Horrible bosses are some of the most formidable opponents for hardworking anime characters. The worst examples of this archetype might have issues with poor management or inefficient delegation skills. Tamanawa from Oregairu is a prime example of this type of boss. On the opposite side of the spectrum, overseers are executing their employees, like Frieza from Dragon Ball Z, who vaporizes his underlings when they displease him.
The term "boss" is rather broad, since it includes people in a variety of supervisory positions. One terrible boss, Ton from Aggretsuko, works in an office setting, while Akira Midousuji of Yowamushi Pedal makes life hell for his high school bike team.
If you work for a villain, your greatest concern might be getting beaten up by the good guys - or it could be whether your boss will kill you for looking at him funny. Frieza vaporizes his henchmen with little to no provocation. If a subordinate says something to upset him, he'll hurl them out of a spaceship, killing both the offending party and anyone else present. If they fail to fulfill his directives, he'll kill them without hesitation.
Gakuhō Asano Makes It Impossible For Teachers To Teach In 'Assassination Classroom'
Through most of Assassination Classroom, Gakuhō Asano seems like a bigger villain than the tentacle monster threatening to blow up the planet. Asano, the principal of Kunugigaoka Junior High School, sets up a class for the school's lowest achievers on the outskirts of campus. Not only does he treat these students like they're inherently inferior, he actively discourages them from improving their scores. Why? Because Asano believes having someone to look down on will inspire other students to succeed.
This is terrible for the students - and for his employees. A teacher's job is to help their students succeed academically, which is impossible if their boss is trying to prevent it.
Tomura Shigaraki Is Wildly Immature In 'My Hero Academia'
Does Tomura Shigaraki have a concrete plan in place for the League of Villains? Maybe. Does he have the wherewithal to stick to it? Absolutely not. Despite leading the criminal syndicate, Shigaraki appears clueless.
Rather than clearly outlining a strategy, Shigaraki often sics his Nomu on the city, destroying everything in sight until they're defeated. His only motivation for doing so is his passion for destroying things and a desire to do whatever he wants, whenever he wants.
His followers are all there for dissimilar reasons, unrelated to his overall goals, and likely to betray him at any moment. Despite Shigaraki's poor leadership skills, his boss, All for One, sees his potential and has hopes he'll grow into a splendid villain one day.
Bosses who prioritize their own goals over the physical safety of their employees are already bad news, but bosses who go out of their way to ensure their employees' demise are the worst. Mayuri Kurotsuchi doesn't necessarily like killing his employees - he doesn't care if they die in the name of science. Rather than seeing his underlings as humans, he sees them as fodder for his experiments.
This leads to Kurotsuchi turning his subordinates into bombs (without getting permission or even telling them ahead of time) to help him apprehend Uryū Ishida and Orihime Inoue, whom he wanted for his unethical experimentation.