Factual error: You can see the 3 point line painted out on the basketball court, they never had 3 point lines in the 50s. (00:21:55)

Pleasantville (1998)
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Directed by: Gary Ross
Starring: Reese Witherspoon, Jeff Daniels, William H. Macy, Joan Allen, Tobey Maguire
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David: Yeah, where's our lawyer?
Big Bob: Oh, I think we want to keep these proceedings as pleasant as possible.
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Answer: To me it never looked like a montage. It was just someone flipping through the channels (channel surfing) until they got to "TV Time" where they stayed to watch the commercial for the PleasanTVille marathon. People (especially before DVRs) sometimes just flip through the channels looking for something to watch, especially if you don't know what's playing on each channel.
Bishop73