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Pilot Season(2004)

Comedy1 Season (6 Episodes)5.8

Pilot Season is a television miniseries written by Charles Fisher and Sam Seder, directed by Seder, and starring Sarah Silverman. The show followed on from the 1997 film Who's the Caboose?, which was also written by Fisher and Seder and again stars Silverman as Susan Underman and was broadcast in 2004 on the now-defunct Trio cable network

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Looks like this movie is more elusive than Bigfoot. Can't find it anywhere to stream.