Underlying assumptions shape worldviews and belief systems. Left unexplored, individualsIndividuals perpetuate old habits of mind. Higher educationHigher education—studentsStudents, faculty, and administrators—hold underlying assumptions that can interfere with deep learningLearning. This chapter explores some of the systemic challengesSystemic challenges higher educationHigher education faces, from concept definitions to pedagogicalPedagogical habits and implicit hierarchies, as educatorsEducators seek to foster a next generation of sustainabilitySustainability-minded studentsStudents. Emerging adultsEmerging adult face challengesChallenges too. Narratives from American and Moroccan college studentsStudents illustrate the complexityComplexity for studentsStudents confronting value systems different from the values they are socialized into. It is through awareness and micro-changes that mindsetsMindset shift. OpportunitiesOpportunities are presented for educatorsEducators seeking to facilitate sustainability mindsetSustainability mindset changes—a mindsetMindset that enables collaboration, innovation, and long-term horizons, as well as content literacy.