This article profiles the evolving role of educational administrators and leaders in higher education. Four guiding assumptions for leaders are presented related to social impact, community engagement, labor market success, and institutional stability. Then, seven key administration and leadership responsibilities are described. They include planning, academic entrepreneurship, data-driven decision making, revenue generation, creating professional and academic pathways for learners, curriculum development, and business development and marketing. This is followed by a set of pragmatic considerations that higher education administrators and leaders may consider in their professional practices. The considerations provide a framework for interrogating leadership assumptions and responsibilities, a framework that can be applied to analyze additional responsibilities as they emerge in relation to the assumptions that accompany them. The considerations pose intended and unintended possibilities for leaders to use to inform decision making, maintain principled leadership practices, and to challenge unexamined beliefs and values