Sandra Bullock

Character: Lucy Kelson

Hugh Grant

Character: George Wade

Dana Ivey

Character: Ruth Kelson

Robert Klein

Character: Larry Kelson

Alicia Witt

Character: June Carter

Heather Burns

Character: Meryl Brooks

David Haig

Character: Howard Wade

Dorian Missick

Character: Tony

Joseph Badalucco Jr.

Character: Construction Foreman

Jonathan Dokuchitz

Character: Tom

Veanne Cox

Character: Melanie Corman

Janine LaManna

Character: Elaine Cominsky

Iraida Polanco

Character: Rosario

Charlotte Maier

Character: Helen Wade

Katheryn Winnick

Character: Tiffany

Jason Antoon

Character: Norman

Rocco Musacchia

Character: Fisherman

Wynter Kullman

Character: Tyler

Francie Swift

Character: Lauren Wade

Adam Grupper

Character: Ex-Mrs. Wade's Lawyer

Johnny Dee

Character: Homeless Man

John Cunningham

Character: Justice of the Peace

Mark Feuerstein

Character: Rich Beck

David Aaron Baker

Character: Man Getting into Cab

Teagle F. Bougere

Character: Willie the Bellboy

Mandy Siegfried

Character: Hana the Hostess

Mark Zeisler

Character: Mr. Lowell

Nadine Mozon

Character: Ms. Gonzales

Tim Kang

Character: Paul the Attorney

Libby West

Character: Masseuse

Sharon Wilkins

Character: Polly St. Clair

Mike Piazza

Character: Mike Piazza

Shannon Fiedler

Character: Cookie Girl

Becky Ann Baker

Character: RV Woman

Adam LeFevre

Character: RV Man

Sebastian Rand

Character: RV Son

George Gearhart King III

Character: RV Son

Donald Trump

Character: Donald Trump

Norah Jones

Character: Norah Jones

Bill Bowers

Character: Dance Floor Mime

William Thourlby

Character: Man in Elevator

Elizabeth Owens

Character: Woman in Elevator

Dori Kancher

Character: Farewell Party Girl

Marina Lutz

Character: Lucy's Assistant

José Ramón Rosario

Character: Assemblyman Perez

Craig 'Radio Man' Castaldo

Character: Radioman (uncredited)