Continuity mistake: At the beginning when he enters the apartment he barges through the door leaving it open but when the lady walks in she has to open the door.
Continuity mistake: In the beginning of the movie he is not taken onto the hockey team. After he is hustling at the driving range he goes to toughen up. As he is toughening up, Chubbs unplugs the machine. The kid tries it, but he never plugged it back in and the machine still manages to work. (00:15:10)
Happy Gilmore: I'm stupid. You're smart. I was wrong. You were right. You're the best. I'm the worst. You're very good-looking. I'm not attractive.
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