Research on college choices is the new tool used by Higher Educational Institutions to help them identify the influences and factors affecting potential student populations. To measure the growing rate of working students in higher education, we propose to examine the decisions made after graduating from high school to current demographic changes. In this study, we use data from the Educational Longitudinal Study of 2002 (ELS: 2002) to estimate the influence of individual variables on post graduating high school choices using multinomial logistic regression analysis. Untangling the individual choices allows us to examine, four possible after high school life choices-students who decide to pursue post-secondary education (student); those who decide to work while attending a post-secondary institution (working student); those who decide to enter the workforce (worker) or high school graduates who neither work nor enroll in postsecondary education (unemployed). Results suggest that aside from socioeconomic status and achievement, interesting patterns for gender, ethnicity and family composition and its effect on the likelihood of a high school graduate's life choices emerged. As an example, Asian students are more likely to enter their next phase in life as a student than a working student in comparison to white ones. That result is a clear example that not all high school students are alike in their life choices; therefore, for a better understanding in the needs and decision making ways of high school graduates, this paper addresses different factors that lead to a post-secondary decision in order to accommodate their transition to HEI.