After dying in a car crash, Bobby Fantana is forced to pay for his misdeeds by becoming someone's guardian angel. He reluctantly agrees to watch over awkward high schooler Lenny Barnes, teaching him how to be cool and confident. As Bobby teaches Lenny, the two form a close bond. In order to earn his wings and get into heaven, a hip guardian angel is handed the task of watching over a lonely high school boy who needs guidance on how to fit in.