his declaration seriously considering not only Izuku is too young to think of retirement, it's also a common sense of Quirked society that a child with potential like him would dream more ambitiously like Bakugou.
• Catch a Falling Star: Izuku does this to Hawks of all people after an explosion blasts Hawks off of a roof and he runs out of feather to fly.
• Catchphrase: Izuku's "______ with my dying will!" and " I can't die in peace if ____"
• Dark Secret: Izuku is still very hesitant to confess to his mentor and close friend about the identity of his previous incarnation.
• Deadly Prank: Izuku attempts to scare Bakugou by pretending that he took Bakugou's Suicide Dare seriously and actually committed to suicide. It goes horribly wrong and his fake suicide attempt turns into an accidental suicide attempt.
• Detect Evil: Hyper Intuition is capable of this.
• Didn't Think This Through: Like his canon self and previous reincarnation in-universe, Izuku has this bad habit when his emotion gets the better of him. Ironically he is also frequently lampshading this trope on others.
• Disappeared Dad: Izuku is a victim of this trope for the second time.
• Dungeon Bypass: Inko is held hostage by a gang of villains, and the whole top floor was blocked with a barrier Quirk. Izuku simply instructs the heroes and police force to explode the floor below with calculated precision to launch an ambush and save the hostages without bothering to disable the Quirk first.
• Embodiment of Virtue: Pro-heroes who know and like him think Izuku another ideal hero in the making like All Might. If they ignore his occasional rule-bending habit in an emergency.
• Explain, Explain... Oh, Crap!: A lot of Izuku's analysis in emergency situations end up as this.
• Famed In-Story: As Nezu's disciple and main intern, Izuku is quite famous with the moniker Mastermind in pro-hero circles and the police force.
• Glowing Eyes: Izuku's eyes turn to half orange to full orange whenever he slips to Hyper Dying Will Mode.
• Goodbye, Cruel World!: Izuku leaves behind a note on his desk saying that he's going to take Bakugou's advice in order to scare Bakugou. Only through luck that Izuku didn't turn it into an actual suicide note.
• Harmless Freezing: Subverted big-time. Zero Point Breakthrough is more damaging than natural ice when it comes in contact with bare skin. Especially to those with no resistance to Dying Will Flame or lacking regeneration Quirk. As a result, Izuku is very wary he might accidentally kill someone with it and use Zero Point Breakthrough almost exclusively for defensive purpose if not against Noumu.
• History Repeats: Izuku finds his relationship with his father is eerily similar to Tsuna's, his previous incarnation. Absent father, with monthly income, transfers through several dummy companies.
• Hyper-Awareness: The Vongola's Hyper Intuition that Izuku inherits, and noted to be stronger in Quirked society.
• Important Haircut: Izuku cuts his hair to look similar to Shoichi Irie, alluding to his intelligence.
• Instantly Proven Wrong: A routine for Izuku and his Hyper Intuition. When he has a bad premonition he will analyze what's the worst that could happen and wish he is overthinking it. He is never right when it comes to this.
• In-Universe Nickname: Several examples, especially for Izuku: Midori, Midorin, Izu, Mastermind, Problem Child and Akasha.
• Irony: The nicknames Akasha and Mastermind from the villains and the Heroes respectively. The Heroes name Izuku Mastermind for his crazy intelligence which somehow leads to no casualties yet maximum property damage. The Villains name Izuku Akasha for opening the debate of society.
• Knight in Sour Armor: Izuku can be quite cynical about Quirked society and the Heroic industry due of his own experience and close relationship to Hawks and his mentor, Nezu. But that doesn't stop him from doing what is right.
• Lethal Harmless Powers: While canon Mineta has shown how versatile his Quirk is, Izuku's analysis reveals it could be used in lethal ways. For example, if a sticky ball only Mineta can remove is stuck on someone's orifice or traps them in dangerous places like a train track.
• Living Lie Detector: Hyper Intuition is this, which is why Izuku's friends give up on ever lying to him directly. So when they have something to hide from him, they either avoid the topic altogether or knock themselves out so he can't read them.
• Limit Break: What Hyper Dying Will Mode is basically.
• Loophole Abuse: Izuku (by the influence of Nezu) will resort to this to get what he wants.
• Magnetic Hero: Izuku. Unintentionally and intentionally, he gets people to hear him out and they are drawn to him.
• Meaningful Name:
  • As explained in the fic, Akasha means sky and the compendium of knowledge and history. Justified because Futaba was the one who named him. Izuku is less than enthused.
