There was never another one.
Despite a reputation as one of the most talented actors from Hollywood's Golden Age, James Stewart only had one movie win an Oscar. The Philadelphia Story may not be the legendary actor's most famous film or even one made during the height of his acting career, but it is still regarded as one of James Stewart's best movies.
The Philadelphia Story Was James Stewart's Only Oscar Win James Stewart Beat Out Henry Fonda At The Academy Awards Over the years, Stewart accumulated multiple Oscar nominations, with his first coming in 1939 when he played the titular character in Mr. Smith Goes to Washington. He received another just a year later when he appeared in The Philadelphia Story with Katharine Hepburn and Cary Grant, a romantic comedy directed by George Cukor.
Why James Stewart Thought Another Actor Should Have Won Best Actor In 1940 James Stewart Never Thought Mike Conner Was His Best Performance Because The Philadelphia Story was an important milestone for James Stewart and one that he never repeated, it's all the more interesting that the actor seemingly didn't think his work in the film was Oscar-worthy.
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