Abstract: Student leadership is critical too for the smooth running of the University. Unlike other areas of human endeavor, leadership challenges among undergraduate students are a phenomenon. It is against this background; this chapter examined the leadership challenges among students of Dominion University, Ibadan, Nigeria. It is an empirical study. It is a qualitative study. Data; were gathered through in-depth interviews, key informant interviews, and focus group discussions. The study also made use of non-participant observation. Data; were gathered from 100 L, 200 L, 300 L students and staff of the University. Data were zanalyzed using content analyzed and using the narrative style. Findings show that Dominion University has the mandate of producing; value-based education. Leadership challenges undergraduate students include lack of support for selected leaders, lack of respect, and the wrong perception. The chapter concludes that with the right kind of training, Dominion University leadership skills acquisition can transform the plethora of challenges facing undergraduate leaders in Dominion University.