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Louis Armstrong and Bing Crosby were both immensely popular in the world of music, but Bing Crosby generally had a broader appeal and a more significant impact on popular culture during their respective careers. Crosby's smooth voice and ability to connect with audiences made him a staple in American entertainment, while Armstrong is celebrated for his revolutionary contributions to jazz. Rudy Vallee had his moment in the spotlight, particularly in the 1920s and 1930s, but he did not achieve the lasting fame of Armstrong or Crosby. Overall, Crosby is often regarded as the more popular figure of the three.

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