This guide, which is intended for instructors of incarcerated youth, contains materials for use in helping incarcerated youth make the transition from incarceration to a productive life. Presented first are an overview of the project during which the guide was developed and a brief history of educational programming for incarcerated youth in New York State and in the United States. Discussed next are the following: the recovery model and its implications for curriculum/instruction; roles/responsibilities within correctional facilities; the self-awareness, academic, problem-solving, vocational, communication, life management, and transition skills needed by incarcerated youth; ways providers can facilitate learning (adapt to environment, assess student needs, create learning communities, contextualize, and use instructional strategies); special contributions from educational administrators; and mandates (New York state laws regarding education in correctional facilities and employment rights). The remaining 75% of the guide contains lesson plans and handouts for use in helping incarcerated youths develop needed skills. Each lesson plan contains some/all of the following: goal, outcome objective, list of required instructional materials; and one or more learning activities. The bibliography contains 23 resources. Appended are the following: a discussion of the challenge of service provision for incarcerated youth; instructions for requesting modified high school equivalency examination; a sample rap sheet; and an acronyms glossary. (NM)