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He's Just Not That Into You (2009) Poster

Trivia

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When Gigi (Ginnifer Goodwin) is home and her phone rings, the movie she is watching is Some Kind of Wonderful (1987), also about relationships and the complications the characters entail.
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Jennifer Aniston has twenty minutes of screentime in this film, and Jennifer Connelly has twenty-five.
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Gigi Phillips (Ginnifer Goodwin) was named after Writer Marc Silverstein's wife, Busy Phillips and her baby blanket ("Gigi").
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Shipped to theaters under the code name "Boy Trouble".
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Ginnifer Goodwin and Justin Long appeared on Ed (2000).
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Scarlett Johansson, Bradley Cooper, Jennifer Connelly, and Ben Affleck have all appeared in a superhero movie. Johansson played Natasha Romanoff, a.k.a. Black Widow, in the Marvel Cinematic Universe. Cooper played Rocket Raccoon in the Marvel Cinematic Universe. Jennifer Connelly played Betty Ross in Hulk (2003). Ben Affleck played the title character in Daredevil (2003), and also Bruce Wayne, a.k.a. Batman, in the DC Extended Universe.
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Sasha Alexander played Jennifer Aniston's sister in this film. She also guest-starred on an episode of Friends (1994) during season eight. Alexander also guest-starred in season four of Dawson's Creek (1998), one year before Busy Phillips joined the cast.
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When Justin Long was watching the hockey game, the voice-over makes a play by play mentioning the Terps. The mascot for The University of Maryland. Yet, when the television is on-screen, the two teams are NIA and UND. Neither are abbreviations for Maryland.
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Cameo 

Greg Behrendt: Co-author of the novel, played the wedding minister.
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Spoilers 

The trivia item below may give away important plot points.

When Conor shows Anna the house, she is excited about the pull-out ironing board. This is a reference to when Scarlett Johannson's character does the same thing in Ghost World (2001).
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