In 1780, he founded the first settlement in Shelby County, Kentucky. The tenth of eleven children, Squire Boone was born to Squire Boone Sr. and his wife Sarah Boone in Berks County, although overshadowed by his famous brother, Squire Boone was well known in his day. Squire Boone, Jr. was born in Berks County, Pennsylvania, on October 5,1744, in 1749, he along with his family moved to Rowan County, North Carolina, and lived in the Yadkin Valley. In 1759, aged 15, he was sent back to Pennsylvania to apprentice as a gunsmith under his cousin Samuel Boone, after five years of apprenticeship, he returned to North Carolina. On August 8,1765, he married Jane Van Cleave, together, the couple had five children. From 1767 to 1771, he went on long hunts, with his brother, Daniel. Squire Boone accompanied his brother and 30 others, assisting in the settlement of Boones Station. In Spring 1779, after the siege of Boonesborough, where Squire had a rifle ball cut out of his shoulder, he moved his family to the settlement at the Falls of the Ohio that would become Louisville. In 1780, he brought 13 families to Painted Stone, a tract of land in Shelby County, and established Squire Boones Station there, the first permanent settlement in the county. He was wounded in April 1781 when Indians attacked the fort, complications of the injury would result in his right arm being an inch. On September 13,1781, the abandoned the undermanned station. Since Squire Boone was still too weak from his injury to make the trip, he stayed behind at the station with his family, the fleeing settlers were attacked in what became known as the Long Run Massacre. In 1782, he acting as a land locator for wealthy land speculators who did not want to personally risk living on the frontier. However, due to losses in this line of work, he lost his own property, including the station. He served two terms in the Virginia legislature in 1789 and 1790 and was the sponsor of a bill to charter the town of Louisville. There, he settled with his four sons. The settlement is in what is now called Boone Township, Squire Boone personally acquired a large tract of land on the western edge of the township near the cave he and his brother had hid in many years earlier to evade Indians. Boone considered the cave to be sacred and decided that was where he wanted to be entombed, on his land, Boone carved stone out of a nearby hill to build his home. He carved into the quarry wall various religious and political statements that are there today
An 1852 painting titled, "Squire Boone Crossing the Mountains with Stores for His Brother Daniel, Encamped in the Wilds of Kentucky"
Marker denoting Squire Boone's original burial spot.