More than 18,000 adolescents die each year in the United States from bicycle, motorcycle, car, and truck accidents. This study sought to understand the role of African-American grandmothers as prevention-oriented health educators in the family. Full Model Fitted Regression Analyses were conducted on a sample of African-American grandmothers (N = 105) with 10- to 19-year-old grandchildren. Findings suggest that grandmothers who adopt a proactive, teaching role with their grandchildren are more committed to doing so, confident about doing so, and in a context to do so. In particular, grandmothers who co-reside with their grandchildren are more likely to teach them about how to prevent transportation accidents than those who do not co-reside. These findings could contribute to innovations in existing grandparent education curricula.