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The film adaptation of the 1989 novel Killshot by Elmore Leonard began development as early as May 1997 under Miramax Films, who had optioned Leonard's novel. By September 2004, the film adaptation entered active development, with director John Madden expressing interest in helming. By January 2005, The Weinstein Company hired John Madden to direct the film based on a script by Hossein Amini. The following August, actors Diane Lane, Thomas Jane, and Mickey Rourke were cast into the lead roles of the film. In September, actors Rosario Dawson, Joseph Gordon-Levitt, and Johnny Knoxville were cast into the film. Actors Viggo Mortensen and Justin Timberlake were originally reported to have been up for the roles taken by Jane and Gordon-Levitt, respectively. Production began in October 2005 in the city of Toronto. Filming also took place in Cape Girardeau along the Mississippi River. Production concluded by December 2006.

By July 2006, Killshot was being screened to test audiences who had previously enjoyed Traffic (2000) and Collateral (2004). Test screenings showed that audiences thought that the plot was too confusing and that the story was not tightened enough. As a result, scenes involving Cape Girardeau and a subplot involving Johnny Knoxville's role as a deputy were edited from the film.

Killshot was originally slated to be released on March 17, 2006. It then was delayed to October 20, 2006. It was reported on July 19, 2008 that Killshot will be going straight to DVD. In early September 2008, the film was resurrected for November 7, 2008 but then pushed back to January 23, 2009.

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