In this update of Washington Irving's classic tale, Ichabod Crane wakes up in the 21st century but finds his 18th-century nemesis, the Headless Horseman, has also come along for the ride.

After flying home to L.A. for the funeral of his estranged record-producer father, a struggling man discovers that the will stipulates that he must deliver $150,000 in cash to a 30-year-old alcoholic sister he never knew existed, and her troubled 12-year-old son.