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This study examined university students’ perceptions of generational issues in the workplace. Baby Boomers are retiring rapidly (their knowledge and experience retiring along with them), and Millennials are now the largest generational group represented in the workforce. Students at a mid-sized university in the southeast region of the United States, majoring in Leadership or attending a leadership skills development workshop, were surveyed to determine their views on challenges and opportunities that exist due to the current generational landscape of the workforce. Results of the study indicated that reconciling various perspectives was both the top challenge and benefit when working with members of other generations, and that opportunities for reciprocal mentorship were valued by members of each generation surveyed. Recommendations for leadership educators and future researchers are provided.