This chapter focuses on Harry T. Burleigh's singing career. When Burleigh auditioned for admission to the Artist's Course at the National Conservatory of Music, his goal was to become a classical concert singer. Like soprano Sissieretta Jones, he wanted to sing arias and art songs in recital. Like other well-known black singers, Burleigh sang for audiences in African American venues throughout the East and Midwest, as well as for mixed audiences, and on many occasions he sang for audiences that were primarily white. As he became known nationwide as “the premiere baritone of the race” and as the leading black composer in the early twentieth century, he was often invited to present full recitals, to represent African Americans as part of a program of American music, or to give a lecture-recital on spirituals. One of Burleigh's favorite accompanists was pianist R. Augustus Lawson. This chapter also examines Burleigh's contribution to the tradition of African American art music, along with his use of the works of American song composers and his collaboration with them.