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

Trivia

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Jennifer Aniston has 20 minutes screen time in this film, Jennifer Connelly has 25 minutes.
Shipped to theaters under the code name "Boy Trouble".
Scarlett Johansson, Bradley Cooper, Jennifer Connelly, and Ben Affleck, as of 2015, have either appeared or will appear in a Superhero Movie.

Scarlett Johansson: Iron Man 2 (2010); Marvel's the Avengers (2012); Captain America: The Winter Solider(2014); Avengers: Age of Ultron (2015); Captain America: Civil War(2016); Avengers: Infinity War Part 1 (2018)

Bradley Cooper: Guardians of The Galaxy (2014) Guardians of The Galaxy 2 (2017); Rumored to be in Avengers: Infinity War Part 1 (2018)

Jennifer Connelly: Hulk (2003)

Ben Affleck: Batman v Superman: Dawn of Justice (2016); Justice League Part 1 (2017); Justice League Part 2 (2019); Rumored Solo Batman Movie (2019)
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Sasha Alexander plays Jennnifer Aniston's sister in the film. She also guest starred in an episode of "Friends" during season 8. Alexander also starred in season 4 of "Dawson's Creek", one year before Busy Phillips joined the cast.
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Cameo 

Greg Behrendt:  Co-author of the novel plays the wedding minister.

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 exact same thing in Ghost World (2001)
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