After returning to the United States, New York's Music School Settlement for Colored — founded by the New York Symphony Orchestra's David Mannes — appointed him as director where he served from 1914 to 1919.
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Over the next several years, Richmond also presented such noted artists as pianist and composer Sergei Rachmaninoff, singer and composer J. Rosamond Johnson, pianist Harold Samuel, contralto Margarete Matzenauer, the Fisk Jubilee Singers, Harrison Keller, Denoe Leedy, violinist Albert Spalding, the People's Symphony Orchestra and the Cleveland Orchestra.