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I had to go with two. Stan Freberg for his Christmas novelty songs, and Bob Hope for his Christmas radio comedy. He emcees several great Christmas shows for Command Performance (broadcast only to our fighting forces in WW2) and on his own radio show. But if Jack Benny was listed I would've chosen him. His Christmas shows are classic comedies.
"In all this world there is nothing so beautiful as a happy child." - Santa Claus, The Life and Adventures of Santa Claus
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I appreciate how he was gracious enough to allow guest stars to steal the show during their segment.
At the time Bob Hope died, my friend was hosting a Big Band show. We did a tribute program with music and discussion about Hope's career. Always wished we'd recorded it--but I was grateful just to contribute. I think Crosby and Hope were two of the great talents of the last century.
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