Specialized literacy professionals (specialists/coaches/coordinators) are enacting leadership roles that influence how school communities interact and collaborate to change instructional practices. These positions involve multiple responsibilities highlighted in the standards for the Preparation of Literacy Professionals (International Literacy Association, 2017). This manuscript extends from the investigation of three specialized literacy professionals from one school community identified by their administrators as teacher leaders. After three years in these positions, each identify the structures, resources, and types of support that were critical to the sustainment of their leadership positions within their school district. This study informs the literacy community on the specific and various decision-making practices that specialized literacy professionals may engage in when leadership is formalized.