On June 19, 2020 (Juneteenth) I successfully defended my dissertation titled, “Path of Least Resistance: Barriers and Strategy Construction Processes for Black Entrepreneurs.” My dissertation includes three articles which touch on my research agenda. The first article and the focus of much of my research seeks to expand the literature on Black entrepreneurs; moving beyond the racist and discriminatory barriers, I explore the strategies that Black entrepreneurs construct to navigate barriers like consumer discrimination, lending discrimination, ageism, and sexism. Using qualitative research, I conducted in-depth semi-structured interviews on Houston Black entrepreneurs. In order to expand this study, I then add two additional sites: Austin and St. Louis. Comparing the three locations allows me to analyze the differences and similarities in strategy construction processes based on location, gender, as well as, the experiences for U.S. born and foreign born Black entrepreneurs. My research continues as I examine freelancing platforms as racialized and gendered organizations. Here, I want to explore the experiences of marginalized freelancers on platforms like Upwork and Favor. Specifically, I examine any barriers they encounters that are based on their identity and how they attempt to navigate these barriers within these racialized and gendered organizations.