Shō Shin
In 1500, , "Aji" of Ishigaki, unified most of the Yaeyama Islands and rose up in resistance against the Ryukyu Kingdom by refusing to pay further tribute. As he was planning to invade Miyako, , "Aji" of Miyako, discovered the plan and launched a preemptive invasion of the Yaeyama Islands. Oyake Akahachi was defeated at Furusutobaru Castle, and Nakasone Tuyumya went on to conquer Yonaguni. King Shō Shin of Ryukyu responded to the initial rebellion by sending troops, but they arrived at Miyako after most of the fighting had ended. The Ryukyuan army consisted of 3,000 soldiers and 100 ships; Nakasone Tuyumya chose to surrender instead of fighting, handing over all of the Sakishima Islands to Ryukyu.