This Mentor Guide Booklet is a resource for mentors working with at-risk youth. It's main usage is to troubleshoot by recording issues the student is willing to share and suggesting ways to tackle these issues. College Initiative (CI) is a reentry education non-profit that provides postsecondary access and support services for formerly incarcerated and court‐involved New York City residents. CI’ʹs peer mentoring program, matches senior students with incoming students for two consecutive semesters. Mentors offer support and referral services as well as regular assessments of student progress.