A freelance illustrator in New York suffers a quarter-life crisis and leaves his home for the west coast.

Leo Spivak is drifting through life without a compass. His father is aging fast, his teenage daughter is rebelling, his protégé is after his job and his wife is losing her patience. A twist of fate and some bizarre wisdom from a "freelance rabbi" help Leo navigate the murky waters of his life and turn his crisis into a second-chance.

Fired from his band and hard up for cash, guitarist and vocalist Dewey Finn finagles his way into a job as a fifth-grade substitute teacher at a private school, where he secretly begins teaching his students the finer points of rock 'n' roll. The school's hard-nosed principal is rightly suspicious of Finn's activities. But Finn's roommate remains in the dark about what he's doing.