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Herb Jeffries was born Umberto Alexander Valentino on September 24, 1913 in Detroit, Michigan of mixed heritage. Never knowing his father who died in World War I and grew up in a rooming house in a mixed neighborhood without encountering severe racism as a child. Showing great interest in singing and intensely musical from boyhood, during his formative teenage years he was often found hanging out with the Howard Buntz Orchestra at various Detroit ballrooms. After the Wall Street Crash of 1929, he dropped out of high school to earn a living as a singer.

He began performing in a local speakeasy where he caught the attention of Louis Armstrong, who gave the teenager a note of recommendation for Erskine Tate at the Savoy Ballroom in Chicago, Illinois. Knowing that Tate fronted an all-black band, Jeffries claimed to be a Creole, and was offered a position as a featured singer three nights a week. Later he toured with the Earl Hines Orchestra through the Deep South.

The 1940s and 1950s saw Herb record for a number of labels, including RCA Victor, Exclusive, Coral, Decca, Bethlehem, Columbia, Mercury and Trend. His album Jamaica, recorded by RKO, is a concept album of self-composed calypso songs. He often used makeup to darken his skin in order to pursue a career in jazz and to be seen as employable by the leading all-black musical ensembles of the day.

He also starred in several low-budget race Western feature films aimed at black audiences from 1937 to 1939, Harlem on the Prairie, Two-Gun Man from Harlem, Rhythm Rodeo, The Bronze Buckaroo and Harlem Rides the Range. He also acted in several other films and television shows billed as Herbert Jeffrey, Herbert Jeffries or the Sensational Singing Cowboy.

Singer and actor Herb Jeffries, who was the only Black singing cowboy star in Hollywood  has a star on the Hollywood Walk of Fame, was inducted into the and a Golden Palm Star on the Palm Springs Walk of Stars, passed away on May 25, 2014 in Los Angeles, California.

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