Bing Crosby

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When Bing Crosby's nephew asked him casually, late in Bing's life, about the most difficult moment of his career, he expected some juicy gossip about a difficult Hollywood director or the story of a struggle with a studio. But Bing instead told him it was on a USO tour in December of 1944 in an open-air field in France. He'd just made 15,000 French and American troops laugh and holler with Dinah Shore and The Andrews Sisters and now had to close the show with a quieter number: "White Christmas." He described having to maintain his composure and vocal control in front of 15,000 crying GIs as the toughest moment of his career.
He never wore his toupee on USO tours - a small thing, but he thought these occasions were above Hollywood artifice - and more importantly insisted that no officers or other top brass got front row seats. Front row seats belonged to enlisted men who were headed for the frontlines.
A few days after this performance of White Christmas his audience was sent to The Battle of the Bulge, one of the deadliest battles in the history of humanity...
 
There is a very good series for film buffs covering that era
Meryl Streep with appearance by Steven Spielberg, Francis Ford Coppola, Guillermo Del Toro, Paul Greengrass and Lawrence Kasdan.

Five directors went to World War II to tell the truth, and changed filmmaking forever.
The documentary focuses on five directors – John Ford, William Wyler, John Huston, Frank Capra, and George Stevens
Related There are some excellent docus on this

The 1,100-man unit was given a unique mission: to deceive Hitler's forces and mislead them as to the size and location of Allied forces, while giving the actual units elsewhere time to maneuver Activated on 20 January 1944, the Ghost Army arrived in Europe in May shortly before D-Day and returned to the US at the end of the war in July 1945. During their tenure, the Ghost Army carried out more than 20 deception campaigns, putting on a "traveling road show" using inflatable tanks, sound trucks, fake radio transmissions, scripts and pretense
Their story was kept a secret for more than 50 years after the war, until it was declassified in 1996.The unit was the subject of a PBS documentary The Ghost Army in 2013.In February 2022, members of the Ghost Army were awarded the Congressional Gold Medal, citing their unique and highly distinguished service
 
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