The concept of the school-to-prison pipeline (STPP) has been extensively studied over the last few decades, yet few have included the perspective of those whom it has affected—incarcerated adolescent and adult males. Educators and policy makers are limited in determining solutions because they are missing this key perspective. Using a critical race theory framework, we focus on the voices of incarcerated youth and adults who have personally experienced the STPP. Young men within the juvenile and adult justice systems were asked their thoughts on and experiences with the STPP. Responses from 16 participants are shared, along with what they believe would have worked to help them stay out of the system, and their recommendations for how to improve the factors contributing to the STPP