Student volunteers at the Dwight Hall Bike Shop helped a group of young men referred by the Juvenile Court to learn mechanical skills and the economics of small business. These young men would come weekly to repair and overhaul bicycles.

Founded by Yale Law School students and still in operation, the Green Haven Prison Project is a bimonthly reading seminar on legal and political issues run jointly by Yale Law School students and incarcerated members of Project for a Calculated Transition (PACT) at Green Haven Prison in New York State.

The Volunteers in Probation program enabled volunteers to work with a probationer one on one. The volunteers worked under the guidance of the Probation Department and sought to develop a positive relationship with the probationer and to assist him where necessary.

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In the Volunteers in Court Program, the volunteer replaced the Probation Officer in court and completed intake on individuals on probation.

The Halfway House served individuals in need of a supportive living situation. The residents were accepted from psychiatric hospitals, prisons, reform schools, as well as from the general community. The program encouraged the residents to become responsible for their own lives and to become self-sufficient members of the community.

Juvenile Justice was a broader Dwight Hall project that enabled Yale students to volunteer as probation officers, get involved with children through the New Haven Family Counseling Service, or work as a specific child’s advocate. 

Yale faculty and graduate students participate in college in prison programs elsewhere, including at the Bard Prison Initiative (founded 2001) and Wesleyan's Center for Prison Education (founded 2009), and begin teaching not-for-credit courses of their own in prisons around the state, including James Forman, Jr. who began teaching an "inside-out" class at Manson Youth Institution in 2016. 

Yale PhD Candidate, Zelda Roland convenes a roundtable of undergraduates, faculty, graduate students, and formerly incarcerated members of the Yale community who are interested in forming a new program to bring access to Yale College courses to incarcerated students.

YPEI becomes an official program of Dwight Hall at Yale, beginning a two-year effort to develop a real, rigorous, program that brings access to real, rigorous, credit-bearing Yale classes to incarcerated students in Connecticut.

YPEI becomes a member of the Bard Prison Initiative's national Consortium for the Liberal Arts in Prison. Through the Consortium for the Liberal Arts in Prison, BPI collaborates with colleges and universities to catalyze, launch, and sustain college-in-prison programs across the country. Together these leading institutions are challenging expectations of inclusive excellence while redefining the boundaries of success for people in and returning home from prison.

In partnership with Yale Summer Session and Yale School of Art, YPEI offers its first classes to incarcerated students at Manson Youth Institution, a prison for young adults and juveniles sentenced as adults, and at MacDougall-Walker, a high/maximum security adult prison and the largest in New England, where 600 people asked to be considered for our first YSS seminar, "English S120: Reading and Writing the Modern English Essay."

In April 2021, an award from The Andrew W. Mellon Foundation launched ad a collaboration between the Yale Prison Education Initiative and University of New Haven to create a degree-granting program for incarcerated students in Connecticut. Read more here and here.