Meg Ryan

Character: Kate McKay

Hugh Jackman

Character: Leopold

Liev Schreiber

Character: Stuart Besser

Breckin Meyer

Character: Charlie McKay

Natasha Lyonne

Character: Darci

Bradley Whitford

Character: J.J. Camden

Paxton Whitehead

Character: Uncle Millard

Spalding Gray

Character: Dr. Geisler

Josh Stamberg

Character: Colleague Bob

Matthew Sussman

Character: Ad Executive Phil

Philip Bosco

Character: Otis

Stephanie Sanditz

Character: Gretchen

Charlotte Ayanna

Character: Patrice

Andrew Jack

Character: Roebling

Stan Tracy

Character: Photographer

Kristen Schaal

Character: Miss Tree

William Sanford

Character: Barry

Arthur J. Nascarella

Character: Gracy

Robert Ray Manning Jr.

Character: Passerby

Roma Torre

Character: TV Newscaster

Viola Davis

Character: Policewoman

Ray Seiden

Character: Sanitation Worker

Jonathan Fried

Character: Faux Wolfgang

Francis Dumaurier

Character: Faux Emeril

Cole Hawkins

Character: Hector

Stephanie Montalvo

Character: CRG Intern

Ebony Jo-Ann

Character: Nurse Ester

George Hahn

Character: Assistant Director

Joseph Mosso

Character: Cameraman

Cornelius Byrne

Character: Carriage Driver

Chazz Menendez

Character: Purse Thief

Brandon Parrish

Character: Dennis

Ginger Britt Daniels

Character: Monica

Martha Madison

Character: Office Woman

Nai Yuan Hu

Character: Rooftop Violinist

Michael Shelle

Character: Distinguished Actor

Matt Beisner

Character: Commercial Director

Bill Corsair

Character: Limo Driver

John Rothman

Character: Executive #1

Dennis Rees

Character: Executive #2

Michael Cassady

Character: Executive #3

Brian Letscher

Character: Ad Executive

Meg Gibson

Character: Executive's Wife

Kevin Daniels

Character: Doorman at Party

Henry Boyle

Character: Cab Driver

Russell Di Perna

Character: Bridge Cop

Frank Arcuri

Character: 1876 Doorman

Andrea Barnes

Character: Clara (uncredited)

Del Pentecost

Character: Marty (uncredited)

Domenick Lombardozzi

Character: Counterman (Uncredited)

Craig Bierko

Character: Actor in Advertisement (uncredited)

James Mangold

Character: Irate Director Richard (uncredited)

David Aaron Baker

Character: 2nd Studio Executive (uncredited)

Shalom Harlow

Character: Woman in Movie (uncredited)

Eddie Marrero

Character: Hospital Orderly (uncredited)

Todd Poudrier

Character: Bartender (uncredited)

Colby Ryan

Character: Flower Shop Clerk (uncredited)

Jorjeana Marie

Character: Leopold's Maid (uncredited)

Diana Brownstone

Character: Prospective Fiancée (uncredited)

Peggy Flood

Character: Prospective Fiancée (uncredited)