For higher education to remain innovative and viable in the future, factors facilitating and inhibiting online education must be closely examined and addressed. Higher education's approaches to the phenomenon of online learning reveal much about its ability to be proactive in the face of significant societal change. Online learning is a dynamic process that includes the interaction of administrators, faculty, and students. Issues ranging from access to accommodation and trust to management of time, money, and people all combine to create an environment in which online programs succeed, fail, or never materialize. This essay explores some of the major barriers and bridges to online higher education.