Meg Ryan

Kate McKay

Hugh Jackman

Leopold

Liev Schreiber

Stuart Besser

Breckin Meyer

Charlie McKay

Natasha Lyonne

Darci

Bradley Whitford

J.J. Camden

Paxton Whitehead

Uncle Millard

Spalding Gray

Dr. Geisler

Josh Stamberg

Colleague Bob

Matthew Sussman

Ad Executive Phil

Philip Bosco

Otis

Stephanie Sanditz

Gretchen

Charlotte Ayanna

Patrice

Andrew Jack

Roebling

Stan Tracy

Photographer

Kristen Schaal

Miss Tree

William Sanford

Barry

Arthur J. Nascarella

Gracy

Robert Ray Manning Jr.

Passerby

Roma Torre

TV Newscaster

Viola Davis

Policewoman

Ray Seiden

Sanitation Worker

Jonathan Fried

Faux Wolfgang

Francis Dumaurier

Faux Emeril

Cole Hawkins

Hector

Stephanie Montalvo

CRG Intern

Ebony Jo-Ann

Nurse Ester

George Hahn

Assistant Director

Joseph Mosso

Cameraman

Cornelius Byrne

Carriage Driver

Chazz Menendez

Purse Thief

Brandon Parrish

Dennis

Ginger Britt Daniels

Monica

Martha Madison

Office Woman

Nai Yuan Hu

Rooftop Violinist

Michael Shelle

Distinguished Actor

Matt Beisner

Commercial Director

Bill Corsair

Limo Driver

John Rothman

Executive #1

Dennis Rees

Executive #2

Michael Cassady

Executive #3

Brian Letscher

Ad Executive

Meg Gibson

Executive's Wife

Kevin Daniels

Doorman at Party

Henry Boyle

Cab Driver

Russell Di Perna

Bridge Cop

Frank Arcuri

1876 Doorman

Andrea Barnes

Clara (uncredited)

Del Pentecost

Marty (uncredited)

Domenick Lombardozzi

Counterman (Uncredited)

Craig Bierko

Actor in Advertisement (uncredited)

James Mangold

Irate Director Richard (uncredited)

David Aaron Baker

2nd Studio Executive (uncredited)

Shalom Harlow

Woman in Movie (uncredited)

Eddie Marrero

Hospital Orderly (uncredited)

Todd Poudrier

Bartender (uncredited)

Colby Ryan

Flower Shop Clerk (uncredited)

Jorjeana Marie

Leopold's Maid (uncredited)

Diana Brownstone

Prospective Fiancée (uncredited)

Peggy Flood

Prospective Fiancée (uncredited)