Casting de Crazy, Stupid, Love
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Steve CarellCal
Ryan GoslingJacob
Julianne MooreEmily
Emma StoneHannah
Lio TiptonJessica
Jonah BoboRobbie
Joey KingMolly
Marisa TomeiKate
Beth LittlefordClaire
John Carroll LynchBernie
Kevin BaconDavid Lindhagen
Liza LapiraLiz
Josh GrobanRichard
Mekia CoxHip Hairdresser aka Tiffany
Julianna GuillMadison
Zayne EmoryRobbie's Friend (Eric)
Crystal ReedAmy Johnson
Joanne BrooksWaitress for Cal and Kate
Reggie LeeOfficer Huang
Caitlin ThompsonTaylor
Karolina WydraJordyn
Tracy MulhollandMegan
Katerina MikailenkoStephanie
Janine BarrisHeather
Jenny MollenLisa
Charlie HartsockSad Sack
AlgeRita WynnRobbie's Principal
Wendy WorthingtonWoman (Who Gives Cal Tour)
Dan ButlerCal's Boss
Tiara ParkerGabby
Laurel CoppockSophia
Rasika MathurEmily's Assistant
Joshua SternlichtBartender- Jasen SalvatoreBartender #2
Michael John LongBartender #3- Dillon NeamanBartender #4
- J-RayBartender #5
- Janae Nicole CaudilloBartender #6
Christopher DargaLowe's Salesman #1
Rich HutchmanLowe's Salesman #2
Richard Steven HorvitzLowe's Salesman #3- Lauren StoneMall Clerk
Megan JamesHannah's Colleague #1
Rebecca Flinn-WhiteHannah's Colleague #2- Billy AtchisonHannah's Colleague #3
- Ehrin MarlowHannah's Colleague #4
- David OroszHannah's Colleague #5
- Camille AbelowHannah's Colleague #6
Maija PolsleyJacob's Date
Christian PitreWaitress with Check- Heather La BellaFemale Bartender
- Georgia HurdJacob's Girl
- Lisa BrownJacob's Girl #2
- Tingting YuJacob's Girl #3
- Raena CassidyRaena
Ami HarunaAmi
Jessica DizOlivia- Tania WagnerTania
- Georgia TreantafellesGeorgia
- Holly DanielsAssistant Principal
Olga FondaDanielle (uncredited)