The Last Mile (TLM) is a San Francisco-based 501(c)3 organization whose mission is to provide opportunities for personal and professional growth through education and technology training for justice-involved individuals. Through prison education, transitional support and workforce reentry, TLM is disrupting the system of mass incarceration across the United States. In-classroom curricula and course material prepares students for meaningful employment in modern job roles including web development, software engineering and audio and video production. Students cultivate personal and professional development in alignment with the technical education and with the support of TLM reentry staff, volunteers, and a community founded on shared lived experiences.