In 1940, Hope co-starred in the box-office hit Road to Singapore with Bing Crosby. The film, about a pair of singing, wisecracking con men, was the first of seven “Road” movies the pair would make. Hope appeared in more than 50 feature films during his career. He hosted the Academy Awards 18 times, although he never won an Oscar himself, an occurrence he turned into a long-running joke. However, he did receive five special awards from the Academy, including two honorary Oscars. Hope was also a top entertainer on TV and from 1959 to 1996 he made 284 “Bob Hope specials” for NBC.
Starting with World War II, Hope began entertaining American troops at military bases around the world. His USO tours traveled to military bases during times of war (Vietnam, the Persian Gulf), as well as times of peace. He was so beloved for his work with the military for more than half a century that Congress passed a resolution in 1997 making Hope an honorary veteran. It was one of the countless honors that Hope received throughout his career. In 1998, he was granted honorary knighthood from Queen Elizabeth.