Brian Chatterley, Esq.
Associate Head of School for Enrollment
brian.chatterley@vanguardschool.org
Brian brings more than 25 years of experience in private schools and admissions. He earned his B.S. from Adrian College and both his Master’s and Juris Doctorate from St. Mary’s University. Known for his relationship-centered approach, he has a deep understanding of the unique needs of independent school students and their families.
Throughout his career, Brian has served in key admissions leadership roles at The White Mountain School, The Leelanau School, Hawaii Preparatory Academy, St. Andrew’s-Sewanee School, and The Andrews School. His commitment to boarding education extends beyond campus leadership—he has served on the board of the Small Boarding School Association and held senior administrative positions including Associate Head of School at Admiral Farragut Academy and Wilbraham & Monson Academy, as well as Head of School at The MacDuffie School.
In addition to his extensive experience in boarding school leadership, Brian is licensed to practice law in Texas and Washington, D.C. He is a respected, seasoned administrator whose expertise will support and strengthen our enrollment program.