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