سيرة
Bobby was born in Indiana and may have inherited his show business talent from his grandfather, who played the alto horn and vanished without a trace while traveling with a carnival passing through Indiana. A multi-talented artist, Bobby recorded a song called "Yes Indeed," in which he played ten instruments, sang all four voices of the quartet, performed the solo, and arranged the piece. Sherwood's father was a singer and trombone player, and his mother was a pianist. Together, they had a vaudeville act called Bob-Gayle Sherwood & Co. Bobby joined the act at age ten, singing, dancing, and playing the banjo. One of his favorite pastimes was handicapping horses. As he once said, "I didn't learn much about history and arithmetic, but I could tell you the best time of any horse at any track." After vaudeville ended, Bobby performed in clubs around Los Angeles and became Bing Crosby's accompanist on records, in the band, in movies, and on radio. He later played on radio shows with Burns and Allen, Al Jolson, Rudy Vallee, Eddie Cantor, and many others. Eventually, he formed his own band and began appearing on television, getting his first opportunity in Cleveland in 1948, where he took on roles ranging from straight dramatic parts to serving as the straight man for top comedians.