The second of three movies in which Bruce Willis meets a younger version of himself. The first was 12 Monkeys (1995) and the third would be Looper (2012).
This was Bruce Willis' first family film. Willis thought it would be fun to do a family film for Disney after realizing how different it was compared to his previous films for them like Armageddon (1998) and because he wanted to star in a film that his daughters, at the time, could watch.
Daniel von Bargen, who plays Russ Duritz's (Bruce Willis) father Sam, is only five years older than Willis.
At the wedding, one of the guests is Cuba Gooding, Jr. He is visible for about 10 seconds.
WILHELM SCREAM: While Russ is talking to Amy, someone screams in a movie on television that Rusty is watching.
Matthew Perry: After striking up a friendship with Bruce Willis on the set of The Whole Nine Yards (2000), Perry accepted the role of the shaggy haired and heavily bearded Mr Vivian. He spent 3 hours in makeup for the part which lasts less than 40 seconds on screen. He also accepted minimum wage for the role and went uncredited.
Jeri Ryan, Nick Chinlund: playing a celebrity couple on the Larry King Show. Ryan was originally going to star as a client of Russ' who would flirt with him, to Amy's annoyance.