Indian trader John Findley, Daniel Boone, and four others first came into the area that is now Madison County in 1769 on a hunting and exploring expedition. In 1774, the Transylvania Company, led by Judge Richard Henderson of North Carolina, purchased of land west of the Appalachians (including present-day Madison County) from the Cherokee Nation. Daniel Boone was hired to cut a trail through the Cumberland Gap and establish a settlement on the Kentucky River. The settlement at Fort Boonesborough began in April 1775.