Though the impacts of prison are fundamentally interwoven in the experiences of many communities, especially communities of color, mass incarceration in many ways remains invisible in the archival record and national consciousness and memory. In this project, Ithaka S+R, in collaboration with Wendy Jason from the Justice Arts Coalition (JAC), a national organization that has provided numerous opportunities for incarcerated and formerly incarcerated artists to share their work, set out to explore how grassroots organizations that support the arts in prison are fostering the creative enterprise of incarcerated people, including how they are providing arts programming within prisons and how they are receiving, collecting, preserving, and showcasing the art of incarcerated people beyond prison walls. Who are these organizations? What are their current practices? What challenges do they face? What ethical considerations shape the way they work with this vulnerable population? How do they ensure that impacted individuals are part of the archival process and not exploited by that process? What resources, training, technology, and partnerships would help? Through desk research, qualitative interviews, and convenings, the authors have tried to answer these questions from the inside out; that is, beginning with the incarcerated artists themselves--how they create their work, what self-expression means to them, how they send their work outside--and expanding out to the organizations (and in some cases family members) that receive, share, and preserve that work.