Cooper RaiffHal / Director / Writer / Executive Producer Lili ReinhartHarper / Executive Producer Alyah Chanelle ScottJesse Addison TimlinAudrey / Executive Producer Daphne AbinanteYoung Harper (Age 6) Brady JeromeYoung Hal (2004) Christine WoodsMs. Havens Keen RuffaloHal's Roommate Karl T. WrightDr. Kessler Christine Kellogg-DarrinGrace (voice) Ian McQuownCrossing Guard Makenzie CarmichaelYoung Harper (2004) Anna CzernieckiAntisocial Roommate Annabelle Dexter-JonesSex Worker David John WalshAudrey's Ex-Husband Upasana BehareeMitali's Mom Daniel GuerridoMitali's Brother Al SpencerOld Fart Teacher Colette PorchYoung Harper (2009) Vincent CanaleYoung Hal (2009) Cooper RaiffHal / Director / Writer / Executive Producer Daniel LewisExecutive Producer Clementine QuittnerExecutive Producer Lili ReinhartHarper / Executive Producer Addison TimlinAudrey / Executive Producer Tom CastronovoProduction Design Doug EmmettDirector Of Photography 
