20. Jack Black Almost Turned Down The Role Of Barry
Jack Black received heaps of praise for his supporting performance in the movie as Rob's (John Cusack) lovably obnoxious employee Barry, yet as difficult as it is to imagine anyone else in the role, things almost worked out very differently.
Cusack, who co-wrote the movie's script, adapted Barry to the screen with Black in mind to play the part, but Black, who was on the verge of breaking out in Hollywood, very nearly turned it down for reasons unknown.
In the end, Black reconsidered and agreed to star, in turn delivering one of his best performances to date and one of the movie's most fondly remembered characters, damn-near stealing the spotlight away from Cusack at points.