Blonde vocalist Dorothy Claire sang with Bob Crosby before joining Bobby Byrne's orchestra in 1939. Glenn Miller enticed her to leave Byrne in October 1941, where she replaced the departed Marion Hutton. A feud erupted between Byrne and Miller over the incident, and Claire was sued for breach of contract. She returned to Byrne, however, in April 1942 after Miller decided she wasn't a good fit.
In 1943 Claire joined Sonny Dunham. In 1945 she performed as part of the floor show in New York's Copacabana, and in 1950 she began appearing regularly on The Speidel Show, which later became The Paul Winchell-Jerry Mahoney Show. The program aired for four years.