Ii Naomasa, recognized as one of the Four Guardians of the Tokugawa clan alongside generals Honda Tadakatsu, Sakakibara Yasumasa, and Sakai Tadatsugu, hailed from Hoda Village in Totomi Province (present-day western Shizuoka Prefecture). His family had long served Imagawa Yoshimoto until Yoshimoto's demise at the Battle of Okehazama.
Born to Ii Naochika, Naomasa faced familial upheaval when his father was unjustly accused of treason, leading to his exile and subsequent execution by Yoshimoto's son, Ujizane, in January of 1563. At the tender age of three, Naomasa, orphaned by this tragedy, was taken in by the Tokugawa family. Following the death of his stepmother, Naotora, in September of 1582, he assumed leadership of the Ii clan.
Commencing his service to the Tokugawa in the mid-1570s, Naomasa earned Tokugawa Ieyasu's high regard and was rewarded with a fief in Omi (Shiga Prefecture). Notably, at the Battle of Nagakute in 1584, he commanded 3,000 matchlock gunners and secured victory against Ikeda Tsuneoki's forces, earning commendation from the opposing leader, Toyotomi Hideyoshi. After this battle, Hideyoshi's mother was placed under Naomasa's care as a hostage to solidify the Toyotomi-Tokugawa alliance.
During the 1590 siege of Odawara, Naomasa played a pivotal role in breaching the castle walls, leading to the surrender of the Hojo clan. His efforts earned him Minowa Castle in Takasaki, Gunma, making him the largest landholder among Tokugawa retainers.
In 1600, at the Battle of Sekigahara, Naomasa and his son-in-law, Matsudaira Tadayoshi, initiated a daring attack on the Western allied Ukita troops, despite not being the first into battle as initially designated. Although surviving the intense seven-hour conflict, Naomasa sustained severe injuries in the final moments while pursuing the escaping Shimazu clan. Despite personal care from Ieyasu, the wounds from Sekigahara are believed to have contributed to Naomasa's premature death two years later.
In recognition of his valor, Naomasa was granted lands in modern-day Hikone. Disliking Ishida Mitsunari, the former owner of the area, to such an extent that he refused to live in his shadow, Naomasa had Ishida's castle on Sawayama demolished and significant topsoil removed from the mountain. Intent on establishing a new castle on Mt Hikone, he began construction but passed away before its completion.
See also
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Matsudaira Kiyoyasu
Matsudaira Kiyoyasu (September 28, 1511 – November 29, 1535) served as the 7th lord of the Matsudaira clan during Japan's tumultuous Sengoku period. Renowned as the paternal grandfather of Tokugawa Ieyasu, one of Japan's "great unifiers," Kiyoyasu expanded his clan’s influence, bringing all of northern Mikawa Province under his control after subduing the Saigo clan. His power was further symbolized by the construction of Okazaki Castle, a testament to the Matsudaira’s growing dominance.
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Matsudaira Hirotada
Matsudaira Hirotada (June 9, 1526 – April 3, 1549) was a daimyo and lord of Okazaki Castle in Mikawa Province during Japan’s turbulent Sengoku Period. He is best known as the father of Tokugawa Ieyasu, the founder of the Tokugawa shogunate.
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Ikeda Tsuneoki
Ikeda Tsuneoki (1536 – May 18, 1584), also known as Ikeda Nobuteru, was a prominent daimyo of the Ikeda clan and a distinguished military commander during Japan's Sengoku and Azuchi-Momoyama periods. He served under the influential warlords Oda Nobunaga and Toyotomi Hideyoshi. Tsuneoki’s connection to Nobunaga began early, as his mother, Yotokuin, was Nobunaga’s wet nurse and later became a concubine to Oda Nobuhide, Nobunaga's father.
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Oda Nobutaka
Oda Nobutaka (1558–1583) was a samurai of the Oda clan, also known as Kanbe Nobutaka after being adopted as the head of the Kanbe clan, which governed the central region of Ise Province. He was the third son of Oda Nobunaga, born to a concubine named Sakashi. Nobutaka was referred to as "San Shichi," possibly because he was born on the seventh day of the third month in the Japanese lunar calendar. However, there is a theory suggesting he was born twenty days earlier than his elder brother, Oda Nobukatsu, but due to delays in reporting and the low status of his mother’s family, he was acknowledged as Nobunaga’s third son.
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Yamauchi Kazutoyo
Yamauchi Kazutoyo (also spelled Yamanouchi; 1545/1546? – November 1, 1605) was a prominent samurai and retainer who served Oda Nobunaga and later Toyotomi Hideyoshi during Japan's Sengoku and Azuchi-Momoyama periods. His father, Yamauchi Moritoyo, was a descendant of Fujiwara no Hidesato and a senior retainer of the Iwakura Oda clan, which opposed Oda Nobunaga. Moritoyo was also the lord of Kuroda Castle in Owari Province. Kazutoyo is especially renowned for his marriage to Yamauchi Chiyo, whose wisdom and resourcefulness played a key role in his rise to prominence.
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Saito Tatsuoki
Saito Tatsuoki (6 September 1548 - 1573) was a daimyo of Mino Province during Japan's Sengoku period and the third-generation lord of the Saito clan. He was the son of Saito Yoshitatsu and grandson of Saito Dosan. His mother was a daughter of Azai Hisamasa, making him a nephew of Azai Nagamasa and a relative of Oda Nobunaga's first wife, Nohime, who was also a daughter of Saito Dosan.
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Kyogoku Tadataka
Kyogoku Tadataka (1593–1637) was a Japanese nobleman and the head of the Kyogoku clan during the early 17th century, a pivotal time marked by the Tokugawa consolidation of power. His childhood name was Kumamaro, and he hailed from a lineage claiming descent from Emperor Uda (868–897). Tadataka was the son of Kyogoku Takatsugu and one of his concubines, with his paternal grandfather being Kyogoku Takayoshi.
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Matsudaira Naomasa
The late Muromachi period, also known as the Sengoku period, was an era of continuous conflict and upheaval, often likened to periods of chaos in Chinese history. This turbulent era was brought to an end by Tokugawa Ieyasu, who, with the support of loyal retainers, established the Edo Shogunate and became the ruler of Japan. Among Ieyasu’s descendants, Naomasa Matsudaira, his grandson, played a significant role during the Osaka Siege. He earned praise from his adversary, Nobushige Sanada (Yukimura Sanada), for his valor as a young warrior and maintained strong relations with successive Tokugawa shoguns.
