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Although Daily Variety production charts list Busby Berkeley, who had not made a film in several years, as director of Chartroose Caboose and William "Red" Reynolds as producer, Reynolds received onscreen credit as director, and the extent of Berkeley's involvement, if any, has not been determined. In April 1960, as noted in Hollywood Reporter, Universal acquired the film for distribution from independent production company Red-Bill Productions. That article adds that the film was shot entirely on location in Oregon. The picture marked the feature film debut of Mike McGreevey.