|Jack Nicholson||Warren Schmidt|
|Hope Davis||Jeannie Schmidt|
|Dermot Mulroney||Randall Hertzel|
|Kathy Bates||Roberta Hertzel|
|Len Cariou||Ray Nichols|
|June Squibb||Helen Schmidt|
|Harry Groener||John Rusk|
Warren Schmidt has arrived at several of life's crossroads all at the same time. To begin with, he is retiring from a lifetime of service as an actuary for Woodmen of the World Insurance Company, and he feels utterly adrift. Furthermore, his only daughter Jeannie is about to marry a boob. And his wife Helen dies suddenly after 42 years of marriage.