The picture of Billy that Eric is using to monitor Billy's progress from grade to grade is the same headshot photo that was used in Happy Gilmore for the signboards some people were carrying in the crowds. See more...
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Continuity: When Billy is on the bus and the kid dares him to touch Ms. Vaughn, when the camera is looking at the back of Billy's head, you can see in the background that Ms. Vaughn is 3 seats in front of him. Then after he tries to grab her and goes back to sit back down his seat is only 2 seats back.
Continuity: When Billy and Veronica are singing when Billy decides to go back to school, Veronica is on the left side. While standing in front of the fountain, they turn to see the kids who are singing, but Billy and Veronica have switched positions. They are standing in the same spot, but since they've turned around, Billy should now be on the left and Veronica on the right.
Continuity: When Billy is chasing the penguin, he chases the penguin from the front yard and goes around to the back yard, but when he falls down attempting to grab the penguin, he appears at the front door and you can see when the limos stop, there's the gate where he ran over the flowers and the maintenance guy threw down the hoe.
Continuity: In the scene where Veronica comes to Billy's house and tosses him in the pool and starts beating him up, watch the people on the side of the pool. First, the chubby guy and Frank are sitting in lounge chairs and you see a third person's legs on one of the chairs. Then the next time they cut to them, the third set of legs is gone, and Frank is lying on the chair where the legs were. When they cut back again, Frank is back in first chair and there is no third pair of legs.