• Mid-Suicide Regret: During Izuku's fake suicide attempt, he accidentally falls off the roof. As Izuku fell to his death, he is filled with remorse. Izuku doesn't want to die nor does he want to ruin Bakugou's life. Thankfully his remorse trigger his Dying Will.
• My God, What Have I Done?: Izuku's reaction when he was plummeting from the rooftop of his school.
  • While it's justifiable in Ten Years Later Arc for Tsuna to kill Byakuran, the guilt for both Byakuran's death and Yuni's still haunt him in his present life to an extent.
• Nightmare Fuel Station Attendant: Unintentional on Izuku's part. The first thought for any Quirk analysis other than detailing what the Quirk entails is usually how to use it for deadly purposes. Aizawa, Bakugou, the class, and Mineta are especially frightened when Izuku details what Mineta lethally could do with his Quirk. Mineta never recovers and asks frequently if he could kill enemies in a particular instance like USJ.
• Oh, Crap!: Izuku, whenever he one of his meticulous plans goes wrong.
  • The most notable example of this is when Izuku realizes Shigaraki/Tenko is not the Mare Sky he is familiar with from his past life. He is calm enough until he goes on a hysterical rant over the potential damage Tenko can cause and he can't predict to Nezu and Senkuu.
• Parental Substitute: Shouto views Izuku as one as well because Izuku has the tendency to act fatherly towards troubled kids around him, especially Shouto. He even calls Izuku Dad when he was half-asleep.
• Perspective Reversal:
  • When he was Quirkless, Izuku wanted to be a hero while the rest of society mocked him and said that he couldn't do it. Now that he was powers Izuku just wants a peaceful retirement while society is trying to make him become a hero.
  • Izuku spent most of his life trying to be Katsuki's friend while Katsuki hated him. Now he wants nothing to do with Katsuki and cares for him in an oblique way while Katsuki wants to be rivals.
• Rage Breaking Point: After a decade of abuse when Bakugou tells Izuku to jump off a roof in hopes of getting a quirk in his next life, Izuku finally had enough. Izuku attempts to fake his suicide to scare Bakugou. When that fell through, Izuku threatened the school when the school attempted to cover it up and had both of them kicked out of Onodera.
• Reincarnation: Izuku is the second reincarnation of Vongola Primo.
• Resigned to the Call: With how flourishing heroic industry is in his current world, Izuku has no plans to be a hero at all until Nezu and Naomasa visit him in school, and the next day Hawks came on behalf of Shiketsu and the Hero Commission Committee.
• Scare 'Em Straight: Izuku attempts to scare Bakugou into realizing how dangerous his bullying and words are and how fragile Bakugou's ambitions are by faking a suicide attempt. It ends badly.
• Selective Obliviousness: Izuku on the subject of Vongola Family. While Izuku is concerned about Trinisette System, he did his best to not think of Vongola family's whereabouts or if it even exists in his current universe. When his inheritance document was sent by Cervello, Izuku swiftly lock it away and hasn't looked back since then.
• Stopped Caring: After trying and failing to get Bakugou to become a better person for over a decade and being nearly bullied to suicide for it, Izuku finally gave up. Izuku realizes that Bakugou is going to refuse to change and that they're both toxic influences on each other. When Izuku and Bakugou reunite at UA, Izuku maintains his distance and refuses to react to Bakugou's baiting. While Izuku still cares for Bakugou on some level, Izuku stopped caring about helping him.
• The Dreaded: While Izuku has his own reputation as one. The teachers and anyone who know his group are more worried about what Futaba and Senkuu would do without Izuku holding them back.
• The Mentor: In spite of being a student himself, Izuku takes up this role for his group of close friends and his classmates on occasion as well.
• There Are No Therapists: Izuku suffers from PTSD from all the bullying he faced growing due to the systematic discrimination against Quirkless and Bakugou's treatment of him. And the fic started with him having suicidal ideation considering he tried faking a suicide attempt to scare Bakugou.His friends manage to help him deal with his inferiority complex and problems with accepting people and does become valued for his skills. But despite working with several teachers and going to a better school, no one has seen a therapist.
• Took a Level in Cynic: Izuku, what did you expect when you having two lifetimes worth of experience of being a mafia boss.
• Wise Beyond Their Years: Izuku with the knowledge of his past life. U.A. staff found his behavior strange as they often try to get him to have fun and encourage him in activities.

