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.
Billy Crudup
as Henry Roth
Mandy Moore
as Lucy Reilly
Tom Wilkinson
as Rudy Holt
Dianne Wiest
as Carol
Martin Freeman
as Jeremy
Bob Balaban
as Arthur Planck
Christine Taylor
as Allison
Bobby Cannavale
as Don Meyers
Cassidy Hinkle
as Cassidy
Amy Sedaris
as Cassidy's Mom
Jeremy Shamos
as Matthew
Peter Bogdanovich
as Roger Spade