Varsity Baseball
The Program
The Belmont Hill baseball program has long been established as a perennial power in the ISL, capturing 17 league titles—the most in league history. The team won three consecutive titles in 2012, 2013, and 2014, the first time that feat has been accomplished in the ISL since 1980, and won its most recent title in the spring of 2023. In the spring of 2013, Belmont Hill became the only team to win both the ISL league title and the league Sportsmanship Award in the same year. Finally, the team was featured in 2018 in the New England Baseball Journal as one of the 5 most influential programs in New England. In the past 10 years, over 50 players have gone on to compete at the college level—an average of 5 college baseball players from each graduating class. Belmont Hill is coached by Dave Cunningham ‘12.
Championships
ISL: 1977, 1978, 1985, 1990, 1993, 1997, 2004, 2005, 2012, 2013, 2014, 2019, 2023
Belmont Hill Alumni – College Players and Beyond
Professional Players:
Jack Winnay - Boston Red Sox – 13th round 2025
Keelan Smithers – New York Mets – 2019 Minor League Free Agent Signing
Charlie McConnell - Seattle Mariners – 13th round 2018
Matt Gedman - Boston Red Sox - 45th round 2011
Mickey Wiswall - Seattle Mariners - 7th Round 2010
International:
Ben Wanger - Team Israel - 2020 Tokyo Olympics
Keelan Smithers – Team Ireland – 2018 European Championships
In recent years, alumni have played for the following NCAA programs:
Division 1: Alabama, Boston College, Brown, Bucknell, Columbia, Dartmouth, Georgetown, George Washington University, Harvard, Holy Cross, Lafayette, Miami, Northeastern, Princeton, Rice University, Rutgers, University of Massachusetts, University of Southern California, University of Virginia, Wake Forest, William & Mary, Yale
Division 3: Amherst College, Babson College, Bates College, Bowdoin College, Brandeis, Claremont-McKenna College, Colby College, Middlebury College, Massachusetts Institute of Technology, Occidental College, Rhodes College, Skidmore College, St. Lawrence University, Trinity College, Tufts University, Union College, University of Chicago, Williams College
Recent Belmont Hill ISL accolades:
Cooper Tarlie - 2025 ISL Silver Slugger
Brady Miller - 2023 ISL MVP & Boston Globe All-Scholastic
Jack Winnay - 2022 ISL Silver Slugger
Current NCAA commitments:
Luke Waldeck ‘26 - Harvard University
Brian Seo ‘26 - College of Charleston
Eric Willi ‘26 - Bowdoin College
Malik Ibrahim ‘26 - Macalester College
Jack O'Brien ‘26 - St. Lawrence University
Jack Frostholm ‘27 - Rutgers University
Nick Fantasia ‘27 - Elon University
Jack Tarbox '27 - Northeastern
The Mission
The Belmont Hill Baseball program’s success hinges on the pillars of competition, character-building, and technique instruction. Our Varsity coaching staff has over 100 years of playing and coaching experience at the professional, Collegiate Division I and Division III, High School, and AAU levels. With proper instruction and a commitment to consistent improvement, Coach Cunningham believes that Belmont Hill baseball will continue to find success and his players will reach their full potential as ballplayers and, most importantly, as young men of character primed to impact the world.
Meet the Coach
The program is led by Coach David Cunningham ’12. In his first season as head coach in 2023, Cunningham led Belmont Hill to the school’s 17th ISL title. Overall, he has amassed a 40-21 record, including a 30-12 mark in conference play, good for a .714 winning percentage. In addition to the team’s success, he has overseen 17 college commitments during his short tenure, including eight to Division I programs.
Prior to being appointed head coach, Cunningham served as Belmont Hill’s varsity hitting coach and catcher’s coach for three seasons. He held those same titles for the Williston-Northhampton School and Amherst College, where he was also a Recruiting Coordinator. Along with his experience at the high school and college level, Cunningham made multiple stops coaching in the club baseball circuit as well.
As a player, Cunningham earned All-NESCAC honors and a Gold Glove award at Amherst College while helping the Mammoths to three NCAA Regional Finals and a NESCAC Championship. A 2012 Belmont Hill graduate, he was a two-time First Team All-ISL selection, the 2011 ISL MVP, and captain of the ISL championship team his senior year. To this day, he owns the School's single-season batting average record of .560.
When not on the diamond, Cunningham teaches in the English department and coaches at various levels in the School’s hockey program. In recognition of his impact on students, Cunningham currently holds the Centennial Chair in Character, an honor bestowed on the faculty member who most exemplifies the School's mission of developing young men of character in multiple ways.
Coach Cunningham Career Highlights
Belmont Hill Coaching Career (2023-2025):
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40-21 Overall
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30-12 ISL
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2023 ISL Champions
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17 college commitments
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2025 ISL Silver Slugger, 2023 ISL MVP, 10 All-ISL selections, 6 All-NEPSAC selections
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