Stupidity: Andy meets Tommy Williams who names another convict who described the scene of the murder of Andy's wife and her lover in sufficient detail to convince anyone that something was wrong with Andy's conviction. Andy then goes to the Warden, a man he knows to be utterly corrupt, a man who will suffer a huge loss if he is acquitted. Andy is an intelligent man - why would he do something as stupid as that? Why doesn't he write to his lawyer? This is a matter for an appeal court, not the Warden.
The Shawshank Redemption (1994)
1 stupidity
Directed by: Frank Darabont
Starring: Morgan Freeman, Clancy Brown, Tim Robbins, William Sadler, Bob Gunton, Gil Bellows
Factual error: Towards the end of the movie when Andy is escaping, he breaks open a sewage pipe and is covered with its contents. It is physically impossible for the sewage to shoot out of the break like it did. In order for that to happen there has to be pressure. But there is none there, because the end he crawls through is empty and the end is in the open air. (01:52:20)
Red: Andy Dufresne - who crawled through a river of shit and came out clean on the other side.
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Chosen answer: In a nutshell, tax evasion. He's running the prison like a company doing building work with, as its described by the builder in the movie, a pool of slave labour to allow him undercut other contractors. He is skimming profit for his own pockets, along with taking bribes, etc. that Andy's creative book keeping is hiding from the IRS.