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Ryan ReynoldsWill Hayes
Abigail BreslinMaya Hayes
Elizabeth BanksEmily
Isla FisherApril
Rachel WeiszSummer Hartley
Kevin KlineHampton Roth
Derek LukeRussell McCormack
Liane BalabanKelly
Annie ParisseAnne
Nestor SerranoArthur
Kevin CorriganRafael- An NguyenAd Exec
Adam BrooksBookstore Owner
Emily Wickersham1998 Intern
Daniel Eric GoldCharlie
Adam FerraraGareth- Matthew MasonHeadphone Guy
- Rick DerbyPlanet Ordon Visitor
Sakina JaffreySchool Mom
Bob WiltfongSchool Dad- Ryder ChasinBoy With Book
- Fiona LaneAngry Girl
Dana EskelsonAngry Girl's Mom- Luis ArriagaLuis
- Melisa McGregorBartender
- Gerard Bianco Jr.High School Volunteer
- Mel RoccoHigh School Volunteer
- Stephen RichardsonPollster
Josh Caras1994 Intern
Orlagh CassidyNurse
Max PomerancCampaign Worker
Robert KleinRobert Klein- Matt FlandersRing Salesman
- Caryn OsofskyCafé Gitane Night Waitress
- Kerri KwinterBookstore Owner
Alexie GilmoreOlivia- Marc BonanKevin
- Amy ŠafránkováCafé Gitane Day Waitress
- Dale LeighBill Clinton
- Lauren NormanCocktail Server
Leif RiddellCab Driver- Blake BenitezSchool Kid
Dylan HartiganSchool Kid
Paulina GerzonSchool Kid
Victoria GoldsmithSchool Kid