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.
Chris Pine
as Sam Harper
Elizabeth Banks
as Frankie Davis
Olivia Wilde
as Hannah
Michelle Pfeiffer
as Lillian Harper
Mark Duplass
as Ted
Devin Brochu
as Simon
Barbara Eve Harris
as Mrs. Haney
Dean Chekvala
as Jerry
Sara Mornell
as Dr. Amanda Goldstein
Michael Hall D'Addario
as Josh Alan Davis
Philip Baker Hall
as Ike Rafferty
David Burrus
as Derek