The purpose of this qualitative investigation was to discover personal reasons Millennial college freshmen, between the ages of 18-20, stated as obstacles to college retention. Fourteen students from a private college in the Midwest were selected to participate in an interview process. These students were asked a series of open-ended questions based on three of Tinto's theories of retention: a sense of belonging, perception of curriculum, and self-efficacy theory. The students offered answers that corresponded to Tinto's retention theories and provided data to suggest that multiple factors affect college retention: social adjustment issues, academic issues, and self-regulation problems. The implication of the data retrieved from the students led the researcher to conclude that Millennials are "emerging adults" that must learn to self-regulate, be motivated, and require assistance to mature into adulthood. Changes on campus and in the college classroom can support Millennial freshmen with integrating socially, academically, and then becoming self-reliant college students in a multi-generational classroom. [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.]