Matthew was named director of Upper School in 2014 after serving as director of student life since 2010 and men's lacrosse coach from 2012-2014. Prior to his work at Darlington, he taught history, worked in the Dean's Office and coached football, hockey, and lacrosse at Avon Old Farms in Connecticut and the Cardigan Mountain School in New Hampshire. Matthew holds a B.A. in Sociology from St. Lawrence University and an M.A. in Liberal Studies from Wesleyan University. He and his wife, Jessica, a teaching assistant in Darlington's Early Learning Academy, live on campus and are the parents of Jackson (’24) and Ella ('27).