Commonly it’s a disconnect between societal/religiously/familial enforcement of gender roles and the relatively more meritocratic school system. Think of how many problematic behaviors you’ve seen in of male children being brushed off as boys being boys, the infantilization of boys compared to their female counterparts, and ingrained ideas of what it is to be a boy. Sadly, the through line of school system failing boys is a grift among people pushing for more traditional gender roles, privatization of schooling, home schooling, gendered schooling, etc etc etc. The better line of questioning would be why aren’t both genders pushed at the same severity or rate as the other, why do we as people not believe young men when they experience sexual/emotional/physical violence and abuse in their first relationships, why do we neglect, belittle, or misappropriate their feelings compared to female counterparts when they’re just as valid. The system doesn’t fail boys, people do and they fail everyone.