John Kerrigan is a full-time high school assistant principal who oversees two mathematics departments in Middletown, NJ. He has also been a part-time lecturer with the mathematics department at Rutgers University since 2007. John recently had the experience to teach an iteration of our first hybrid flipped "Topics in Mathematics for Liberal Arts" course, and our first synchronous online recitations for our "Precalculus College Mathematics" course. These experiences have afforded him with new insights and avenues for research in my doctoral program in Design of Learning Environments at the Rutgers Graduate School of Education. He is grateful for the guidance of his professors, colleagues and mathematics department administrators for allowing him to teach and learn in these unique settings, and he looks forward to what the future has in store for learning in non-traditional environments.