Bye Bye BenjaminComedy65Bye Bye Benjamin65Comedythumb_upthumb_downBye Bye BenjaminJanuary 31, 2006Directed byCharlie McDowellBenjamin Osgood, a savvy ten-year-old business executive, meets a coworker's daughter, and must decide how grown up he wants to be.US content warning short film Last Updated: 8 hours ago Request Update CastKelli BerglundBirthday Party GuestTed DansonBillJason SegelTheodore EverestLolita DavidovichJanetSeymour CasselMr. RubyBenjamin BryanBenjamin OsgoodGriffin ArmstorffKid at birthday partyRoland ArmstorffBirthday Party GuestTaylor BaughVP of MarketingBarbara ElmoreGuest at Birthday partyRyan ElmoreKid at Birthday partyCherie FrymanBirthday Party GuestTony GiammatteiBoard memberPaul HippVice PresidentTaylor LipmanLacy's friend