On Sunday, May 24, 2015, Trinity-Pawling School held its 108th Commencement exercises and celebrated the graduation of 102 students. Business executive and former chairman and CEO of American International Group Maurice Greenberg gave the Commencement Address. Woo Hyeuk Chang delivered the valedictory address, and Christopher Nolan spoke as head prefect. The diplomas were delivered by Board President Elizabeth Peale Allen.