Though higher education appears to be making strides towards providing better learning experiences and outcomes for students, the question remains as to whether schools are doing enough to keep up with industry. Exploring recent innovation in business and leadership programs such as The Hogan Entrepreneurial Leadership program run by Gonzaga University, and The Evergreen State College’s unique approach to liberal education, this paper provides insight into how higher education has begun to move forward in the 21st century. Despite these advances, alternative pedagogies continue to be recommended by scholars, including Constructivism and Experiential Learning. The gap that exists between what is needed for students to succeed and what schools are willing to change could signal the end of higher education as we know it. This paper concludes that the future of higher education could consist of vastly different organizational structures, educational approaches, and student outcomes.