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Cast (39)
Chris Pine
as Sam Harper
Elizabeth Banks
as Frankie Davis
Olivia Wilde
as Hannah
Michelle Pfeiffer
as Lillian Harper
Mark Duplass
as Ted
Devin Brochu
as Simon
Barbara Eve Harris
as Mrs. Haney
D.C
Dean Chekvala
as Jerry
Sara Mornell
as Dr. Amanda Goldstein
Michael Hall D'Addario
as Josh Alan Davis
Philip Baker Hall
as Ike Rafferty
D.B
David Burrus
as Derek
J.W
Joseph Wise
as Danny
Gabriela Milla
as Lucy
Abhi Sinha
as Manager
Jon Favreau
as Richards
Rob Brownstein
as Sales VP Ben
Katy Boyer
as Lillian's Friend
Katherine Sigismund
as Lillian's Friend
Sheila Shaw
as Lillian's Friend
Darren O'Hare
as Telemarketer
Maximilian Osinski
as Telemarketer
Christiann Castellanos
as Secretary
LeShay N. Tomlinson
as Attendant
T.I
Tara Inden
as LAX Flight Attendant
Liza del Mundo
as Receptionist
Paul Sanchez
as AA Group Leader
Stephanie Bast
as AA Member
Ken Barnett
as AA Member
Shaughn Buchholz
as AA Member
Pippa Hinchley
as AA Member
David Kelsey
as AA Member
Nick Smoke
as AA Member
Amanda Young
as AA Member
David Zyler
as 70's Studio Tech
Rif Hutton
as 70's Studio Tech
Moosie Drier
as 70's Studio Tech
Steve Alterman
as 70's Studio Tech
J.W
Jon Morgan Woodward
as John - AA Member (uncredited)
