Phil Santomero
Associate Head of School, Academics
Phil has dedicated the past 32 years to creating the best learning environment for all students, both in the classroom and through extracurricular activities. Over his career, he has held various roles, including classroom teacher, coach, Department Head, Director of Athletics, and currently Assistant Head of School with a focus on Curriculum. Additionally, he serves as the CISAA/Metro Region Principals Representative at OFSAA, working to promote the goal of Education through Sport for student-athletes across the province. Phil also collaborates closely with the Ontario Ministry of Education and, more recently, the Middle States Association to ensure Crestwood’s programs meet and exceed provincial and international standards. His commitment to both academics and athletics has enabled him to support students’ growth in skills, character, and confidence, both inside and outside the classroom.