A video is shown of Derek Huff singing "Ice Ice Baby" at a school talent show that took place when his brother Brennan was 17. Robert states his desire to retire in "in two years," in 2010, making the movie's setting 2008. Brennan is 39 in the film, placing the talent show 22 years ago in 1986. The song "Ice Ice Baby", recorded by Vanilla Ice, came out in the summer of 1990.
When Brennan (played by Will Ferrell) and Dale say, "Say your favourite dinosaur on 3", on the shelf there is a sign that reads 'Hugalo's Pizza', which is the pizza parlor that Will Ferrell worked at in Talladega Nights: The Ballad of Ricky Bobby.