Kobayakawa is callous and apathetic towards his students, caring only for the reputation of Shujin Academy and his own status. He was aware of Kamoshida's abuse of his students, but did not care due to Kamoshida's fame as an Olympian athlete and reputation he provides to Shujin. His actions are always meant to please his benefactors that helped get him to his seat in power and becomes distraught when he quickly loses influence and favor starting with the revelation of Kamoshida's abuse to the press. He is willing to use the students for his own gain or to save himself, even using the Student Council President Makoto Niijima as his enforcer to expose the Phantom Thieves identities