The Princeton Teaching Initiative at Princeton University is an all-volunteer group formed to teach for-credit college courses in the New Jersey state prison system. The courses are coordinated with the Mercer County Community College (MCCC), which accredits the courses and maintains the students' transcripts. Volunteer professors, postdoctoral fellows, staff, graduate and undergraduate students from Princeton, Rutgers University, and other institutions teach three-or four-credit courses each semester, with all the classroom instruction by teachers with a master's degree or higher. The credits can be transferred to other state colleges and, together with courses taught by MCCC and the College of New Jersey, can lead to an associate's degree. In this article, the authors discuss the benefits of high-stakes prison teaching.