This paper narrates the life of Ezekiel Cheever, the most famous colonial New England Latin grammar teacher of his time. Cheever came from middle class Puritan roots in England, receiving a classical education before emigrating to Boston (Massachusetts). His remarkably long teaching career of 70 years in four New England towns and the esteem shown by his famous pupils at his death tell much about how the New England colonial mind shaped U.S. education and thought. Cotton Mather preached at the funeral of Cheever, recalling the 23 years Cheever had taught in New Haven Colony (later named Connecticut), the 11 years in Ipswich (Massachusetts), the 9 years in Charlestown (Massachusetts), and the 37 years at the Boston Latin School (Massachusetts). (EH)