Bennett worked for the Jamaica Social Welfare Commission from 1955 to 1959, and taught folklore and drama at the University of the West Indies. From 1965 to 1982 she produced "Miss Lou's Views", a series of radio monologues, and in 1970 started hosting the children's television program "Ring Ding". Airing until 1982, the show was based on Bennett's belief "that 'de pickney-dem learn de sinting dat belong to dem' (that the children learn about their heritage)". As part of the program children from across the country were invited to share their artistic talents on-air. In addition to her television appearances, Bennett appeared in various motion pictures including "Calypso" (1958) and "Club Paradise" (1986).