Mashirao Ojiro

Mashirao Ojiro, Fighter Serano

• Adaptation Name Change: Due to Ojiro's closeness with Izuku in this iteration, he went with Fighter Serano rather than his canon hero name Tailman.
• Ascended Extra: Downplayed with Ojiro. He's technically part of the main class canon is following but he doesn't stand out much. Here's he's part of the main cast.
• Corrupt the Cutie: A light example compared to most in this trope. Ojiro is willingly corrupted by Futaba and Senkuu.
• In-Universe Nickname: Shiro
• Took a Level in Cynic: Ojiro, having your best friend be littered in burn scars from a bully does this to a person.

Ishigami Senku

Ishigami Senku

• Transplant: Senku is the main protagonist of Dr. STONE
• Fake Wizardry: Senkuu hints but doesn't outright state that his so-called Quirk is fake and is a product of his own intellect. He calls his Photographic Memory a Quirk to escape the discrimination of being Quirkless.
• Mad Scientist: What Senku is
• Photographic Memory: Senkuu. Although he stated his so-called Quirk had been a thing before the era of Quirks and he did say he has the Quirkless extra joint. If anything, it makes him more annoyed at the Quirk-dominated world.
• The Resenter: Senkuu is very harsh on proheroes who are overly reliant on their Quirks instead of using mundane or practical solutions. Partially due to frustration with Quirk-obsessed society that requires him to disguise his genuine intelligence as a Quirk to escape discrimination. The other part being frustration with the pro-heroes' stupidity and lack of imagination.
• Science Hero: Alongside Futaba and Mei. His specialty is pharmaceuticals and medical engineering.
• Teen Genius: Alongside Futaba and Mei

Futaba Sakura

Futaba Sakura

• Transplant: Futaba is a main character from Persona 5
• He Who Fights Monsters: Futaba started as a bullying victim ostracized by others until she makes friends in Izuku who bring outs of her shell and go back to high school. So when Futaba comes across the person who traumatized her best friend, she does everything in her power to make that Bakugou's life a living hell. Thus Futaba becoming a bully herself.
• Nerdy Bully: Futaba is a Ditzy Genius that refuses to leave her room and she's Bakugou's primary bully. Futaba has her robots identify him as trash, insult him to his face, spread rumors about him and uses her position as smartest in the Support Department to have Bakugou ostracized.
• Science Hero: Alongside Senkuu and Mei. Her speciality is hacking and software engineering.
• Technopath: Futaba's Quirk.
• Teen Genius: Alongside Senku and Mei
• There Are No Therapists: Sakura suffered from depression over her mother's death and still recovering from being a Hikikomori. Again no therapy.
• Token Super: Of the Support Department's Big Three, Futaba is the only one that actually has a Quirk as the other two are secretly Quirkless.
• You Are What You Hate: Futaba can't stand bullies after the abuse she went through and becomes a bully herself to Bakugou.

