Gene Hackman turned down the film several times, but was ultimately convinced to sign on after a phone call by director Tony Scott. Will Smith later signed on at a relative post-Independence Day (1996) bargain price because he wanted to work with Hackman.
Reynold's birthday is 9-11. Ironically, the "surveillance society" Hammersly mentions would eventually become the "Patriot Act" passed under the Bush administration post-9/11, only three years after this film is produced.
The storm drain car chase scene was shot in a large air duct tunnel below the four main bores of the Fort McHenry Road Tunnel in Baltimore, MD. Fort McHenry permits Interstate 95 to pass under Baltimore's harbor. The air duct is only accessible from the Tunnel's Admin Building by stairs and a small elevator, so the cars in the scene were chopped into several sections, taken three levels below, reassembled and painted. Once filming was complete they were disassembled once again and removed from the duct. The water was hosed in from a nearby sprinkler main.
Gene Hackman played an introverted wiretapper and eavesdropper named "Harry Caul" in "The Conversation" (1974) for Francis Ford Coppola. Some fans believe that his character "Edward" is the same man who has over-reacted to the events that conclude "The Conversation" and has gone "off the grid" under this identity.
The portable video game system that Dean's son uses, and in which "the disc" won't work, is an NEC Turbo Express. It was a GameBoy competitor albeit with the ability to play TurboGrafx-16 games on a color screen. By the time this film premiered, it had faded into relative obscurity, making it the perfect piece of tech.
When Lyle (Hackman) is taking Dean (Smith) into the warehouse "office", one can see that it is a self-made Faraday Cage. One of the few constructs that completely shields those inside from sending/receiving electromagnetic signals.
When Dean sees the article in the paper indicating that he's being investigated by the FBI, he says "They have NO Sullivan protection for this." He's referring to the Supreme Court case New York Times v. Sullivan, which set the standard for defamation cases brought against media companies.
Further connection to The Conversation (1973): The surveillance scene that takes place in Mount Vernon Square is very similar to the opening scene in The Conversation, which also features a conversation between a man and woman walking around the park.
Several times the location of a person or vehicle being tracked is given in degrees and minutes of latitude and longitude. Near Washington, D.C., this designates an area of about 1.02 square miles. Not quite as precise as shown.
Tom Sizemore played in a scene in True Romance (1993) in which multiple heavily armed groups of men faced each other at gunpoint in a small room with a shoot-out massacre as result. A similar scene appeared in Saving Private Ryan (1998), also featuring Sizemore. This movie contains another such scene, again featuring Sizemore.
The University of Oregon's Duck Nation flag can be seen on the truck of Jason Lee's character as he drives away from retrieving the tape. In the shot where the man radio's the license plate number, the green and yellow flag can be seen on the upper left of the tailgate. Zavitz also exclaims "Fuck a Duck" when he realizes what his hidden camera captures. Jason Lee's character, Daniel Zavitz, a nature photographer monitoring the migratory patterns of Canadian geese.
In the movie, Dean uses the nickname "E" for his son Eric, the same nickname used for the character of Eric Murphy in Entourage. Seth Green, Jamie Kennedy, Scott Caan and Paul Herman appeared in both Entourage and Enemy of the State. Uncredited Enemy of the State writer Aaron Sorkin also played himself on Entourage.
The last name Banks is a common thread. Will Smith played on Fresh Prince or Bel-Air (last name of his family is Banks)* & his love interest(former girlfriend) in Enemy of the State is Rachel Banks played by Lisa Bonet.
The trivia items below may give away important plot points.
The picture of a younger Gene Hackman shown in a white shirt and tie, supposedly from his NSA file, is actually taken from The Conversation (1974). Hackman's character Brill, closely resembles his "Conversation" character, Harry Caul. In "The Conversation," Harry Caul, like Brill, is a paranoid surveillance expert who has his workplace in an industrial warehouse. Also, Brill wears the same translucent raincoat worn by Harry Caul in the previous film. In "The Conversation," Harry Caul (like Robert Dean in this film) is pressured to hand over a tape (albiet an audio tape) that has evidence of a murder conspiracy. At the end of "The Conversation," Caul demolishes his apartment when he thinks people who have been observing him might be coming for him. (It's been suggested by more than one film critic that Brill could actually be an older Harry Caul, living under a pseudonym.)
The "Mexican Standoff" scene between the NSA agents and mafia at the end closely mirrors a similar scene close to the end of another Tony Scott film, True Romance (1993), in which the parties also do not know each other. Tom Sizemore is in both scenes/films.