The study's problem was that despite implementable educational policies and procedures (P&Ps) in tertiary-level institutions, recruitment, enrollment, and student retention (RESR) continue to decline in the Caribbean Common Market Countries (CARICOM). The relevant, challenging concern is that CARICOM tertiary-level students at a higher risk of attrition are further challenged to find appropriate options to reenroll and complete their education. The purpose of this qualitative exploratory case study was to explore the perceptions of the board of directors, administration, faculty, and students about policies and educational procedures that hinder or enhance RESR in the CARICOM Countries. Research suggests a strong linkage exists between understanding college P&Ps and RESRs in Caribbean universities. The theoretical frameworks utilized for this study were attribution theory and social constructivism theory (Monteiro & Sibbald, 2020; Shaikh et al., 2020). This study attempts to answer four research questions with a qualitative methodology and an exploratory case study design. A qualitative methodology and exploratory case study design approach were selected to conduct this research because they reflect the quality of stakeholder perceptions and show how people in society construct ideas or concepts from experiences. The data was analyzed using the content analysis on NVivo thematic analysis to organize, analyze, and investigate for understanding and information from Zoom interviews of 15 research participants. The study results show board members, administration, faculty, and student perceptions of P&P that affect RESR. The research evidence supports the establishment of MOOCs, BLEMs, and GETTs as the critical component recommendation for practice at WITC, and for future research, MOOCs, and BLEMs are academic programs for enrolling students from CARICOM countries. [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.]