Video annotation software (VAS) programs, such as GoReact, allow users to provide synchronized feedback in a video recording. This report examines the integration of VAS into a student teaching internship at a Historically Black University during a three-semester period. Through this research, the authors determine the effectiveness of the VAS feedback cycle in terms of support for the learning and development of teacher candidates. The research evidence pinpoints the need for extensive training by all participants and for accessible technical support. Moreover, the research demonstrates a lack of value and understanding of the importance of the VAS feedback cycle from all the participants and stakeholders. Finally, the research recommends that, in order to use the VAS feedback cycle appropriately, all the participants must be trained in the system and in the pedagogy and value of VAS learning systems.