Jeanne Tripplehorn

Gwen Moss

Dylan McDermott

Nick

Karen Allen

Betty Dawkan (Nick's Mom)

Kale Browne

Vince Dawkan

Alice Drummond

Harriet

Sarah Jessica Parker

Francesca Lanfield

Jennifer Aniston

Debbie

Joshua Rubin

Nick, Age 12

John Plumpis

Saul, Age 25

Janel Moloney

Beebee, Age 25

Yvonne Zima

Gwen, Age 7

Christine Ebersole

Beebee Moss

Kellen Fink

Nick, Age 7

Michael Tucker

Saul Moss

Alexandra Theriault

Taffy, Age 7

Kimberly Paige

Taffy, Age 12

Jim Jansen

TV Dad

Sean Bolvin

One Big Happy Family Member

Kenneth Flores

One Big Happy Family Member

Joette Hayward

One Big Happy Family Member

Mary Martin

One Big Happy Family Member

Steven Scott

One Big Happy Family Member

Andrew Armbruster

Jonny, Age 8

Amanda Fuller

Debbie, Age 13

Madeline Zima

Gwen, Age 12

John Mascaro

Gwen's College Date

Matt Alexander

Gwen's Prom Date

Ken Olin

Gregory

Susan Walters

Robin

Michael Moertl

Dean

Kasi Lemmons

Angenelle

Patrick Malahide

Timo

Steve Antin

Kevin

Nina Foch

Sophia Monroe

Reg Rogers

Bob

Richard Fancy

Murdstone

Earl Carroll

Heep

Ian Gomez

Scott

Matt Roth

Todd

Karen Mayo-Chandler

Awful Truth Woman

Anthony Guidera

Maitre D'

Alexa Jago

Suzanne

John Hawkes

Gawayne

Jack Kruschen

Mr. Katz

Danielle Keaton

Chelsea

Julio Oscar Mechoso

Mover #1

Bruce Winant

Mover #2

David Clayton Miller

Man with Flyer

Tiffany Paulsen

Tiffany

William Utay

Paul Pullman

William Forward

Chairman

Craig Bierko

Jon Haas

David Elliott

Waiter with Tray

Kelli McCarty

Waitress

Annabelle Gurwitch

Woman in Bathroom

Marina Malota

Gwen's Daughter

John Achorn

Board Member (uncredited)

Dave Mallow

Newscaster Voice (voice) (uncredited)

Jennifer M. Farley

Precision Stunt Driver (uncredited)