Anthony Caliri

Anthony “Tony” Caliri, 78, of Acton, Massachusetts, passed away on April 10, 2026. 

Tony grew up in Somerville, Massachusetts, and spent much of his adult life in Tewksbury, Chelmsford, and Acton, as well as summering at Newfound Lake in New Hampshire. A lifelong educator and leader, he dedicated over 30 years to public education, leaving a lasting impact on generations of students and colleagues. 

Tony began his career as a classroom teacher in Somerville, where he taught business and marketing for 22 years. He is credited with starting the DECA program at Somerville High School, supporting hundreds of students as they pursued their dreams in business and marketing. After a period serving as Human Resources Director at Somerville Lumber, he returned to Somerville Public Schools, where he continued his work in human resources until his retirement. Throughout his career, Tony remained deeply committed to schools and students, always believing in the power of education to change the trajectory of young people’s lives. 

As a proud Double-Eagle, Tony’s passion for all things Boston College Athletics was only matched by his lifelong love of sports. That passion made him a memorable presence in his community. He loved umpiring Little League baseball. It gave him the chance to be around kids, using his booming voice and large personality to have a little fun on the field and remind the kids even during the toughest times to smile. On the rare occasions when he wasn’t at Alumni Stadium watching a BC football game or playing cribbage with his friends and family, he spent his time coaching high school and youth sports, and serving as a public address announcer for Highlanders football, basketball, and hockey games. Everyone knew Tony wherever he went. He had a presence that filled any room. 

Above all, Tony was devoted to his family. He believed deeply in his role as a husband, father, and provider, and took great pride in the life he built with those he loved. Tony is survived by his wife, Janet; his son, Charlie, and daughter-in-law, Sarah; his daughter, Amy; and his three grandchildren, Matthew, Michael, and Emma. He will be remembered for his personality, his voice, his presence, his sarcastic wit and humor, and his unwavering commitment to both family and children. 

In accordance with Tony’s wishes, there will be no wake or funeral services. A celebration of life may be held at a later date. In lieu of flowers, donations may be made in Tony’s memory to Gateway Arts online at https://gatewayarts.org/donate; or by check at Vinfen/Gateway Arts c/o Nick Kane, 15 Station Street, Brookline, MA 02445. 

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