How many movies have Charles McKeown and Terry Gilliam collaborated on?

They have worked on 6 movies together! Their first movie together was Life of Brian (1979) and was their highest rated movie together. They have not worked together since The Imaginarium of Doctor Parnassus (2009). They are most known for their comedy films together.

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Fairground's Inspector
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Rupert / Adolphus
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Irritating Singer Inside Fish (uncredited)
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Lime
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Smoking Man (uncredited)
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Theatre Manager
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False Prophet / Blind Man / Giggling Guard / Stig
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Man Even Further Forward / Revolutionary / Jailer / Blood and Thunder Prophet / Frank / Audience Member / Crucifee
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Animation