Butch Cassidy and the Sundance Kid
Role: The Sundance Kid
All you need to know about this quintessential buddy flick is that for 40 years untold hundreds of films and TV shows have tried to emulate the easy, wisecracking, who-gives-a-hell interplay of Redford and Paul Newman. Only one has come close: The Sting, starring Redford and Paul Newman. The only reason neither one won an Oscar as Butch or Sundance is that it would have had to be a two-headed statuette. Their performances are that intertwined.