Wolcott was born in Windsor, Connecticut, the youngest of 14 children born to colonial governorRoger Wolcott and Sarah Drake Wolcott. He attended Yale College, graduating in 1747 as the top scholar in his class. Upon graduation, New York governorGeorge Clinton granted Wolcott a captain's commission to raise a militia company to fight in the French and Indian War. Captain Wolcott served on the northern frontier defending the Canadian border against the French until the Treaty of Aix-la-Chapelle. At the end of the war, he moved to newly settled Goshen in northwestern Connecticut to practice and study medicine with his brother Alexander. He then moved to Litchfield and became a merchant; he was appointed sheriff of the newly created Litchfield County, Connecticut, serving from 1751 to 1771. He married Lorraine Collins of Guilford, Connecticut on January 21, 1755. Their children were: Oliver, Oliver, Jr., Laura, Mariann, and Frederick.
Career
Revolutionary War years
Wolcott had two careers during the war years as one of Connecticut's principal delegates to the Continental Congress and also a militia officer. He participated in the American Revolutionary War as brigadier general and then as major general in the Connecticut militia. As a representative in the Continental Congress, he was a strong advocate for independence. Early in the growing struggle with Great Britain, Wolcott made it clear that the colonists would not give up their rights and privileges. In February 1776, he stated: "Our difference with Great Britain has become very great. What matters will issue in, I cannot say, but perhaps in a total disseverance from Great Britain." This early support for independence led him to important roles during the war, both as military leader and as member of the Continental Congress. Wolcott saw extensive militia service during the American Revolution. On August 11, 1776, Connecticut officials ordered him to march the Seventeenth Regiment of militia to New York and join George Washington's army. Upon arriving at Washington's camp, Connecticut Governor Jonathan Trumbull appointed Wolcott brigadier general in command of all the state's militia regiments in New York. He led 300—400 volunteers from his brigade to help General Horatio Gates and Benedict Arnold defeat Burgoyne at the Battle of Saratoga. In May 1779, Wolcott was promoted to major general in command of all Connecticut Militia. That summer, he saw combat in protecting the coastline from Tryon's raids. He was largely unsuccessful in his combat with Major General William Tryon. Over the course of the war, he showed great disdain towards his opposition, describing the British in his memoirs as "a foe who have not only insulted every principle which governs civilized nations but by their barbarities offered the grossest indignities to human nature." The Continental Congress appointed him Commissioner of Indian Affairs, and he was elected to the Congress in 1775. He became seriously ill in 1776 and did not sign the Declaration of Independence until some time later.
Post Revolutionary War
At the beginning of the Revolution, Congress had made Wolcott a commissioner of Indian affairs to persuade the northern Indian nations to remain neutral. His qualifications for this role came from his early experience on the northern front of the French and Indian War. Now he was asked along with Richard Butler and Arthur Lee, to negotiate a peace treaty with the Six Nations at Fort Schuyler. Beyond his post-war diplomatic role, Wolcott aspired to higher office. He was elected Lieutenant Governor of Connecticut as a Federalist in 1786, and served in this position for ten years. He was reelected to the position, holding the office until his death at the age of seventy-one.
