In working to build a better, more just future, post-secondary institutions play a crucial role in shaping the students of today and tomorrow. Many institutions already employ a number of innovative programs aimed at broadening students’ horizons. We can now look forward to seeing these initiatives grow. As students, we outline our views on some of the challenges and possible avenues for change in post-secondary education. Efforts to strengthen student leadership, optimize experiential learning, and develop a more holistic educational approach are important. Current challenges to post-secondary education lie within aspects of accessibility, funding, relationship disconnect, and segregated educational approaches. Strengths and challenges encountered within post-secondary education can frame learning boundaries to be deconstructive or constructive. Both boundary modalities can play important roles in designing the future of post-secondary education in Canada.