
Sadamasa was the son of Okudaira Sadayoshi and took part in several battles under Tokugawa Ieyasu, distinguishing himself in the Battle of Anegawa in 1570, where he took two heads. Around 1572 he was forced to enter the service of the Takeda clan, but after the death of Takeda Shingen in 1573 he returned to Tokugawa, leaving Tsukude Castle together with his men. As a result of this defection, Takeda Katsuyori ordered the execution of Sadamasa’s wife and brother, who were being held as hostages.
Tokugawa Ieyasu allowed Sadamasa to marry his eldest daughter, Kame-hime. As a reward he received Nagashino Castle and became renowned during its siege in 1575, successfully repelling all attacks by Katsuyori’s forces. This campaign ended with the major Battle of Nagashino.
Oda Nobunaga was so impressed by Sadamasa’s leadership that he granted him the character “nobu” from his own name. After that, Sadamasa took the new name Nobumasa. For his participation in the campaign he also received from Ieyasu the valuable sword Daihannya, named after a Buddhist sutra. The blade had been crafted by Osafune Nagamitsu during the Kamakura period, had belonged to the Ashikaga shoguns, and later came into the possession of Oda Nobunaga, who gifted it to Tokugawa Ieyasu after the Battle of Anegawa.
When Ieyasu moved to the Kanto region in 1590, Sadamasa received lands in the province of Kozuke with an income of 30,000 koku of rice. During the 1600 campaign he took part in the siege of Ueda Castle under Tokugawa Hidetada.
In 1601 Sadamasa was transferred to Mino Province, where he built Kano Castle and donated funds for the construction of the Kano Tenmangu Shrine. In 1602 he retired and passed the castle to his third son, Okudaira Tadamasa. His daughter married Okubo Tadatsune.
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