The phenomenon of globalization has created various possibilities for systematic changes in higher education. Yet, university systems in the United States have generally developed a bureaucratization that makes program innovation difficult. The present particularistic case study explored the following: (1) How did engaging elements of a medium-size private university's entrepreneurial history afford the opportunity to construct a master's degree in global leadership?; and (2) How did the institutional history of the above institution intersect with entrepreneurial innovation for the creation of a master's degree in global leadership at Midwestern University? In the present study, we analyzed qualitative data regarding the origins of the International Leadership program using entrepreneurial leadership theory (Osiri, McCarty, & Jessup, 2013) and Bourdieu's (1979/1984) concepts of habitus, field, and forms of capital. The present findings revealed that the case institution still retained elements of its earlier entrepreneurial history.