The problem addressed in this study was that many students in DE have a decrease in academic success and, as a result, never make it to college-level courses nor complete a program and earn a degree, leading to a decrease in academic success. The purpose of this qualitative multiple case study was to provide insight on historically black colleges and universities (HBCUs) DE placement systems and to find instructional practices and institutional policies that may be hindering students' academic progress within developmental education at HBCU's designed to prepare underperforming students to complete college. The study included two groups: one comprised 20 first-year and second-year students taking developmental or remedial courses, and the other comprised three faculty members. Questionnaires were used for data collection. Through the analysis of questionnaire data, several themes appeared. Key themes identified by students included issues related to course enrollment and credits, time management challenges, resource availability, and financial concerns. Major themes that appeared from faculty were (a) service, (b) instruction, (c) academic advising and mentoring, (d) skills, and (e) resources. One implication of this study is that teaching methods should align with students' comprehension levels to effectively engage them. Enhancing the range of activities and services in developmental education could potentially enhance students' academic performance. These services include life skills and career counseling, academic tutoring, and effective study sessions to improve academic performance. Future research should explore student support initiatives and collaborations in developmental education, encompassing diverse activities, services, and programs aimed at enhancing students' academic success. [The dissertation citations contained here are published with the permission of ProQuest LLC. Further reproduction is prohibited without permission. Copies of dissertations may be obtained by Telephone (800) 1-800-521-0600. Web page: http://bibliotheek.ehb.be:2222/en-US/products/dissertations/individuals.shtml.]