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-At the 1998 Oscar ceremony, when his name was announced as the winner of the Best Actor award, Jack Nicholson ascended to the podium by carefully stepping over the cracks between the tiles on the stage, in imitation of his character, Melvin Udall. Nicholson dedicated his Oscar to his Des hommes d'honneur (1992) co-star J.T. Walsh who had died shortly before the Academy Awards in 1998.
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-Udall's response to the question about how he writes women is an actual response given by author John Updike when asked the same question.
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-In one scene the dog starts mimicking Jack Nicholson by stepping over the cracks in the sidewalk. The filmmakers accomplished this by placing little obstacles on the cracks so that the dog had to step over them. They then removed the obstacles digitally in post-production.
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-Woody Harrelson read for the part of Simon. According to Harrelson, he "went too femme on it". The audition took place at Nicholson's home and Harrelson admits that he was nervous meeting him.
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-The couple Melvin insults at the restaurant in the beginning of the movie are played by Peter Jacobson and Lisa Edelstein, who would go on to star together in the TV show Dr House (2004).
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-An earlier version of the script was called "Old Friends". It was listed as one of the best unproduced screenplays by Movieline magazine and had Kevin Kline and Mike Newell attached at one point to star in and direct it, respectively.
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-The most recent film to win both Best Actor and Best Actress at the Academy awards.
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-In Ironweed - La force du destin (1987), made ten years before his film, Jack Nicholson tells Meryl Streep, "By God, Helen, that's as good as it gets," after her character sings the song, "He's Me Pal," in his honor.
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-Yeardley Smith, who plays Simon's assistant Jackie Simpson, is best known for being the voice of Lisa Simpson.
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-A bit of humor was added right after the statement "the animals used in this film were in no way mistreated" with "the actors used in this film were in no way mistreated."
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-In the scene where Carol reads out a letter of apology and thanks to Melvin, Helen Hunt did one take where she read out an 18 page letter in its entirety.
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-The role of Melvin Udall was initially offered to John Travolta.
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-Verdell the dog, was played by six Brussels Griffons, named Timer the Dog, Sprout, Debbie, Billy the Dog, Parfait, and Jill the Dog. Jill was the star.
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-Betty White, an animal rights activist, was offered the Shirley Knight (Beverly Connelly) role, but turned it down when she learned of how the dog would be mistreated in the movie.
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-Title of this movie was translated as "Mr. Cat Poop" in Hong Kong. Apparently it came from the name "Melvin" which is pronounced very similarly to the Cantonese colloquial word for cat poop.
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-At the end of this film, when the credits begin to roll, the song "Always Look on the Bright Side of Life" performed for this film by Art Garfunkel, begins to play. Jack Nicholson and Art Garfunkel starred together in the film, Ce plaisir qu'on dit charnel (1971).
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-The role of Carol Connelly was initially offered to Holly Hunter.
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-John Cusack considered the role of Simon Bishop, but pulled out due to conflicts with writing, filming, and producing Tueurs à gages (1997).
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-Paul Gross auditioned for the part of Simon Bishop, but the director told him he was too "fine-featured" for the part.
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-Courtney Love turned down the role of Carol as she was recording the 'Celebrity Skin' album with her band Hole. She also felt she was too young for the part at the time.(Courtney Love=grosse daube!)
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-Melanie Griffith was offered the role of Carol Connelly and wanted to take the role but was pregnant with Stella Banderas at the time.
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-The original script was written by Mark Andrus. James L. Brooks did a rewrite of it when he bought the screenplay.
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-Uma Thurman was considered for the role of Carol, but the producers turned her down because she was too young.
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-Kevin Kline was attached to the film at an early stage.
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-The MPAA originally rated this film R. It was reduced to PG-13 on appeal.
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-The exterior used for Melvin Udall and Simon Bishop's apartment building is located near 5th Avenue on 12th Street in Manhattan.