Trivia: Shooter McGavin is a playable character in PGA Tour 2K25.
Trivia: The evil man at the nursing home is played by Ben Stiller, then a rising star, in an uncredited role.
Trivia: During one of the tournaments, a few of Happy's fans are visible in the background holding cut out signs of his face. This is the same but blown up picture used in Billy Madison to mark the grade he was in.
Suggested correction: I Googled the face sign from this movie while watching Billy Madison, and they are not the same. You can tell the facial expression on Happy Gilmore features a wider smile and arched eyebrows, whereas the cutout of Billy Madison is more straightfaced and his eyebrows are a little furrowed, as evidenced by the wrinkles between them.
Trivia: Bob Barker got paid more for his little bit in the movie than Virginia did for the whole thing.
Trivia: The President of the tour, Doug, is the movie's director, Dennis Dugan.
Trivia: This is a small tidbit, but I thought it was a little bit interesting. When Happy is talking to Gary Potter for the first time there is an older gentlemen standing in the crown behind them that has a portable chair. At one point he drops it and wants to bend down to get it, but he pauses as though the directors might get mad. (00:35:09)
Trivia: Bob Barker did his own fight sequences, or at least most of them. He is reportedly a Black Belt in karate and a Red Belt in tang soo do.
