In the film, Gerard Butler's character appears as a guest on The Late Late Show with Craig Ferguson (2005). Butler and Craig Ferguson are good friends in real life, and the former has been a guest on the real show several times.

After wrestling with the Jell-O twins, Gerard Butler ad-libbed the line "I can still taste you. You know what I mean."

Gerard Butler, in an effort to thoroughly understand the "man's man" in American society, went behind the scenes of Adam Carolla's namesake podcast to observe him.

The film was shipped to theaters under the code name "Helpful Advice."

Kevin Connolly's character Jim is supposed to be 5 feet and 8 and a half inches. In real life, Connelly is actually 5 feet 5 inches tall.

Actress Katherine Heigl and director Robert Luketic later reunited for Killers (2010).

Katherine Heigl and Adam J. Harrington co-starred in romance-themed slasher film Valentine (2001). Both Heigl and Harrington share a scene in both movies.

Tom Virtue: the balloon pilot is the dad in Even Stevens (2000), also based in Sacramento.