cast
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Meg Ryan
Kathleen Kelly
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Tom Hanks
Joe Fox
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Greg Kinnear
Frank Navasky
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Parker Posey
Patricia Eden
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Heather Burns
Christina Plutzker
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Dave Chappelle
Kevin Jackson
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Jean Stapleton
Birdie Conrad
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Steve Zahn
George Pappas
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Dabney Coleman
Nelson Fox
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John Randolph
Schulyer Fox
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Hallee Hirsh
Annabelle Fox
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Jeffrey Scaperrotta
Matt Fox
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Cara Seymour
Gillian Quinn
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Katie Finneran
Maureen, the Nanny
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Michael Badalucco
Charlie
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Deborah Rush
Veronica Cash
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Veanne Cox
Miranda Margulies
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Bruce Jay Friedman
Vince Mancini
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Sara Ramirez
Rose, Zabars Cashier
- Howard Spiegel Henry, Zabars Shopper
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Diane Sokolow
Zabars Shopper
- Julie Kass Zabars Shopper
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Reiko Aylesworth
Thanksgiving Guest
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Katie Sagona
Young Kathleen Kelly
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Kathryn Meisle
Cecilia Kelly
- Nina Zoie Lam T.V. Reporter
- Maggie Murphy Theater Patron
- Michelle Blakely Shopper
- Meredith White Shopper
- Dianne Dreyer Shopper
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Julie Galdieri
Shopper
- Leila Nichols Shopper
- Mary A. Kelly Fox Books Shopper
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Chris Messina
Fox Salesperson
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Ronobir Lahiri
Man at Cafe Lalo
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André Sogliuzzo
Waiter at Lalo
- Peter A. Mian Capeman
- Richard Cohen Starbucks Customer
- Enzo Angileri Starbucks Customer
- Nick Brown Juggler
- Ann Fleuchaus Sarah Mancini
- Neil Bonin Party Guest
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Bill McHugh
Party Guest
- Santiago Quinones Decorator
- Lynn Grossman Yvette Fox
- Dolores Sirianni Mother of Twins
- Nicole Bernadette Florist
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Jane Adams
Sydney Anne (uncredited)
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Cecelia Antoinette
Restaurant Patron (uncredited)
- Elwood Edwards Online 'You've Got Mail' Voice (voice) (uncredited)
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Alfonso Gomez-Rejon
Party Guest (uncredited)
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Gideon Jacobs
Young Joe Fox (uncredited)
- Brick Mason Man Letting Joe Fox in (uncredited)
- Scott Mullin Male Runner (uncredited)
- Logan Steinhardt Kid in Bookstore (uncredited)
- Anthony Welch Business Executive (uncredited)