Supporting the development and training of paraeducators can be complex; however, that support in rural settings can be especially challenging. The unique structure of rural settings, often with limited personnel and available resources, can create challenges for recruiting and retaining quality candidates within the field of paraeducation. This study explored the perceptions and experiences of rural educators who support paraeducators and their training. Participants were interviewed about how their individual classroom and school district training models support paraeducators. Specific questions were targeted at opportunities for and quality of professional development, performance feedback, and models of support for rural paraeducators in rural areas throughout the Midwest. Overall, seven themes emerged from interviews revolving around the need for initial training to be more specific to setting and student needs, creation of cohesive meeting times with intensive training for the most challenging students, the need for structured meetings, and a clearinghouse of resources and support.