Throughout her life, Bennett attained success in different fields of work. She was a poet, short-story writer, columnist, journalist, illustrator, graphic artist, arts educator, teacher and administrator on the New York City Works Progress Administration Federal Arts Project (1935–41).[28]
Bennett's poems appeared in journals published during the Harlem Renaissance: The Crisis, Opportunity, William Stanley Braithwaite's Anthology of Magazine Verse (1927), Yearbook of American Poetry (1927), Countee Cullen's Caroling Dusk (1927), and James Weldon Johnson's The Book of American Negro Poetry (1931).