Efforts have been made to support the academic success and address the retention of low academically performing college students; however, little is known about how these interventions are effective. This study builds upon recent findings that the hope and belongingness of college students in a group-based academic enhancement intervention were important factors in their academic success. Applying person-environment fit theory, this study assessed changes in an individual's hope and belongingness, changes in the group's hope and belongingness, and the interaction between changes in both an individual's hope and belongingness and the group's hope and belongingness (i.e., person-group fit) on the academic outcomes of 145 college students participating in 11 academic enhancement seminars. Results indicated that changes in a student's hope and belongingness were positively associated with changes in their academic self-efficacy, but not their academic performance, as measured by grade point average (GPA). However, the changes in the group's hope and belongingness moderated the relationship between students' changes in hope and belongingness and their academic performance, such that these relationships were stronger when the student fit with their group in regard to their perceived changes in hope and belongingness (i.e., high individual-high group change). This study provides further support for the importance of instilling hope and a sense of belongingness in students within academic enhancement groups, and the complex influence of group-level processes within these interventions. (PsycInfo Database Record (c) 2020 APA, all rights reserved).