Audio problem: Both Lenny and Carl's voices are wrong. At one point Carl's voice is higher pitched, and Lenny keeps speaking like Moe, or like a voice we haven't heard before.
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Lisa makes a visit to the Jebediah Springfield Museum. When she's talking to the curator, there is a picture in the background of Otto riding on a cart, with school kids aboard. There is also a picture of a woman with Marge-style hair. See more...
Movie Mistakes blog
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The Simpsons (1989) - 3 mistakes in "Homer's Night Out"
Directed by Matt Groening, starring Dan Castellaneta, Hank Azaria, Harry Shearer, Julie Kavner, Kelsey Grammer, Nancy Cartwright, Phil Hartman, Yeardley Smith (add more)
Updates: 
Series 4
Homer's Night Out (season 1, episode 10)
Continuity: When Bart and his friends are making copies of the photo of Homer, the banner across the copier says "Copies 5 cents," but when they go to deposit the money it says 10 cents.
Continuity: When Homer and Bart are at the cabaret show, Mr. Burns and Smithers are there with two women. In almost all of the shots there is a woman sitting between Burns and Smithers, except in the close-up of them when Burns asks "How does he DO it?". Then Smithers is shown as sitting right next to Mr. Burns.
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