Lisa (Reese Witherspoon) is in the emotional dumpster after getting cut from the Olympic softball team and shacks up with a major league baseball player and ladies' man, Matty (Owen Wilson) while she tries to put her life back together. Shortly after their relationship takes root she meets George (Paul Rudd), a business man facing his own personal issues with his father and a pending indictment by the Justice Department, and the two become good friends but could there be more to the relationship than she realizes?
Writer-director James L. Brooks' has quite a resume and I guess every now and then even the best of writers will release a stinker, and this certainly qualifies. The love triangle storyline had possibilities between Rudd, Wilson, and Witherspoon, but there are too many loose ends with Rudd's neurotic secretary (Katheryn Hahn) and his father (Jack Nicholson) that could have been excluded to quicken the pace and make the film more interesting.