Terry Gilliam’s The Man Who Killed Don Quixote
Of all the films on this list, none came closer to actually being made than Terry Gilliam’s adaptation of Don Quixote. The documentary Lost in La Mancha details the falling apart of this project, misfortune by excruciating misfortune. It’s a frustration that the audience experiences for 90 minutes and that Gilliam has experienced through most of his career. (By the way, Gilliam hinted at this year’s Comic-Con convention that Don Quixote may ride again)