The make-up artist trying to put powder on Jane's (Ashley Judd) face right before she goes on Diane's show is played by Naomi Judd, Ashley Judd's mother.
While eating old Chinese, Ashley Judd tells Hugh Jackman that she went to Paul Blazer High School, home of the Tomcats. The Judds are from Ashland, Kentucky, home of the real Paul Blazer High School, and the Tomcats.
This is the first movie where all three Judd women participated at the same time, the lead role Ashley Judd, the make-up artist, Naomi Judd and first end credit song Wynonna Judd.
Early in the movie, when Jane and Ray are shopping for a condo, they fall in love with a high rise and the real estate agent says, "You can see right down to the World Trade Center" as Jane and Ray go out on the balcony with the Twin Towers prominently visible behind them. The DVD for this movie was released September 18, 2001, exactly one week after the 9/11 terrorist attacks, which gives it the distinction of being the first DVD released after 9/11 to be instantly outdated by the tragedy.
Hugh Jackman's second romantic comedy following Paperback Hero in 1999. His third was Kate & Leopold (2001) which was released the same year. It was also his third Hollywood film.