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Cast (24)
Adam Scott
as Jason Fryman
Jennifer Westfeldt
as Julie Keller
Jon Hamm
as Ben
Maya Rudolph
as Leslie
Chris O'Dowd
as Alex
Kristen Wiig
as Missy
Megan Fox
as Mary Jane
Lee Bryant
as Elaine Keller
Kelly Bishop
as Marcy Fryman
Cotter Smith
as Phil Fryman
Nina Lafarga
as Penelope
Vince Nappo
as Businessman / Julie's Date
Derek Cecil
as Pete
Katie Foster
as Girl in Office / Jule's Assistant
Rekha Luther
as Life Coach / Jason's Date
Peter K. Hirsch
as Doctor in Delivery Room
John Lutz
as Jason's Colleague at Work
Ken Barnett
as Stage Manager in Chicago
Edward Burns
as Kurt
Ilana Levine
as Mom in Restaurant
Brian d'Arcy James
as Husband in Restaurant
J.M
James McMillan
as Missy's New Boyfriend
M.D
Michael Dean
as Soho House Waiter (uncredited)
Steven Weisz
as Doorman George
