Mr. Sherman exhibits the oddest shaped character I ever remember to have met with. He is awkward, unmeaning, and unaccountably strange in his manner. But in his train of thinking there is something regular, deep and comprehensive; yet the oddity of his address, the vulgarisms that accompany his public speaking, and that strange New England cant which runs through his public as well as his private speaking make everything that is connected with him grotesque and laughable: -and yet he deserves infinite praise -no Man has a better Heart or a clearer Head. If he cannot embellish he can furnish thoughts that are wise and useful. He is an able politician, and extremely artful in accomplishing any particular object; -it is remarked that he seldom fails...He has been several years a Member of Congress, and discharged the duties of Office with honor and credit to himself, and advantage to the State he represented. He is about 60.
William L. Pierce, eyewitness
In 1723, when Sherman was 2 years of age, his family relocated from his Newton, MA, birthplace to Dorchester (present Stoughton). As a boy, he was spurred by a desire to learn and read widely in his spare time to supplement his minimal education at a common school. But he spent most of his waking hours helping his father with farming chores and learning the cobbler's trade from him. In 1743, 2 years after his father's death, Sherman joined an elder brother who had settled in New Milford, CT.
Purchasing a store, becoming a county surveyor, and winning a variety of town offices, Sherman prospered and assumed leadership in the community. In 1749 he married Elizabeth Hartwell, by whom he had seven children. Without benefit of a formal legal education, he was admitted to the bar in 1754 and embarked upon a distinguished judicial and political career. In the period 1755-61, except for a brief interval, he served as a representative in the colonial legislature and held the offices of justice of the peace and county judge. Somehow he also eked out time to publish an essay on monetary theory and a series of almanacs incorporating his own astronomical observations and verse.
In 1761, Sherman abandoned his law practice, and moved to New Haven, CT. There, he managed two stores, one that catered to Yale students, and another in nearby Wallingford. He also became a friend and benefactor of Yale College, and served for many years as its treasurer. In 1763, or 3 years after the death of his first wife, he wed Rebecca Prescott, who bore eight children.
Meanwhile, Sherman's political career had blossomed. He rose from justice of the peace and county judge to an associate judge of the Connecticut Superior Court and to representative in both houses of the colonial assembly. He promptly joined the fight against Britain. He headed the New Haven committee of correspondence.
Sherman was a longtime and influential member of the Continental Congress (1774-81 and 1783-84). He won membership on the committees that drafted the Declaration of Independence and the Articles of Confederation, as well as those concerned with Indian affairs, national finances, and military matters.
In 1787 he represented his state at the Constitutional Convention, and attended practically every session. He probably helped draft the New Jersey Plan and was a prime mover behind the Connecticut, or Great, Compromise, which broke the deadlock between the large and small states over representation.
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