After his mother's death, Jed Perry and his father move to northern California, where Jed enrolls at Evergreen Academy. Along with Jed, only two other boys attend the formerly all-girls school.
After being robbed for the third time, roommates hire the ultimate "Home Security," a ninja. Eventually the ninja becomes too comfortable and makes one of the roommates question his sexuality, at which point he has to be let go. "Don't worry, he'll find his way."
Jack is the nomad of the film's title. He is a homeless street performer who brings Shakespeare's soliloquies to life each afternoon on various street corners around the city of Denver. He moves around the urban landscape from park bench to bus bench with his best friend, an aging dog named Bones.
