Remembering Bing Crosby and Bob Hope Bing Sings Chicago Style From the film Road to Bali 1952 American comedy film directed by Hal Walker Harry Lillis "Bing" Crosby Jr. was an American singer, comedian and actor. The first multimedia star, Crosby was a leader in record sales, radio ratings, and motion picture grosses from 1931 to 1954. Born: May 3, 1903, Tacoma, Washington, United States Died: October 14, 1977, Golf La Moraleja Bob Hope KBE, KC*SG, KSS was a British-American stand-up comedian, v