This case study aimed to examine the experiences of Black college graduates who completed a hyperlocal gap year program in Tulsa, Oklahoma. Much of the literature presented about gap years often occurs between high school and college, when students take an intentional break before pursuing a college degree (GYA, 2020; O'Shea, 2013; Simpson, 2004). However, this study specifically looks at the gap year from college to career, and more specifically for Black college graduates. Without a disruption to the status quo, gap year programs will not only continue to ignore the richness of talent and multiplicity of perspectives that Black graduates offer; but moreover, the status quo will also continue to reinforce systemic racism, exclusion, and widen socioeconomic disparities. The research question that guides this study is: What are the experiences of Black college graduates in a hyperlocal gap year program in Tulsa, Oklahoma during 2020 and 2021? Given the hyperlocal focus of the program, this study seeks to not only understand their perception of Tulsa but examine how living in Tulsa affected their experience. The findings of this study are consistent with the literature on gap year benefits and CRT. For example, the findings suggest gap year programs helped participants develop professionally and personally. However, the findings of this study also yielded results that amplify the nuanced and intersecting factors that shape people's experiences in a city. As researchers, practitioners, and policymakers increase their understanding of how race, racism, and other forms of oppression contribute to belonging and mattering. [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://www.proquest.com/en-US/products/dissertations/individuals.shtml.]