What does "cut someone check" mean?
Native speaker’s answer
Rebecca
This means writing out a check. He is telling Principal Mullens that when they write his check out (cut my check), he wants it made out to him (Dewey Finn) and not his roommate, who he's been impersonating. Ex: The company cut him a check for $1200. Ex: I'll cut you a check the next time I see you.