Greg Kinnear as Paul Duncan

Rebecca Romijn as Jessie Duncan

Robert De Niro as Richard Wells

Cameron Bright as Adam Duncan

Zoie Palmer as Susan Pierce

Munro Chambers as Max Shaw

Marcia Bennett as Principal Hersch

Jake Simons as Dan Sandler

Devon Bostick as Zachary Clark Wells

Melanie Tonello as St. Pius Student

Andrew Chalmers as St. Pius Student

Nancy Hochman as Mrs. Baker

Merwin Mondesir as Maurice, Young Thug

Sava Drayton as Young Thug #2

Elle Downs as Clara Sandler

Edie Inksetter as Footlocker Cashier

Raoul Bhaneja as Samir Miklat

Jenny Cooper as Sandra Shaw

Jeff Christensen as Hal Shaw

Deborah Odell as Tanya

Ingrid Veninger as Mrs. Farr

Tracey Hoyt as Delivery Nurse

Janet Bailey as Cora Williams

Thomas Chambers as Jordan Shaw

Lisa Ciara as Girl at the Carnival (uncredited)

Al Bernstein as Godsend Receptionist