From legendary director/writer James L. Brooks comes a humorous and romantic look at the "How Do You Know" question. When everything she’s ever known is suddenly taken from her, Lisa (Reese Witherspoon) begins a fling with Matty (Owen Wilson), a major league baseball player and self-centred ladies man. Before their relationship takes off, Lisa meets up with George (Paul Rudd) a straight-arrow businessman facing his own serious issues, both with his father (Jack Nicholson) and the law. Just when everything seems to be falling apart, they discover what it means to have something wonderful happen.