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.
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.
Orochimaru Kidnaps His Employees In 'Naruto'
A halfway decent boss doesn't have to kidnap, coerce, or brainwash their employees to gain their support. Instead of seeking out people who believe in his cause - which involves achieving immortality to learn every jutsu in existence - Orochimaru rounds up orphans and brainwashes them into cooperating with him. He has no problem killing his minions or using them as experimental fodder if it's convenient for him.
Kabuto Yakushi, who is significantly smarter than his superior, is the only underling with genuine loyalty toward Orochimaru. Yakushi is far more capable of designing and carrying out experiments with tangible results. Orochimaru is pointlessly brutal, wildly unethical, and just plain inept at managing people.
Ton Is A Disrespectful Jerk In 'Aggretsuko'
Ton is a terrible boss who intimidates his employees even when he's aiming for compassion (which doesn't happen often). He goes out of his way to make Retsuko's professional life harder, passing excessive work to her and then ridiculing her when she can't meet his absurd expectations. He insults his female employees by outright stating their subpar work is due to their gender, and assuming they'll all run out the door the instant they get married.
He also drunkenly insults Retsuko via rap battle, which is a big no-no. While Ton isn't killing his employees like some other terrible bosses, it's extremely taxing to work for him.