Mr. Iliff is the school's founding principal, entering in 2023 in his sixteenth year in the role. He has a Bachelor's Degree in Economics and Philosophy from the University of Notre Dame, and a Master's Degree in Educational Administration from Trinity University. He is a certified English teacher, earning his certificate through coursework at St. Mary's University. He was a teacher, coach, and administrator at Central Catholic High School, and was the principal at St. Luke Catholic School in San Antonio. He also taught in the Bronx at Cardinal Spellman High School, through a volunteer program run by the Archdiocese of New York. He has taught courses at SJPIICHS (Economics and AP Language & Composition), and will teach Economics again this year. He also created the school's Entrepreneurship program, now in its fourth year.