Generation Y is arguably one of the most entrepreneurial generations in the history of the US (Fenn, 2007). In fact, a recent Global Entrepreneurship Monitor Report indicates that individuals in the 18-24 age range are currently starting businesses at a faster rate than individuals in the 35-44 age range. The rising interest in entrepreneurship education, paired with a downturn in the economy for upcoming graduates, indicates that it is imperative we learn more about these young potential entrepreneurs and their decisions to enter entrepreneurship sooner rather than later. In this paper, we explore factors that influence students’ timing expectations for entrepreneurial entry.