With a 1–0 victory over Kingswood Oxford on Wednesday, May 7, head varsity baseball coach Donnie McKillop notched his 100th career win at the helm of the Loomis Chaffee program.  

The milestone reflects years of steady leadership, competitive excellence, and deep investment in the relationships that define team sports. 

McKillop joined the Loomis Chaffee community in 2017 as head varsity baseball coach, assistant athletic director, and assistant football coach. Since his arrival, he has become a cornerstone of the athletics program and broader school community. He also serves as head of Warham Hall, where he lives with his wife, Katy, and their four children. 

Before coming to the Island, McKillop gained valuable coaching experience at Amherst College, Middlebury College, and Springfield College. He taught and coached multiple sports at the Williston Northampton School between 2011 and 2014.  

A 2011 graduate of Middlebury, McKillop was a standout student-athlete in both baseball and football, serving as captain for both teams. He holds Middlebury’s all-time record for career doubles in baseball and was a two-time All-New England Small College Athletic Conference (NESCAC) third baseman. As quarterback of the football team, he led the Panthers to a NESCAC championship, earning Player of the Year honors in 2009 and graduating as the program’s top passer. 

Throughout his career, McKillop has emphasized the importance of shared goals and collective effort: “My favorite part of athletics is the relationships built through the practice of sport — working relentlessly with teammates toward a common goal,” he says.