When Woody Harrelson was making this movie, the producers hired Bob Lanier, the retired Detroit Pistons' center, as a basketball coach. Harrelson, who had played some basketball in college, was bragging to Lanier about what a great player he was. Lanier invited Harrelson to play a little one-on-one. Harrelson later described it as "the most embarrassing 15 minutes of my life".
Charlie Sheen was the first choice for the role of Billy Hoyle. He turned it down, saying "I didn't feel it would be any fun. I don't feel connected to basketball. At least, when I do a baseball movie, I know I'm gonna have a good time." Had Sheen accepted, he would have been reunited with his Major League (1989) co-star, Wesley Snipes.
Marques Johnson has a supporting role as Raymond, who loses a game to Snipes and Harrelson. Johnson was a star player for UCLA's 1974-75 national championship team coached by John Wooden and later played for the NBA's Bucks, Clippers and Warriors.
When Gloria and Billy are about to leave to see Sidney about the money he swindled from them, Gloria goes to the closet to put on a jacket. In the closet on the top shelf is the board game for Jeopardy, based on the same game show that Gloria is continuously attempting to get on to.
The musical R&B quintet Riff recorded a song and accompanying music video called "White Men Can't Jump" for the movie. The music video featured Woody Harrelson, Wesley Snipes and Rosie Perez. It can be seen on the DVD release with bonus features.
Woody Harrelson and Kadeem Hardison, who have similar-sounding surnames, and birthdays just one day apart, also share the distinction of White Men Can't Jump (1992) being the second-to-last film that they worked on while still attached to their respective sitcoms which both aired their series finales in May of 1993. The last film that Woody worked on while playing Woody Boyd on Cheers (1982) was Indecent Proposal (1993), and the last film that Kadeem worked on while playing Dwayne Wayne on A Different World (1987) was Gunmen (1993).
In his earlier film, Summer of Sam (1999), Spike Lee revealed a lack of knowledge of white music by repeatedly referring to The Who (one of the world's top hard rock bands since the late sixties) as being a "punk band" (a totally unrelated genre from the following decade). In this movie he gives a nod to this error by having Sidney insist that white people couldn't truly "hear" Jimi Hendrix. Hendrix was solidly in the white "Psychedelic rock" genre and Gloria then informs him that Hendrix' band was white. The fact is that Hendrix was largely rejected by the black community until long after his death. In an open-air concert in Harlem the crowd bombarded him with rotten fruit and garbage. Psychedelia did not cross over until the seventies.