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The working title of this film was So Where's the Money? The onscreen credit for the various golfers who play themselves in the picture reads: "We gratefully acknowledge the appearance of the following professional golf champions." The Caddy was the first release of York Pictures, Dean Martin and Jerry Lewis' production company, since their early 1951 hit At War with the Army (see entry above). According to modern sources, prior to making The Caddy, Lewis and Martin paid $850,000 to extract themselves from their contract with Screen Associates, the company that had underwritten York's participation in At War with the Army.
Hollywood Reporter production charts list Don Porter in the cast, but he did not appear in the final film. A January 1953 Hollywood Reporter news item stated that Lewis was to wear specially designed knee braces during the filming of some scenes. According to Paramount publicity, contained in the file on the film at the AMPAS Library, three weeks of location shooting took place at the Riviera Country Club in Los Angeles. Harry Warren and Jack Brooks's song "That's Amore" became a long-standing signature song for Dean Martin and was nominated for an Academy Award.