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