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Horrible Bosses (2011) Poster

Trivia

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To promote this film, Warner Brothers Pictures Canada set up a twelve-foot Voodoo doll resembling a corporate boss in downtown Montreal. People were given the chance to vent their office frustrations on the doll by stabbing and hitting it with large needles. They were also encouraged to share their best or worst boss story for the chance of winning passes to an advance screening of the film.
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Jennifer Aniston wore a brown wig to make her character a brunette and more oversexed, a departure from her usual lighter roles.
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While Director Seth Gordon encouraged most actors and actresses to improvise their lines in various scenes, Jennifer Aniston stated she did not need to because her lines were "beautifully choreographed".
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When looking for a dangerous bar, Gregory claims there is an Applebee's three blocks away. Jason Sudeikis says "those aren't the shitheads we need." Sudeikis would later become the spokesman for Applebee's.
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Colin Farrell was heavily involved in the look of his character- the comb over and prosthetic stomach were his idea. He also decided his character would have an obsession with Chinese dragons, and took part in developing the design for Bobby's apartment.
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The screenplay for this film was featured in the 2005 Blacklist; a list of the "most liked" unmade scripts of the year.
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Jason Sudeikis and Jennifer Aniston starred together again as fake husband and wife in We're The Millers (2013).
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Vince Vaughn, Owen Wilson, Matthew McConaughey, Dax Shepard, Ashton Kutcher, Paul Rudd, Philip Seymour Hoffman, Jeff Bridges, and Tom Cruise were all rumored for roles at some point. Kutcher was attached to play the role of Dale Arbus, while Cruise, Hoffman, and Bridges were approached by New Line Cinema for the role of Dave Harken.
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Naomi Watts and Sarah Jessica Parker were considered to play Julia.
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Warren Sapp and Michael Strahan both auditioned for roles.
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The glasses worn by Jennifer Aniston at the dental clinic are custom made Oakley Radar Path.
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Anne Fletcher was the studio's first choice to direct.
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Wendell Pierce and Meghan Markle who play father and daughter respectively in the TV Show "Suits" star in this movie although share no scenes together.
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Frank Oz and Brett Ratner were both attached to direct at some point.
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Horrible bosses and Zootopia, in both movies Jason Bateman has same name "Nick".
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Colin Farrell worked with Donald Sutherland's son, Kiefer Sutherland, in Phone Booth (2002).
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Spoilers 

The trivia items below may give away important plot points.

Kurt is the only one of the three main characters to come in contact with the three targeted bosses. Kurt works for Bobby Pellitt, has sex with Dr. Julia Harris (Kurt is never seen interacting with her, just Julia opening her front door to invite Kurt into her home for sex) and is held at gunpoint, along with Nick and Dale, by Dave Harken. Nick works for Harken, he never interacts with Pellitt (though he does witness Harken murdering Pellitt), and is never seen with Julia. Dale works for Julia, is held at gunpoint by Harken, but never interacts with Pellitt. Additionally, he has interactions with Harken when Harken gets angry with him for littering, after which Dale saves his life (he didn't know it was Harken) when he almost dies because of a peanut allergy.
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At the seedy motel, where the supposed hitman is being interviewed. When he shows up at the door, a mezuzah (a small Jewish religious case containing a prayer scroll found on the door posts of Jewish homes) is clearly seen on the doorframe. This is also true for the bathroom Bobby walks out of in his first scene.
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Jennifer Aniston and Jason Bateman for the first time since The Switch (2010).
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See also

Goofs | Crazy Credits | Quotes | Alternate Versions | Connections | Soundtracks

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