Principal Takes a Holiday(1998)

About the film

A rowdy high school senior risks losing a $10,000 gift his parents promise him for graduation if he can complete the year without getting in trouble by getting caught by the principal in a prank. However, when an accident befalls the current principal, the senior goes and finds a drifter to show up at the school as the new principal to get his records erased.

Cast: Kevin Nealon, Zachery Ty Bryan, Jessica Steen

Production: Storyline Entertainment, Walt Disney Television, ABC