Academic libraries can mindfully collaborate with higher education in prison programs and support system impacted students on their campuses. Nonetheless, barriers may arise when forging these connections. Focusing on the UW tri-campus system, this capstone drew on design thinking methods to discover some of these obstacles and generate potential solutions. The result is a project on Manifold, a digital platform that the UW Libraries and Press are currently piloting. Overall, the capstone’s goal is to serve as a starting point for the UW Libraries to consider co-creating instruction, programming, and resources with stakeholders to support current and formerly incarcerated students.