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Crazy, Stupid, Love. (2011) Poster

Trivia

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The filmmakers were actually giving a free iPad on-set to whomever came up with a title for the movie.
The name plate on Emily Weaver's desk had a second line, "Associate to the Vice President," not "Associate Vice President." This is undoubtedly a reference to Steve Carell's television series The Office (2005), in which there was a running gag about Dwight Shrute having the title "Assistant to the Regional Manager," not "Assistant Regional Manager."
Emma Stone is a mere three days older than Analeigh Tipton. However, her character Hannah (approximately 24-25 years old) is seven to eight years older than Tipton's Jessica (17 years old).
Robbie's class is studying The Scarlet Letter. This novel is the basis for Emma Stone's previous movie, Easy A (2010).
The cocktail that Jacob drinks and makes throughout the movie is an "Old Fashioned," considered by some historians to be the first American cocktail. The recipe usually included sugar and bitters muddled together, club soda and ice, rye whisky, and a large slice of orange peel.
The screenplay for this film was featured in the 2010 Blacklist, a list of the "most liked" unmade scripts of the year.
When Jonah Bobo's character, Robbie, is deleting Jessica's number from his cellphone, you can read that another contact in his phone is "Joey K." Joey King is the name of the actress playing Molly, his younger sister on-screen.
The feature film debut of Josh Groban.
When Ryan Gosling and Steve Carell discuss getting "Mr. Miyagi'd," Gosling grabs Carell's nose and squeezes playfully, saying, "Honk!" This is a reference to The Karate Kid Part II (1986), where Mr. Miyagi honked the nose of an opponent, instead of striking him.
Ryan Gosling and Emma Stone would later appear in Gangster Squad (2013) and La La Land (2016). In all three films, they play a couple.
The golden round-shaped symbol, that Kate is wearing, when Cal hits on her, actually denotes a married women in the Indian tradition, although she is single here.
The film cast includes three Oscar winners: Julianne Moore, Emma Stone, and Marisa Tomei; and two Oscar nominees: Steve Carell, and Ryan Gosling .
Shipped to theaters under the code name "First Date."
This film marks the second time that Kevin Bacon has played the romantic antagonist to a cast member from The Office (2005). The first was in Super (2010), which starred Rainn Wilson.
Five Golden Globe winners are part of the cast: Julianne Moore, Kevin Bacon, Steve Carell, Ryan Gosling, and Emma Stone.
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Julianne Moore, who plays Robbie's (Jonah Bobo) mother, played the mother of Josh Hutcherson's character in The Kids Are All Right (2010). Bobo and Hutcherson played brothers in Zathura: A Space Adventure (2005).
Emily Weaver tells Cal that she went to see the new Twilight movie and states that it was "so bad". Funnily enough, Julianne Moore and Twilight star Kristen Stewart went on to play mother-daughter in Still Alice (2014).
Emma Stone and Marisa Tomei have both played characters close to Spider-Man. Stone played Gwen Stacey and Tomei played Aunt May. Not in the same Spider-Man incarnation, however.
This is the second time Emma Stone has been in a film with one of the stars of The Office (2005). She previously appeared in The Rocker (2008) with Rainn Wilson.
Steve Carell has said that he hates the title of the film, stating that he couldn't imagine a group of college guys saying, "Five tickets to Crazy, Stupid, Love. please." One of the working titles Carell preferred was "The Wingman," which he felt was a boring title but more accurately described the film's plot.
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Dan Butler appeared in the first two Hannibal Lecktor/Lecter films, Manhunter (1986) and The Silence of the Lambs (1991). Julianne Moore appeared in Hannibal (2001).
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"Save Room", performed by John Legend, is played in the opening credits. Legend, Emma Stone, and Ryan Gosling went on to star in La La Land (2016).
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Spoilers 

The trivia items below may give away important plot points.

Marisa Tomei's character is revealed to be Robbie's English teacher when she first meets Cal at the bar, as she is wearing the same watch and bracelet seen when she writes on the blackboard earlier in the film.
In the film, Cal and Emily had Hannah when they were teenagers, and in real-life, it is very realistic that Steve Carell and Julianne Moore could be Emma Stone's parents, since Carrell is 26 years older than Stone and Moore is almost 28 years older.
Molly Weaver's face is never shown in full light until the third act reveal.

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