Reportedly, Harrison Ford and Josh Hartnett did not get along during production, and neither were very warm with each other when they went out to go promote the movie. Hartnett later revealed in an interview that he and Ford got along better by the end of filming, but said that there were times they would end up just sitting in the car when they were supposed to be doing a scene and neither of them would say anything for like an hour.
Gavilan is based on Robert Souza, who was a homicide detective in the LAPD Hollywood Division and moonlighted as a real estate broker in his final ten years on the job. The scene where a cuffed crook steals the gun from a patrol officer's belt and starts shooting it off in the parking lot actually happened during Souza's tenure.
According to the DVD commentary the roles that Harrison Ford and Josh Hartnett play in the movie are almost reversed in real life. Gavilan (Ford) is a good shot and almost a stunt driver. Calden is a lousy shot and driver. In reality Ford does not like guns and is a very poor shot at best while Hartnett is a very good marksman, having been through actor basic training for two other movies (Pearl Harbor (2001), Black Hawk Down (2001)) twice. Hartnett on the other hand does not like to drive while Ford is, according to Ron Shelton, "...a maniac behind the steering wheel".
The subplot of Gavilan trying to sell Jerry Duran's house to Julius Armas is based on Robert Souza's real-life attempt to sell Robert Evans' house to Dodi Fayed, who was in the music business at the time and for whom Souza did bodyguard work.
Ron Shelton said that, according to the source material he worked with, K.C. Calden leaving the screenplay at Jerry Duran's house was based loosely on a real event. A police officer and aspiring screen writer was sent to a house to investigate a crime. When he learned that the homeowner was a film producer, the officer ran out to his car, brought in a screenplay he'd been working on and gave it to the producer!
Ron Shelton mentions two scenes that were cut from the movie: an early scene where Ruby breaks up with former boyfriend Bennie Macko, because Shelton thought this was giving too much information too soon and would've ruined the shocked look on Gavilan's face when he learns that Macko used to date Ruby; and a more explicit love scene between Gavilan and Ruby (a side profile of her breast appears to have been edited out) to achieve a PG-13 rating.
Gavilan says he hasn't been in his locker in ten years. Ten years before this, The Fugitive (1993) was released, in which Harrison Ford starred in. He played Dr. Richard Kimble, a fugitive who was framed for murdering his wife while going on the run from police to clear his name.
Mel Gibson, Kurt Russell, Jeff Bridges, Tommy Lee Jones, nick Nolte, Richard Gere, Michael Keaton, Alec Baldwin Bruce Willis, Arnold Schwarzenegger, and Sylvester Stallone were considered to play Joe gavilan.