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**Frank Sinatra** Frank Sinatra was an American singer, actor, and cultural icon born on December 12, 1915, in Hoboken, New Jersey. Known as "Ol' Blue Eyes" and "The Chairman of the Board," Sinatra became one of the most celebrated entertainers of the 20th century. Starting his career in the swing era as a big band singer, he rose to prominence in the 1940s with hits like “I’ll Never Smile Again” and “All or Nothing at All.” His vocal finesse and charisma made him a pioneer in popular music, blending jazz and pop in a way that set him apart. Sinatra was also an accomplished actor, winning an Academy Award for his role in *From Here to Eternity*. Over his career, he recorded timeless standards like "My Way," "New York, New York," and "Fly Me to the Moon," solidifying his legacy as a legend of music and entertainment. He passed away on May 14, 1998, leaving behind an enduring legacy. **Bing Crosby** Bing Crosby was an American singer, actor, and radio personality, born on May 3, 1903, in Tacoma, Washington. With his smooth baritone voice and relaxed style, Crosby became a trailblazer in the music industry and one of the most popular entertainers of the 20th century. He was the first artist to truly harness the microphone as an instrument, revolutionizing the way music was performed and recorded, earning him the title of the first multimedia star. Crosby is best known for classic hits such as "White Christmas," which remains the best-selling single of all time. He also had a prolific acting career, starring in films like *Going My Way*, for which he won an Academy Award, and partnering with Bob Hope in the famous "Road" film series. Crosby's influence extended into television and philanthropy as well. He passed away on October 14, 1977, leaving an unparalleled legacy in entertainment history.