On a flight from Los Angeles to New York, Oliver and Emily make a connection, only to decide that they are poorly suited to be together. Over the next seven years, however, they are reunited time and time again, they go from being acquaintances to close friends to... lovers?
Cast
Ashton Kutcher
Oliver Martin
Amanda Peet
Emily Friehl
Kathryn Hahn
Michelle
Kal Penn
Jeeter
Ali Larter
Gina
Taryn Manning
Ellen Martin
Aimee Garcia
Nicole
Jeremy Sisto
Ben Miller
Gabriel Mann
Peter
Moon Bloodgood
Bridget
Holmes Osborne
Stephen Martin
Lee Garlington
Stewardess
Sarah Ann Morris
Bartender
Joeanna Sayler
Gallery Owner
Meghan, Duchess of Sussex
Hot Girl
Conrad Bluth
Chris
Sarah Shahi
Starlet
Tyrone Giordano
Graham Martin
James Read
Brent Friehl
Melissa van der Schyff
Carol Martin
Molly Cheek
Christine
Kathrine Herzer
Little Girl
Joe Koons
Best Man (uncredited)
Crew
Nigel Cole
Director
Colin Patrick Lynch
Writer
Susan Littenberg
Editor
John de Borman
Director of Photography
Todd Kolker
Production Coordinator
Kris Olson
Production Coordinator
Armyan Bernstein
Producer
Kevin J. Messick
Producer
Tom Meyer
Production Design
Peter Rosenfeld
Steadicam Operator
Joseph Middleton
Casting
Mary C. Lane
Costume Supervisor
Alix Friedberg
Costume Design
Candy L. Walken
Hair Department Head
Tracey Levy
Makeup Department Head
Gary Archer
Prosthetics
Thomas O'Neil Younkman
Sound Effects Editor
Kelly Cabral
Supervising Sound Editor
Aynee Osborn
Sound Editor
Brad Sherman
Sound Re-Recording Mixer
Jon Taylor
Sound Re-Recording Mixer
Steve R. Nelson
Sound Mixer
Alex Wurman
Original Music Composer
Laura Z. Wasserman
Music Supervisor
Diana Stata
Music Supervisor
Richard Ziegler
Music Editor
Bryan Lawson
Music Editor
Ellen Segal
Music Editor
Lauren Stephens
Dialogue Editor
Meg Everist
Set Decoration
Ben Glass
Still Photographer
Jayne-Ann Tenggren
Script Supervisor
Gary Combs
Stunt Coordinator
Debbie Evans
Stunt Double
Guillaume DeLouche
Property Master
Denise Hudson
Art Direction
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