The Two Battles of Ueda — The 'Duplicitous and Cunning' Man Who Twice Repulsed the Tokugawa Army
Sanada Masayuki repulsed the Tokugawa army's large forces at Ueda Castle twice — in 1585 (the First Battle) and 1600 (the Second Battle). In the Second Battle of Ueda, with about 2,000 soldiers he held off Tokugawa Hidetada's main force (some 38,000 troops) for ten days on its way to Sekigahara, preventing Hidetada from arriving in time for the battle. Ieyasu, while acknowledging this achievement, described Masayuki as 'a duplicitous and cunning man' (omote-ura hikkyō no mono). After Sekigahara he was exiled to Kudoyama, but it was said that 'as long as Masayuki lives, the Tokugawa cannot let their guard down,' such that he never lost his resourcefulness even in his final years.