Shirley Hoogstra has been an elementary school teacher, a litigator, a vice president for student life at Calvin University and, since 2014, the president of the Council for Christian Colleges & Universities (CCCU). In this conversation, she discusses vocational pivots, risk taking, effective leadership, the meaning of Christian higher education, and her passion for marginalized and underrepresented populations. She also emphasizes the deep courage and grace that beckon us in our callings and that are desperately needed in today’s world.