Class 1A

Katsuki Bakugo

Katsuki Bakugo

• All of the Other Reindeer: Bakugou was ostracized by his second middle school after he was kicked out of Onodera. But the school was justified in ostracizing him because he kept to delusional behaviors such as treating his classmates as extras and canon fodder and refusing to learn anyone's names, attempted to bully other students and resisted his teachers' attempts to crack down on his behavior.
• Break the Haughty: Transferring out of Onodera turns Bakugou's life upside down, as it becomes apparent that the more decent school won't tolerate his vicious temperament. He was even discouraged from pursuing the Pro Hero course, due to the dangerous combination of his behavior and Quirk. And it continues on from there:
  • In UA, Izuku and other recommended students outshine him. Their first combat exercise ends with Bakugou knocked out in less than a minute because Izuku wants to avoid collateral damage.
  • Izuku's group of friends go behind his back and sabotage Bakugo's chance to make connections with students outside of the Hero course. But they don't need to work even further than that because Bakugou basically did it to himself.
  • The teachers who have been warned of his temperament watch him more closely and, much to their horror, Bakugou has developed an ongoing issue that makes him a hazard not just to himself but also to other students.
• Bully Brutality: Not only would Bakugou beat the tar out of Izuku, he would frequently burn him with his quirk to the point Izuku still has the scars. Bakugou would physically and emotionally abuse Izuku by calling him names, mocking his dreams, and destroy his notes. Then Bakugou went too far with his fateful Suicide Dare. Aizawa is horrified when he finds out, as this is not only grounds for expulsion from UA, but grounds for Bakugou to get arrested.
• Chuunibyou: When Bakugou is transferred to a much more strict middle school after getting kicked out of Onodera, he is accused of being one by the teachers and fellow students when they try to crack down on his behavior. Bakugou constantly seeing himself as the main character while treating his classmates as nameless extras is not something a good educator would tolerate.

  Teacher: He needs anger management class… and I am not sure how to bring this up - but your son seems to be under delusions that he is the main character of a fantasy, and calling everyone around him as either extras or cannon fodders.

• His Own Worst Enemy: Ojiro laments how pointless it is to sabotage Bakugou's reputation in UA, when Bakugou does a spectacular job on his own.
• Karma Houdini Warranty: After Izuku's Bungled Suicide debacle and Traumatic Superpower Awakening due to Bakugou's Suicide Dare, Bakugou is punished by having to transfer schools and received no punishment for a decade of abuse while Izuku had to recover from the trauma. So when Bakugou and Izuku reunite at UA and Bakugou shows no remorse for his actions nor learned from them, the rest of the Phantom Sky Brigade punch in his number. With Futaba's newfound power as the most popular in the Support Department and Ojiro's lack of presence, they launch an effective whisper campaign that, combined with Bakugou's continuing bad behavior, destroys his reputation. Due to Bakugou's self-centeredness, he doesn't realize that he has effectively sabotaged his own future prospects until it's too late and is nearly expelled for his behavior.
• Laser-Guided Karma: Unintentionally on Izuku's part, but his worst punishment that Bakugou that can't stand? Ignoring him and not giving a damn about him.
• Perspective Reversal: In the beginning of the fic, Katsuki couldn't stand Izuku while Izuku wanted to be his friend. Now Katsuki wants Izuku's attention and to be proper friends and rivals. Izuku is so burnt out by Katsuki's bullying metaphorically and literally that Izuku wants nothing to do with him.
• Spoiled Brat: As a child when Bakugou was told by his Quirk Counselor that his Quirk was dangerous and he needed to be careful, Bakugou took it as affront and assault to his entire existence. Neither his parents nor his school had ever tried to restrict him before.
• There Are No Therapists: Averted: Once transferred to a more strict school, Bakugou's teachers recommend anger management therapy, only to fall on deaf ears. The teachers at UA finally defy this trope by assigning mandatory anger management, mandatory counseling, and remedial rescue training to Bakugou if the latter doesn't want to be expelled.
• Hated by All: Thanks to Futaba and Ojiro's machination, this is Bakugou's reputation at UA.

