For Bing Crosby, singing 'White Christmas' in front of teary-eyed troops during the Battle of the Bulge was the hardest moment of his career. He recalled that it was tough to perform for 15,000 soldiers in an open-air concert while knowing they were fighting for their lives. This poignant experience highlighted the emotional connection of music to the wartime experience, as many of those men would face grave challenges shortly after his performance.
Crosby often viewed his efforts with the USO as a patriotic duty, even attempting to enlist in the armed forces. Though he was told he was too old, he embraced the responsibility of entertaining soldiers and raising money for the war effort. Howard Crosby noted that his uncle never hesitated when asked about his most challenging professional moment, illustrating the deep impact that singing 'White Christmas' to those troops had on him.
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