Richard Henderson (1734–1785) was an American pioneer and merchant who attempted to create a colony called Transylvania just as the American Revolutionary War was starting. After the Declaration of Independence (1776) and the organization of the state government in North Carolina, he was re-elected judge, but was prevented from accepting that position by his participation in a scheme organized under the name of the Transylvania Compact.
Henderson was born in Hanover County, Virginia Colony. In 1762, he moved to Granville County, North Carolina, studied law, was admitted to the bar, practiced law, and in 1769 was appointed judge of the Superior Court.
Richard Henderson was the presiding judge who condemned to death captured tax resistors during the War of the Regulation. Viewed as a member of the gentry, he had been a target of Regulator violence. He was a member of a Church of England parish in Williamsboro during this time.
In 1772, surveyors placed the land officially within the domain of the Cherokee tribe, who required negotiation of a lease with the settlers. Tragedy struck as the lease was being celebrated, when a Cherokee warrior was murdered by a white man. Robertson's skillful diplomacy made peace with the irate Native Americans, who threatened to expel the settlers by force if necessary.
In 1775, a treaty was held between the Cherokee and a delegation of the Transylvania Company, headed by Richard Henderson. Under the Treaty of Sycamore Shoals (or the Treaty of Watauga) at present day Elizabethton, Tennessee, the Transylvania Company purchased a vast amount of land from the Cherokees, including most of present-day Kentucky and part of Tennessee. The treaty was technically illegal since the purchase of land from Native Americans was reserved by the government in the Proclamation of 1763 (the British, the governments of Virginia and North Carolina, and, later, the United States, all forbade private purchase of land from Indians).