Bathsheba Ruggles Spooner was the daughter of Brigadier General Timothy Ruggles, a lawyer who had served as chief justice of the Court of Common Pleas in Worcester, Massachusetts, from 1762 to 1764, and founder and most eminent citizen of the town of Hardwick, Massachusetts.

* Brigadier General Timothy E. Trainor ( class of 1979 ), 13th Dean of the Academic Board at the United States Military Academy ( West Point ).

Honored with a Massey High School Alumni Award were Jack Adam, Dr Robert Dunlop, Professor Paul Moon, Brigadier Timothy Keating, Linda Vagana and Philippa Boyens.

* 1998-2001 Major General Timothy Sulivan