Shoto Todoroki

• In-Universe Nickname: Sho-chan
• There Are No Therapists: By only using half his Quirk, Shoto is publicly self-mutilating himself to the point of risking his own health. Yet no one tries to counsel him on this, until Izuku intervenes and finally gets him to snap out of it during the Sports Festival final.

Support Department

In General

• Consummate Professional: The Support Department really doesn't like Bakugou after he disregards and badmouths their vital service. That said, while they give him only the barest minimum of service, they still make sure to give him quality equipment, as good Support devices are literally life or death for a hero.

Mei Hatsume

• Adaptational Superpower Change: It's implied that Mei is actually Quirkless, with her canon telescopic vision being contact lenses of her own invention.
• Badass Normal: All her inventions are a product of her own human ingenuity. Mei is a regular Quirkless human that is able to keep up with Quirked students and makes it to the Semi-Finals of the Sports Festival through her inventions and skill alone. Something most of her Department refused to participate in and difficult for most of the hero department students to accomplish.
• Fake Wizardry: Mei is implied to be Quirkless with her telescopic vision Quirk being contact lenses that she invented for herself.
• Science Hero: Alongside Futaba and Senkuu. Her specialty is mechanical engineering.
• Teen Genius: Alongside Senku and Futaba

The Big 3

Mirio Togata, Lemillion

• Did You Just Punch Out Cthulhu?: Izuku's reaction when Mirio punches Kawahira.
• Naked People Are Funny: Averted: Mirio's accidental nudity due to his Quirk isn't always treated as a joke, as he has multiple complaints against him for flashing people in public.

Tamaki Amajiki, Sun Eater

Nejire Hado, Nejire-chan

UA Staff

All Might, Toshinori Yagi

• Adaptational Backstory Change: Yagi and Tsukauchi met in high school in this fic, not later in life as in canon.

Nezu

• Parental Substitute: Nezu acts as both mentor and father figure for Izuku, and Izuku trusts the headmaster with some of his greatest secrets.
• The Mentor: Nezu is the official mentor to Izuku.

Pro Heroes

Endeavor, Enji Todoroki

• Hated by All: Endeavor, to pros who have worked with him closely enough to know he is both egoistic and callous. The team Izuku gathers in Hosu to capture Stain dislike him greatly to the point that no one bats an eye when Izuku suggests pointing Endeavor in the wrong direction to deal with Nomu and keep the Flame Hero far away from Stain.
• Nice Job Breaking It, Hero: Endeavor is instructed to stand back during the first attempt to capture Stain. Not only is he baited by Stain to turn the narrow alley into a sea of fire, but in so doing also prevents Eraserhead and Best Jeanist's Quirks from subduing Stain. As such, Endeavor singlehandedly causes the entire operation to fail, much to Izuku's ire.

Hawks, Tako Kazunari

• Adaptation Name Change: Hawks' canonical name is unknown as of writing but in this fic, it's Takao Kazunari.
• Broken Pedestal: Hawks has a breakdown when he finds out that Endeavor might have committed domestic violence and gotten away with it.
• The Gadfly: Hawks to a T
• Shout-Out: Hawks' name in this is Takao Kazunari and yes, one of his sidekicks is Verdant Shooter AKA Shintarou Midorima.

Ingenium, Tensei Iida

• Abled in the Adaptation: Unlike his encounter with Stain in canon, Tensei doesn't become paralyzed due to Hawks being nearby.

Power Loader, Higari Maijima

• Cloudcuckoolander's Minder: In canon, Power Loader just has to deal with Hatsume. Here, he also has Futaba Sakura and Ishigami Senkuu, forming their own Big 3 in the Support Department for him to deal with. Senkuu is the sensible one most of the time, but he will encourage chaos from the two girls For the Lulz.

League of Villians

Tomura Shigaraki

Tomura Shigaraki, Tenko Shimura, Mare Sky

Mafia

Kawahira

• Above Good and Evil: Kawahira is this, according to Izuku.
• Curb-Stomp Battle: Kawahira defeats Aizawa, Mirio, Gran Torino, and Nighteye easily. It's implied that Kawahira vs. anyone in-universe will result in this.