Continuity mistake: In the scene where Billy is hustling Sidney (best of five shots), when Sidney is taking his last shot, you are looking at the scene from above the basket. From this view, when Sidney misses his arms are seen to drop, but when the camera comes back to a close-up of him, his arms are still in the air.
Factual error: Rosie is repeatedly shown buzzing in before Alex Trebek can even finish asking the question. In Jeopardy!, this isn't possible, you may only buzz in once the question is finished.
Continuity mistake: When Woody Harrelson and Wesley Snipes are arguing (with the guys that end up hustling Woody's character) Woody's character throws his hands up and you can clearly see him poke Wesley Snipes' character in the eye, which causes him to go back grabbing his face, then it cuts to him just standing there.
Continuity mistake: In the scene where Rosie Perez is on Jeopardy, just after double Jeopardy starts she buzzes in and her score is $8300. As she answers that question her score is $5100. When she buzzes back in o the next question her score is $5300. As she picks the next category it jumps to $9300.
Continuity mistake: After Gloria answers the first question on Jeopardy, which is worth $100, her total jumps to $1500.
Continuity mistake: At several points during the Jeopardy game, Gloria isn't holding the button to buzz in for questions.
Other mistake: When the Stucci brothers take the fake death photo of Woody at the end of the movie, The Stucci brother driving the van gets in and takes off before the other brother even had a chance to get around the back of the van.
Factual error: In the Jeopardy scene, Gloria takes the category, "Foods that start with Q," but never says for $100.
Plot hole: Sidney's friends at the beginning act like if he made his fifth shot, he beats Billy. If Sidney had made the fifth shot, he would have merely tied Billy and they would've either gone to a playoff or just settled for a tie. Billy made all 5 shots and Sidney was shooting his fifth,so Billy couldn't lose, only tie.
Continuity mistake: In the scene towards the end of the film, Wesley Snipes asks Woody Harrelson to join him for one last hussle. During this scene the strings from Woody Harrelson's hoody move from shot to shot. First they are straight down, then one is over his shoulder, then straight down again, then finally over his shoulder again.
Continuity mistake: In the scene where Wesley snipes came over after he was hustled, Woody just came out of the shower. While they were talking, Woody goes from being wet to dry in several scenes. He never used a towel to dry himself off.
Continuity mistake: Billy comes home after the match with Sidney. While having a conversation with Gloria the bottle of vodka is on a small table close to the bed. The next scene the same bottle is already positioned on the kitchen's table.