The card handling that Jennifer Love Hewitt does in the restaurant was taught to her by stage magician Ricky Jay. She actually learned more tricks than that, but was unable to do them in the movie because she broke her finger. Ricky Jay plays the auctioneer in the film and is also in the credits as "technical adviser: con games."
In the DVD commentary, director David Mirkin states that being a native New Yorker, Sigourney Weaver did not know how to drive, which made her extremely nervous during her driving scenes in the film.
Jennifer Love Hewitt revealed in a 2021 Vulture interview that her family was there watching the filming of the hair in the zipper scene by saying: "It was the perfect day to bring your fam. I don't really know why I did that, except that they were the two biggest female influences in my life. I wanted to feel comfortable. There was a part of me, also, that wanted them to feel comfortable with what I was going to be doing, and I knew if I can do this scene in front of my mom and my grandmother and they're cool with it, the rest of the movie is gonna be just fine. Because it was really the most provocative thing that I had done at that moment besides a [Maxim] photo shoot. My grandmother thought it was hilarious."
The most expensive shot in the movie was when Jennifer Love Hewitt leaned against the car to talk to Ray Liotta near the end of the movie. Because it was cold on set, she had a white sweatshirt around her waist that was in the shot, and had to be digitally removed during post-production.