Introducing Matt Levinson, Wildwood School's new head of school.
Head of School
Introducing Matt Levinson
Following a nation-wide search, Wildwood is thrilled to welcome Matt Levinson in the 2026-2027 school year as its next head of school.
Widely recognized as a respected school leader in the world of independent schools, Matt brings deep expertise in progressive education, student-centered learning, and institutional advancement to the position. With over three decades of experience in K-12 education—including as Head of School at San Francisco University High School (CA), The Pingry School (NJ), and University Prep (WA)—Matt is known for his strategic vision, collaborative leadership, and steadfast commitment to equity, innovation, and joyful learning communities.
Throughout his career, Matt has led transformational change across academic programs, Diversity, Equity, Inclusion, and Belonging (DEIB) initiatives, faculty development, and facilities planning—all of which reflect Wildwood School's key priorities. At University High School (UHS), he secured entitlements and led fundraising for a $91M campus expansion, restructured business and technology operations, and developed a strategic framework for leadership growth. He also advanced student-centered programming by revising the school's mission and equity statements and strengthening Breakthrough Summerbridge, a nationally recognized access program in just two years. At Pingry, Levinson steered the school through three years of the pandemic, earning Pingry national recognition for its bold innovation and leadership, and spearheaded the acquisition of an 80-acre boarding school campus.
"I cannot tell you how excited and honored I am to be joining Wildwood as the next head of school," Matt said. "From the moment I stepped on campus, I could sense the bustling energy that permeates this diverse and joyful community. In my conversations with students, faculty, staff, alumni, and current families, I heard deep appreciation for Wildwood's student-centered approach, and the school's unwavering commitment to help students learn how to learn. Wildwood certainly hooked me in with its dynamism, vision, joy, and collaborative spirit!"