This study explored the interconnectedness of the transfer student experience and used it as a foundational framework to inform the administrative leadership on a North Carolina, midsized, historically Black college of the existing transfer students' experiences. This study focused on (a) how transfer students at a midsized historically black college and university (HBCU) describe their experiences, (b) how transfer students described the factors that affected their retention, and (c) what transfer students' believed that university administrative leadership could do to ensure their retention. Twelve transferred students participated in the study. The findings from the qualitative analysis show that (a) students are aware of the differences that exist between themselves and native students and desire for administration to recognize those differences, (b) they desire more resources tailored to their needs as transfer students, and (c) they have substantial academic and non-academic barriers that need to be recognized by those who regularly come into contact with the transfer population.