Homelessness and housing insecurity (HI) have impacted college students' success for years but were exacerbated during the COVID-19 pandemic, especially when lots of educational institutions closed their student housing, which resulted in college students having to vacate student housing. This was a major concern especially if their student housing was their primary resident. This qualitative comparative case study examined the effects of homelessness and housing insecurity (HHI), that is, the students' basic needs have had on the impact of college students' academic success on populations on today's college campuses. The researcher examined three qualitative case studies on the experiences of community college leaders and experiences with homeless students, examining the impact of homelessness on college students, particularly the experiences of homeless students on their college campuses. The data results of the three studies highlighted three recurring themes: (1) the lack of fulfillment of basic needs, academic success, and institutional procedures, policies, programs and services that university administrators are implementing in order to alleviate the impacts of homelessness and housing insecurity (HI); (2) the impacts of how these phenomena affect students' academic success on their college campuses; and (3) recognized barriers and eliminating those that impeded college 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.]