- Awesome, Dear Boy / Money, Dear Boy: Robert Downey Jr. did the film for two reasons, for the big paycheck and because he wanted to work with Mel Gibson who he had the previous year seen in Lethal Weapon 2.
- Backed by the Pentagon: The production rented twenty-six planes from the Thailand military for use in the movie.
- Creator Backlash: Christopher Robbins, the author of the non-fiction book Air America was based on, claimed the film distorted his presentation of the Air America story.
- Dueling-Stars Movie: Mel Gibson and Robert Downey Jr..
- Friendship on the Set: Mel Gibson and Robert Downey Jr. became close friends while making the film. Gibson later insisted that Downey be cast in The Singing Detective despite his issues with drugs and alcohol. They're still friends to this day.
- In Memoriam: The picture is dedicated to the film's assistant director Michael Katzin. This movie was Katzin's final film.
- What Could Have Been:
- Tom Cruise, Bill Murray, James Belushi and Kevin Costner were all considered for Billy Covington.
- Sean Connery was originally attached to play the character of Gene Ryack, but was deemed too expensive.
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