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Title taken from the Irish toast: "May you have food and raiment, a soft pillow for your head; may you be 40 years in heaven, before the devil knows you're dead."
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In the original script, Andrew and Hank Hanson were not brothers. Sidney Lumet made this change to increase the drama of the movie. He also removed the character of Andrew & Gina's daughter.
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A Scrabble board appears on a table in one of the first scenes with the father. The word "Doubt" is prominently displayed on the board. The film Doubt also starring Philip Seymour Hoffman, was released a year after this film.
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The high-heeled shoes that Marisa Tomei wears in her nude scene with Ethan Hawke are her own shoes.
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One of two films released in the same year co-starring Philip Seymour Hoffman which center around sibling relationships. The other is The Savages
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Philip Seymour Hoffman and Ethan Hawke are both in real-life old friends of Marisa Tomei.
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Sidney Lumet was introduced to digital film techniques through this production and reportedly loved working with digital film, primarily due to it's convenience. This was his first and ultimately only film to be shot in the digital format.
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In the DVD's Director's commentary, Sidney Lumet stated that in the original script, the character of Bobby Lasorda was supposed to be only 19 years old. The character was made older to make the character seem more realistic and sad.
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In the DVD's Director's commentary, Sidney Lumet says the nude scene between Gina and Hank was shot, Ethan Hawke wanted to make Marisa Tomei, feel more comfortable, and insisted on being nude as well. He further insisted that every male crew member strip naked while filming the scene to accommodate Tomei.
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Sidney Lumet's final film.
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Leonardo Cimino's last film.
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Spoilers 

The trivia items below may give away important plot points.

The scene of Andy and Hank robbing the drug dealer was filmed with two simultaneous setups, one on Philip Seymour Hoffman and one on Ethan Hawke to better capture their tension and reactions to each other. Sidney Lumet is experienced with the use of multiple camera setups in a single take from his career in live television.
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