Widower and professor Porter Waide has his life turned upside down with the arrival of his football player brother, Bobby, who's gotten into so much trouble that he's been contracted to live with a responsible relative. This move also disrupts the lives of Porter's impressionable son, Oscar, and Bobby's perpetually annoyed agent, Dena.
Porter is blindsided by the arrival of his football player brother and certainly unprepared to tackle the concept that Bobby's new million-dollar contract requires him to move into Porter's responsible household.
After taking Uncle Bobby's advice, Oscar ends up in the vice-principal's office. But it's Porter and Bobby who are punished when the vice principal sends them to a parenting class.
Porter's worried about Bobby's influence when Oscar decides he wants to be a bus driver instead of going to college. Since Oscar's been spending so much time with Bobby, Porter has been left with gaps in his day so Bobby suggests he get a hobby.
When Oscar and Rose are allowed to go to the movies by themselves, Rose persuades Oscar to sneak into an extra film without paying; and when Oscar inadvertently confesses, Porter decides to teach his son a lesson.
When Porter berates Bobby for not cleaning up after himself, Bobby reacts in a typical fashion: he hires a maid; Oscar pays Rose to do his chores.
Bobby's gross costume frightens Oscar more than he wants to let on, ruining his favorite holiday of the year. Bobby tries to comfort Oscar after a particularly bad nightmare.