This paper investigates the challenges dance student teachers encounter in developing their pupils' creativity in dance in secondary schools in Jamaica. This inquiry will consider these challenges from my reflective position as mentor and supervisor to dance teachers in training at the Edna Manley College of the Visual and Performing Arts (EMCVPA) in Kingston, Jamaica. It draws on direct experiences and observations of six dance student teachers on teaching practicum in urban schools over the past three years. Using a qualitative methodology, data collection methods include: semi structured questionnaires; interviews; dance student teachers' reflective journals; class discussions; and participant and direct observation of the dance student teachers in action in schools and in laboratory settings.