Eric Strand addresses his experiences as a white, male American professor teaching Jack Kerouac’s On the Road at the University of Cape Town in South Africa during the Rhodes Must Fall student movement, c 2015. Integrating excerpts from student essays in his classes and from the univeristy’s student newspaper, the essay reveals complex racial, gender, and class-based interpretations of the novel, all advising against narrow and stereotypic predications of reader responses to the novel.