Archeological evidence of Native Americans has been found in arrowheads and spearheads near the shores of Lake Pleasant. Many historians believe Speculator was the hunting and fishing grounds of both Mohawk and Algonquin tribes. These Native Americans would only travel to the Adirondack Mountains to hunt during the warm months, while their villages were located in the Mohawk and Hudson Valley regions. There was a Mohawk, who named himself Captain Gill, who lived in a wigwam at the outlet of Lake Pleasant, during the end of the eighteenth century and the beginning of the nineteenth century. He had a wife named Molly, who had a daughter named Molly Jr., although Capt. Gill didn't claim the daughter as his own. Old Capt. Gill was a trail guide for the first settlers. He would show them places to hunt and fish. Capt. Gill was most famous for his storytelling of the Iroquois Nation, such as the Flying Head.