A modern love story in which a misanthropic, emotionally complex author of a hit children's book is forced to team with a beautiful illustrator after his best friend and collaborator passes away. As Henry struggles with letting go of the ghosts of love and life, he discovers that sometimes you have to take a gamble at life to find love.
Acting
Crudup's chaotic commitment to being absolutely insufferable.
Writing
David Bromberg's script walks the cringe-tightrope perfectly.
Direction
Theroux's music video instincts make emotional moments hit weird.
Director
Justin Theroux
Billy Crudup
Henry Roth
Mandy Moore
Lucy Reilly
Tom Wilkinson
Rudy Holt
Dianne Wiest
Carol
Martin Freeman
Jeremy
Bob Balaban
Arthur Planck
Christine Taylor
Allison
Bobby Cannavale
Don Meyers
Cassidy Hinkle
Cassidy
Amy Sedaris
Cassidy's Mom
Jeremy Shamos
Matthew
Peter Bogdanovich
Roger Spade
Jicky Schnee
Mandy the Waitress
Catherine Kellner
Abusive Mom
Trivia, insights & behind the scenes
Justin Theroux's directorial debut, made between acting gigs and his relationship with Jennifer Aniston. The film's commercial failure basically ended his directing career for 15 years.
This is secretly a time capsule of mid-2000s indie romance—shaggy hair, Death Cab energy, and the belief that being an asshole was just misunderstood depth. The Mandy Moore casting alone screams 2007.
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