The film marks the twentieth anniversary of Ben Stiller and Jerry Stiller working in a film together. Their first appearance was in the John Cusack comedy-adventure Hot Pursuit (1987), in which they played father and son villains.
Jason Bateman and Amy Poehler were originally cast as the leads, when James Bobin was signed on to direct the film, replacing Barry Sonnenfeld.
Was a remake of a 1972 film of the same name written by legendary playwright Neil Simon.
The plot of this movie is essentially a reversal of what happens to Ben Stiller's character Ruben in Along came Polly(2004), where he is cheated on by his newlywed wife during their honeymoon. In The Heartbreak Kid(2007) it is Ben Stiller's character Eddie who is straying on his wife during their honeymoon.
Roy Jenkins (Buzz) and Stephanie Courtney (Gayla) are famous spokespeople for auto insurance commercials: Jenkins as "Jerry" for State Farm, and Courtney as "Flo" for Progressive.