Cultivating and retaining special educators competent to serve students with emotional and behavioral disorders (EBDs) has proven persistently difficult. Improving educational systems' capacity to meet this challenge will require better understanding of the roles special educators in these settings should be prepared for and supported to fulfill. The purpose of this qualitative investigation was to explore how four special educators in self-contained classes for students with EBD defined and experienced their roles. We found that teachers defined their primary roles as promoting students' behavioral and academic growth; however, they also described experiencing dissonance between their ideal roles and their actual daily work. This dissonance was evident in two respects. First, extra responsibilities and emergent responsibilities occupied substantial energy. Second, social and material contexts often facilitated their behavioral role but less often supported their academic role. Findings have implications for improving the quality of the teacher workforce in self-contained settings for students with EBD.