The Flying University, a prison education and reentry program that brings university students inside the prison for mutual and collaborative study, convenes with the assumed understanding that incarcerated peoples bear rich critical perspectives on the state of our communities as well as a philosophical potential to muster the resources necessary to heal communities in the wake of historical violence and transgenerational trauma. Rather than bringing incarcerated students into the purview of academic philosophy, the Flying University reverses these roles by recognizing that incarcerated peoples engage in daily philosophical scrutiny about a whole range of topics that traditional academic philosophy too often fails to comprehend with any depth. The Flying University enacts precollege philosophy as public practice by facilitating semester-long seminars that bring professional philosophers and university students into the prison—not so they can teach prisoners but listen to them. The guiding critical assumption of this practice follows Antonio Gramsci’s argument that what distinguishes “philosophers” from their opposite has less to do with intellectual activity and perspective and more to do with social status and credentials. A genuinely restorative philosophical praxis must solicit, within our community dialogues, the stories and voices of our incarcerated neighbors as “organic intellectuals.”