Audio problem: At the end of the movie when Roy finally makes the shot, The scene cuts to Molly on the side and she has her mouth open as she's screaming, but you hear her voice saying "I LOVE YOU".
Continuity mistake: During the press conference at the U.S. Open where Roy begins to list the companies who are sponsoring him, he says that one of them is "Woody's Smokehouse" when the patch on his jacket says "Wally's Smokehouse".
Roy 'Tin Cup' McAvoy: This is for Venturi who thinks I should lay up.
Romeo: What does he know? He only won this tournament before you were born.
Trivia: Kevin Costner made most of his own golf shots in this film.
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