Brian C. Rosenberg, President-in-Residence at the Harvard University Graduate School of Education, served as Macalester College's sixteenth president from 2003-2020. During his tenure, enrollment of U.S. students of color at the college increased significantly. Moreover, under his leadership, the college prospered during a challenging economic period, delivering balanced budgets, expanded student counts, and several major additions to the campus infrastructure. In this article, the author interviewed Dr. Rosenberg, asking for his thoughts on a wide range of issues, including higher education's strategy following the pandemic and the author's fear of reading the novels of Charles Dickens without the aid of a tutor.