Continuity mistake: At the beginning, if you watch the clock as Homer walks in, the time changes between shots. (00:01:30)
Continuity mistake: In the beginning, when Bart finds that the dog ate his homework, the poster on Bart's door has disappeared for one shot. (00:01:45)
Revealing mistake: When Bart is hanging from the play bars his hand goes through the bars. (00:02:35)
Continuity mistake: Bart's bruised eye has healed by the time he reaches Skinner's office to lick envelopes. (00:02:40)
Other mistake: When the wheel falls off Bart's skateboard, in the shot where he curves left sharply, you don't see the school in the background. How could he be at the social club if he just left school? (00:05:20)
Continuity mistake: When Bart crashes at the door of the Legitimate Businessman's Social Club, his head is facing the door. You can only see this for several frames. In the next shot, his head is facing the sky. (00:05:25)
Continuity mistake: When Bart crashes at the social club, his skateboard changes position between shots. (00:05:30)
Continuity mistake: When Bart falls in the entranceway, a puddle appears under his head between shots. (00:05:30)
Continuity mistake: Bart clears some dust off the picture of the Manhattan, once he's made the drink a few seconds later all the dust has gone. (00:06:40)
Continuity mistake: The drink above the Manhattan on the board changes name and picture. (00:06:40)
Continuity mistake: When Bart arrives home after his bad day, he is seen wearing his lucky red hat. It was never visible anywhere before he got home. (00:07:10)
Continuity mistake: Bart puts his lucky red hat on the hat holder. It disappears in the next shot. (00:07:10)
Continuity mistake: During the Itchy and Scratchy cartoon, things change about the positions of the cats, the clothing, etc. (00:07:55)
Continuity mistake: After Itchy and Scratchy we see Bart and the mob sat in the bar, the mobster at the end of the bar has his drink in 1 hand or 2 hands depending on the shot. (00:08:16)
Continuity mistake: When Homer is gambling with the gangsters, you can just barely see the shoulder of an ORANGE shirt that Bart is wearing, but in all other shots he is wearing his tuxedo. (00:12:10)
Continuity mistake: When the mobsters enter Skinner's office, the phone on his desk changes position between shots. Also, the name bar on his desk doesn't read anything on it. (00:13:50)
Continuity mistake: The paper that Bart draws Skinner on changes from ruled to plain. (00:14:00)
Continuity mistake: Bart's drawing of Principal Skinner is gone when Mrs. Krabappel says that he is missing. (00:14:05)
Continuity mistake: When Bart draws Skinner before he is declared missing, the paper is flat on the desk in the first shot and held upright in the next. (00:14:05)
Continuity mistake: When the pile of newspapers fall on principal Skinner, two garbage cans appear out of nowhere beside the door. (00:19:10)